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Pony Pen

2 Bedrooms
2 Baths
6 Guests
Chincoteague Island
South Main
Gas Grill
Screened porch
Internet

Round-up the family and bring them for a memorable vacation at "Pony Pen"! This cute-as-a-button island cottage is located on the southern end of Chincoteague Island, not too far from Captain Bob's Marina, Curtis Merritt Harbor and Memorial (waterfront) Pa

Carriage House

4 Bedrooms
3 Baths
12 Guests
Chincoteague Island
North Main
Pet Friendly
BBQ Grill
Internet
Outdoor Shower

Carriage House is a newer two-story home in the quiet neighborhood of Oyster Bay II just off of North Main Street. This immaculate home features a bright, open floor plan - a large kitchen equipped with modern stainless steel appliances, spacious living and dining areas with...

Admiral Benbow

3 Bedrooms
2.5 Baths
8 Guests
Chincoteague Island
Oyster Bay
Water Access
BBQ Grill
Gas Grill
Internet
Outdoor Shower

A very nice contemporary home located in Oyster Bay I community. Located next to the community boat ramp - you have access to the water and the kids can fish and crab from the dock areas. This house has an outdoor ramp to the ground level. Don't miss out o

A Shore Joy

4 Bedrooms
2 Baths
10 Guests
Chincoteague Island
South Main
Waterfront
BBQ Grill
Internet
Outdoor Shower

Paradise found! This is just what you've been waiting for. A lovingly restored classic "Chincoteague-style" home, nestled on a waterfront parcel with breathtaking sunset and bay views, with a pool and professionally landscaped backyard. It doesn't get much

Pony View

3 Bedrooms
3.5 Baths
10 Guests
Chincoteague Island
East Side
Waterfront
Pet Friendly
Gas Grill
Internet

Enjoy one of the most amazing, unobstructed views of Assateague Bay and Island from the comfort of your own waterfront deck and second floor balcony! Watch the ponies in the distance on the island, abundant waterfowl, or maybe even catch a glimpse of dolph

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

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

La Vie

3 Bedrooms
2.5 Baths
6 Guests
Chincoteague Island
South Main
Waterfront
Boat Dock
Charcoal Grill
Pool
Internet

Views! Views! Views! Enjoy the expansive panorama from all three levels of this prime location on Chincoteague Bay. With 180 degrees of natural beauty graced by blissful sunsets, “La Vie” invites you to live the life at its most relaxed. As soon as you en

Lighthouse Estates #11

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

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 well as water access and a do

Shore Thing On Oyster Bay

4 Bedrooms
3.5 Baths
8 Guests
Chincoteague Island
North Main
Waterfront
Boat Dock
Charcoal Grill
Screened porch
Internet
Fireplace
Outdoor Shower

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 of this spaci

Sea Oats

3 Bedrooms
2 Baths
8 Guests
Chincoteague Island
Oyster Bay
Waterfront
Boat Dock
Gas Grill
Screened porch
Internet
Outdoor Shower

A destination unto itself, Sea Oats offers wide open spaces, beautiful waterfront and views of Oyster Bay and plenty of room to spread out and relax. A luxury vacation rental home with all the bells and whistles, Sea Oats will delight your senses. From the

Serenity at Oyster Bay

3 Bedrooms
2 Baths
10 Guests
Chincoteague Island
Oyster Bay
Water View
Gas Grill
Screened porch
Internet
Outdoor Shower

Aptly named, "Serenity at Oyster Bay" is just what you'll find at this delightful vacation home. Located in the highly-demanded community of Oyster Bay I, you'll enjoy the peaceful, quiet area nestled amongst the tall pines and marsh grasses. The main livi

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