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Holiday Rentals near Proud Mary Charters

7171 Mason Dr, Chincoteague Island, Virginia 23336-1922
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    Travellers to Chincoteague Island are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    All 100 Rentals in Chincoteague Island
    Sea Adventure: Waterfront  Views, Pier at this Park Rental!!!1 / 19
    (1)Excellent
    0.8 kilometres from Proud Mary Charters
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Sea Heart & Soul, Waterfront Memorial Park Rental1 / 32
    (9)Excellent
    0.8 kilometres from Proud Mary Charters
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Cozy cottage near Old town Fishing Village1 / 12
    (1)Very good
    0.9 kilometres from Proud Mary Charters
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Beautiful Chincoteague Island retreat1 / 30
    (14)Very good
    1.0 kilometres from Proud Mary Charters
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Porch
    • DVD Player
    • Parking
    • Washer
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 June 2018
    It was great little place for getaway all the appliances are up to date an nice kitchen. The ac works great so that's always a plus. within walking distance of the ropewalk for...
    Reviewed 25 May 2018
    I rented this house initially with the idea of just me being there (to cover a rocket launch), but had 2 close family members join me for most of my near week-long stay. And how...
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    About this property
    Come stay and relax at this quiet retreat. This listing is a newly remodeled home which is tastefully decorated. There are three color themed bedroom's; which have two queens and two twin sized beds. There is serenity all around you, come sit on the screened in porch and relax while listening to...
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    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Tranquil Shores - Relaxation With a Water View1 / 30
    (9)Excellent
    1.1 kilometres from Proud Mary Charters
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Grill
    • Waterfront
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    We had a very nice and peaceful vacation staying at Tranquil Shores. The location was very convenient to most of the activities on the Island. Great views of Eel creek and it's...
    Reviewed 2 weeks ago
    My family stayed here while visiting Chincoteauge for the first time in June. We loved the house and the island! The house was perfect down to every little detail. I loved all...
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    About this property
    Peaceful 3 bedroom/2 bathroom home located directly on Eel Creek. Appreciate the natural beauty of Chincoteague Island with gorgeous nature views from both the lower level screened in porch as well as the balcony off of the master suite. Enjoy relaxing mornings with the sunrise and breeze filled...
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    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Dancing Water View1 / 9
    (1)Excellent
    0.6 kilometres from Proud Mary Charters
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    Smoking allowed
    Reviewed 9 April 2018
    Beautiful views of Asseteague Island with lighthouse, ponies (with binoculars), fun dock to crab, kayak, or keep boat. Furniture and beds very comfortable and kitchen with...
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    About this property
    New Chincoteague rental with panoramic views of Asseteague Island, ponies and lighthouse. Enjoy sunsets, crab, fish, swim, and kayak from shared dock with optional boat slip. 2 bedrooms (full and 2 twin bunks) (queen) pullout queen couch in living room. One full bathroom. Newly renovated with new...
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    Chincoteague Island, Virginia
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    Duck's Delight - Your Seaside Home Away From Home!1 / 19
    (46)Excellent
    1.2 kilometres from Proud Mary Charters
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Grill
    • DVD Player
    • Wi-Fi
    • Patio
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    • Porch
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 May 2018
    This house is a 5 star! Great location people! Very neat, clean and cozy. Beds are comfortable, kitchen has everything you need to cook and a screen porch to relax. Price is...
    Reviewed 13 December 2017
    We had a wonderful time at duck's delight. The house was great and the ducks even came to visit one morning. It was awesome!!! Thanks so much,The Frey's
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    About this property
    Duck's Delight is our home in America's Happiest Seaside Town (2014 Coastal Living)! Entire home updated/renovated for the 2015 booking season! 4 bedroom (3 queen sized beds and 2 sets of bunkbeds), 2 bath Cape Cod in Chincoteague, VA., home of the Assateague ponies. Small fishing town on the...
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    Chincoteague Island, Virginia
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    NEW! Canalside 3BR Chincoteague Island Home w/Pier!1 / 26
    (2)Very good
    0.9 kilometres from Proud Mary Charters
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Balcony
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Terrace
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 November 2017
    What a wonderful house to spend the week. A great place to relax after watching rockets, exploring light houses, and combing the beach. Lots of crabs to come home to. Superb.
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    About this property
    Leave all of your worries behind when you stay at this marvelous 3-bedroom, 2-bathroom Chincoteague Island vacation rental house! Boasting space to sleep 8 guests, water views and a secluded canalside location with private pier, this quaint trailer-style property will allow you to leave all your...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Paradise1 / 28
    (1)Excellent
    1.2 kilometres from Proud Mary Charters
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 August 2017
    Beautiful stunning and breath taking ! The view was beautiful. House was clean upon arrival, very spacious! Loved the kitchen. The bedrooms were very clean and spacious! Loved...
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    About this property
    If you're looking for that special vacation home that offers everything you'll need, look no further. Paradise offers all top-of-the-line amenities including cherry wood floors, chef's kitchen and spacious master bedroom suite with custom bathroom and Jacuzzi tub. The main floor features a bright,...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    1.1 kilometres from Proud Mary Charters
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    About this property
    As one of our newest vacation rental listings, we're pleased to be able to offer you 'A Sunshine Cottage'! With all the charm of a Chincoteague-style cottage, you'll be reminded of the days gone by. The front porch is the perfect spot to relax with a cool drink and book, and the convenient in-town...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Lighthouse Estates #31 / 22
    (2)Excellent
    0.4 kilometres from Proud Mary Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 September 2017
    The location was great, watching the lighthouse at night was amazing. The pool was wonderful to have and well cared for.
    Reviewed 29 June 2016
    Loved everything about this place! Location was perfect to Assateague Island and town. Our 13 year old twin grandchildren loved having big (queen-sizes) beds and own full...
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    About this property
    This comfortable, family friendly vacation rental is waiting for you to enjoy. This unit has pool access and dock access directly across the street for easy access for those fun family fishing and crabbing experiences. It is just a short distance to Memorial Park and Etta's Waterfront dining. The...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    ' TEAGUERS DELIGHT ' Upscale Island Home with HOT1 / 16
    (4)Excellent
    0.9 kilometres from Proud Mary Charters
    2 Bedrooms, 4 Bathrooms, Sleeps 15 Quick View
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    • Grill
    • Parking
    • Cable/satellite TV
    • Hot Tub
    • Washer
    • DVD Player
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 July 2016
    This was our 2nd year . this house is perfect for a large family vacation tim and Collen keep this clean and have a well stock kitchen every thing you need is there house is...
    Reviewed 1 September 2015
    We have been visiting Chincoteague for over 40 years. We have rented many houses on the island but this home is truly a home away from home. This was our first time using VRBO...
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    About this property
    Fresh redo on this spacious and comfortable home, new carpet, flooring, furnishings, mattresses, granite counter tops, tile work and more ! This house has extensive accomadations, two and a half bathrooms and an outdoor shower and foot washing station make as well as a private outdoor hot tub...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 2 Bedrooms, 4 Bathrooms, Sleeps 15
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    0.6 kilometres from Proud Mary Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
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    About this property
    ***4379 Ridge Road*** Lovely 2 bedroom home conveniently located on Ridge Road, not far from Maddox Blvd, with many great island attractions. Perfect house for a family of 4! This house offers extra space in the large sunroom. Bright and airy, the sunroom works for both cool and warm weather. The...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Cowboy Cottage1 / 18
    (4)Very good
    1.2 kilometres from Proud Mary Charters
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    This was within walking distance of dollar general and some other shops, only a couple of miles from the beach!House was perfect!!!How was pet friendly and clean! lots of room...
    Reviewed 8 August 2017
    I found Chincoteague Island an enjoyable vacation destination. The Cowboy Cottage is a comforortable, somewhat rustic place to stay. It's central location on the island makes...
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    About this property
    Cowboy Cottage is a pet friendly home conveniently located a block from Maddox Blvd., and just a couple of blocks from downtown Main Street. This ranch-style home has an open floor plan and is handicap accessible with a ramp to enter the house and bedroom/bathroom accessibility. There is a large...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Poppy's House1 / 9
    (1)Excellent
    1.1 kilometres from Proud Mary Charters
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 July 2017
    This was the 4th time been to Poppy's House in Chincoteague.we stayed 10 days this time and loved every minute of it. The house had a great part in helping to make this vacation...
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    About this property
    ***6313 Cleveland Street*** Walk to everything including shopping, restaurants and entertainment from this convenient in town location! This house has been completely renovated and is a great house for your vacation! Wireless internet!*** Outside Shower is not enclosed*** Bed Sizes: 2 Queen, 2...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Sea Star1 / 17
    (2)Excellent
    1.0 kilometres from Proud Mary Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • DVD Player
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    This was our third time visiting Chincoteague, but our first time staying in the Sea Star rental. We chose Sea Star because it is pet friendly, and we wanted to bring our dog...
    Reviewed 29 May 2018
    We had a fantastic stay at sea star...the home was very clean and had everything we needed. Quiet street and close to everything. Short and convenient drive to state park...
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    About this property
    You cannot go wrong with this brand new beautiful vacation home!! Walking to restaurants, movies, shopping or anything else is just minutes away. Sea Star is a single story 3 bedroom 2 bathroom home that is tastefully furnished and decorated from top to bottom. The master suite boasts a queen bed...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1.0 kilometres from Proud Mary Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ***7175 Bunting Road*** Totally upgraded townhome with large back enclosed sun porch. Nice wetland view! 2 Bedrooms and 2 baths upstairs. Has Wi-Fi.*** Bed Sizes: 1 King, 1 Queen, 1 Queen Sleep Sofa, 1 Twin Rollaway, 1 Twin Sleep Sofa.*** Prime Season Only: $725 weekly/$145 per night. Additional...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.4 kilometres from Proud Mary Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • DVD Player
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come enjoy this 2-bedroom, 2.5 bath townhouse in the Lighthouse Estates community off East Side Drive. There is a community pool as well as water access and a dock (shared) to fish and crab from. This unit features a washer/dryer, wireless internet, central air conditioning and all the other...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    0.2 kilometres from Proud Mary Charters
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
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    Pet friendly
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    Smoking allowed
    About this property
    Aptly named, you'll enjoy a nice relaxing vacation at 'Tranquil Escape!' As one of the newest additions to the vacation rental market, this home is located in a quiet residential neighborhood and features expansive porches and outdoor areas for you to enjoy! With 4 bedrooms, 3.5 bathrooms, an...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Lighthouse Pointe1 / 25
    (2)Excellent
    0.4 kilometres from Proud Mary Charters
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 May 2018
    Nice location and well laid out house. Enjoyed the daily views and nighttime quietness. Easy checkin/checkout. Will come back again.
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    About this property
    One of East Side's most popular rentals! Features include open floor plan with waterside balcony downstairs, and a spacious third level master bedroom suite with private waterside balcony. All levels have balconies or a deck! Very conveniently located - close to Memorial Park, restaurants and...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Tern Inn1 / 15
    (5)Very good
    0.7 kilometres from Proud Mary Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 May 2018
    Nicely decorated and updated! Well equipped and clean! Can't beat the location! Beds are a little soft, but that's a personal preference! Will use whenever we come down!! Can...
    Reviewed 13 May 2018
    We loved Tern Inn before the change in ownership but the new owners have replaced all of the appliances and they are great!I hesitate to review the location, view, etc., because...
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    About this property
    Tastefully remodeled and comfortably furnished, TERN INN is a delightful 2 bedroom townhome you'll find nestled on the shoreline of the Assateague Channel. Open floor plan, master bedroom suite with balcony, private pier and unobstructed views of the Assateague Lighthouse are just a few of the many...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    On Island Time1 / 20
    (1)Excellent
    1.2 kilometres from Proud Mary Charters
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 March 2017
    We have been coming to Chincoteague Island since 1988 and this is the best house we have been to. The décor is sweet and thoughtful. All the little touches are lovely and the...
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    About this property
    Wow... What a show piece! 'On Island Time' is exactly what you expect in your beach home, from the bright and fun decor to the spacious and bright floor plans, all of this wrapped in a traditional Eastern Shore Home. The front enclosed porch is great for reading or just relaxing in the afternoon...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Charlotte's Morning Sun1 / 26
    (1)Excellent
    0.3 kilometres from Proud Mary Charters
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Grill
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Set in the boutique residential community of Oyster Bay II, ‘Charlotte's Morning Sun’ is a stunning 5-star waterfront home that offers unobstructed water views and breathtaking vistas of Oyster Bay. Flowing generously over two levels, Charlotte features 4.5 bathrooms and 4 light-filled bedrooms,...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Panorama1 / 21
    (1)Excellent
    0.4 kilometres from Proud Mary Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 April 2012
    My husband and I had a wonderful weekend on Chincoteague staying in Panorama. We have stayed many places on the island over the years, and this was just fantastic. Right...
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    About this property
    Tastefully appointed first-floor condo situated on the Assateague Channel. Enjoy the unobstructed views of the channel and Assateague Lighthouse! Master bedroom suite with doors to waterside deck area, screened porch, open floor plan and more. Recently updated and refreshed, this is a great unit!...
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    Location Information
    Chincoteague Island, Virginia
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1.2 kilometres from Proud Mary Charters
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ***6242 Church Street*** Proud 3 story Traditional home located at the edge of town is rich in detail and history of the island. Beautiful renovations make this home just right for the whole gang. Just a few steps and walk to shopping and waterfront downtown plaza. Spacious rooms and large...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Stingray1 / 15
    (2)Very good
    0.4 kilometres from Proud Mary Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 September 2017
    I can not say enough about the view from this condo. The place was very clean and close to the beach and all of the attractions. The rental was clean and decorated nicely. My...
    Reviewed 9 July 2012
    I recently stayed at the stingray with my husband, our two-year-old son, and my mother who came for a few nights. The condo was well outfitted, comfortable and clean. It was...
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    About this property
    Luxurious 2nd-level waterfront condo with views you won't believe! Tastefully decorated with work of local artisans, features all amenities, as well as master bedroom suite with king bed & waterside balcony. Many extras like a flat screen TV and a Lazy Boy leather recliner. The open floor plan is...
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    Location Information
    Chincoteague Island, Virginia
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sea Tag #221 / 19
    (1)Very good
    0.6 kilometres from Proud Mary Charters
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 August 2015
    Nicely remodeled 2 BR/1 BA Condo. Great view of Assateague Island & the lighthouse. Perfect for pony penning & bring your binocs to view the ponies year round. Rental...
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    About this property
    We are pleased to be able to offer you this fabulous 2nd level unit! The interior has been completely renovated, from the drywall and paint, to the furniture! You'll enjoy all modern amenities including flat-screen TVs (3), internet, washer/dryer facility and updated kitchen (appliances, cabinets,...
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    Location Information
    Chincoteague Island, Virginia
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Agape House1 / 15
    (1)Excellent
    1.2 kilometres from Proud Mary Charters
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 June 2016
    We have been vacationing on Chincoteague for years and Love everything about it, This is a great house with lots of room we had two adults and four teens and it worked out...
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    A great three bedroom home with a convenient in town location - just a short distance to Maddox Blvd. and Main St. for dining, shopping, etc. The master suite has a queen bed and private bathroom with TV. The second bedroom offers two queen beds and lots of extra space. Through the open dining and...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ocean View Retreat1 / 25
    (5)Very good
    0.9 kilometres from Proud Mary Charters
    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 May 2018
    Sleeps comfortably and privately for a large group; the kitchen & dining area are much too small, ie - one refrigerator in a 14 person house, multiple tables/rooms for eating...
    Reviewed 19 September 2015
    We rented this house because our favorite house with another Chincoeague rental agency was not available. While this house is nice, we prefer the other one. The view here is...
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    About this property
    Nestled on the eastern tip of Chincoteague Island, this spacious waterfront estate has been designed and meticulously constructed by a local craftsman. Enjoy the unobstructed views of Assateague Channel and the lighthouse while the sounds of nature delight your senses. Features include 5 bedrooms,...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    0.4 kilometres from Proud Mary Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Great 2 bedroom, 2.5 bath townhome in Lighthouse Estates community off East Side Drive. This home features all amenities including central air, washer/dryer and new kitchen appliances. In addition, there is a community pool as well as water access and a dock (shared) to fish and crab from. This is...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.8 kilometres from Proud Mary Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
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    About this property
    This property has a location that is rich with amenities. Situated right next to Memorial Park, you can sit on the deck and enjoy the water views as the kids run, play, skateboard, fish and crab. The first floor is an open room consisting of the kitchen, dining area and living room (with queen...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.9 kilometres from Proud Mary Charters
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ***7136 Silver Sails Landing*** Spacious duplex overlooking the wetlands. With screen porch, deck, first floor master suite, enjoy the community pool after a long day at the beach! Next door to Bay Pony.*** Bed Sizes: 2 King, 2 Twin*** Prime Season Rates: $1350 weekly/$270 per night. Off Season...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.8 kilometres from Proud Mary Charters
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    About this property
    Cute as a button! This cozy little cottage sleep 5, and it's conveniently located very close to Memorial Park and Pony Swim area. If you're looking for an affordable vacation, this is it! The modern amenities make for an enjoyable vacation - there's central air, washer/dryer and outside swing....
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
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    Assateague Light1 / 11
    (1)Very good
    0.4 kilometres from Proud Mary Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 August 2012
    Assateague Light is a very nice first-floor waterfront condo facing the Assateague Channel. The view from the deck is spectacular. When we were looking for vacation rentals on...
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    About this property
    This modern 2 bedroom condo located on the first floor features a master bedroom suite with a king bed, private bath and sliding glass door to the waterfront deck. The second bedroom has two twin beds with a full bathroom across the hall. This shared bath offers a walk in shower and washer/dryer....
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    Location Information
    Chincoteague Island, Virginia
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.9 kilometres from Proud Mary Charters
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ***7150 Silver Sails Landing*** Exquisite duplex offers top level comfort with screened porch and open deck over looking the creek. Tropical accents with lovely furnishings, living room fireplace, gas grill, and community pool. Also has WiFi.*** Bed Sizes: 2 Queen, 2 Twin*** Prime Season Rates:...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1.0 kilometres from Proud Mary Charters
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    ***3757 Willow Street*** Completely renovated traditional home in town with bright cheerful rooms and offers all amenities. Pet friendly! Two bedrooms on second level of home and two walk thru third story bedrooms. Third story loft with 4 twin beds has a typical Traditional home steep staircase....
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    SNUG HARBOR WATERFRONT COTTAGE with a stunning view of lighthouse and ponies!1 / 98
    (41)Excellent
    0.6 kilometres from Proud Mary Charters
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Waterfront
    • Outdoor Dining Area
    • Grill
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 days ago
    The staff are very polite and helpful. The cottages are clean and well maintained. And the view is stunning. It made my vacation very enjoyable!
    Reviewed 4 weeks ago
    We stayed in a 2 bedroom waterfront cabin. Cabin was very clean and comfortable. It sits maybe 100 feet from the water, across which you can see the wild Chincoteague ponies...
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    About this property
    It's a celebration of nature in its most magnificent form, as the wild Chincoteague ponies run up and down the marshland, the local birds will sing you a song. As this perfect day comes to an end, the laid back reggae tunes will set the mood for the miraculous montage of Caribbean colors that make...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Lighthouse View Townhouse1 / 15
    (3)Very good
    0.4 kilometres from Proud Mary Charters
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • DVD Player
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    CRR has done it again. We have been vacationing in Chincoteague for the past 15 years. When our favorite Motel closed, CCR was able to help us find what we needed. This house...
    Reviewed 5 July 2016
    I enjoyed my stay in this home. My only complaint is that I initially inquired if there was a dishwasher prior to renting because it was not listed as an amenity. I was answered...
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    About this property
    Lighthouse View is located on the east side of our ialnd and includes a private community pool for your enjoyment. The 3 bedroom, 2 bath townhouse features two first floor bedrooms with full bath in the hallway and a master bedroom suite upstairs. There's water access across the street with a...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Serendipity1 / 20
    (2)Very good
    1.2 kilometres from Proud Mary Charters
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    Come stay in this classic Eastern Shore Style home. Located just a few blocks from our famous downtown Main Street area, you are within walking distance to most of our shops and restaurants. Serendipity has a very nice screened porch for those memorable Chincoteague Summer evenings. This home also...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Mermaid Crossing1 / 21
    (1)Excellent
    0.9 kilometres from Proud Mary Charters
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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    Smoking allowed
    Reviewed 1 week ago
    This location was an unexpected delight! More than any one particular thing, it was comfortable! We will be returning!
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    About this property
    Comfortable, pet friendly home on large, side-creek lot with fantastic views from both the front and back of house! Excellent crabbing from dock! (Property sits on creek only suitable for kayaks, canoes and crabbing.) Just a short distance to Memorial Park and Fairgrounds. 2 living room areas, 2...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    0.4 kilometres from Proud Mary Charters
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Looking for a vacation retreat without all the fancy and frills? Look no further than this fabulous home - Holly Haven. Clean and comfortable best describes this single-story, ranch style family home. Enjoy outdoor living on the back deck or back yard. Holly Haven is conveniently located on a...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    1.2 kilometres from Proud Mary Charters
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ***3849 Main Street*** Charming and spacious island home offering a first floor bedroom and Outside Shower. Close to center of town, near restaurants, shopping and nightly entertainment.***1 Bedroom & 1Bath downstairs/3 Bedrooms & 1 Bath-2nd floor/1 Bedroom-3rd floor.*** 20 Foot Boat slip rentals...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    0.6 kilometres from Proud Mary Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Smoking allowed
    About this property
    Josie's Dream is a newer, more modern vacation rental that features a master bedroom suite with private bath and a great location across the street from Memorial Park. Walk to Etta's Restaurant, East Side Marina or Memorial Park. Note: parking has a two car maximum. Additional amenities include:...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Mallard's Walk1 / 25
    (1)Excellent
    0.3 kilometres from Proud Mary Charters
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 August 2016
    This is the second year we stayed at Mallard's Walk. We have stayed different places over the years, and this is by far our favorite. We love that the dock is across the road...
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    About this property
    Enjoy the wonderful bay breezes from this charming waterfront home. Three bedrooms, great spacious kitchen, quiet porch to relax on and your own private pier/dock on Assateague Channel. Watch our world famous Chincoteague wild ponies grazing in the salt marshes of Assateague Island. No smoking and...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Big Pines1 / 9
    (2)Excellent
    0.8 kilometres from Proud Mary Charters
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 November 2015
    Well maintained home within walking and biking distance of many shops and restaurants. Lovely screened in porch and the fire pit was an added bonus.
    Reviewed 26 September 2014
    I have went to chincoteague yearly since i was born and by far this is the first place i am going to stay for now on. Walking into this home i fell in love and instantly wanted...
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    ***3545 Willow Street*** Very nice, comfortable 2 BR home will delight you with it's updated kitchen and new appliances. The large screened-in back porch with gas grill. Deck will accommodate outdoor entertaining. Centrally located, it is a short walk to town/shopping and the carnival grounds. 3...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    1.2 kilometres from Proud Mary Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    About this property
    ***6312 Clark Street**** Island home renovated for your comfort. Close to town and Maddox Blvd. Back screened porch and second level loft sleeps the gang! With internet!*** Bed Sizes: 1 Queen, 1 Double, 4 Twin*** Prime Season Rates: $725 weekly/$145 per night. Off Season Rates: $560 weekly/$112...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Island Thyme1 / 14
    (2)Very good
    0.9 kilometres from Proud Mary Charters
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Smoking allowed
    Reviewed 24 May 2017
    I found the house pleasant and pretty, the decor was all seaside with shells and beach shoes and quiet colours. I was disappointed that there was no wifi, as I had thought I...
    Reviewed 16 July 2013
    I loved this property. This was the third time my family and I stayed at Island Thyme. The location is great, it's in the middle of the little town and less than half a mile...
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    About this property
    There's plenty of room for everyone here at Island Thyme! This spacious home features a living room and den, large eat-in kitchen and dining area, and a huge wrap-around deck -- perfect for enjoying the quiet, peaceful setting. The many extras include a hot tub (on back deck), and Foosball table....
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    1.2 kilometres from Proud Mary Charters
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A luxury waterfront vacation rental home with community pool privileges. Located on Chincoteague Bay, right at the water's edge. Enjoy breathtaking views and beautiful sunsets! On the first floor you'll find a sitting area (Double-size pull out sofa), two bedrooms (Queen & 2 Twins) with a common...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    0.7 kilometres from Proud Mary Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Tastefully remodeled and decorated, 'Gone Coastal' is the perfect motto for this beach getaway! Located close to downtown - movies, shopping, restaurants and more. And you're only about 2 miles to the entrance to the beach! This rental features all modern amenities (central a/c & all appliances)...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    1.3 kilometres from Proud Mary Charters
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located on the edge of beautiful Chincoteague Bay, Sunset Bay Villas are distinctive condominium homes that offer nothing less than the finest amenities. This unit boasts over 1,700 square feet of living space with 3 bedrooms. Spacious waterfront balcony, private master bedroom suite with whirlpool...
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    Location Information
    Chincoteague Island, Virginia
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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