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
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Popular amenities for Southern Maryland pet-friendly home rentals
Pet-friendly house rentals
Home in Reedville
4.96 out of 5 average rating, 206 reviewsWaterfront FamilyFriendly Home Improved for 2023
Home in Lusby
4.99 out of 5 average rating, 115 reviewsCoastal Oasis On The Chesapeake, King Bd sleeps 12
Home in Tracys Landing
4.99 out of 5 average rating, 168 reviewsThe Little Gypsy BoHome
Home in Annapolis
4.96 out of 5 average rating, 115 reviewsHistoric Downtown in-law suite
Home in Shady Side
5.0 out of 5 average rating, 121 reviewsLuxe Modern Chesapeake Waterfront Oasis - 5 Star
Home in Cambridge
4.9 out of 5 average rating, 146 reviewsJewell on the Chesapeake
Home in Lusby
4.99 out of 5 average rating, 177 reviewsCove Point Cottage with Chesapeake Bay views
Home in Lexington Park
4.98 out of 5 average rating, 110 reviewsHorseshoe Point - Waterfront - St. Marys River
Pet-friendly home rentals with a pool
Guest house in Stevensville
5.0 out of 5 average rating, 214 reviewsWaterfront Getaway - View of bay from your bed
Cottage in Fredericksburg
4.79 out of 5 average rating, 446 reviews1840's Cottage: 3 miles from I-95/ Near Shopping
Home in Stevensville
5.0 out of 5 average rating, 103 reviewsChesapeake Bay Waterfront ARTectural Home w/ Pool!
Home in Harwood
4.94 out of 5 average rating, 118 reviewsLuxury Home, Sleeps 15, Private Pool, Close to DC
Home in Edgewater
4.95 out of 5 average rating, 121 reviewsHouse in Edgewater Maryland
Flat in Alexandria
4.83 out of 5 average rating, 132 reviewsCozy 1-Bedroom/FREE Parking/Rooftop POOL/ Dog Park
Home in Annandale
4.85 out of 5 average rating, 191 reviewsLuxury HUGE 8 Bedroom Villa 15 min to DC Sleeps 27
Home in Montross
5.0 out of 5 average rating, 50 reviewsWaterfront+Kayaks+Gameroom+Pool+Firepit+EV/Dog OK
Private, pet-friendly home rentals
Guest suite in Upper Marlboro
4.95 out of 5 average rating, 105 reviewsPrivate Apartment on a Horse Farm
Flat in Lexington Park
4.97 out of 5 average rating, 514 reviewsHistoric St. Mary's City, MD
Farm stay in Accokeek
4.98 out of 5 average rating, 127 reviewsFrolic Fields: A Woodsy 14 Acre Homestead w/ Sheep
Cottage in Deal Island
4.93 out of 5 average rating, 121 reviewsWater View Cottage
Cottage in Kinsale
4.95 out of 5 average rating, 202 reviewsGreat little cottage with a "Rivah" view
Home in Newburg
4.92 out of 5 average rating, 104 reviewsThe River House, a Wicomico Beach Retreat
Guest house in Colonial Beach
4.93 out of 5 average rating, 90 reviewsDelaney’s Compound - A respite for people & pets!
Home in Leonardtown
4.96 out of 5 average rating, 45 reviewsOld Bay Inn
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
- Jersey City Holiday rentals
- New York Holiday rentals
- The Hamptons Holiday rentals
- Pet-friendly rentals Washington
- Pet-friendly rentals Baltimore
- Pet-friendly rentals Maryland
- Pet-friendly rentals Maryland
- Beachfront rentals Southern Maryland
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- Farm stay rentals Southern Maryland
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- Monthly Rentals Southern Maryland
- Rentals with an EV charger Southern Maryland
- Rentals with a firepit Southern Maryland
- Fitness-friendly rentals Southern Maryland
- House rentals Southern Maryland
- Rentals with a kayak Southern Maryland
- Family-friendly rentals Southern Maryland
- Rentals with pools Southern Maryland
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- Guest house rentals Southern Maryland
- Rentals with a washing machine and dryer Southern Maryland
- Rentals with a patio Southern Maryland
- Flat rentals Southern Maryland
- Rentals with breakfast Southern Maryland
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