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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

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

Almost Bayside

3 Bedrooms
2.5 Baths
8 Guests
Chincoteague Island
South Main
Water View
Pet Friendly
Charcoal Grill
Internet
Fireplace
Outdoor Shower

Bayside II is a well appointed, WATER VIEW, 3-bedroom duplex located just off of South Main Street on the quiet southern end of the island. This spacious, nearly 2,000 sq ft. home offers a family of up to 8 an open floor plan with plenty of space to enjoy.

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.

Coral Cove

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

We are beyond excited to be able to offer you "Coral Cove" for your next Chincoteague Island vacation - we just KNOW you will love it! Formerly known as "The Fig Tree", Coral Cove has just undergone a complete renovation and has a true "WOW!" factor. On th

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

Just One Oar

3 Bedrooms
2 Baths
6 Guests
Captain's Cove
Captain's Cove
Town & Country
Pet Friendly
Gas Grill
Screened porch
Pool

Just One Oar! This clean and comfortable vacation retreat will have you wishing for just one "m-OAR" day! The bright, open floor plan features great living space including a great room, 3 bedrooms (with a master bedroom en suite) and 2 full bathrooms. If you enjoy...

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!

Island Estate

5 Bedrooms
3 Baths
14 Guests
Chincoteague Island
South Main
Waterfront
Pet Friendly
Boat Dock
Gas Grill
Pool
Internet
Outdoor Shower

Fabulous, fabulous, fabulous! If you're looking for a large space to have a family vacation or reunion, this is it. This beautiful waterfront home is located on a tidal creek and boasts over 3,000 sq ft of living space. All amenities - central air, all kit

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