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My Island Escape

3 Bedrooms
2 Baths
7 Guests
Chincoteague Island
North Main
Water Access
Charcoal Grill
Internet

Tucked away on a quiet lane off of North Main is where you will find My Island Escape. This brand-new home is absolutely immaculate! Luxury finishings, tastefully appointed furniture and décor make for a flawless backdrop to your next vacation. The living

June's Retreat

4 Bedrooms
5 Baths
10 Guests
Chincoteague Island
North Main
Waterfront
Boat Dock
BBQ Grill
Screened porch
Internet

June’s Retreat is Chincoteague Island’s premier luxury vacation rental home, nestled on serene waterfront marshlands just north of town off of Main Street. This custom designed and decorated home leaves no detail unnoticed. From the bright spacious rooms w

Stella del Mare

3 Bedrooms
2.5 Baths
10 Guests
Chincoteague Island
South Main
Water View
Internet
Outdoor Shower

Check out this brand new South Main Charmer! Completely rebuilt and remodeled - no detail was left unnoticed at this classic Chincoteague cottage. Enjoy the upgraded kitchen and appliances, grand open front porch overlooking South Main Street, and the snippet water views of Chincoteague Bay. Walk...

Belle of the Bay

4 Bedrooms
2 Baths
8 Guests
Chincoteague Island
Oyster Bay
Waterfront
Internet

Truly the "Belle of the Bay", this beautiful custom waterfront home is tucked away at the very tip of one of Chincoteague's most popular residential communities - Oyster Bay I. This means you'll enjoy unobstructed 360 degree water and marshland views from nearly every space in...

Almost Heaven

3 Bedrooms
2 Baths
6 Guests
Chincoteague Island
South Main
Waterfront
Pet Friendly
BBQ Grill
Charcoal Grill
Internet
Fireplace

A lovely 3 bedroom waterfront Victorian home that features a first-floor bedroom with a queen bed and full bathroom with tub/shower. Almost Heaven is just that... boasting breathtaking sunsets over the Chincoteague Bay and a private pier great for crabbing

Paradise View

4 Bedrooms
4 Baths
10 Guests
Chincoteague Island
North Main
Waterfront
Boat Dock
Gas Grill
Internet
Fireplace
Outdoor Shower

Truly a masterpiece, this luxury vacation rental home offers only the finest amenities. Each bedroom is a separate suite with private bath. The master bedroom suite (K) features two a spa bath with jetted tub, a private waterside deck area and beautiful wa

Bliss by the Bay

3 Bedrooms
2.5 Baths
6 Guests
Captain's Cove
Captain's Cove
Waterfront
Pet Friendly
Boat Dock
Pool
Fireplace

"Bliss by the Bay" is a fabulous new addition to Chincoteague Resort's fine selection of vacation homes! From the moment you walk into this stunning home you'll be greeted by the bright, open spaces and large rooms. The main level features an open floor plan with...

Daisey Cottage

2 Bedrooms
1 Bath
7 Guests
Chincoteague Island
South Ridge
Pet Friendly
BBQ Grill
Charcoal Grill
Internet

Are you looking for that perfect little charming island cottage for your next vacation? This may be it! Located on the southern end of the island, Daisey Cottage offers everything you'll need for an enjoyable stay such as central a/c, dishwasher, WiFi, was

Gone Coastal

2 Bedrooms
2.5 Baths
8 Guests
Chincoteague Island
In Town
Pet Friendly
BBQ Grill
Screened porch
Internet

Tastefully remodeled and decorated in a beachy-chic theme, 'Gone Coastal' is the perfect motto for this beach getaway! Located close to downtown - movies, shopping, restaurants and more. And you're only about 2 miles to the entrance to the beach! This rent

Dockside

3 Bedrooms
3.5 Baths
10 Guests
Chincoteague Island
East Side
Waterfront
Boat Dock
Gas Grill
Internet
Fireplace

Located on the Assateague Channel, this is your chance to watch the ponies from your own deck. A wonderful panoramic view awaits you…to the left is the Assateague Bridge; to right of the bridge is the Assateague Lighthouse and ponies; and to the far right

Captain's Loft

3 Bedrooms
3.5 Baths
8 Guests
Chincoteague Island
In Town
Pet Friendly
BBQ Grill
Gas Grill
Internet

Captain's Loft has fresh new updates! This vacation home is located just a short walk to Maddox Blvd! Close to everything, but situated perfectly for a quiet and relaxing stay. This duplex home features three bedrooms downstairs, and two of those bedrooms

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

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