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Holiday Rentals near Captain Timothy Hill House

5122 Main St, Chincoteague Island, Virginia 23336-3103
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    Travellers to Chincoteague Island are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    All 137 Rentals in Chincoteague Island
    Vacation House1 / 12
    (23)Excellent
    0.5 kilometres from Captain Timothy Hill House
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Waterfront, 5 BR, 4 BA, Elevator, sleeps 101 / 48
    (1)Excellent
    1.4 kilometres from Captain Timothy Hill House
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    0.0 kilometres from Captain Timothy Hill House
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Cockleshell Cottage1 / 25
    (3)Excellent
    0.4 kilometres from Captain Timothy Hill House
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 June 2018
    This home by far was the best rental we have had yet. From the quiet peaceful area to the wildlife seen just from the backyard. Close enough to enjoy walking to the shops or...
    Reviewed 24 May 2017
    This home was decorated beautifully and was more than roomy for the two of us plus our 2 yorkies. Loved sitting on the back screened in porch while reading or eating ice cream...
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    About this property
    Nestled on a quiet cul-de-sac in a private community just off North Main Street (Oyster Bay II) is where you'll find the charming Cockleshell Cottage! This modern 3 bedroom, 3 bathroom home boasts a first-floor master bedroom suite (Queen), all amenities and comfortable furnishings. Upstairs...
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    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
    Epiphany on Deep Hole Creek - Waterfront & Dock -  Book now for Fall1 / 31
    (44)Excellent
    1.2 kilometres from Captain Timothy Hill House
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Ocean Views
    • Patio
    • DVD Player
    • Wi-Fi
    • Waterfront
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 June 2016
    My family and I thoroughly enjoyed our stay at the Epiphany house recently. The house is fully equipped with EVERYTHING you'll need to make your stay wonderful. We packed so...
    Reviewed 1 September 2015
    And what a week it was. The teens made the most of the clear, sunny days by swinging in the hammock, riding bikes, and kayaking and crabbing (for the first time). The parents...
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    About this property
    Epiphany on Deep Hole Creek. Deep Hole Creek Vacation Rentals Member, Chincoteague Chamber of Commerce Pets subject to approval and an additional fee. See DeepHoleCreek s ite for more info and photos.! Scroll down to email Blair & Martha (owners) . Or Call Blair & Martha at the number listed for...
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    Chincoteague Island, Virginia
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
    June's Retreat1 / 37
    (1)Excellent
    0.7 kilometres from Captain Timothy Hill House
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Wi-Fi
    • DVD Player
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 July 2016
    This is our 7th time vacationing in Chincoteague and June's Retreat was by far our favorite rental! We are a group of 12 and this spacious, beautifully decorated home easily...
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    About this property
    June’s Retreat is Chincoteague Island’s premier luxury vacation rental home, nestled on serene waterfront marshlands just north of town off of Main Street. This custom designed and decorated home leaves no detail unnoticed. From the bright spacious rooms with floor-to-ceiling windows to the...
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    Chincoteague Island, Virginia
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
    Joint Venture1 / 23
    (1)Excellent
    1.8 kilometres from Captain Timothy Hill House
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 June 2018
    We enjoyed a quiet, lovely view out of the back of the house. We were very comfortable in the house. The kitchen was simple, but stocked enough for our needs. The rooms are...
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    About this property
    Joint Venture is the perfect townhouse for an affordable vacation! Take a short stroll to Maddox Blvd (Beach Road) and enjoy ice cream, mini golf or any of the shops & restaurants. Bike or drive to the beach! Joint Venture offers a water view of Little Oyster Bay (tidal creek) that can be enjoyed...
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    Chincoteague Island, Virginia
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Lavinder House1 / 54
    (1)Excellent
    0.6 kilometres from Captain Timothy Hill House
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 November 2017
    This gerrymandered Victorian is the almost perfect weekend get-a-way rental - except . . . Of the five bedrooms, there is only one that you can get to without climbing steep and...
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    About this property
    Tucked away off North Main on the waterfront, Lavinder House is a charming Victorian-style home steeped in tradition. From the original woodwork to the brick kitchen floor, you'll enjoy the original integrity this island home features. Once the home of actress Linda Lavin, 'Lavin'der House tells...
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    Chincoteague Island, Virginia
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
    2.2 kilometres from Captain Timothy Hill House
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    As one of our newest vacation rental offerings, we're pleased to be have this downtown charmer! Shreiner's Tradition is a renovated 2+ bedroom home located just outside the downtown area. Enjoy walking to restaurants, shopping, ice cream and the movie theater! This home features an eat-in kitchen,...
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    Chincoteague Island, Virginia
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    1.2 kilometres from Captain Timothy Hill House
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy some of the island's best water views overlooking Oyster Bay from nearly every room of this custom beach home! Located on a bulk-headed waterfront lot in Richardson's Landing, you can fish and crab from the backyard! A wonderful feature of this spacious home is that you'll find your bedrooms...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Abbie Thornton Cottage1 / 22
    (1)Excellent
    0.1 kilometres from Captain Timothy Hill House
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 August 2015
    My husband and I stayed at Abbie Thornton cottage in August 2015 and are SO happy we booked this place! It was absolutely wonderful, from the screened in porch (perfect spot...
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    About this property
    This charming Chincoteague cottage was built in the 1930's and is located directly across the street from the Chincoteague Bay. Abbie Thornton Cottage still has much of its original integrity, but has been lovingly restored to offer all the modern comforts of home. There's a cozy screened porch off...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    A 'Teague of Our Own1 / 32
    (4)Excellent
    2.1 kilometres from Captain Timothy Hill House
    3 Bedrooms, 1 Bathroom, Sleeps 9 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Parking
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 August 2019
    This home is great! Great location, plenty of space, nicely furnished and decorated! The yard is great if you have little kids as there is plenty of room for them to play, The...
    Reviewed 17 August 2018
    This pet-friendly home is a wonderfully comfortable place to spend a vacation. The owners have it furnished to satisfy many different tastes, - from those of us who like a...
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    About this property
    Welcome to A 'Teague of Our Own! This in-town home is an easy walk or bike to downtown or Maddox Blvd. Nicely decorated in 'beachy-chic' decor! The living room has abundant seating, complete with a flat screen TV and electric fireplace for those off-season stays. The kitchen is stocked to a chef's...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 9
    Snoozin' Goose1 / 29
    (3)Excellent
    1.0 kilometres from Captain Timothy Hill House
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • DVD Player
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 July 2018
    We all loved it here - including our dog! Quiet location in Oyster Bay community which we love. Stayed here a few years back and it's even better now. Love the new paint and...
    Reviewed 30 June 2017
    Well appointed, nicely decorated and comfortable in a neat neighborhood. Three bedrooms and multiple porches for breezy comfort with views of the bay and it's dog friendly...
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    About this property
    Beautiful 3 bedroom home located in one of Chincoteague Island's private WATERFRONT communities! Snoozin' Goose offers multiple outdoor porches, an open floor plan with large, bright rooms and modern amenities -- all in a quiet, peaceful location. Enjoy wonderful water views while sitting directly...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Sunset Bay Villa 3121 / 22
    (5)Very good
    1.0 kilometres from Captain Timothy Hill House
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 August 2020
    Simply amazing! We had a blast! We were celebrating my Sons 8th birthday. He has already told me to book again for next year because this was his “ best birthday ever” It is...
    Reviewed 19 July 2017
    We stayed at the Sunset Bay at two of the condo's managed by Chincoteague Resort Vacations and we were very happy with our stay. They were very responsive to a stubborn door...
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    About this property
    Villa 312 is a beautiful 3 bedroom villa featuring a master bedroom suite with luxury bath, gourmet kitchen with center island which is great for entertaining, laundry room with washer/dryer and a waterside balcony overlooking Chincoteague Bay. There are tvs in all the bedrooms, and a computer desk...
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    Chincoteague Island, Virginia
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Osprey1 / 20
    (1)Excellent
    0.6 kilometres from Captain Timothy Hill House
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 May 2018
    Beautiful home great setup all you could ask for. Temperatures dropped and the winds were unbelievably cold during our stay. Pipes froze and we knew by the for sat that it...
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    About this property
    This great contemporary beach home is located at the edge of the community harbor area, a perfect location for you and your guests. As a pet friendly house, you'll enjoy the wide open spaces for your dogs. The home features an open floor plan with a lovely eat-in (and completely renovated!) kitchen...
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    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Captain's Loft1 / 21
    (4)Very good
    1.5 kilometres from Captain Timothy Hill House
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • DVD Player
    • Terrace
    • Air Conditioning
    • Wi-Fi
    • Balcony
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 October 2018
    Me and family really enjoyed our stay in this beautiful home in Chincoteague, very comfortable beds and rooms for a family of 8. the house is in a very quite location but near...
    Reviewed 16 September 2017
    Been coming to Chincoteague for years and have stayed all over the island. Hands down this is my favorite place. Clean, plenty of Bedrooms and Bathrooms. It also does have a...
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    About this property
    Captain's Loft has fresh new updates! This vacation home is located just a short walk to Maddox Blvd! Close to everything, but situated perfectly for a quiet and relaxing stay. This duplex home features three bedrooms downstairs, and two of those bedrooms have full baths. There's another third full...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    0.7 kilometres from Captain Timothy Hill House
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A destination unto itself, Sea Oats offers wide open spaces, beautiful waterfront and views of Oyster Bay and plenty of room to spread out and relax. A luxury vacation rental home with all the bells and whistles, Sea Oats will delight your senses. From the tastefully decorated rooms and...
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    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Castlebar1 / 61
    (1)Excellent
    1.3 kilometres from Captain Timothy Hill House
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Air Conditioning
    • Grill
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Balcony
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 July 2018
    Our family loves this open, bright house nestled in the beautiful marshes off Chincoteauge Bay. Waking up in the morning to the various wading birds and the sunset off the dock...
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    About this property
    Luxury waterfront home in Salt Marsh Landing - an upscale residential community on the northern tip of Chincoteague Island. Spectacular sunsets! A long, private pier over the salt marsh leads you to a bay front dock area with shade. It's perfect for crabbing, fishing or canoe and kayak launching....
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    Chincoteague Island, Virginia
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    An Unfettered View1 / 25
    (7)Excellent
    1.6 kilometres from Captain Timothy Hill House
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 November 2020
    We rented this house for a couple of nights for a quick getaway expecting to be a no thrills kind of place based on the pictures. However, the pictures did not do it justice...
    Reviewed 9 December 2019
    This is a charming house with a beautiful view, including stunning sunsets for early risers. The house is wheelchair accessible at the front door, sliding doors, the dock, and...
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    About this property
    This beautiful 2 bedroom ranch home has a quiet, out-of-the-way location situated on little Oyster Bay. The views of the bay are beautiful and expansive with a long pier straight from the back deck. Its perfect for crabbing, kayaking & canoeing! An Unfettered View features all amenities including a...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    Homestead1 / 37
    (2)Excellent
    0.0 kilometres from Captain Timothy Hill House
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 August 2018
    We had another amazing stay on Chincoteague this year and love Homestead so much that it's the second year in a row we've booked it. It's cozy, quiet, has everything you need...
    Reviewed 16 August 2016
    We just spent a week at the Homestead, and it was everything we were looking for and more. We had a few semi rainy days and very high temps the whole time there. We all were...
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    About this property
    Set back across the street from Chincoteague Bay, Homestead sits on 30 acres of basically pristine land. A cozy cottage, originally built in 1890, had been updated but the owners kept the original charm of yesterday but with the comfort of today. Now that charm and comfort has been expanded. A...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Donovan's Reef1 / 15
    (1)Excellent
    1.8 kilometres from Captain Timothy Hill House
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    Pet friendly
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    Smoking allowed
    Reviewed 12 August 2014
    Just returned from one of the best vacations ever. This house was nice and big. There were 8 in our party and there was plenty of room to speed out. The kitchen was well...
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    About this property
    What a great house and it is PET FRIENDLY! Donovan's Reef is a classic home that offers large living spaces and bedrooms. On the first floor the original wood floors will guide you through a beautiful dining room (will seat 8 comfortably), right into a well appointed living room and den plus...
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    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    0.6 kilometres from Captain Timothy Hill House
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Avalon is a charming 4 bedroom, 2.5 bathroom home situated on a bulkheaded waterfront lot on Oyster Bay! There is a large great room that boasts two family rooms, a dining area and large kitchen. From the gas fireplace, to the 16' cathedral knotted pine ceilings, this home is bright, warm and...
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    Chincoteague Island, Virginia
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    Hidden Treasure1 / 32
    (1)Excellent
    1.4 kilometres from Captain Timothy Hill House
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 July 2016
    We stayed here a few weeks ago. We had stayed in another house on the same street in a previous year- have been coming to the island for decades! The AC is COLD, the deck...
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    About this property
    Escape to the beach - come to this wonderful home nestled within one of Chincoteague Island's most prestigious communities. Hidden Treasure features a great open floor plan downstairs, as well as the privacy of a separate den (with sleep sofa), full bathroom and bedroom (2 twins). A full wall of...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Dockside1 / 26
    (1)Very good
    2.1 kilometres from Captain Timothy Hill House
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
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    Pet friendly
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    Smoking allowed
    About this property
    Located on the Assateague Channel, this is your chance to watch the ponies from your own deck. A wonderful panoramic view awaits you…to the left is the Assateague Bridge; to right of the bridge is the Assateague Lighthouse and ponies; and to the far right is Tom’s Cove and the ocean inlet. Come and...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
    Grandview1 / 34
    (4)Very good
    2.2 kilometres from Captain Timothy Hill House
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Waterfront
    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
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    • Balcony
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 August 2017
    We had a wonderful & relaxing beach stay at Grandview. This house was great, right on the water. Such beautiful sunsets! We were concerned that the house was a bit further...
    Reviewed 19 August 2014
    We stayed at Grandview last week with two of our children, their spouses and four grandchildren. It was indeed a grand view from the house, deck and docks across the bay.When...
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    About this property
    Enjoy stunning sunsets from this 5 star home at water's edge. Relax with the amazing water view from the north side of the island. Every bedroom is a suite, to ensure all of the adults have the right amount of privacy and a quiet place to stow away with a book. The dining area is big enough to...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    0.1 kilometres from Captain Timothy Hill House
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Poole's Cove manages to be tucked away right on Main Street. This home has been decorated with an artists' eye and poet's heart. The set up of this home offers plenty of room for the whole family, but enough distance for quiet moments to yourself. The Master bedroom suite is located in the main...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Admiral Benbow1 / 34
    (1)Excellent
    0.9 kilometres from Captain Timothy Hill House
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    Smoking allowed
    Reviewed 30 August 2013
    My favorite vacation home ever! This house was beautiful and you get that "beach feeling" as soon as you pull in. The bay is within view from the house and the beach is...
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    About this property
    A very nice contemporary home located in Oyster Bay I community. Located next to the community boat ramp - you have access to the water and the kids can fish and crab from the dock areas. This house has an outdoor ramp to the ground level. Don't miss out on the great screened porch for a family...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    0.7 kilometres from Captain Timothy Hill House
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bay Dreamer is a spacious 3 bedroom duplex home with multiple porches and decks and spectacular sunset views, just minutes from downtown. When you enter the home you'll find a furnished rec room. The second floor features an open living room, dining area and kitchen. There is a large screened porch...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Heron's Cove On Salt Meadow1 / 21
    (1)Excellent
    1.6 kilometres from Captain Timothy Hill House
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Peaceful and stunning waterfront home! Located on a quiet side-street, Heron's Cove features a reverse floor plan with all bedrooms on the first floor, and the main living-level on the second floor. This allows you to capture and maximize the fabulous bay views! The second floor also features a...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
    Island Girl1 / 20
    (5)Very good
    1.2 kilometres from Captain Timothy Hill House
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Reviewed 18 October 2017
    First of all Island Girl has an Island vibe. The house is very bright and airy and it gets a lot of natural light. We enjoyed the deck and the screened in porch. It was misty...
    Reviewed 18 September 2015
    This was the perfect rental for our party. We had three couples and 4 kids. There are three beds, all queen, and the loft has four twins. The kids loved being in the loft...
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    About this property
    Spacious waterfront home with water views from every window! The Great Room includes comfortable living and dining areas and a modern, fully stocked kitchen w/ breakfast bar. Amenities include central heat & air, private outside shower, wood stove, grill, screened porch and lots of deck space! And...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    Southern Dream1 / 27
    (1)Excellent
    1.4 kilometres from Captain Timothy Hill House
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Smoking allowed
    Reviewed 12 March 2016
    My family has stayed at this rental for the last few summers when we go to Chincoteague. My favorite thing here is the view of the water from the deck. We love cooking out...
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    About this property
    Charming 3 bedroom ranch home located in one of Chincoteague Island's residential communities. Nice, quiet location with a water view of Oyster Bay. You'll enjoy the easy, one-story floor plan with open living room/kitchen/dining areas. If you love the outdoors, spend your time outside on the...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    0.7 kilometres from Captain Timothy Hill House
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spectacular waterfront home on the end of a cul-de-sac! Bright, airy and immaculate! Four decks, including one off of the stunning 2nd floor Private Master Suite. Dramatic cathedral ceiling in the cozy, waterfront living room. A screened porch to host an outdoor dinner. Central heat & a fireplace...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    1.0 kilometres from Captain Timothy Hill House
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful bay-front home overlooking Oyster Bay - a kayakers' paradise. Your group of 8 will enjoy the peace & quiet this home has to offer. There's a dock with floating boat launch for easy in/easy out. As you enter this home, on the main level you'll find a great open floor plan with stunning...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Windshadow1 / 27
    (1)Excellent
    0.7 kilometres from Captain Timothy Hill House
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 July 2018
    Great location, close to town. Beautiful view of the Chincoteague Bay. Lovely, well-organized home. Pet friendly, took our 2 dogs. We have stayed at several homes in...
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    About this property
    You will enjoy spectacular sunsets from this lovely waterfront home overlooking the Chincoteague Bay. There is a waterfront screened gazebo that leads to a dock great for crabbing/fishing. Inside is a large open floor plan with a brand new kitchen, living room with wood burning fireplace and dining...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    La Dolce Vita1 / 36
    (2)Very good
    2.2 kilometres from Captain Timothy Hill House
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 August 2018
    If you’re looking for a laid back vacation with room enough for family & friends then this is the place. The sunset views are truly breathtaking. The fishing/crabbing is...
    Reviewed 21 September 2015
    I arrived at the lovely home in the early evening to find the trash scattered all under the house and critters running about. The (high speed) internet in the house would...
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    About this property
    La Dolce Vita = The Sweet Life! Enjoy breathtaking waterfront views and spectacular sunsets from every room in this comfortable luxury waterfront home on Chincoteague Bay! Each of the 4 bedrooms features a private full bath. There are bedrooms on both levels with the master bedroom on the first...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    0.2 kilometres from Captain Timothy Hill House
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A true architectural delight, 'Cozy View' is one of Chincoteague Island's unique gems. Conveniently located on North Main Street, this cottage is close enough to town, yet just far enough away to offer some peace and quiet. The stunning water views of the Chincoteague Bay and million-dollar sunsets...
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    Location Information
    Greenbackville, Virginia
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Paradise View1 / 43
    (1)Excellent
    1.2 kilometres from Captain Timothy Hill House
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Balcony
    • Terrace
    • Air Conditioning
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 September 2016
    Absolutely loved paradise view from Chincoteague Resort Vacations. The scheduling was a breeze and everything was from scheduling to rental agreements to check in were a breeze...
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    About this property
    Truly a masterpiece, this luxury vacation rental home offers only the finest amenities. Each bedroom is a separate suite with private bath. The master bedroom suite (K) features two a spa bath with jetted tub, a private waterside deck area and beautiful water views. To capture the best views,...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    0.2 kilometres from Captain Timothy Hill House
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Blue Sea Star! You'll fall in love with this fabulous 3 bedroom home from the moment you walk in the door. Bright open spaces, lots of windows, wood floors, first floor master bedroom/bathroom, and too much more to name! Located on a quiet cul-de-sac in the popular Oyster Bay II...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 12
    Mainstay1 / 26
    (1)Excellent
    0.7 kilometres from Captain Timothy Hill House
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 June 2018
    We had a wonderful stay at Mainstay. The house was gorgeous, and the vacation rental office was super helpful and very easy to work with. I definitely recommend booking through...
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    About this property
    We are pleased to be able to offer this rental to you! Mainstay is a wonderful vacation rental home with so many luxuries you'll want to stay all summer long! The eco-friendly home has all the modern amenities and upgrades to make your vacation feel like the ultimate getaway. From the large Jacuzzi...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    Carriage House1 / 23
    (1)Excellent
    0.2 kilometres from Captain Timothy Hill House
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Carriage House is a newer two-story home in the quiet neighborhood of Oyster Bay II just off of North Main Street. This immaculate home features a bright, open floor plan - a large kitchen equipped with modern stainless steel appliances, spacious living and dining areas with tasteful furnishings...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    Coral Cove1 / 45
    (1)Excellent
    0.9 kilometres from Captain Timothy Hill House
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Reviewed 30 September 2020
    Coral Cove is a spacious, well stocked, well maintained home in a peaceful neighborhood. Our kids enjoyed fishing and crabbing from the dock. All the attractions of Chincoteague...
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    About this property
    We are beyond excited to be able to offer you 'Coral Cove' for your next Chincoteague Island vacation - we just KNOW you will love it! Formerly known as 'The Fig Tree', Coral Cove has just undergone a complete renovation and has a true 'WOW!' factor. On the main living level you'll find a bright,...
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    Location Information
    Chincoteague, Chincoteague Island
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
    1.0 kilometres from Captain Timothy Hill House
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Peace and tranquility is what Crossroads (formerly known as Sunset Cove) offers. Totally re-done in 2019, this beautiful 4 bedroom waterfront home in the Smugglers Cove area is nestled on the northwestern shores of Chincoteague Island offering a world class view of Chincoteague Bay along with its...
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    Location Information
    Chincoteague, Chincoteague Island
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    1.1 kilometres from Captain Timothy Hill House
    4 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Light, bright & airy, 'The Virginian' is a wonderfully large vacation home that boasts a full ensemble of amenities along with a nice waterfront setting. Downstairs you'll find a large living/dining room combo and a nice modern kitchen. Off the kitchen is a private den area - a perfect spot to...
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    Location Information
    Greenbackville, Virginia
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 11
    My Island Escape1 / 29
    (1)Excellent
    0.5 kilometres from Captain Timothy Hill House
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 July 2019
    This is so nice and quiet! We had beautiful July 4th, with friends and family. Nice location with the deck going into the bay where you can enjoy refreshing breeze. New house...
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    About this property
    Tucked away on a quiet lane off of North Main is where you will find My Island Escape. This brand-new home is absolutely immaculate! Luxury finishings, tastefully appointed furniture and décor make for a flawless backdrop to your next vacation. The living room at My Island Escape features ample...
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    Location Information
    Chincoteague, Chincoteague Island
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    1.2 kilometres from Captain Timothy Hill House
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come and enjoy a nice, relaxing vacation at this charming island home. 'Blue Moon' is centrally located on Chincoteague Island - it's not too far from downtown, a public boat launch, nature trails, and one of the island's most-loved fresh seafood shops! Downstairs features the living room/dining...
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    Location Information
    Chincoteague, Chincoteague Island
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    0.5 kilometres from Captain Timothy Hill House
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Aptly named, 'Serenity at Oyster Bay' is just what you'll find at this delightful vacation home. Located in the highly-demanded community of Oyster Bay I, you'll enjoy the peaceful, quiet area nestled amongst the tall pines and marsh grasses. The main living area features a fantastic open floor...
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    Location Information
    Chincoteague, Chincoteague Island
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    Casa del Mar1 / 49
    (2)Excellent
    2.2 kilometres from Captain Timothy Hill House
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
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    • Washer
    • Hot Tub
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 September 2020
    We have been going to Chincoteague for about 10 years now and have never stayed in the same place twice, but that will change next year as we hope to book Casa Del Mar again...
    Reviewed 27 August 2019
    A relatively strange location given that for almost 20 years we have stayed in a house with a view of the sunset over water .. no such thing here.It is sandwiched between the...
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    About this property
    Casa del Mar - 'House by the Sea' - is your home away from home... at the beach! Located in the heart of downtown Chincoteague Island, this grand home has been lovingly maintained and is conveniently situated within walking distance to the waterfront park, boutique shops, restaurants, movie...
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    Location Information
    Chincoteague, Chincoteague Island
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
    0.3 kilometres from Captain Timothy Hill House
    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Balcony
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    • Terrace
    • Waterfront
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Amenities: Central A/C, Microwave, Dishwasher, W/D, TV, DVD, Jacuzzi Tub in Master Bath, 2 Gas Log Fireplaces, 2 Decks, Access for Kayak/Canoe Refuge is no exaggeration with this luxury top of the line four bedroom waterfront home. Two luxury master bedrooms lead out to waterfront decks. Grand...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
    0.9 kilometres from Captain Timothy Hill House
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Amenities: Central A/C, Microwave, Dishwasher, W/D, Fireplace, WiFi, Screened Porch, Enclosed Outside Shower, Boat Dock Lovely & comfortable 3 bedroom home, newly renovated has sweeping views throughout. Large waterfront screened porch to the back overlooks canal and boat dock. Nicely furnished &...
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    1.9 kilometres from Captain Timothy Hill House
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Air Conditioning
    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Amenities: Central A/C, Microwave, Dishwasher, WiFi, W/D, Cable TV, DVD, VCR, Screen Porch, Outside Shower, Charcoal Grill Island home renovated for your comfort. Close to town and Maddox Blvd. makes this cozy cottage the perfect place to walk or bike to shopping, restaurants and entertainment....
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    Location Information
    Chincoteague Island, Virginia
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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