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The Haven

3 Bedrooms
3.5 Baths
8 Guests
Chincoteague Island
East Side
Waterfront
Internet

As one of Chincoteague Resort's newest offerings, we're pleased to bring you "The Haven" located on the edge of the Assateague Channel! Enjoy spectacular views of the Channel and Lighthouse right from your own private living space! Downstairs features a ki

Charlotte's Morning Sun

4 Bedrooms
4.5 Baths
8 Guests
Chincoteague Island
Oyster Bay
Waterfront
BBQ Grill
Gas Grill
Internet
Outdoor Shower

Set in the boutique residential community of Oyster Bay I, ‘Charlotte's Morning Sun’ is a stunning 5-star waterfront home that offers unobstructed water views and breathtaking vistas of Oyster Bay. Flowing generously over two levels, Charlotte features 4.5

Beach Bungalow

3 Bedrooms
2.5 Baths
10 Guests
Chincoteague Island
In Town
Waterfront
Pet Friendly
Internet

This fabulous "Beach Bungalow" is waiting for you! Tucked away on the marshlands overlooking Oyster Bay and the East Side of the island is where you'll find this 3 bedroom cute-as-a-button cottage. There are fresh new upgrades, including the kitchen and bathroom. The bright, natural sunlight...

Wildflower

3 Bedrooms
3 Baths
6 Guests
Chincoteague Island
South Ridge
Waterfront
Boat Dock
Gas Grill
Screened porch
Internet
Outdoor Shower

Beautiful waterfront home with shared pier plus floating dock on deep water!! Ground level is a large screened patio perfect for those summer time seafood feasts. The first level is great room boasting reclaimed barn board walls and wide plank pine floors

Osprey

3 Bedrooms
2 Baths
6 Guests
Chincoteague Island
Oyster Bay
Water Access
Pet Friendly
Boat Dock
Charcoal Grill
Screened porch
Internet
Outdoor Shower

This great contemporary beach home is located at the edge of the community harbor area, a perfect location for you and your guests. As a pet friendly house, you'll enjoy the wide open spaces for your dogs. The home features an open floor plan with a lovely

Morning Memories

2 Bedrooms
2.5 Baths
6 Guests
Chincoteague Island
East Side
Water Access
Pet Friendly
Charcoal Grill
Pool
Internet

A light, bright and airy beach rental with community pool and water access with shared dock. The spacious 2 bedroom, 2.5 bathroom home is tastefully furnished and features all appliances including washer/dryer and dishwasher. Wireless internet is included.

Crossroads

4 Bedrooms
2.5 Baths
8 Guests
Chincoteague Island
North Main
Waterfront
BBQ Grill
Gas Grill
Screened porch
Internet
Fireplace
Outdoor Shower

Peace and tranquility is what Crossroads (formerly known as Sunset Cove) offers. Totally re-done in 2019, this beautiful 4 bedroom waterfront home in the Smugglers Cove area is nestled on the northwestern shores of Chincoteague Island offering a world clas

Serendipity

3 Bedrooms
1.5 Baths
6 Guests
Chincoteague Island
South Main
BBQ Grill
Screened porch
Internet
Outdoor Shower

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 memorable Ch

Shell Cottage

4 Bedrooms
2.5 Baths
8 Guests
Chincoteague Island
East Side
Water View
Pet Friendly
Charcoal Grill
Internet
Outdoor Shower

Come and enjoy a delightful vacation at "Shell Cottage"! Located on the popular East Side of Chincoteague Island, you'll enjoy water views of the Assateague Channel and lounging on the outside decks (one which includes an outside shower). This open floor p

Tall Pines

2 Bedrooms
1.5 Baths
6 Guests
Chincoteague Island
Piney Island
Water Access
Pet Friendly
Charcoal Grill
Screened porch
Internet
Outdoor Shower

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 great for launc

Bay Daze

2 Bedrooms
2.5 Baths
6 Guests
Chincoteague Island
In Town
Waterfront
Internet

Escape from the hustle and bustle of everyday life at this little slice of paradise nestled on the edge of the Chincoteague Bay! Bay Daze is a clean, comfortable and modern townhome (end unit) offering all the amenities you'll need for a perfect vacation!

Homestead

3 Bedrooms
2 Baths
5 Guests
Chincoteague Island
North Main
BBQ Grill
Screened porch
Internet
Outdoor Shower

Set back across the street from Chincoteague Bay, Homestead sits on 30 acres of basically pristine land. A cozy cottage, originally built in 1890, had been updated but the owners kept the original charm of yesterday but with the comfort of today. Now th

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