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
Home in New Market
4.93 out of 5 average rating, 119 reviewsHistoric Peace and Plenty Farm: Pool House
Home in Kent Narrows
5.0 out of 5 average rating, 281 reviewsChester Riverfront At Kent Narrows
Home in Stevensville
5.0 out of 5 average rating, 105 reviewsChesapeake Bay Waterfront ARTectural Home w/ Pool!
Home in Cambridge
4.96 out of 5 average rating, 102 reviewsWaterfront, Fabulous Home for Families with Pool!
Home in Saint Michaels
4.97 out of 5 average rating, 240 reviewsMiles Aweigh
Home in Berlin
4.78 out of 5 average rating, 178 reviewsOC, Md great amenities in community, near beaches
Home in Oakland
4.95 out of 5 average rating, 194 reviewsLAKE&Waterfalls|Private|PoolAccess|Firewood|HotTub
Home in Chesapeake Beach
4.91 out of 5 average rating, 112 reviewsIndoor pool/spa nestled in Southern Md. woods.
Apartment rentals with a pool
Apartment in Ocean City
4.89 out of 5 average rating, 168 reviews🌊Oceanfront studio w/ amazing views & amenities🏖
Apartment in Ocean City
4.91 out of 5 average rating, 263 reviewsOcean Front 802 Midtown Oasis Pool & Parking
Apartment in Ocean Pines
4.97 out of 5 average rating, 116 reviewsQuiet Waterview Hideaway
Apartment in Ocean City
4.96 out of 5 average rating, 106 reviewsOceanfront 1 Bedroom, Balcony, Sitting Room, Pool
Apartment in Ocean City
4.99 out of 5 average rating, 187 reviewsCozy oceanfront condo with stunning ocean views
Apartment in Ocean City
4.85 out of 5 average rating, 119 reviewsBayfront Family Friendly Beach Condo w/BoatSlip
Apartment in McHenry
4.97 out of 5 average rating, 101 reviewsLake Access/2BR/2Bath/full kitchen/pool/5m to Wisp
Apartment in Ocean City
4.94 out of 5 average rating, 234 reviewsNice 2 BR Oceanfront, Year Round Fun & Amenities!
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