Pet-friendly holiday rentals in Southern Maryland
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Southern Maryland
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 Southern Maryland pet-friendly home rentals
Pet-friendly house rentals
Home in Reedville
4.96 out of 5 average rating, 209 reviewsWaterfront FamilyFriendly Home Improved for 2023
Home in Tracys Landing
4.99 out of 5 average rating, 172 reviewsThe Little Gypsy BoHome
Home in Lusby
4.97 out of 5 average rating, 117 reviewsCoastal Oasis On The Chesapeake, King Bd sleeps 12
Home in Lusby
4.99 out of 5 average rating, 180 reviewsCove Point Cottage with Chesapeake Bay views
Home in North Beach
5.0 out of 5 average rating, 100 reviewsWaterfront, Dog-friendly, Hot Tub, Peleton, Bikes
Home in Cambridge
4.91 out of 5 average rating, 148 reviewsJewell on the Chesapeake
Home in Montross
4.94 out of 5 average rating, 173 reviewsThe Glebe
Home in Lusby
5.0 out of 5 average rating, 142 reviewsCove Point Beach Home 1 &1/2 blocks to Beach
Pet-friendly home rentals with a pool
Guest house in Stevensville
5.0 out of 5 average rating, 219 reviewsWaterfront Getaway - View of bay from your bed
Cottage in Saint Michaels
4.98 out of 5 average rating, 142 reviewsLa Casita on Harris Creek, St. Michaels
Cottage in Fredericksburg
4.79 out of 5 average rating, 449 reviews1840's Cottage: 3 miles from I-95/ Near Shopping
Home in Chesapeake Beach
4.91 out of 5 average rating, 112 reviewsIndoor pool/spa nestled in Southern Md. woods.
Home in Cambridge
4.96 out of 5 average rating, 102 reviewsWaterfront, Fabulous Home for Families with Pool!
Home in Stevensville
5.0 out of 5 average rating, 105 reviewsChesapeake Bay Waterfront ARTectural Home w/ Pool!
Home in Harwood
4.94 out of 5 average rating, 119 reviewsLuxury Home, Sleeps 15, Private Pool, Close to DC
Home in Edgewater
4.95 out of 5 average rating, 123 reviewsHouse in Edgewater Maryland
Private, pet-friendly home rentals
Cottage in Colonial Beach
4.92 out of 5 average rating, 119 reviewsShore Cottage Getaway - Water access
Cottage in Deal Island
4.93 out of 5 average rating, 123 reviewsWater View Cottage
Farm stay in Accokeek
4.98 out of 5 average rating, 127 reviewsFrolic Fields: A Woodsy 14 Acre Homestead w/ Sheep
Cabin in Gambrills
4.9 out of 5 average rating, 143 reviewsRelaxing Cabin Get Away Near Annapolis & DC
Home in Montross
4.84 out of 5 average rating, 131 reviewsPotomac Waterfront Home and Estate
Flat in Church Creek
4.97 out of 5 average rating, 378 reviewsChurch Creek Natures' Rest
Guest house in Colonial Beach
4.93 out of 5 average rating, 90 reviewsDelaney’s Compound - A respite for people & pets!
Flat in Colonial Beach
4.84 out of 5 average rating, 50 reviewsSonny's Hideaway at the Beach! Walkable Downtown
Destinations to explore
- Baltimore Holiday rentals
- Ocean City Holiday rentals
- Richmond Holiday rentals
- Rehoboth Beach Holiday rentals
- Arlington Holiday rentals
- Charlottesville Holiday rentals
- Washington Holiday rentals
- Deep Creek Lake Holiday rentals
- Philadelphia Holiday rentals
- New York Holiday rentals
- Jersey City Holiday rentals
- The Hamptons Holiday rentals
- Pet-friendly rentals Washington
- Pet-friendly rentals Baltimore
- Pet-friendly rentals Maryland
- Pet-friendly rentals Maryland
- Smoking-friendly rentals Southern Maryland
- Rentals with an EV charger Southern Maryland
- Rentals with a firepit Southern Maryland
- Rentals with lake access Southern Maryland
- Farm stay rentals Southern Maryland
- House rentals Southern Maryland
- Rentals with outdoor seating Southern Maryland
- Rentals with a fireplace Southern Maryland
- Rentals with a cinema Southern Maryland
- Waterfront rentals Southern Maryland
- Private suite rentals Southern Maryland
- Family-friendly rentals Southern Maryland
- Rentals with beach access Southern Maryland
- Beachfront rentals Southern Maryland
- Rentals with a patio Southern Maryland
- Rentals with a hot tub Southern Maryland
- Fitness-friendly rentals Southern Maryland
- Flat rentals Southern Maryland
- Monthly Rentals Southern Maryland
- Family-friendly rentals Southern Maryland
- Rentals with a kayak Southern Maryland
- Rentals with an accessible-height toilet Southern Maryland
- Bed and breakfasts Southern Maryland
- Apartment rentals Southern Maryland
- Rentals with breakfast Southern Maryland
- Rentals with pools Southern Maryland
- Cottage rentals Southern Maryland
- Townhouse rentals Southern Maryland
- Guest house rentals Southern Maryland
- Rentals with a washing machine and dryer Southern Maryland
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