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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

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

Heron Creek

3 Bedrooms
2.5 Baths
8 Guests
Chincoteague Island
In Town
Water View
Pet Friendly
Gas Grill
Screened porch
Pool
Internet

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 great room. There you'll find a beautiful upgraded

Sunset Bay Villa 212

3 Bedrooms
2 Baths
6 Guests
Chincoteague Island
South Main
Waterfront
Pet Friendly
Pool
Internet

A waterside condo that offers you all of the comforts of the Sunset Bay Villas. Enjoy the community pool and fitness center! Located on the edge of beautiful Chincoteague Bay, Sunset Bay Villas are distinctive condominium homes that offer nothing less than

Joint Venture

2 Bedrooms
2.5 Baths
6 Guests
Chincoteague Island
In Town
Water View
Pet Friendly
Internet

Joint Venture is the perfect townhouse for an affordable vacation! Take a short stroll to Maddox Blvd (Beach Road) and enjoy ice cream, mini golf or any of the shops & restaurants. Bike or drive to the beach! Joint Venture offers a water view of Little Oys

Shreiner's Tradition

2 Bedrooms
2 Baths
6 Guests
Chincoteague Island
In Town
Pet Friendly

As one of our newest vacation rental offerings, we're pleased to be have this downtown charmer! Shreiner's Tradition is a renovated 2+ bedroom home located just outside the downtown area. Enjoy walking to restaurants, shopping, ice cream and the movie thea

Island Estate

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

Just One Oar

3 Bedrooms
2 Baths
8 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...

Willaway

3 Bedrooms
2 Baths
10 Guests
Chincoteague Island
South Ridge
Pet Friendly
Gas Grill
Screened porch
Internet

We are excited to offer one of our newest rentals in our inventory, Willaway! Located off of South Ridge, within walking distance of Tom's Cove, this sweet home sits tucked behind mature crepe myrtles situated on a large lot. Tastefully decorated, clean, a

Captain's Roundhouse

3 Bedrooms
2 Baths
10 Guests
Captain's Cove
Captain's Cove
Waterfront
Pet Friendly

A fantastic waterfront experience beginning with a 30 foot, 9 window, panoramic view of the sunset on the canal! This contemporary 3-story home boasts 360 degrees of unobstructed water views from nearly every room. The first level features 3 private bedrooms, a full bathroom, plus an...

Donovan's Reef

3 Bedrooms
2 Baths
8 Guests
Chincoteague Island
In Town
Pet Friendly
Gas Grill
Internet
Fireplace

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), right into a wel

Island Sunrise

3 Bedrooms
2.5 Baths
8 Guests
Chincoteague Island
Piney Island
Waterfront
Pet Friendly
Boat Dock
Internet

Island Sunrise is gorgeous 3 bedroom, 2.5 bathroom duplex home located in desirable Piney Island. Not only is this house pet friendly, but it offers a deep water boat dock and 3 spacious decks. Aptly named, the sunrises and views of Assateague Island and t

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