Deal Island Cottages

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Cottages in Deal Island

Deal Island Bay Cottage

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

Kitchen

Washer

Off-season prices! Waterfront Cottage on Hoopers Island. Pet friendly. 🏝️🦀🎣

When you stay at this cottage in Fishing Creek, you'll be on the waterfront and 12 minutes by car from Middle Hooper Island.

Kitchen

Pet friendly

Dog-Friendly Westover Cottage w/ River Access!

When you stay at this cottage in Westover, you'll be on the waterfront and 10 minutes by car from Great Hope Golf Course.

Kitchen

Washer

Waterfront Cottage in Beautiful Hoopers Island

Located in Fishing Creek, this cottage is on the waterfront, within a 15-minute drive of Middle Hooper Island and Lower Hooper Island.

Kitchen

Pet friendly

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

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

Kitchen

Washer

BEAUTIFUL REMODELED "COTTAGE BY THE BAY" in CRISFIELD! WE STRIVE TO BE THE BEST!

A stay at this cottage places you in the heart of Crisfield, within a 5-minute drive of McCready Health Pavilion and J. Millard Tawes Museum.

Kitchen

Free WiFi

Blue Heron Cottage On Smith's Island

With a stay at this cottage in Smith Island, you'll be on the waterfront, and 19.3 mi (31.1 km) from Chesapeake Health Care.

Kitchen

Washer

Pet-friendly Quantico Home w/ River Views!

When you stay at this cottage in Quantico, you'll be 13 minutes by car from Cedar Hill Marina.

Kitchen

Pet friendly

Dog-friendly Westover Cottage w/ River Access!

When you stay at this cottage in Westover, you'll be 10 minutes by car from Great Hope Golf Course.

Kitchen

Pet friendly

Pet-friendly Smith Island Cottage w/ Golf Cart!

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

Kitchen

Pet friendly

Pet-Friendly Smith Island Cottage w/ Golf Cart!

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

Kitchen

Washer

Waterfront Maryland Retreat w/ Dock & Bay View!

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

Kitchen

Washer

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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.