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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

Blue Point

3 Bedrooms
2 Baths
6 Guests
Chincoteague Island
In Town
Pet Friendly
Charcoal Grill
Internet
Outdoor Shower

Come for an old fashioned family vacation. This wonderfully maintained classic Chincoteague-style home features a large screened porch and beautiful, spacious yard for those warm summer evenings. A great enclosed outside shower comes in handy for rinsing t

Casa del Mar

5 Bedrooms
4 Baths
12 Guests
Chincoteague Island
In Town
Pet Friendly
BBQ Grill
Gas Grill
Internet
Outdoor Shower

Casa del Mar - "House by the Sea" - is your home away from home... at the beach! Located in the heart of downtown Chincoteague Island, this grand home has been lovingly maintained and is conveniently situated within walking distance to the waterfront par

Beach Bungalow

3 Bedrooms
2.5 Baths
10 Guests
Chincoteague Island
In Town
Waterfront
Pet Friendly
Charcoal Grill
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...

Windshadow

3 Bedrooms
2.5 Baths
8 Guests
Chincoteague Island
North Main
Waterfront
Pet Friendly
Boat Dock
BBQ Grill
Charcoal Grill
Screened porch
Internet
Fireplace
Outdoor Shower

You will enjoy spectacular sunsets from this lovely waterfront home overlooking the Chincoteague Bay. There is a waterfront screened gazebo that leads to a dock great for crabbing/fishing. Inside is a large open floor plan with a brand new kitchen, living

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

Our Happy Place

3 Bedrooms
2 Baths
7 Guests
Chincoteague Island
Oyster Bay
Waterfront
Pet Friendly
Boat Dock
BBQ Grill
Screened porch
Internet
Outdoor Shower

Paradise found! Look no further than this fabulous beach retreat that is waiting for you! Tastefully decorated and comfortably furnished, 'Our Happy Place' offers simple, clean and relaxing accommodations for up to 7 guests. You can even bring your 4-legged family member as well (small/medium dogs...

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

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.

Off Duty

3 Bedrooms
2 Baths
6 Guests
Captain's Cove
Captain's Cove
Waterfront
Pet Friendly
Boat Dock
BBQ Grill
Screened porch
Pool

Come for a fabulous vacation at 'Off Duty'! Waterfront with pool access, golf, fitness room and more!

Sunset Bay Villa 208

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

A beautiful seaside villa, professionally decorated, features luxury amenities including a walk-out from the living room area to a private deck and then marina area. The master bedroom suite is a dream come true - beautiful tiled shower, jetted tub and mor

Waterman's Daughter

3 Bedrooms
3 Baths
6 Guests
Chincoteague Island
East Side
Water View
Pet Friendly
BBQ Grill
Charcoal Grill
Internet
Fireplace

We are excited to introduce our newest rental Waterman's Daughter! This stately townhome is located on a quiet lane off of East Side Drive. The first floor of the home features two bedrooms, both featuring full attached baths! A full size washer and dryer

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