
Vacation rentals in Dorchester County
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Top-rated vacation rentals in Dorchester County
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Popular amenities for Dorchester County vacation rentals
Other great vacation rentals in Dorchester County

Apartment in Lusby
4.62 out of 5 average rating, 102 reviewsThe Grove Studio

Cottage in Deal Island
4.64 out of 5 average rating, 236 reviewsDeal Island Bay Cottage - Maryland
Guest favourite

Cottage in Wingate
4.84 out of 5 average rating, 73 reviewsBlue Crab Cottage: Remote+Nature+Fishing+Views
Guest favourite

Home in Cambridge
4.93 out of 5 average rating, 27 reviewsWaterfront & Hot Tub! 4 BR/4 BA - Central Location
Top guest favourite

Home in Madison
5 out of 5 average rating, 28 reviewsMadison Bay Club House
Top guest favourite

Cottage in Princess Anne
5 out of 5 average rating, 12 reviewsWaterfront Cottage in Mt. Vernon

Home in Fishing Creek
5 out of 5 average rating, 5 reviewsWonderful beachfront house
Guest favourite

Home in Deal Island Historic District
4.94 out of 5 average rating, 32 reviewsHouse of the Setting Sun/Deal Island Bayfront Home
Destinations to explore
- Apartment rentals Dorchester County
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- Rentals with lake access Dorchester County
- Rentals with a hot tub Dorchester County
- Rentals with a firepit Dorchester County
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- Sandy Point State Park
- Maryland Renaissance Festival
- Quiet Waters Park
- Six Flags America
- Flounder Pavilion Beach Front - Sandy Point State Park
- Heritage Shores
- Plantation Lakes Golf and Country Club
- Ragged Point Beach
- Gerry Boyle Park
- Breezy Point Beach & Campground
- Sandyland Beach
- Rose Haven Memorial Park
- Chesapeake Beach Water Park
- Idlewilde Restoration Project
- Matapeake Clubhouse and Beach
- Saint Jerome Beach
- Piney Point Beach
- Quiet Waters Dog Beach
- Bayfront Beach
- Brownies Beach
- Severn Beach
- Oxford Beach
- Lake Presidential Golf Club
- Guard Shore