
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

Home in Saxis
4.95 out of 5 average rating, 37 reviewsIsland Voices In The Wine Near Chincoteague & NASA
Guest favorite

Tiny home in Nanticoke
4.88 out of 5 average rating, 65 reviewsLa Cabaña
Guest favorite

Home in Smith Island
4.95 out of 5 average rating, 19 reviewsKayak friendly home on Chesapeake with golf cart
Superhost

Home in Westover
4.94 out of 5 average rating, 85 reviewsBeachfront Chesapeake Bay Retreat
Guest favorite

Home in Crisfield
4.97 out of 5 average rating, 65 reviewsCatch of the Bay
Top guest favorite

Home in Crisfield
4.9 out of 5 average rating, 41 reviewsCozy Crisfield Cottage
Guest favorite

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

Home in Smith Island
4.9 out of 5 average rating, 82 reviewsSmith Island Yummy Artist Retreat
Destinations to explore
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- Chesapeake Bay
- Assateague Island National Seashore
- Ocean City Boardwalk
- Assateague Beach
- Jolly Roger Amusement Park
- Assateague State Park
- Jolly Roger at the Pier
- Plantation Lakes Golf and Country Club
- Piney Point Beach
- Breezy Point Beach & Campground
- Ragged Point Beach
- Splash Mountain Water Park
- Chesapeake Beach Water Park
- Wallops Beach
- Gerry Boyle Park
- Saint Jerome Beach
- Ocean Pines Golf Club
- Heritage Shores
- Bayfront Beach
- North Beach Boardwalk/Beach
- St George Island Beach
- Guard Shore
- Parramore Beach
- 6 Mile Beach