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Chincoteague Island Pet Friendly Holiday Rentals

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    Travellers to Chincoteague Island are booking May dates now. Secure your holiday rental today, and have the perfect trip.
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    5 of 5 bubbles (41) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    5 of 5 bubbles (9) Excellent
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    5 of 5 bubbles (44) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Epiphany on Deep Hole Creek. Member, Chincoteague Chamber of Commerce Pets subject to approval and an additional fee. See our DeepHoleCreek site for more info and photos and rates.! Scroll down to email Blair & Martha (owners) for quote. Or Call Blair & Martha at the number listed for us under... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    5 of 5 bubbles 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...
    5 of 5 bubbles Reviewed 31 August 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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    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    ***5104 Blake Point Road****Goose Bay tucked away off the northern end of Main Street offers a tranquil and serene location with outstanding waterviews and sunsets over the Chincoteague Bay and ponds. First Floor bedroom and two additional bedrooms with lof/sitting areat on second level. Very... 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
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    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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    Studio, 1 Bathroom, Sleeps 7 | Quick View
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    ** 3293 Ridge Rd // Town & Country // BEDS: Q/B(D/T)/QSS ** Quaint and charming island cottage with all the amenities! Located on the southern end of the island, Daisey Cottage offers everything you'll need for an enjoyable vacation - central a/c, dishwasher, WiFi, washer/dryer and more. And it's... View all property information
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    Chincoteague Island, Virginia 23336
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    4.5 of 5 bubbles (2) Very good
    Studio, 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
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    Chincoteague Island, Virginia 23336
    4 of 5 bubbles Reviewed 10 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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    1 / 9
    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
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    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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    4 of 5 bubbles (1) Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    ***6559 Church Street***Island home with large back yard and deck and Internet. Pet Friendly! Nearby is Chincoteague Crossing. 2 bedrooms and 2 baths downstairs/2 bedrooms upstairs.***Bed Sizes: 1 Queen, 1 Double, 4 Twin***Prime Season Rates: $795 weekly/$159 per night.Off Season Rates: $550... View all property information
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    Chincoteague Island, Virginia 23336
    4 of 5 bubbles Reviewed 17 June 2016
    The house was nice but was older. It had the old beach house charm which we all loved. We had 3 kids with us (ages 3, 5, and 7). They all slept upstairs which was a little...
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    2 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    ***6317 Teal Lane***Affordable Getaway. Great Location, walk to restaurants, ice cream parlors and amusements. WiFi Available.*** This Property accepts Dogs 50lbs and Under Only. No Cats. ***Bed Sizes: 1 Queen, 1 Twin, 1 Bunk (2 Twins), 1 Double Sleep Sofa***Prime Season Rates: $750 weekly/$150... View all property information
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    Chincoteague Island, Virginia 23336
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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
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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
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    Chincoteague Island, Virginia 23336
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    ***4446 Main Street****Pet Friendly. Proud traditional with a water view of the Chincoteague Bay. Large appointed rooms, back deck and front screened porch.***Bed Sizes: 2 Queen, 2 Twin, 1 Double***Prime Season Rates: $875 weekly/$175 per night.Off Season Rates: $650 weekly/$130 per night.... View all property information
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    Chincoteague Island, Virginia 23336
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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
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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***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
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    Chincoteague Island, Virginia 23336
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    ***3584 Willow Street***Pet Friendly.Charming restored island home will make you smile! Relax in the screened porch after a day at the beach. Close to everything! A Short walk to the carnival and historic downtown with shops and restarurants. Large yard, perfect for children and pets. Close by... View all property information
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    Chincoteague Island, Virginia 23336
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    ***7136 Assateague View Lane****Bring your kayak and your four legged friend to this water view 3 bedrooms, 3 baths townhome. Community area with kayak launch, docks for crabbing and fishing. And great views of the Assateague Lighthouse!*** Bed Sizes: 1 King, 2 Twin, 1 Trundle.***Prime Sesaon... View all property information
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    Chincoteague Island, Virginia 23336
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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 23336
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    ***6166 Ocean Blvd***Pet Friendly with a fenced back yard, outside shower, Wi-Fi, Central A/C. All bedrooms and baths on the 1st floor. Beautiful renovated home close to everything! Nearby is Sunshine House & Atlantic Delight.***Bed Sizes: 1 King, 2 Twin, 1 Queen Sleep Sofa.***Prime Season... View all property information
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    Chincoteague Island, Virginia 23336
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    ** 6767 Megan Dr // Water View // BEDS: 2Q/B(D/T) ** Island Retreat is a nicely appointed 3 bedroom, 2 bathroom vacation rental. Situated on Eel Creek with a large screened porch, this home offers amazing views of Chincoteague's wildlife. Downstairs is an open living room, dining area, a full... View all property information
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    Chincoteague Island, Virginia 23336
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    4 of 5 bubbles (1) Very good
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    ***5159 Deep Hole Road***This charming island cottage built in 1920 features wood plank floors, open-beam ceilings, a screened-in porch and a large yard. Beautifully restored, East Wing is within walking distance of Little Oyster Bay, a boat launch, playground,restaurans and the best ice cream... View all property information
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    Chincoteague Island, Virginia 23336
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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
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    ** 3262 Colona Street // Town & Country // Beds: Q/D/2T ** Come for an old fashioned family vacation. This wonderfully maintained classic Chincoteague style home features a large screened porch and beautiful yard for those warm summer evenings and a wonderful enclosed outside shower. There is a... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    4 of 5 bubbles Reviewed 24 October 2016
    My husband and I had the opportunity to stay at this home for a few days to attend the oyster festival. It is a very sweet and well maintained older home on a quiet lane. The...
    5 of 5 bubbles Reviewed 15 August 2014
    Cozy, old and comfortable shore farmhouse. It's near the fairground, and Pony Penning, as well as Rocket launch ....but all home. Best.
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    5 of 5 bubbles (1) Excellent
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    ** 3848 Main St // Town & Country // BEDS: Q/D/TT ** Wow... What a show piece! On Island Time is exactly what you expect in your beach rental, 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... View all property information
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    Chincoteague Island, Virginia 23336
    5 of 5 bubbles Reviewed 4 weeks ago
    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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    5 of 5 bubbles (2) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    ***5609 Hibiscus Drive***Lovely home located in private community.***This Property accepts Dogs Only.***Bed Sizes: 1 Queen, 2 Twin, 2 Double.***Prime Season Rates: $1100 weekly/$220 per night.Off Season Rates: $875 weekly/$175 per night. Additional amenities include: a/c: cent, washer/dryer,... View all property information
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    Chincoteague Island, Virginia 23336
    5 of 5 bubbles Reviewed 13 July 2014
    LOCATION: This was the first time we have stayed on the Northern end of Chincoteague Island. I will say that there is something to be said for the quiet neighborhood, tree...
    5 of 5 bubbles Reviewed 28 May 2014
    A group of friends and I rented this house for Memorial Day weekend, and it was perfect for our needs! Though the house does not look impressive from the outside, the interior...
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    ***6201 Ocean Blvd***Pet Friendly.This well appointed home is in walking distance to restaurants, shops, and more. It offers DSL Wi-Fi and a fax machine. Nearby is Sunshine House.***This Property provides Linens & Towels***Bed Sizes: 1 King, 1 Queen, 4 Twins, 1 Queen Sleep Sofa***Prime Season... View all property information
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    Chincoteague Island, Virginia 23336
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    ***5323 Hibiscus Drive-Oyster Bay I*** This spacious pet friendly home is located in the private community of Oyster Bay II. Enjoy your morning coffee from the large deck or screened porch. Wildlife abounds with deer, rabbits, ducks, geese, and lots of songbirds in this quiet retreat! Enjoy... View all property information
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    Chincoteague Island, Virginia 23336
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    ***5348 Oak Drive-Piney Island***Tucked away in Piney Island Just minutes from Assateague's nature trails and beach. Wireless internet and water access for canoe and kayak. Pet Friendly! New bedroom and bathroom added in 2013. All bedrooms on same level.***Bed Sizes: 1 Queen, 1 Double, 2... View all property information
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    Chincoteague Island, Virginia 23336
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    ***6582 Church Street***Lovely spacious home with 2 enclosed sunporches. Large kitchen for those looking to cook. Nice back deck and 1st level bedrooms. 3rd bedroom is loft area. Close to town & shopping but very quiet and private setting. 2 bedrooms and 2 baths downstairs (includes master bed... View all property information
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    Chincoteague Island, Virginia 23336
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    ***6347 Jester Street***Unique Pet Friendly Chincoteague home located in town within walking distance to shops and restaurants. Has large fenced in back yard and a private outside rinse area.***Bed Sizes: 1 King, 2 Twins, 1 Daybed with Trundle***Rates:Prime Season: $1025 weekly / $170 per... View all property information
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    Chincoteague Island, Virginia 23336
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    ** 3794 Main St // Town & Country // BEDS: 2Q/2T ** 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... View all property information
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    Chincoteague Island, Virginia 23336
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    ** 3438 Main St // Waterfront // BEDS: Q/2T/QSS ** Affordable waterfront accomodations! We are pleased to be able to offer you this modest Chincoteague cottage located on Main Street just south of town. An unbeatable deal - waterfront location at a non-waterfront price - you won't find it anywhere... View all property information
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    Chincoteague Island, Virginia 23336
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    ** 4240 Pension St // Town & Country // BEDS: K/Q/B(2T)/QSS ** Historic in town home is an easy walk or bike to downtown or Maddox Blvd. Nicely decorated with three bedrooms. Living room has abundant seating a flat screen TV and DVD player. Wireless internet service is provided. The enclosed porch... View all property information
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    Chincoteague Island, Virginia 23336
    4 of 5 bubbles Reviewed 29 August 2013
    Our first vacation to chincoteague and we decided to stay here. Price was right and it had all the things we needed. Great things about this house are the screened in patio...
    5 of 5 bubbles Reviewed 11 August 2013
    We had the time of our lives! The house was decorated so beautifully and well maintained! We just loved the back yard and the fact that we were able to barbeque was an added...
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    4.5 of 5 bubbles (7) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    This 4 bedroom historic home has been completely updated with a new kitchen, baths, hardwood floors throughout and screened porches. The home boasts 3 full baths, sleeps 7 and is located in a quiet section of the island. With a seafood store, playgrounds and town walking trails just minutes from... View all property information
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    Chincoteague Island, Virginia 23336
    5 of 5 bubbles Reviewed 26 July 2016
    This house sleeps 7. It has three levels. The attic level is large, but the stairs going up are a little treacherous. I let my daughter and her husband stay up there! The other...
    5 of 5 bubbles Reviewed 23 May 2016
    This is a lovely house with lots of room and comfortable beds. I loved sitting out on the front porch and in the cozy living room, too. The kitchen had everything we needed, but...
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    5 of 5 bubbles (1) Excellent
    Studio, 2 Bathrooms, Sleeps 8 | Quick View
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    ** 6321 Captains Ln // Waterfront // BEDS: 2Q/TT/QSS ** This 3 bedroom 2 bathroom luxury villa features a first floor, open floor plan villa for easy access and it is dog friendly. The first bedroom offers a twin trundle bed, the second bedroom has a queen bed and Master has a queen bed with a... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    5 of 5 bubbles Reviewed 19 September 2016
    This place is really niiice!! Very spacious, modern kitchen.nice size bedrooms. Night time view off the living room/bedroom deck beautiful! It's very peaceful. I enjoyed...
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    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    ** 4333 Anderton Ave // Town & Country // BEDS: 2Q/TT ** 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... View all property information
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    Chincoteague Island, Virginia 23336
    1 / 8
    5 of 5 bubbles (1) Excellent
    Studio, 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
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    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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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    ****5476 Pearl Drive-Oyster Bay I***Lovely home located in private community with water view and next to boat ramp. WiFi Available. Nearby is DeColores in the Pines.*** Bed Sizes: 2 Queen, 2 Twin, 1 Queen Sleep Sofa***Prime Season Rates: $1050 weekly/$210 per night.Off Season Rates: $750... View all property information
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    Chincoteague Island, Virginia 23336
    1 / 29
    Studio, 2 Bathrooms, Sleeps 10 | Quick View
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    ** 3386 Hook Dr // Waterfront // BEDS: 2Q/2T/2QSS ** Comfortable, pet friendly home on large, private side-creek lot with fantastic views from both front and back of house! Excellent crabbing from dock! (Property sits on creek only suitable for kayaks, canoes and crabbing.) Easy walking distance to... View all property information
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    Chincoteague Island, Virginia 23336
    1 / 16
    4.5 of 5 bubbles (3) Very good
    Studio, 3 Bathrooms, Sleeps 8 | Quick View
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    ** 3420 Ridge Road // Waterview // Beds: Q/T/QSS/Bunk(D/T) ** A very nice waterview duplex overlooking Assateague Island and the lighthouse. Located across the street from "Mr. Baldy's Restaurant" and within walking distance to Memorial Park park (where there is a boat ramp, a fishing pier, and... View all property information
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    Chincoteague Island, Virginia 23336
    4 of 5 bubbles Reviewed 4 April 2016
    We had a great time at the vacation house. The house was as expected and nicely decorated. The beds were a little hard but the view was beautiful and made up for it. We stayed...
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    3 of 5 bubbles (2) Average
    Studio, 1 Bathroom, Sleeps 6 | Quick View
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    ** 6464 Church St // Town and Country // BEDS: D/2T/DSS ** This modest, pet friendly cottage may be perfect for your island getaway. Located just a few blocks from downtown Main Street and a few blocks from Maddox Blvd, this house is conveniently located in walking distance to most of the shops and... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    4 of 5 bubbles Reviewed 31 August 2013
    i traveled with a friend, we like a cabin so we can move around a little. we stayed a week during pony penning. we loved the cabin, nice location, easy to find once we figured out...
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    3 of 5 bubbles (1) Average
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    ****8118 Leo Lane****This bright and cheerful home is tucked away on a private lane next to Misty's Pony Farm. It offers first floor bedroom and bath. Close to Summer Memories.*** Now offering WiFi.This Property accepts pets under 40lbs Only***Bed Sizes: 1 Queen, 1 Double, 1 Set of Bunks, 1... View all property information
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    Chincoteague Island, Virginia 23336
    3 of 5 bubbles Reviewed 19 May 2014
    This house is great for kids - lots of movies, games, toys, books to keep them entertained. The house was clean and well maintained. It certainly does not lack for anything you...
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    1 / 10
    Studio, 3 Bathrooms, Sleeps 4 | Quick View
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    ** 6388 Teal Ln // Water View // BEDS: D/2B(4T) ** Joint Venture is the perfect townhouse for any vacation. Take a short stroll or bike ride to ice cream, mini golf or any of the shops on Maddox Blvd. Easily bike or drive to the beach from the property! Joint Venture offers a beautiful waterview of... View all property information
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    Chincoteague Island, Virginia 23336
    1 / 10
    Studio, 3 Bathrooms, Sleeps 6 | Quick View
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    ** 4426 Eastwinds Dr. // Town & Country //Beds: Q/D/TT/QSS ** Looking for a clean, comfortable spot that's conveniently located? It's here at Eastwinds! This 2 bedroom townhome features an open floor plan downstairs, and 2 bedrooms/2 full bathrooms upstairs. You're just a few minutes from downtown... View all property information
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    Chincoteague Island, Virginia 23336
    1 / 19
    Studio, 2 Bathrooms, Sleeps 7 | Quick View
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    ** 7749 East Side Dr // Waterfront // BEDS: Q/5T ** As a classic Chincoteague-style home, Hopkin's House is situated on the East Side of Chincoteague Island and overlooks the Assateague Channel. You'll enjoy a wonderful, relaxing vacation at this 3 bedroom home; it's just a short distance from the... View all property information
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    Chincoteague Island, Virginia 23336
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    Studio, 1 Bathroom, Sleeps 5 | Quick View
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    ** 3588 Ridge Road // Town & Country // Beds: D/Futon ** 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 -... View all property information
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    Chincoteague Island, Virginia 23336
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    Studio, 1 Bathroom, Sleeps 6 | Quick View
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    ** 5329 Cedar Dr // Water Access // BEDS: Q/T/B(2T) ** Take a step back in time at this lovely little cottage. What you won't find are the modern-day "connectivity" features - there is no cable TV or internet. This is the perfect spot to disconnect and just enjoy your time at the beach! Prime Time... View all property information
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    Chincoteague Island, Virginia 23336
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    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    ** 3086 Ridge Rd // Town & Country // BEDS: Q/D/T/TT ** Very nice 3 bedroom ranch home in cool, shady spot on South Ridge Road. Great shady screened porch, all amenities, all appliances, central air, and great location. This property is pet friendly and allows only one dog under 25lbs. Additional... View all property information
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    Chincoteague Island, Virginia 23336
    1 / 14
    4 of 5 bubbles (3) Very good
    Studio, 3 Bathrooms, Sleeps 10 | Quick View
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    ** 3068 Main Street // Waterfront // Beds: 2Q/2T/2QSS ** PET FRIENDLY! (Pet restrictions apply.) Luxury waterfront townhome overlooking Chincoteague Bay. Beautiful sunsets. Long pier (shared) for fishing & crabbing. All amenities including all appliances, central air and enclosed porch (with a/c).... View all property information
    Location Information
    Chincoteague Island, Virginia 23336