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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

Sun Rayes

4 Bedrooms

3 Baths

8 Guests

Captain's Cove

Captain's Cove

Waterfront

Pet Friendly

Boat Dock

Gas Grill

Pool

Internet

Fireplace

Outdoor Shower

We welcome "Sun Rayes" as one of our newest vacation homes! What does this fabulous home have to offer? The question is: what doesn't it offer?! With 4 bedrooms, 3 bathrooms, 3 stories (with an elevator), a game room (ping pong, pool table, dart board, rin

Sunrise Shore

3 Bedrooms

3.5 Baths

14 Guests

Chincoteague Island

Oyster Bay

Waterfront

Boat Dock

Gas Grill

Internet

Fireplace

Spend your precious vacation time at this truly stunning, one-of-a-kind architectural masterpiece! From the moment you walk in the French entry doors, you'll be "wowed" by the floor to ceiling windows and 3-sided glass fireplace. The chef's quality kitchen

Anchor's Rest

4 Bedrooms

3 Baths

10 Guests

Chincoteague Island

In Town

Pet Friendly

BBQ Grill

Gas Grill

Internet

Fireplace

Anchor’s Rest—Centrally located, just a short distance to the carnival grounds, shopping, ice cream, dinner and the movies. This welcoming, spacious rental home features a fully equipped kitchen (don’t forget to bring k-cups for the Keurig!) with abundant

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...

Serenity at Oyster Bay

3 Bedrooms

2 Baths

10 Guests

Chincoteague Island

Oyster Bay

Water View

Gas Grill

Screened porch

Internet

Outdoor Shower

Aptly named, "Serenity at Oyster Bay" is just what you'll find at this delightful vacation home. Located in the highly-demanded community of Oyster Bay I, you'll enjoy the peaceful, quiet area nestled amongst the tall pines and marsh grasses. The main livi

Pony View

3 Bedrooms

3.5 Baths

8 Guests

Chincoteague Island

East Side

Waterfront

Pet Friendly

Boat Dock

Gas Grill

Internet

Enjoy one of the most amazing, unobstructed views of Assateague Bay and Island from the comfort of your own waterfront deck and second floor balcony! Watch the ponies in the distance on the island, abundant waterfowl, or maybe even catch a glimpse of dolph

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

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

Mermaid Crossing

3 Bedrooms

2 Baths

10 Guests

Chincoteague Island

In Town

Waterfront

Pet Friendly

Boat Dock

Gas Grill

Internet

Fireplace

Outdoor Shower

Comfortable, pet friendly home on large, side-creek lot with fantastic views from both the front and back of house! Excellent crabbing from dock! (Property sits on creek only suitable for kayaks, canoes and crabbing.) Just a short distance to Memorial Park

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

Admiral Benbow

3 Bedrooms

2.5 Baths

8 Guests

Chincoteague Island

Oyster Bay

Water Access

BBQ Grill

Gas Grill

Internet

Outdoor Shower

A very nice contemporary home located in Oyster Bay I community. Located next to the community boat ramp - you have access to the water and the kids can fish and crab from the dock areas. This house has an outdoor ramp to the ground level. Don't miss out o

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