
Holiday rentals in Deal Island Historic District
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Top-rated holiday rentals in Deal Island Historic District
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for Deal Island Historic District holiday rentals
Other great holiday rentals in Deal Island Historic District
Guest favourite

Home in Smith Island
4.94 out of 5 average rating, 16 reviewsHH Ranch on Smith Island w/ Golf Cart
Superhost

Home in Westover
4.94 out of 5 average rating, 83 reviewsBeachfront Chesapeake Bay Retreat
Guest favourite

Home in Deal Island Historic District
4.89 out of 5 average rating, 9 reviewsMaryland Retreat: Walk to Bay, Beach & Boat Ramp!
Guest favourite

Home in Crisfield
4.99 out of 5 average rating, 86 reviewsMarshall’s Retreat Chesapeake small town getaway
Guest favourite

Home in Quantico
4.98 out of 5 average rating, 104 reviewsOne of a kind waterfront home with private dock
Top guest favourite

Cottage in Smith Island
5 out of 5 average rating, 53 reviewsIDLEHOUR, 3 BEDROOMS 2 BATHS W/ DOCK

Home in Deal Island Historic District
5 out of 5 average rating, 3 reviewsThe Tangier Escape
Top guest favourite

Cottage in Deal Island Historic District
4.94 out of 5 average rating, 17 reviewsCozy "Waterfront Cottage"
Destinations to explore
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- Chesapeake Bay
- Assateague Island National Seashore
- Ocean City Boardwalk
- Jolly Roger Amusement Park
- Assateague Beach
- Jolly Roger at the Pier
- Plantation Lakes Golf and Country Club
- Heritage Shores
- Assateague State Park
- Gerry Boyle Park
- Wallops Beach
- Piney Point Beach
- Breezy Point Beach & Campground
- Chesapeake Beach Water Park
- Sandyland Beach
- Bayfront Beach
- Gargathy Beach
- Bow Beach
- Trimper Rides of Ocean City
- Brownies Beach
- Saint Jerome Beach
- Oxford Beach
- Ocean Pines Golf Club
- Splash Mountain Water Park