
Vacation rentals with a pool in Southern Maryland
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Southern Maryland
Guests agree: these homes with a pool 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 Southern Maryland rentals with a pool
House rentals with a pool

Stunning North Beach Getaway w/ Inground Pool

House in Edgewater Maryland

Bay Breeze Retreat

Gorgeous, waterfront home - Perfect for Families.

Entire Beach House with Pool and Hot Tub

Modern Bay Dream

Family Friendly: Hot Tub, Grill, Pool & More!

Chester Riverfront At Kent Narrows
Condo rentals with a pool

Rooftop bay and river views

National Harbor 2bdrm condo near DC, Gaylord, MGM

National Harbor, 2 BR Dlx Suite

The Fountains condo one bedroom 2 level apartment

Charming Annapolis Waterfront Condo

Cozy Annapolis Condo

Lovely 1-bedroom condo w/ 2 parking spots near DC

Newly Renovated 1-Bedroom on Spa Creek
Destinations to explore
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- Rentals with an EV charger Southern Maryland
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- Rentals with a hot tub Southern Maryland
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- Nationals Park
- The White House
- National Mall
- Georgetown University
- National Museum of African American History and Culture
- Smithsonian National Museum of Natural History
- District Wharf
- Sandy Point State Park
- Arlington National Cemetery
- Washington Monument
- Georgetown Waterfront Park
- National Air and Space Museum
- Smithsonian American Art Museum
- National Harbor
- Lincoln Park
- Great Falls Park
- Meridian Hill Park
- Congressional Country Club
- Quiet Waters Park
- Maryland Renaissance Festival
- Lee's Hill Golfers' Club
- Leesylvania State Park
- Columbia Country Club
- Flounder Pavilion Beach Front - Sandy Point State Park