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

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

Gorgeous, waterfront home - Perfect for Families.

Osprey Eyrie on the Chesapeake•Pool•Beach•Firepit

Large Home with Pool & 7 bedrooms; sleeps 21

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

Casa Blanca—Heated Indoor Pool!

Amazing Views! | 4BD/4.5BA | Dock, WISP, Hot Tub

Waterfront | Pool | Hot tub | Beach Access
Apartment rentals with a pool

Bluewater Couples Escape

Oceanfront Family Oasis: Pool, Beach & Parking!

Oceanfront 2 Bedroom-Sleeps 6-Indoor/Outdoor Pool

OCEAN FRONT Gem w/Pools, Movie Theater, Gameroom

Gone Coastal *Pool* Bayside with view* Top Floor

Ocean Pines Getaway

Direct Oceanfront with a View and Amenities Galore

Luxury Living at National Harbor
Other holiday rentals with a pool

True St. Michaels 6 Acre Waterfront w/heated pool

Red, White & Waterview Studio Apt with pool

Luxury Farmette -Private & Secluded-1hr to DC

Premium 1 BR Apt w/ Balcony | Placemakr Columbia

Tree house resort spa with sauna &heated salt pool

Historic Gatehouse Master Suite

Farm Stay w/ Goats + Pool Near Wineries

Rest and Recharge Retreat
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- Rentals with pools United States
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