
Pet-friendly holiday 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.
Holiday 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

On the river beautiful original Chesapeake home!

Rusty Anchor

Stunning Views, Remodeled Family-Friendly Home

Charming cottage, 1 blk water, historic area

Water House at Scotland Beach

House of the Setting Sun/Deal Island Bayfront Home

Bay Front Beach House

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

Shewell’s Rambler in the Chesapeake Ranch Estates

Outdoor Paradise! Large house w/outdoor pavilion

Waterfront, amazing views, pier, fishing/crabbing

Cozy 3-bedroom cottage steps away from the water.

Madison Bay Getaway

Small, peaceful getaway

Scenic Bay Hideaway: Peaceful Vibes & Beach Access

SoMD Waffle House 1.5 acres of cozy coastal living
Destinations to explore
- Beachfront rentals Dorchester County
- Rentals with a washing machine and dryer Dorchester County
- Rentals with breakfast Dorchester County
- Rentals with a firepit Dorchester County
- Rentals with a fireplace Dorchester County
- Rentals with a kayak Dorchester County
- Rentals with a hot tub Dorchester County
- Rentals with pools Dorchester County
- House rentals Dorchester County
- Rentals with a patio Dorchester County
- Rentals with beach access Dorchester County
- Waterfront rentals Dorchester County
- Flat rentals Dorchester County
- Family-friendly rentals Dorchester County
- Rentals with lake access Dorchester County
- Cottage rentals Dorchester County
- Rentals with outdoor seating Dorchester County
- Pet-friendly rentals Maryland
- Pet-friendly rentals United States
- Sandy Point State Park
- Six Flags America
- Plantation Lakes Golf and Country Club
- Breezy Point Beach & Campground
- Ragged Point Beach
- Quiet Waters Park
- Rose Haven Memorial Park
- Piney Point Beach
- Chesapeake Beach Water Park
- Gerry Boyle Park
- Sandyland Beach
- Saint Jerome Beach
- Heritage Shores
- North Beach Boardwalk/Beach
- St George Island Beach
- Bayfront Beach
- Idlewilde Restoration Project
- Franklin Manor Community Private Park
- Flounder Pavilion Beach Front - Sandy Point State Park
- Lake Presidential Golf Club
- Brownies Beach
- Oxford Beach
- Triton Beach
- Matapeake Clubhouse and Beach