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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 / 32
    4.5 of 5 bubbles (6) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    5 of 5 bubbles (39) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    Duck's Delight is our home in America's Happiest Seaside Town (2014 Coastal Living)! Entire home updated/renovated for the 2015 booking season! 4 bedroom (3 queen sized beds and 2 sets of bunkbeds), 2 bath Cape Cod in Chincoteague, VA., home of the Assateague ponies. Small fishing town on the... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    5 of 5 bubbles Reviewed 13 December 2016
    This home is now again on the top 5 best homes to stay at while in Chincoteague. The home was so well supplied, no need to run right out and grab supplies. Such a comfortable...
    5 of 5 bubbles Reviewed 26 May 2016
    This was the perfect house for two families to spend some time together. We were able to walk almost everywhere that we went and we rented bikes for the kids and they had the...
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    1 / 15
    5 of 5 bubbles (2) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    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 1 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 / 19
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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 7 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 / 13
    4 of 5 bubbles (6) Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    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 / 12
    4 of 5 bubbles (1) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    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 / 31
    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. Save on Spring stays! Tell us about your party for an exact quote-- pricing here is not always accurate and is based on length of stay and number of guests. Additional fees & discounts may apply! Pets subject to approval and an additional fee. See our DeepHoleCreek... 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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    1 / 48
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    The Moorings North is an unique architecturally designed luxury 5 bedroom home in the heart of Chincoteague Island. The house is elegantly decorated and has mesmerizing panoramic views of Chincoteague Bay. It is conveniently located in walking distance to small shops, a coffee house, and... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
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    1 / 13
    4 of 5 bubbles (1) Very good
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
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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 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 / 16
    5 of 5 bubbles (4) Excellent
    2 Bedrooms, 4 Bathrooms, Sleeps 15 | Quick View
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    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 31 August 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 / 16
    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
    Location Information
    Chincoteague Island, Virginia 23336
    1 / 11
    Studio, 2 Bathrooms, Sleeps 8 | Quick View
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    ** 3914 Main St // Town & Country // BEDS: 2Q/B(2T)/QSS ** Very nice 3 bedroom home sleeps 6. Full bath on each level (shower only on first level). The spacious living room has a great picture window overlooking Main Street. There's a separate dining room - a great space for gathering the gang for... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    1 / 15
    3.5 of 5 bubbles (3) Average
    Studio, 1 Bathroom, Sleeps 6 | Quick View
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    ** 6274 Mumford St. // Town & Country // Beds: Q/2T/QSS ** Very popular pristine beach bungalow located within a short walk to Main Street, downtown waterfront park, shopping and dining. Fully stocked kitchen, nicely landscaped yard, backyard deck, large outside shower (with hot/cold water), screen... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    4 of 5 bubbles Reviewed 24 August 2015
    My three middle aged friends and I spent a week on Chincoteague Island. Casa Bella is beautiful on the inside and the outdoor shower in back is wonderful. The location is perfect...
    5 of 5 bubbles Reviewed 8 July 2013
    We booked our stay prior to the reading the other review. I worried the whole way to Chincoteague that we had made a mistake after reading that review. We could not have been more...
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    1 / 14
    Studio, 5 Bathrooms, Sleeps 10 | Quick View
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    ** 4405 Salt Marsh Dr // Waterfront // BEDS: 2Q/4T/QSS ** You can stop looking; you've found it! This 4 bedroom 4.5 bathroom luxury waterfront home may be what you have been searching for. The unique reverse floor plan features 4 bedrooms (with each bedroom offering a private bathroom) on the first... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    1 / 7
    Studio, 2 Bathrooms, Sleeps 8 | Quick View
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    ** 5321 Cedar Drive //Water Access // Beds: 2Q/B(2T)/DSS ** Nestled beneath the tall pines is where you'll find this delightful Piney Island home. The Bird House features an open living room/kitchen/dining area, and extra "family" space in the private den. The many large windows throughout the home... View all property information
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    Chincoteague Island, Virginia 23336
    1 / 8
    Studio, 2 Bathrooms, Sleeps 8 | Quick View
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    ** 5379 Cedar Dr // Water Access // BEDS: 2Q/B(D/T)/Futon ** Freshly updated Piney Island home with roots in island history. The kitchen and guest bedroom wing of this home were originally on Assateague Island, as part of the Assateague Village settlement! This pet friendly home boasts three... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    1 / 34
    3.5 of 5 bubbles (2) Average
    Studio, 4 Bathrooms, Sleeps 11 | Quick View
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    ** 3434 Ridge Rd // Waterfront // BEDS: 2Q/D/5T/Futon ** Beautiful waterfront contemporary perched on the edge of Assateague Channel. Enjoy breathtaking vistas of Assateague Island, the lighthouse, the wild ponies and the abundant wildlife. This spacious home boasts a complete line of amenities... View all property information
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    Chincoteague Island, Virginia 23336
    1 / 19
    Studio, 4 Bathrooms, Sleeps 10 | Quick View
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    ** 5130 Wildcat Ln // Waterfront // BEDS: K/2Q/2T/QSS ** Prospect Point offers one of the BEST locations on Chincoteague Island. Situated on the last lot at the northern-most tip of the island. This house boasts views of nothing but protected conservation land and open water. There are two bedrooms... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
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    1 / 10
    Studio, 2 Bathrooms, Sleeps 8 | Quick View
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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 / 38
    5 of 5 bubbles (4) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    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 1 week ago
    Eagle’s View is a piece of paradise! My wife and I have been coming to Eagle’s View for many years, and each time is a renewing experience. The views from the house and private...
    5 of 5 bubbles Reviewed 3 weeks ago
    We stayed here last May for our annual spring trip. We are very active hikers on Assateague and love this location . The house offers full views of the Assateague shoreline and...
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    1 / 17
    Studio, 3 Bathrooms, Sleeps 8 | Quick View
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    ** 3050 Main St // Waterfront // BEDS: 2K/2B(4T) ** This very popular waterfront rental home on South Main Street offers breathtaking views over Chincoteague Bay and the most gorgeous sunsets. The spacious three bedroom home has all the bells and whistles -- a master bedroom suite (K) with private... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    1 / 12
    Studio, 3 Bathrooms, Sleeps 8 | Quick View
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    ** 5373 Britton Lane // Waterview // Beds: 2Q/Bunk(D/T)/QSS/Futon ** 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 is an open living... View all property information
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    Chincoteague Island, Virginia 23336
    1 / 12
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    ** 7456 Memorial Park Dr. // Watervew // Beds: Q/2T/QSS ** This property has a location that is rich with amenities. Situated right next to Memorial Park, you can sit on the deck and enjoy the uninterrupted water views as the kids run, play, skateboard, fish and crab. The first floor is an open... View all property information
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    Chincoteague Island, Virginia 23336
    1 / 10
    1.5 of 5 bubbles (2) Terrible
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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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
    1 / 13
    5 of 5 bubbles (1) Excellent
    Studio, 2 Bathrooms, Sleeps 8 | Quick View
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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 16 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 / 16
    Studio, 3 Bathrooms, Sleeps 10 | Quick View
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    ** 5440 Deep Hole Rd // Waterfront // Beds: 2Q/T/B(2T)/TT/QSS ** Nestled on the edge of Assateague Bay and overlooking the wild salt marshes of Assateague and Morris Islands is where you'll find this gem. With capacity for 10 guests, the 4 bedroom 3 bath contemporary ranch home features a pier and... View all property information
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    Chincoteague Island, Virginia 23336
    1 / 14
    Studio, 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
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    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    ** 5311 Hibiscus Dr // Waterfront // BEDS: K/Q/2T ** All fresh, brand new, and waiting for you! You won't believe the NEW Nautilus! The new owners have taken great pleasure and pride in making this fabulous beach home everything that it is today. Enjoy the open floor plan inside that offers water... View all property information
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    Chincoteague Island, Virginia 23336
    1 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    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
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    Chincoteague Island, Virginia 23336
    1 / 23
    4 of 5 bubbles (5) Very good
    Studio, 3 Bathrooms, Sleeps 12 | Quick View
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    ** 3867 Main Street // Water View & Access // BEDS: 2Q/2T/B(2T)/TT/Futon ** Huge 5 bedroom, 2.5 bath Victorian home right on Main Street - close to downtown. Great White is pet friendly & big enough to accomodate 12! Fantastic wrap-around screened porch out front! This home includes access to a... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    5 of 5 bubbles Reviewed 29 March 2015
    We loved this rental property. Lots of room and places to hang out with friends and family. The deck was great in the evenings for a glass of wine :) Our kids really enjoyed...
    4 of 5 bubbles Reviewed 12 March 2015
    I have stayed in this house may times with my family and have had a wonderful time. Is spacious and have all the commodities needed for our group (we were nine). Very quiet and...
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    1 / 21
    4.5 of 5 bubbles (3) Very good
    Studio, 4 Bathrooms, Sleeps 8 | Quick View
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    ** 7556 East Side Dr // Waterfront // BEDS: 3Q/2T/QSS ** 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; right of the bridge is the Assateague Lighthouse and ponies; and to the... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    5 of 5 bubbles Reviewed 21 May 2016
    We stayed at Dockside as our family vacation. The house was great, it had everything that you could ever want or need. The kitchen had everything including wine glasses. The...
    5 of 5 bubbles Reviewed 3 January 2016
    We had a lovely stay! The house is well laid out,, clean and has a wonderful water view from the living room and its own dock just a few steps off the back deck. We arrived in the...
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    • x
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    ** 7139 Silver Sails Landing // Waterview // Beds: K/Q/2B(4T) ** Brand New Vacation Rental! This beautiful creek front duplex has everything you could dream of in your vacation home. The moment you enter Heron Creek you'll be invited by the high foyer ceilings that will walk you into the spacious... View all property information
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    Chincoteague Island, Virginia 23336
    1 / 16
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    ** 5129 Richardson St // Waterfront // BEDS: 2K/Q/2T ** 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... View all property information
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    Chincoteague Island, Virginia 23336
    1 / 10
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    • x
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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 / 18
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    ** 6321 Captain's Ln // Waterfront // BEDS: K/Q/2T/Air Mattress ** Abeautiful ground-floor villa with walk out to marina. Luxurious master bedroom with private bath includes both a roomy tiled shower and whirlpool bath. Villa 116 will sleep 8, and includes a full laundry, all appliances, a gourmet... View all property information
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    Chincoteague Island, Virginia 23336
    1 / 12
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    ** 7177 Wayne Rd // Waterview // Beds: Q/D/B(2T)/TSS ** Tastefully remodeled beach home featuring a reverse floor plan and spectacular views of the Assateague Channel and Lighthouse! Located on the popular East Side of Chincoteague Island, Channel View is conveniently located near a public boat... View all property information
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    Chincoteague Island, Virginia 23336
    1 / 15
    5 of 5 bubbles (1) Excellent
    Studio, 2 Bathrooms, Sleeps 8 | Quick View
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    ** 6150 Ocean Blvd // Town & Country // BEDS: 2K/4T ** 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),... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    5 of 5 bubbles Reviewed 11 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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    1 / 10
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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 / 18
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    ** 6378 Cropper St // Town & Country // BEDS: K/Q/D/2T/B(D/T)/QSS ** There's room for everyone at this grand home! Downstairs you'll find the living room, foyer, formal dining room w/ fireplace, cook's kitchen and great front screened porch. The second floor features 3 bedrooms, and the third floor... View all property information
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    Chincoteague Island, Virginia 23336
    1 / 12
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    ** 4063 Grand Bay Ct // Water View // BEDS: Q/D/QSS ** Josie's Dream is a newer, more modern vacation rental that features a master bedroom suite with private bath and a great location across the street from Memorial Park. Walk to Etta's Restaurant, East Side Marina or Memorial Park. Note: parking... View all property information
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    Chincoteague Island, Virginia 23336
    1 / 16
    5 of 5 bubbles (1) Excellent
    Studio, 5 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
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    ** 6289 Hancock Ln // Waterfront // BEDS: 2K/4T/QSS ** 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... View all property information
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    Chincoteague Island, Virginia 23336
    1 / 12
    3 of 5 bubbles (2) Average
    Studio, 2 Bathrooms, Sleeps 10 | Quick View
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    ** 7090 Pine Dr // Water Access // BEDS: 2Q/D/2T/DSS ** Charming home nestled in the pine trees on Piney Island - the closest residential area to the beach! Piney Island offers water access (private to community), perfect for your canoe or kayak. With 4 bedrooms and accommodations for 10, there's... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    5 of 5 bubbles Reviewed 10 November 2015
    My fiancée and I stayed here last summer the week of our wedding. I loved this house. Great location, easy to get to the beach by bike or car. The street is quiet and relaxing...
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    1 / 22
    3 of 5 bubbles (1) Average
    Studio, 4 Bathrooms, Sleeps 10 | Quick View
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    ** 5060 Wildcat Ln // Waterfront // BEDS: 2K/Q/2T/QSS ** La Dolce Vita = The Sweet Life :-) Enjoy breathtaking waterfront views and spectacular sunsets from every room in this charming luxury home overlooking the Chincoteague Bay! Each bedroom has it's own private full bath. The master bedroom... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    3 of 5 bubbles Reviewed 20 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 connect...
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    ** 7005 Pine Dr // Waterfront // BEDS: Q/D/3T/QSS ** Southern Exposure is nestled along the natural shoreline of Little Oyster Bay, offering some of the most beautiful water views on Chincoteague Island. Conveniently located in one of Chincoteague's most popular residential communities, you're only... View all property information
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    Chincoteague Island, Virginia 23336
    1 / 19
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    ** 5378 Oak Drive // Water Access // Beds: 2Q/2D/2T ** This modern beach retreat features an open floor plan, perfect for socializing with friends or just relaxing after a fun day at the beach. It is located on Oak Drive on Piney Island, closest neighborhood to the beach and convenient for shopping... View all property information
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    Chincoteague Island, Virginia 23336
    1 / 24
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    ** 4579 Shelley Cove Ln // Waterfront // BEDS: K/Q/D/T/T ** Wow, what a deal! This magnificent 5 bedroom, 3 bathroom waterfront home is perfect for your family vacation. Offering two first floor bedrooms one with a twin trundle bed and en suite bath, the second bedroom has a double bed. The large... View all property information
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    Chincoteague Island, Virginia 23336
    1 / 24
    1 of 5 bubbles (1) Terrible
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    ** 5181 Sturgis Lane // Waterfront // BEDS: K/D/2T ** Welcome to the BRAND NEW Trembling Bay! This beautifully renovated 3 bedroom, 2 bath Chincoteague cottage is nestled along the salt marshes in a natural setting on Chincoteague Bay. A few of the fine features include a private pier, brand new... View all property information
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    Chincoteague Island, Virginia 23336
    1 / 11
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    ***3196 Main Street***Enjoy sunsets from this lovely waterfront home with dock!! Offers wireless internet and great views.***Bed Sizes: 1 Queen, 1 Double, 2 Twin, 1 Queen Sleep Sofa***Prime Season Rates: $1000 weekly/$200 per night.Off Season Rates: $700 weekly/$140 per night. Additional amenities... 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.