
House holiday rentals in Southern Maryland
Find and book unique houses on Airbnb
Top-rated house rentals in Southern Maryland
Guests agree: These houses are highly rated for location, cleanliness and more.

Sunnyside Up - Dog Friendly Waterfront Cottage
Our classic cottage has beautiful expansive views of the Potomac River. Wake up to stunning sunrises & enjoy coffee in our screened front porch, or sit & relax on our own private pier. Our home is equipped with comfortable linens, a fully stocked kitchen, Smart TV, Wi-Fi, & a secluded outdoor dining area with a gas grill, fire pit & fenced yard. We are just blocks away from the public beach, downtown shops, boardwalk, and restaurants. Golf cart rentals can be reserved thru local companies

Beautiful and spacious 3 bedroom
Beautifully decorated and spacious home in a charming, Alexandria neighborhood near the King Street metro and the shops and restaurants of Old Town. Just a 16 minute drive to downtown Washington DC, with a chef's kitchen and a relaxing great room. The house is also just a 10 minute drive to the new MGM Casino or the Gaylord Resort and Convention Center at National Harbor. The "no parties in house" rule is strictly followed. If you want to have a party or an event, this is not the place for you.

Waterfront 4-BR home w/ hot tub & charging station
Immaculately maintained 4-bedroom waterfront home + home gym on Cobb Island with water views from every window! Four beach cruiser bikes & private dock w/ 4 kayaks, to enjoy the peaceful Neale Sound. Hot tub + private deck off of the kitchen. Wall of windows inside the home, flooded w/ natural sunlight. Views of the sound & the river side of the island. 3 BR are large (2 King beds/1 Queen), w/ their own BA (1 BR w/ BA is on 1st floor, no stairs). Smart TV's in 3 BR's. Great entertaining space!

Soul Oasis - home on the Chesapeake Bay
Listen to the waves of the Chesapeake Bay from the trex deck. There are 2 private community beaches in the neighborhood where you can find fossils and sharks teeth. A great place to relax and unwind. You will hear the sounds of all kinds of birds, see lots of very tiny frogs in spring and summer and maybe some deer around the house! You can also expect to see/hear aircraft from Pax River Base fly overhead! Book your stay today and let the magic of the woods and water wash away your cares.

Sunrise Waterfront Potomac Beach Haus
Relax to the breeze off the Potomac in this spacious, waterfront beach house. Located centrally, about 10-15min walk to two beachfronts & town! Waterviews from the living room, media & game room, and an upstairs bedroom with bistro set. Enjoy the sunrise and sunset views! Unwind in the waterview hot tub or clawfoot tub. Upstairs also includes two bedrooms and bathrooms with some Victorian-era charm. Relax to 180 degree riverviews on the deck with a propane grill, hammock, table & chairs.

The Little House on Back Creek
Get away and relax at this peaceful, very private and centrally-located home in the heart of Solomons Island on Back Creek with beautiful water views overlooking Solomons Harbour. The property is shared with Jacqueline Morgan Day Spa and The Blue Shell Gifts and Décor. Just a quick walk to a enjoy a massage, facial, mani/pedi, salon services and shopping! Enjoy fishing, kayaking, bicycling, walk to so many great restaurants nearby and bring your boat! Docking is available during your stay.

KING BED! FREE Parking! Brick Carriage House
Experience the charm of Old Town in your unique 19th-century carriage house, just a block from King Street. This historical gem offers you modern comforts, including keyless entry and a FREE OFF-STREET PARKING SPOT right at your doorstep. With its origins as a carriage house, enjoy your peaceful stay with zero street noise. The perfect mix of historical allure and contemporary amenities, it’s your ideal base to explore Old Town. Book now for a stay that’s as memorable as it is convenient!

Beach Please! River cottage w/private beach & dock
Come unwind at "Beach, Please!" Our renovated cottage on the river with a private beach and dock is waiting for you! What's there to do? There's boating, fishing, crabbing, bird watching, tanning, and hammock-napping. Need more? Ok, antique shops, breweries, wineries, live music, crab boils and oyster fests. Still need more? Cornhole, can jam, horseshoes, hiking, and swimming and tennis at the community pool. That's not all, so just trust us - you will LOVE your time in Montross, Virginia!

Waterfront, Dog-friendly, Hot Tub, Gas Fireplaces
A spectacular, spacious 2 bed, 2.5 bath, pet friendly, waterfront home with stunning, unobstructed views located directly on the Chesapeake Bay. Short walk to beach and pier and several bars and restaurants. A large gourmet kitchen provides everything you'lli need. Workout on the in-house Peleton bike & treadmill. Two cruising bikes are yours to explore town or bike to dinner. Enjoy the private hot tub and 2 gas fireplaces. Solo stove on back deck. **Message host for add’l dates**

Living on Island Time
Relax with the whole family and spend life on Island Time. Full bar set up with ice maker and wine refrigerator. Private pier, paddle boards and firepit. Unwind on St Goerge Island or head out to one of the local eateries for some southern Maryland faire. Inside you have 2 spacious rooms, 2 bathrooms. A massive island for cooking, card playing or just great conversations with endless views. Crabbing, fishing. The Neighbors have 2 Great Danes and a cat that you may see occasionally

White Point Cottage -- Quiet Waterfront Getaway
Welcome to White Point Cottage on the beautiful Potomac — 90 minutes from Washington, DC, but a world away. The renovated 2 bedroom, 1 bath cottage sits on nearly an acre of south-facing waterfront property, affording a sense of privacy along with sunrise and sunset views. We’ve owned in the same neighborhood in St. Mary's County since 2005 and are eager to show guests why we love it here. More on IG @whitepointcottage, and be sure to visit our sister property, Water's Edge Cottage.

Waterfront Cottage in Colonial Beach at Placid Bay
Luxury Cottage with private water views full of natural wildlife. You will love the open floor plan with a chef's kitchen stocked with All the essentials including beverages and coffee. Sleep late with private bedrooms that include luxurious bedding Enjoy the expansive outdoor space complete with Patio, Pergola, Fire Pit, and large deck with outdoor kitchen. Walk down to the 28ft foot dock where you can fish, relax in the sun or take the Kayaks for a ride Close to DC and NOVA
Popular amenities for Southern Maryland house rentals
House rentals with a pool

New, Waterfront Home w/ Island on St. Clements Bay

Relaxing Waterfront Retreat w/Gameroom, Dog+EV OK

Starboard on McKeil Point, w/heated pool & hot tub

New Private Beachfront panoramic view every window

The Glebe

Spacious and private waterfront, sleeps 10

Osprey Eyrie on the Chesapeake•Pool•Beach•Firepit

5 BEDR, Inground Pool+Billiard Table, Close To D.C
Weekly house rentals

Waterfront Studio | Bikes & Kayaks | Beach Access

Waterfront Home: Osprey Getaway

Potomac Fishing & Crab Paradise at Toney's Landing

Waterfront Home w/ Private Dock!

Waterfront. Spacious. HotTub. Kayaks. DogFriendly.

The Haven at King Copsico Comfortable, Clean, Cozy

Waterfront Paradise with own Beach, Kayak, & Grill

Downs By The River
Private house rentals

Sunsets and Mermaids

Sale! Game Theme+Boats+King Bd+EV Chrgr+Solar

Hickory House on the Chesapeake Bay!

Waterfront Charm w/ Dock & Kayaks. Pet Friendly

Serene, well-appointed waterfront retreat

Potomac River Getaway

Madison Bay Club House

Spacious Studio Apartment with private entrance
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- The Hamptons Holiday rentals
- Outer Banks Holiday rentals
- Rentals with an EV charger Southern Maryland
- Rentals with a fire pit Southern Maryland
- RV rentals Southern Maryland
- Smoking-friendly rentals Southern Maryland
- Hotel rooms Southern Maryland
- Rentals with lake access Southern Maryland
- Rentals with pools Southern Maryland
- Bed and breakfasts Southern Maryland
- Rentals with a patio Southern Maryland
- Rentals with a fireplace Southern Maryland
- Farmstay rentals Southern Maryland
- Rentals with breakfast Southern Maryland
- Beachfront rentals Southern Maryland
- Rentals with an accessible height toilet Southern Maryland
- Cottage rentals Southern Maryland
- Townhouse rentals Southern Maryland
- Rentals with a hot tub Southern Maryland
- Cabin rentals Southern Maryland
- Family-friendly rentals Southern Maryland
- Condo rentals Southern Maryland
- Pet-friendly rentals Southern Maryland
- Apartment rentals Southern Maryland
- Rentals with outdoor seating Southern Maryland
- Guesthouse rentals Southern Maryland
- Rentals with a washing machine and dryer Southern Maryland
- Private suite rentals Southern Maryland
- Rentals with a kayak Southern Maryland
- Waterfront rentals Southern Maryland
- Fitness-friendly rentals Southern Maryland
- Rentals with beach access Southern Maryland
- House rentals Maryland
- House rentals United States
- Walter E Washington Convention Center
- Georgetown University
- National Mall
- Nationals Park
- The White House
- District Wharf
- National Museum of Natural History
- Capital One Arena
- National Museum of African American History and Culture
- Howard University
- Arlington National Cemetery
- Sandy Point State Park
- George Washington University
- Washington Monument
- National Harbor
- Georgetown Waterfront Park
- Marine Corps War Memorial
- Great Falls Park
- The Pentagon
- Six Flags America
- Ballston Quarter
- Smithsonian American Art Museum
- Lincoln Park
- Gallaudet University




