
Pet-friendly vacation rentals in Dorchester County
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Dorchester County
Guests agree: these pet-friendly homes 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 pet-friendly home rentals
Pet-friendly house rentals

High St. Art Gallery Suite

Rusty Anchor

Stunning Views, Remodeled Family-Friendly Home

Charming cottage, 1 blk water, historic area

Small, peaceful getaway

House of the Setting Sun/Deal Island Bayfront Home

Relaxing Retreat on the Hudson

Peaceful Home Away from Home
Pet-friendly home rentals with a pool

Amazing Waterfront Cottage

Waterfront Paradise with a Private Pool

Outrigger at Swan Cove Manor

Gorgeous, waterfront home - Perfect for Families.

Turtle's Nest - Hist. Cambridge

Walk to Dtwn: Waterfront Eastern Shore Townhome!

Private Waterfront Cottage on Bolingbroke Creek

"Endless Summer" on the Chesapeake!
Private, pet-friendly home rentals

Water views, w/BBQ, patio, near downtown& beach!

Beachfront Chesapeake Bay Retreat

Waterfront, amazing views, pier, fishing/crabbing

Cozy 3-bedroom cottage steps away from the water.

Cozy & Spacious, The Calway Inn

Madison Bay Getaway

Bay Front Beach House

Private Waterfront Retreat | Chesapeake Sunrise
Destinations to explore
- Rentals with breakfast Dorchester County
- Rentals with a patio Dorchester County
- Rentals with a washer and dryer Dorchester County
- House rentals Dorchester County
- Rentals with lake access Dorchester County
- Apartment rentals Dorchester County
- Beachfront rentals Dorchester County
- Rentals with beach access Dorchester County
- Waterfront rentals Dorchester County
- Rentals with a fireplace Dorchester County
- Cottage rentals Dorchester County
- Rentals with a kayak Dorchester County
- Rentals with a hot tub Dorchester County
- Rentals with outdoor seating Dorchester County
- Rentals with pools Dorchester County
- Rentals with a firepit Dorchester County
- Kid-friendly rentals 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
- Bayfront Beach
- Sandyland Beach
- Rose Haven Memorial Park
- Idlewilde Restoration Project
- Matapeake Clubhouse and Beach
- Brownies Beach
- Quiet Waters Dog Beach
- Saint Jerome Beach
- Oxford Beach
- Lane Beach
- North Beach Boardwalk/Beach
- Franklin Manor Community Private Park
- Lake Presidential Golf Club
- Triton Beach