Deal Island Cottages

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Cottages in Deal Island

IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK

Smith Island MD

When you stay at this cottage in Smith Island, you'll be on the waterfront and steps from Terrapin Sand Point.

Kitchen

Washer

Near Chincoteague & Assateague Island Charming 2-bedroom cottage

Saxis VA

With a stay at this cottage in Saxis, you'll be 13.8 mi (22.3 km) from Bloxom Winery and 16.3 mi (26.2 km) from Kegotank Bay.

Kitchen

Washer

Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

Fishing Creek MD

Located in Fishing Creek, this cottage is on the waterfront, a 2-minute drive from P. L. Jones Marina and 6 minutes from Chesapeake Bay.

Kitchen

Pet friendly

Deal Island Bay Cottage

Deal Island MD

$246 nightly

$260 total

Mar 11 - Mar 12

Total with taxes and fees

When you stay at this cottage in Deal Island, you'll be near the beach, within a 5-minute drive of Shark Fin Shoal and Rock Island.

Kitchen

Washer

Pet-friendly Smith Island Cottage w/ Golf Cart!

Smith Island MD

When you stay at this cottage in Smith Island, you'll be steps from Terrapin Sand Point.

Kitchen

Washer

Dog-friendly Westover Cottage w/ River Access!

Westover MD

Located in Westover, this cottage is within a 15-minute drive of Great Hope Golf Course and Upper Hill Park.

Kitchen

Washer

Private Beach & Fishing Pier: Wicomico River House

Princess Anne MD

With a stay at this cottage in Princess Anne, you'll be within a 15-minute walk of Monie Island and Ballards Island.

Kitchen

Washer

Maryland Retreat: Walk to Bay, Beach & Boat Ramp!

Deal Island MD

Located in Deal Island, this cottage is a 3-minute drive from Shark Fin Shoal and 6 minutes from Rock Island.

Kitchen

Washer

Walk to Main Street: Family-friendly Crisfield Gem

Crisfield MD

Located in Crisfield, this cottage is within a 5-minute drive of Gov. Tawes Library and Crisfield Municipal Park.

Kitchen

Washer

1 Mi to Boat Ramp: Peaceful Deal Island Home!

Deal Island MD

With a stay at this cottage in Deal Island, you'll be within a 10-minute drive of Shark Fin Shoal and Rock Island.

Pool

Kitchen

Century-old, Small-town 4BR w/ Great Yard, Porch

Hebron MD

When you stay at this cottage in Hebron, you'll be within a 10-minute drive of Henry S. Parker Athletic Complex and Regal Salisbury.

Kitchen

Free WiFi

Historic Hoopersville Getaway on Chesapeake Bay!

1632 Steamboat Wharf Rd Fishing Creek MD

With a stay at this cottage in Fishing Creek, you'll be within a 15-minute walk of Chesapeake Bay and Lower Hooper Island.

Kitchen

Pet friendly

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.