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

Tiny home in Nanticoke
4.87 out of 5 average rating, 63 reviewsLa Cabaña
Guest favorite

Home in Westover
4.95 out of 5 average rating, 21 reviewsRumbley Retreat
Superhost

Guest suite in Westover
4.86 out of 5 average rating, 72 reviewsThe Hideaway Suite
Guest favorite

Home in Reedville
4.94 out of 5 average rating, 54 reviewsSummer Breeze waterfront new home-Private Beach
Top guest favorite

Apartment in Pocomoke City
4.97 out of 5 average rating, 99 reviewsPansy’s Retreat
Superhost

Home in Princess Anne
4.87 out of 5 average rating, 31 reviewsYe Ole Pirate House
Top guest favorite

Farm stay in Westover
5 out of 5 average rating, 96 reviewsBig Cozy Loft Overlooking the Farm and River
Top guest favorite

Home in Smith Island
4.9 out of 5 average rating, 81 reviewsSmith Island Yummy Artist Retreat
Destinations to explore
- Plainview Vacation rentals
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- Chesapeake Bay
- Assateague Island National Seashore
- Ocean City Boardwalk
- Assateague Beach
- Jolly Roger Amusement Park
- Jolly Roger at the Pier
- Assateague State Park
- Plantation Lakes Golf and Country Club
- Breezy Point Beach & Campground
- Piney Point Beach
- Ragged Point Beach
- Splash Mountain Water Park
- Chesapeake Beach Water Park
- Sandyland Beach
- Wallops Beach
- Heritage Shores
- Gerry Boyle Park
- Ocean Pines Golf Club
- St George Island Beach
- Saint Jerome Beach
- Parramore Beach
- North Beach Boardwalk/Beach
- Bayfront Beach
- Guard Shore