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Holiday Rentals in Chincoteague Island, VA

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    Travellers to Chincoteague Island are booking April dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 12
    5 of 5 bubbles (9) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    1 / 21
    5 of 5 bubbles (30) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 31
    4.5 of 5 bubbles (5) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    4 of 5 bubbles (6) Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Totally updated but traditional "home away from home" facing the Chincoteague Channel on Chincoteague Island, minutes from the quaint downtown and the Assateague National Seashore and Wildlife refuge. Relax in this spacious, clean, and beautifully furnished home with water views of the sunset from... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    5 of 5 bubbles Reviewed 9 November 2016
    I can't tell you how much we enjoyed staying in this wonderful home. It had everything we wanted with the exception of a washer and dryer. It was spacious, warm and inviting. We...
    5 of 5 bubbles Reviewed 26 August 2016
    We rented this house for a week in August. Our extended family included myself, my husband, my two teenagers, and my mother and stepfather. The house (four bedrooms) had plenty of...
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    1 / 19
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Patio
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    • Waterfront
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    About this property
    SEA ADVENTURE next to Sea Heart and Soul are 2 miles from Assateague Island and 5 miles from beach front fun. Check-in 4pm/ check-out 12pm. $229.00 per night. This home, right out your front door, has the coolest waterfront park ever!!! Chincoteague Veteran's Memorial Park, for the recreation of... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    5 of 5 bubbles Reviewed 8 July 2016
    We had rented both houses SHS and SA for our family/friends with kids. The house was very clean and comfortable for all. Very kid friendly, since it was just across from the kids...
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    1 / 15
    5 of 5 bubbles (2) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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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... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    5 of 5 bubbles Reviewed 4 May 2015
    This house isn't super fancy - it's just right. This retreat fits the spirit of Chincoteague Island. It is tastefully and simply decorated, nice paint colors - calming, peaceful...
    5 of 5 bubbles Reviewed 2 October 2014
    This rental is located close to Main Street, and was perfect for my husband, my mom, and I. Although we visited during the off-season and most the of the businesses on Main Street...
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    1 / 12
    4 of 5 bubbles (1) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
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    About this property
    Cute, colorful 2 bedroom cottage with front and back porches. Walking distance to charming old town Main Street shops and restaurants. Back yard with grill and picnic table. Outside shower. Have coffee on the sunny back porch overlooking private back yard. Lots of windows. Wifi. DVDs for... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    4 of 5 bubbles Reviewed 26 August 2016
    Good: - Clean, comfortable and functional - Location walkable to Main St shops and a bowling alley - Window air conditioners worked well Could be improved: - Owner's...
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    1 / 10
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Situated on the intracoastal waterway, this unique waterfront cottage is a location sensation. The home was originally part of the community of Assateague, and later was relocated to the island of Chincoteague. The great room boasts vaulted ceilings, wrap around windows/doors with remote controlled... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    1 / 16
    5 of 5 bubbles (4) Excellent
    2 Bedrooms, 4 Bathrooms, Sleeps 15 | Quick View
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    • Grill
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    • Hot Tub
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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 !<BR> 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... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    5 of 5 bubbles 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 large...
    5 of 5 bubbles 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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    1 / 8
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Paradise By The Lighthouse is located on the eastside of Chincoteague just off the bank of Assateague Channel. Enjoy watching the wild ponies from your balcony and experience the wonderful breezes and breathe taking views of Assateague Island and the historic Lighthouse. You are within a stone’s... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    5 of 5 bubbles Reviewed 5 May 2015
    Paradise by the lighthouse is very decieving as from the outside it appears a little worn -but when you step into this good sized split sectioned home you will be amazed at the...
    5 of 5 bubbles Reviewed 12 July 2014
    We truly enjoyed our stay. The house was very clean and the decor made us feel right at home! Even the little odds and ends were not forgotten. If you needed something, it was...
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    1 / 27
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Ocean Views
    • Satellite TV
    • DVD Player
    • Wi-Fi
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
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    About this property
    SEA HARBOR: 1 mile from Assateague Island and 5 miles from beach front fun. Check-In 4pm Check-Out 12pm. This home offers large open spaces, a cozy, clean and comfortable place to stay along with amazing adventures for everyone to explore. It is furnished with many necessities so you can rest,... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    1 / 9
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    ***6096 Taylor Street***Perfect retreat for the traveler on a budget! Tastefully decorated cottage with 36 inch television and within walking distance of shops and restaurants. Has outside screend gazibo! All bedrooms on same level.***Bed Sizes: 1 Queen, 2 Twin, 1 Queen Futon***Rates:Prime Season... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    5 of 5 bubbles Reviewed 10 July 2014
    Loved staying at the Mystical Sand. Perfect for a romantic get away, 2 couples or a family of four.. Loved the outdoor shower, the gazebo and the kitchen has everything you need...
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    1 / 11
    5 of 5 bubbles (3) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
    • Grill
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    • Pet-friendly
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    • x
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    • Smoking allowed
    • x
    About this property
    ** 3021 Ridge Rd // Water Access // BEDS: Q/D/3T/QSS ** Wonderful 2 bedroom townhome that features great screened porch off the living room, large bedrooms (including master bedroom suite) and second-level screened porch off one bedroom. Full ensemble of appliances, central air, water access,... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    5 of 5 bubbles Reviewed 21 June 2015
    I have been to Chincoteague Island on many occasions, but this was the first time I have stayed at March Point. It is a little out of town, but there was very little traffic and...
    5 of 5 bubbles Reviewed 2 January 2015
    We love this location and this was our second trip to this set of townhouses, though last time through a different rental company. The property was clean, nicely appointed, and...
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    1 / 38
    5 of 5 bubbles (2) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Patio
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    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Eagle's View is a luxury vacation rental overlooking the Assateague Island Channel and lighthouse. Fully equipped for comfort and convenience, this house is your home base for quick access to beaches, Eastern Shore attractions, and natural beauty. In addition to basking on the unspoiled beaches,... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    5 of 5 bubbles Reviewed 16 August 2016
    Love this home!! Right on the water. Paddle board or canoe right from dock. Get up in the early am and can see the South end herd of ponies through the telescope that sits just...
    5 of 5 bubbles Reviewed 7 July 2016
    This is our favorite vacation rental. The rooms are spacious and placed at the back of the house so no one is disturbed when folks are using the kitchen/living room. The view...
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    1 / 7
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    ***5368 Main Street***Very enjoyable and immaculate traditional home will delight you stepping inside. Pet Friendly! Newly added Fenced in Back Yard and Wi-Fi. 1 bedroom and 1 bath downstairs/1 bedroom upstairs.***This Property accepts Dogs 35lbs and Under Only.***Bed Sizes: 1 Queen, 3... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    5 of 5 bubbles Reviewed 7 July 2016
    This was a much needed vacation that our family of five looked forward to and will remember for years to come. The price was appropriate for the clean and quaint home. Staying...
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    1 / 9
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Satellite TV
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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.... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    5 of 5 bubbles 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.
    5 of 5 bubbles 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 to...
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    1 / 14
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
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    • Pet-friendly
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    • x
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    • Smoking allowed
    • x
    About this property
    ** 5521 Amrien Circle // Water View // BEDS: Q/D/2T/QSS ** Charming 3 bedroom ranch home located in one of Chincoteague Island's finer residential communities. Nice, quiet location with a water view of Oyster Bay. Spend your time outside on the spacious deck or screened porch - there's plenty of... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    5 of 5 bubbles 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 there...
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    1 / 8
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    ***6303 Chester Park*****Well appointed home located in quiet neighborhood offers first floor bedroom and bath. Offers internet access!***Bed Sizes: 2 Queen, 2 Sets of Bunks(1 Twin & 1 Double on each), 1 Queen Sleep Sofa***Rates:Prime Season Rate: $975 weekly/$195 per night.Off Season Rates: $625... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    1 / 6
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    ***7071 Bond Street***Tastefully decorated townhouse with many new appliances, screen porch and convenient in town location. Offers Wi-Fi. 2 bedrooms and 1 bath downstairs/1 bedroom and 1 bath upstairs.***Bed Sizes: 1 King, 1 Double, 2 Twin, 1 Queen Sleep Sofa***Prime Season Rates: $650 weekly/$130... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    1 / 8
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    ****6206 Marsh Island Drive Unit #1***Wonderful effiencency condo unit located on Marsh Island. Enjoy some of the best water views and sunsets on Chincoteague. Fully equipped effiencincy kichen and laundry area. Shared pier and waterside picnic area. Comfortable and affordable with private... View all property information
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    Chincoteague Island, Virginia
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    1 / 6
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    ***5421 Deep Hole Road -downstairs apt***Secluded, quiet location with lots of yard for a pet. Pet Friendly!***Bed Sizes: 1 Queen, 1 Double, 1 Sleep Sofa***Rates:Prime Season Rates: $550 weekly/$110 per night.Off Season Rates: $400 weekly/$80 per night. Additional amenities include: a/c: wind,... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    1 / 10
    4 of 5 bubbles (1) Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    ***4560 Shelley Cove Lane - Smugglers Cove***Private, secluded neighborhood. Very natural wooded setting with water access available. Next door to Pine Cove Place and Serenity Now. Water access is for kayaks and canoes. 2 bedrooms and 1 bath downstairs/2 bedrooms and 1 bath upstairs.***This... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    4 of 5 bubbles Reviewed 27 July 2016
    Was very nice house Had some nice upgrades in kitchen. Bedrooms and baths met our needs. Close to beach and town attractions.. Only drawback we found was no wifi or even...
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    1 / 7
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    ***6301 Circle Drive***Charming pet friendly cottage in serene island setting with easy access to the Beach and to the Old Town. Spacious yard and screened porch. 2 full bathrooms. Bedrooms include 1 large master BR with king-size; plus 1 BR with 2 twins; and a cozy den with sofa/sleeper. Pet... View all property information
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    Chincoteague Island, Virginia 23336
    1 / 9
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    ***3241 Mulberry Lane***Immaculate waterview home with super large screen porch. It has a great kitchen for cooking large meals. This home is in a nice, quiet location that sits at the end of a cul-de-sac and is in walking distance to carnival grounds. All bedrooms on the same floor.***Wi-Fi for... View all property information
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    Chincoteague Island, Virginia 23336
    1 / 13
    4 of 5 bubbles (1) Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    ** 3017 Ridge Rd // Water Access // BEDS: 2Q/B(2T)/QSS ** Lovely townhome rental features TWO great screened porches! One with a ceiling fan just off living room, large bedrooms, including a master bedroom suite, second-level screened porch off one bedroom and an outside shower. A full ensemble of... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    1 / 8
    2 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • x
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    ***6382 Teal Lane***The unobstructed view of Eel Creek and Little Oyster Bay will get your attention at sunrise and sunset! Put your kayak in the water at the shared dock at high tide. Wi-Fi added in 2015, George Foreman Outdoor Electric Grill.***Bed Sizes: 1 Queen, 1 Double, 1 Twin, 1 Double... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    1 / 13
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • ?
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    • x
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    ****5466 Amrien Circle****You won't believe the outstanding views of Assateague Island with this lovely 3 BR contemporary home. Lovely marsh to the back, this home has location going on. Large, open and bright great room leads out to deck and porch. Living room with gas fireplace, master bedroom... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    5 of 5 bubbles Reviewed 17 June 2015
    We stayed in this house the first week of June and were very pleased with it. We are a family of 6 and had plenty of space. The house has awesome views of the bay and the marsh...
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    1 / 12
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    ** 8152 Marsh Point Lane // Town & Country // Beds: 2Q/D/2T ** This lovely vacation rental home features 3 bedrooms and 2 bathrooms, including a 1st floor master suite with a queen bed. Blissful Way is very bright and airy with a large living room/Dining Area. Off of the kitchen is a screened porch... View all property information
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    Chincoteague Island, Virginia 23336
    1 / 7
    4 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    ***4312 Main Street***Enjoy the water view from this immaculate home offering spacious rooms and a quiet location off Main Street. All bedroom on the same level.***Bed Sizes: 3 Queen, 1 Double Futon***Prime Season Rates: $775 weekly/$155 per night.Off Season Rates: $600 weekly/$120 per night.... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    1 / 10
    4 of 5 bubbles (2) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    ***7531 Pony Cove Lane***This is an immaculate, tucked away duplex for very quiet and peaceful setting. It offers a large sun porch,and back yard. Will be a 10 x 22 screen porch will be added for the 2010 rental season.***Bed Sizes: 2 Queen, 1Twin Day Bed w/Trundle, 1 Queen Sleep Sofa... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    4 of 5 bubbles Reviewed 16 October 2015
    Stayed with only 1friend, but great for larger group dinners/get togethers with family who rented another unit close by. Kitchen not well stocked. Luckily we brought some of our...
    4 of 5 bubbles Reviewed 4 August 2014
    We stayed at Seagulls in Flight during pony penning week--it was perfect! It was close to everything, yet in a quiet location. We could walk to most everything or ride the...
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    1 / 6
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    ***7541 Pony Cove Lane***Comfortable duplex with screen porch is a delight. Next to Seagull's in Flight. WiFi in the prime season.***Bed Sizes: 1 King, 1 Queen, 4 Twin, 1 Double Sleep Sofa, & 1 Twin Day BedRates:Prime Season Rates: $950 weekly/$190 per night.Off Season Rates: $650 weekly/$130 per... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    1 / 8
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    ** 5328 Oak Dr // Water Access // BEDS: Q/B(D/T)/QSS ** Located in lovely Piney Island within a short bike ride to the beach. This single story 2 bedroom, 1.5 bathroom house offers a large screened porch, fully equipped kitchen and spacious living room. Piney Island offers community water access... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    5 of 5 bubbles Reviewed 29 August 2015
    Pros: Nestled in pine forest, well shaded so that AC was not necessary for most of our 2 week stay (esp when we could borrow fans from the management company). Very quiet...
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    1 / 10
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    ***3189 Ridge Road****Lovely island home in great condition. Nice large back yard for the kids. Charcoal barbeque grill and close to Memorial Park and boat launch. Offers high speed internet. 1 bedroom 1st floor/1 bedroom 2nd floor.***Bed Sizes: 1 Queen, 1 Bunk Bed ( 1 Twin & 1 Double Futon). 1... View all property information
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    Chincoteague Island, Virginia 23336
    1 / 7
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    ***6703 Megan Lane***Bright and spacious duplex located on private lane. In walking distance of many island attractions. Offers second floor master bedroom suite. 1 bedroom and 1 bath downstairs/1 bedroom and 1 bath upstairs. Nearby is Georges Retreat.*** Bed Sizes: 1 Queen, 1 Double, 1 Twin... View all property information
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    Chincoteague Island, Virginia 23336
    1 / 10
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    ***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 Rates: $725 weekly/$145 per night.Off Season... View all property information
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    Chincoteague Island, Virginia 23336
    1 / 15
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    ** 6321 Captain's Ln // Waterfront // BEDS: K/Q/D ** Villa 203 is a new unit that has been professionally decorated and offers five-star luxury. Spacious and accommodating, the gourmet kitchen is perfect for cooking your favorite meals. It's well stocked and ready for your handiwork. There are... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    5 of 5 bubbles Reviewed 28 September 2016
    My family and I were extremely satisfied with our stay at Sunset Bay Villa 203. The unit is tastefully decorated without being beach tacky.. The furniture is relatively new and...
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    1 / 13
    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.... View all property information
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    Chincoteague Island, Virginia 23336
    1 / 6
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    ****6204 Poplar Street****Island Cottage has a great in town location! Easy walk to historic downtown's shops and retaurants. Perfect for a budget frienldy vacation. Has WiFi.***This Property accepts Dogs 35lbs and Under Only.***Bed Sizes: 1 Queen, 1 Double, 1 Twin.***Prime Season Rates: $575... View all property information
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    Chincoteague Island, Virginia
    1 / 10
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    ***6248 Ocean Boulevard***Walk to restaurants, shopping, etc. from this in town home. Nearby is Atlantic Delight and A Sea Change. WiFi Available. Upstairs offers a master suite with a private bathroom and 2 bedrooms and a full bath. 1/2 bath downstairs.***Bed Sizes: 1 Queen, 4 Twin***Rates:Prime... View all property information
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    Chincoteague Island, Virginia 23336
    1 / 9
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    ***4264 Pine Street***Tucked away home close to town with large screened porch. 1 bedroom and sleeping porch area downstaris and 1 bedroom and sleep landing upstairs.***Bed Sizes: 1 Queen, 1 Double, 4 Twin***Rates:Prime Season Rates: $750 weekly/$150 per night.Off Season Rates: $495 weekly/$99 per... View all property information
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    Chincoteague Island, Virginia 23336
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    ** 6005 Hill Lane // Town & Country // Beds: Q/D/2T ** Catch of the Day is very comfortable and affordable duplex home that will cater to all of your vacation needs. This can be your home away from home - near the beach! The first level offers a large living room, a bedroom (D), an eat-in kitchen,... View all property information
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    Chincoteague Island, Virginia 23336
    1 / 8
    5 of 5 bubbles (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    ****6382 Church Street****Pet Friendly. This vintage inspired cottage is perfect for a couple or small family and your four legged friend! Centrally located only two blocks from historic downtown’s shops, restaurants and farmer’s market. Lovely cared for home with ceiling fans in every room,... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    5 of 5 bubbles Reviewed 23 September 2015
    Great little rental in heart of Chincoteague. My husband and I couldn't have picked a better place to stay conveniently located to downtown shops and dining.
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    ****5303 Meadow Drive****Well appointed rancher in Piney Island, with large screened porch and private den with sleep sofa. Offers bicycles and water access!! Recently added all new appliances and floors for 2015 season.Very close to Assteague Island.*** Bed Sizes: 1 Queen, 1 Double, 2 Twin, 1... View all property information
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    Chincoteague Island, Virginia 23336
    1 / 8
    1 of 5 bubbles (1) Terrible
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    ***7065 Wayne Road***Spacious rancher is pet friendly with large deck, fenced yard and internet.***Bed Sizes: 1 Queen, 1 Double, 1 Twin, 1 Double Sleep Sofa***Prime Season Rates: $800 weekly/$160 per night.***Off Season Rates: $650 weekly/$130 per night. Additional amenities include: suitable for... View all property information
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    Chincoteague Island, Virginia 23336
    1 / 13
    4 of 5 bubbles (1) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    ** 6345 Clark St // Town & Country // Beds: 2Q/B(2T) ** Cowboy Cottage is a pet friendly home conveniently located a block from Maddox Blvd and just a couple of blocks from downtown Main St. This ranch-style home has an open floor plan and is handicap accessible with a ramp to enter the house and... View all property information
    Location Information
    Chincoteague Island, Virginia
    4 of 5 bubbles Reviewed 11 September 2016
    We stayed here for a week with our two large dogs and an 18 month old. Loved the open floor plan and the furniture was comfy. Kitchen is well stocked and washer and dryer were a...
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    ***5277 Oyster Court- Oyster Bay I ***Oyster Bay I home will delight you with it's spacious bedrooms and lovely back sunroom. Small screen porch in front and a fish cleaning table below the home is set-up to enjoy. Offers wireless internet and satelite tv.***Bed Sizes: 2 Queen, 2 Twin, and 1 Queen... View all property information
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    Chincoteague Island, Virginia 23336
    1 / 15
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    ** 6313 Poplar Street // Town & Country // Beds: 3Q/D ** A great three bedroom home with a convenient in town location - easy walking 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... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    5 of 5 bubbles 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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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    ** 7482 East Side Dr // Waterfront // BEDS: Q/QSS ** Very nice waterfront condo unit overlooking Assateague Island. Ground floor unit. This unit will sleep 4, and comes with a deep water boat slip for your use all week. Fish or crab from the dock. There is a community laundry facility on premises.... View all property information
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    Chincoteague Island, Virginia 23336
    1 / 11
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    ** 3035 Ridge Rd // Water Access // BEDS: Q/D/QSS ** We are pleased to be able to offer you this clean, comfortable vacation rental home! Located on the southern end of the island, you'll enjoy the serene views of the marshlands and tidal canal in the backyard. Enjoy the water access from the... View all property information
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    Chincoteague Island, Virginia 23336
    1 / 17
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    ** 7665 East Side Dr // Water Access // BEDS: Q/2T/QSS/Air mattress ** 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... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    Island vacation rentals - seaside villas, waterfront homes and condos

    Browse through our vacation home rentals, and you’ll discover some very tempting choices for your family vacation. An historic Main Street home is surrounded by a private landscape with a screened porch, bikes and beach toys. A luxurious custom home overlooks beautiful Oyster Bay, and family-friendly condos feature waterside decks, swimming pool and marina.

    Abundant outdoor recreation and attractions

    Naturally, the seashore is the dominant focus for outdoor fun on Chincoteague Island. Fish from the dock or walk the beach. Take a bird-watching hike or bicycle ride through wildlife preserves and quaint island lanes. Enjoy dolphin watching, island tours and spectacular sunset views from your own guided cruise through remote bays and waterways. Either Assateague or Chincoteague beaches are ideal for family picnics and water sports.

    Believe it or not, the wild Chincoteague Ponies are an unusual attraction on adjacent Assateague Island. The kids will love a trip to the Chincoteague Pony Center to enjoy pony rides, a show and riding competition. Book a small, charter deep-sea fishing trip that offers the opportunity to land big game fish from mahi-mahi and tuna to marlin and sharks.

    Leisurely shopping and dining

    As a contrast to all of that outdoor adventure, explore the village feel of the historic downtown and Maddox Boulevard areas. You’ll find exceptional hand-crafted duck decoys and original wildlife and landscape paintings and charming gift shops. To keep you entertained on a lazy sun-filled afternoon, stop in at Sundial Books to browse for book favorites and enjoy a cup of coffee or tea.

    Fresh ocean fare dominates local restaurant menus that are loaded with clams, oysters, and all-you-can-eat seafood platters. Of course, you can’t take the kids on vacation without finding the perfect pizza place, and that would be Famous Pizza Family Restaurant. They’ve been serving home-fresh pizza, cheese steaks and more for over 30 years. And you positively have to stop in at The Sea Shell Café for a gourmet salad and authentic Smith Island Cakes. They even cater to your vacation home, if you want to skip the kitchen duties and enjoy their excellent dinner selections.

    Villa and home rentals – the perfect seashore vacation choice

    There is no better way to enjoy a lazy, leisurely island vacation than from your carefully-chosen home rental. You’ll have plenty of room to relax, waterside views to enjoy and some wonderful home-grilled meals or bountiful breakfasts that will long be memorable for your entire family.