
Holiday rentals in Somerset County
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Top-rated holiday rentals in Somerset County
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 Somerset County holiday rentals
Other great holiday rentals in Somerset County

Apartment in Crisfield
5 out of 5 average rating, 3 reviewsWalk to Main St: Condo w/ Pool Access in Crisfield
Guest favourite

Home in Deal Island Historic District
5 out of 5 average rating, 8 reviewsThe Hideaway
Top guest favourite

Home in Westover
5 out of 5 average rating, 9 reviews5 bedroom waterfront retreat with private dock
Guest favourite

Home in Saxis
4.92 out of 5 average rating, 12 reviewsOutOfTheWay get away - Saxis (steps from beach)
Guest favourite

Home in Crisfield
4.99 out of 5 average rating, 91 reviewsMarshall’s Retreat Chesapeake small town getaway
Guest favourite

Home in Westover
4.86 out of 5 average rating, 14 reviewsHeaven on the Bay - The Perfect Coastal Cottage
Guest favourite

Home in Quantico
4.97 out of 5 average rating, 107 reviewsOne of a kind waterfront home with private dock
Top guest favourite

Cottage in Smith Island
5 out of 5 average rating, 56 reviewsIdle Hour, 3BR, 2B, discounted golf cart rental
Destinations to explore
- Chesapeake Bay
- Ocean City Beach
- Assateague Island National Seashore
- Ocean City Boardwalk
- Haven Beach
- Assateague Beach
- Jolly Roger Amusement Park
- Northside Park
- Bayside Resort Golf Club
- Assateague State Park
- Jolly Roger at the Pier
- Plantation Lakes Golf and Country Club
- Piney Point Beach
- Ragged Point Beach
- Splash Mountain Water Park
- Wallops Beach
- Gerry Boyle Park
- Saint Jerome Beach
- Ocean Pines Golf Club
- Heritage Shores
- St George Island Beach
- Guard Shore
- Parramore Beach
- 6 Mile Beach