
Cottage vacation rentals in Dorchester County
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Top-rated cottage rentals in Dorchester County
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Dorchester County cottage rentals
Cottage rentals with a hot tub

Waterfront Cottage 3BR 2 BA, Pier, Sunsets,Kayaks

Riverside Haven w/ Hot Tub

Hays Beach House - Hot Tub - Private Beach

Hot Tub Hideaway by Shark Tooth Shores
Pet-friendly cottage rentals

Waterfront Cottage 5 miles from Cambridge/2 Acres

Chesapeake Bay Cottage

Blue Crab Cottage: Remote+Nature+Fishing+Views

Trinity Oaks Farm (Formerly D and D Farm)

Rodo Beach Cottage - Dog Friendly Private Beach wi

Three Anns / EV charger,screened porch,water views

Cozy 3-bedroom cottage steps away from the water.

Private Waterfront Cottage on Bolingbroke Creek
Private cottage rentals

Sailor's Cottage - Private Waterfront

Deal Island Bay Cottage - Maryland

Waterfront Cottage 3BR 2 BA, Pier, Sunsets,Kayaks

Cottage on Cabin Creek

Waterfront Cottage in Mt. Vernon

Water View Cottage

Gettin to the point. ( Cove Point Beach)

Church Creek - waterfront cottage & pool - private
Destinations to explore
- Beachfront rentals Dorchester County
- Rentals with a washer and dryer Dorchester County
- Apartment rentals Dorchester County
- House rentals Dorchester County
- Rentals with lake access Dorchester County
- Pet-friendly rentals Dorchester County
- Rentals with a hot tub Dorchester County
- Rentals with a patio Dorchester County
- Kid-friendly rentals Dorchester County
- Rentals with a firepit Dorchester County
- Rentals with a kayak Dorchester County
- Rentals with breakfast Dorchester County
- Rentals with beach access Dorchester County
- Waterfront rentals Dorchester County
- Rentals with pools Dorchester County
- Rentals with outdoor seating Dorchester County
- Rentals with a fireplace 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
- Piney Point Beach
- Breezy Point Beach & Campground
- Chesapeake Beach Water Park
- Sandyland Beach
- Rose Haven Memorial Park
- Bayfront Beach
- Idlewilde Restoration Project
- Matapeake Clubhouse and Beach
- Brownies Beach
- Saint Jerome Beach
- Quiet Waters Dog Beach
- Oxford Beach
- Lane Beach
- North Beach Boardwalk/Beach
- Lake Presidential Golf Club
- Guard Shore
- Triton Beach