
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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Vacation rentals for every style
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Popular amenities for Dorchester County vacation rentals
Other great vacation rentals in Dorchester County
Top guest favourite

Cottage in Oxford
5 out of 5 average rating, 21 reviewsSailor's Cottage - Private Waterfront
Guest favourite

Cottage in Wingate
4.84 out of 5 average rating, 75 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
Guest favourite

Home in Quantico
4.98 out of 5 average rating, 103 reviewsOne of a kind waterfront home with private dock
Guest favourite

Home in Cambridge
4.91 out of 5 average rating, 22 reviewsCasa Maria heart of downtown.
Guest favourite

Home in Cambridge
4.98 out of 5 average rating, 54 reviewsYou'll enjoy the The Great Escape in Cambridge!
Top guest favourite

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

Home in Oxford
4.98 out of 5 average rating, 59 reviewsStunning Chesapeake waterfront home
Destinations to explore
- Apartment rentals Dorchester County
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- Rentals with pools Dorchester County
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- Sandy Point State Park
- Maryland Renaissance Festival
- Six Flags America
- Quiet Waters Park
- Plantation Lakes Golf and Country Club
- Heritage Shores
- Gerry Boyle Park
- Breezy Point Beach & Campground
- Chesapeake Beach Water Park
- Sandyland Beach
- Rose Haven Memorial Park
- Piney Point Beach
- Idlewilde Restoration Project
- Matapeake Clubhouse and Beach
- Brownies Beach
- Bayfront Beach
- Saint Jerome Beach
- Quiet Waters Dog Beach
- Oxford Beach
- Lake Presidential Golf Club
- Lane Beach
- North Beach Boardwalk/Beach
- Triton Beach
- Sparrows Beach