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Spend Christmas by the Sea: Holly Day Market, Tree Lighting, Christmas Parade, Children's Christmas Tea, Progressive Home Tour, New Year's Eve Concert, Polar Plunge
An old Chincoteague favorite, the Blue Hen, not only has a new name (Jay's Retreat), but it has been remolded and redecorated and...
5203 Wild Pony Court. Oyster Bay II community. 2 story house located on secluded cul-de-sac. 3 bedrooms, 2 1/2 bathrooms, kitchen, laundry, living, and dining rooms, screened porch, wrap around porch, handicapped ramp, master bedroom on main floor. Private back yard and parking. Located on the...
Spend Christmas by the Sea: Holly Day Market, Tree Lighting, Christmas Parade, Children's Christmas Tea, Progressive Home Tour, New Year's Eve Concert, Polar Plunge, Pony Island Horseshoe Drop
Check out our October & November Specials. Rates as low as $60/Night...
Peaceful 3 bedroom/2 bathroom home located directly on Eel Creek. Appreciate the natural beauty of Chincoteague Island with gorgeous nature views from both the lower level screened in porch as well as the balcony off of the master suite. Enjoy relaxing mornings with the sunrise and breeze filled...
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...
Epiphany on Deep Hole Creek.
Deep Hole Creek Vacation Rentals
Member, Chincoteague Chamber of Commerce
Pets subject to approval and an additional fee.
See DeepHoleCreek s ite for more info and photos.! Scroll down to email Blair & Martha (owners) . Or Call Blair & Martha at the number listed for...
***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 Wi-Fi.***
This Property accepts Dogs 35lbs and Under Only.***
Bed Sizes: 1 Queen, 1 Double, 1 Twin.***
2018 Off Season...
***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:...
***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...
***5323 N. Hibiscus Drive-Oyster Bay II*** 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...
***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. Llovingly restored, East Wing is within walking distance of Little Oyster Bay, a boat launch, playground, restaurants and the best ice cream...
***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...
***5082 Twilley Drive***
Contemporary 4 bedroom 3 bath Waterfront home. Pet friendly, located in a private area off North Main Street. Offers 2 master suites with waterfront balconies. This home does not disappoint with its vaulted ceilings and gas fireplace. Offers a well-equipped kitchen with...
***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 nightly.
Off Season Rates: $400 weekly/$80 nightly.
Additional amenities include: dvd vcr/dvd,...
***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...
***7503 Pony Cove Lane***
This pet friendly, affordble duplex is off the beaten path and has room for the whole family! With four bedrooms and two baths! And Wireless Internet.***
This Property accepts Dogs Only.***
Bed Sizes: 2 Queen, 4 Twin***
2018 Off Season Rates: $600 weekly/$120 per...
It's a celebration of nature in its most magnificent form, as the wild Chincoteague ponies run up and down the marshland, the local birds will sing you a song. As this perfect day comes to an end, the laid back reggae tunes will set the mood for the miraculous montage of Caribbean colors that make...
***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...
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About this property
Enjoy the best of both worlds...Bay, Beach and Ocean by day and camp fire by night with air-conditioned / heated space to escape the elements when needed.
Our home is comfy & cozy-newly built 1300 Square foot 2 story air-conditioned/heated home with 3 bedrooms to include 1 king sized bed, 1 queen...
***6201 Ocean Blvd***
Bring your four legged friend to this well-appointed home within walking distance to restaurants, shops, and more! This is a great pet friendly house right in the heart of downtown. It offers DSL Wi-Fi and a fax machine in the separate sitting room off of the living room. The...
***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.***
***New HVAC-Central heating and Air for 2018***
Bed Sizes: 1 King, 2 Twins, 1 Daybed with Trundle***...
***5169 Winder Lane***
This waterfront 4 bedroom, pet friendly home is tucked away off North Main Street. Watch the sunset from the large screened porch. Offers fenced yard, well stocked kitchen, dinign room and a spacious living room. Upstairs has master suite with private bath, 2 bedrooms and...
***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: $1190 weekly/$238 per night.
Off Season Rates: $965 weekly/$193 per night.
Additional amenities include: 3 tv, cabl...
***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...
***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....
***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 nightly.
Off Season Rates: $650 weekly/$130 nightly....
****5476 Pearl Drive-Oyster Bay I***
Lovely home located in private community with water view and next to boat ramp. Wi-Fi Available. Nearby is DeColores in the Pines.***
Bed Sizes: 2 Queen, 2 Twin, 1 Queen Sleep Sofa***
Prime Season Rates: $1100 weekly/$220 nightly.
Off Season Rates: $800...
***5165 Winder Lane***
Enjoy the sunsets from this new waterfront home, tucked away off North Main Street. Private setting and pet friendly(2 pet maximum).Water access for kayaks and canoes. 2 bedrooms and 1 bath downstairs/1 bedroom and 1 bath upstairs.***
Bed Sizes: 1 Queen, 2 Double, 1 Queen...
***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. Sunny enclosed front porch. Beautiful renovated home close to everything! Nearby is Sunshine House & Atlantic Delight.***
Bed Sizes: 1 King, 2 Twin, 1 Queen...
***7111 Horseshoe Lane***
Lovely home centrally located on a quiet residential street. Watch the Saltwater Cowboy's saddle up for the pony round ups right from the comfort of the airy screened porch. Too hot at the beach, no problem than enjoy the pool. This home has all the amenities for beach...
***5094 Blake Point Road****
Timeless Traditional home dates back to the turn of the century. Renovations have upgraded this fine 4 bedroom home that is also pet friendly and sleeps 10. Grand views of the Chincoteague Bay with large front screened porch and decks off both levels. Very quiet and...
***3268 Main Street***
Sit back and relax on the screened porch and watch the sunset over the water. Renovated island home offers waterviews from most rooms. Launch your kayak across the street. Walk to town and firemans carnival.
Pet Friendly - Dogs Only
Bed Sizes: 1 Queen, 2 Double, 1 Sleep...
Beautiful, ocean view beach house on pylons with fantastic pony swim view!Watch the pony swim from 2 private decks right next to the lane the ponies march down when they arrive on Chincoteague Island after their yearly swim. Lots of modern amenities and comfort including screened in deck, 2...
***5104 Blake Point Road***
Goose Bay tucked away off the northern end of Main Street offers a year round nature reatreat. The raised home with skylight and huge picture windows capture light and outstanding water views and sunsets over the Chincoteague Bay and its wild grassy marsh and ponds....
***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 nightly.
Off Season Rates: $650 weekly/$130 nightly.
Additional amenities include: cabl...
Escape to the beauty of Chincoteague Island to spend blissful days at this charming vacation rental apartment set on Main Steet! You'll have water views and easy access to the delights of town and the pristine beach along Assateague Island! The 1-bedroom, 1-bathroom unit offers 4 guests the chance...