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Charlie's Bayside Retreat

3 Bedrooms
2.5 Baths
6 Guests
Chincoteague Island
South Main
Waterfront
Pet Friendly
Internet
Fireplace

This is it! Are you looking for your perfect vacation getaway spot? Look no further. 'Charlie's Bayside Retreat' is everything you'll need for your home away from home, at the beach! The first main level features an open floor plan with a living room that opens...

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...

Southern Dream

3 Bedrooms
2 Baths
8 Guests
Chincoteague Island
North Main
Water View
Charcoal Grill
Screened porch
Internet
Outdoor Shower

Charming 3 bedroom ranch home located in one of Chincoteague Island's residential communities. Nice, quiet location with a water view of Oyster Bay. You'll enjoy the easy, one-story floor plan with open living room/kitchen/dining areas. If you love the out

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

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

Homestead

3 Bedrooms
2 Baths
5 Guests
Chincoteague Island
North Main
BBQ Grill
Screened porch
Internet
Outdoor Shower

Set back across the street from Chincoteague Bay, Homestead sits on 30 acres of basically pristine land. A cozy cottage, originally built in 1890, had been updated but the owners kept the original charm of yesterday but with the comfort of today. Now th

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...

Sunset Bay Villa 109

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

This beautiful ground-level villa boasts five-star amenities including a private deck off the living room area with a walk-out to the marina. Enjoy this master bedroom suite, with private bath that features a jetted tub to relax in and a private exit to th

Sundance at Marsh Island

2 Bedrooms
1.5 Baths
4 Guests
Chincoteague Island
In Town
Waterfront

Nestled on the tip of Marsh Island, this fabulous 2 bedroom townhome features spectacular views of the Chincoteague Bay. Watch the fishing boats go by and witness the million dollar sunsets everyone talks about - all from the comfort of your own vacation h

Abbie Thornton Cottage

1 Bedroom
1 Bath
2 Guests
Chincoteague Island
North Main
Water View
Internet

This charming Chincoteague cottage was built in the 1930's and is located directly across the street from the Chincoteague Bay. Abbie Thornton Cottage still has much of its original integrity, but has been lovingly restored to offer all the modern comforts

Herbie's Hideaway

3 Bedrooms
3 Baths
8 Guests
Chincoteague Island
South Ridge
Water Access
BBQ Grill
Screened porch
Internet

Luxury water view vacation rental home with dock access. This home boasts a full ensemble of amenities and the most beautiful views of Assateague Island. The oversized chef's kitchen offers ample room for family gatherings and preparing meals, and it compl

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

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