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
Home in Saint Michaels
4.97 out of 5 average rating, 240 reviewsMiles Aweigh
Home in Cambridge
4.96 out of 5 average rating, 102 reviewsWaterfront, Fabulous Home for Families with Pool!
Home in Stevensville
5.0 out of 5 average rating, 105 reviewsChesapeake Bay Waterfront ARTectural Home w/ Pool!
Home in Fairfax
4.96 out of 5 average rating, 149 reviews6BR Modern Home w/HEATED Pool & Screened in Porch
Home in Hollywood
4.87 out of 5 average rating, 31 reviewsRiverhouse
Home in Montross
5.0 out of 5 average rating, 54 reviewsWaterfront+Kayaks+Gameroom+Pool+Firepit+EV/Dog OK
Home in King George
4.91 out of 5 average rating, 33 reviewsFxBurg Retreat
Home in Montross
4.92 out of 5 average rating, 12 reviewsThat 70's Hive - Retro Retreat w/ Beaches, Pool +
Condo rentals with a pool
Condo in Oxon Hill
4.88 out of 5 average rating, 132 reviewsModern Apartments available at National Harbor
Condo in West Springfield
4.83 out of 5 average rating, 171 reviewsBeautiful 2BR/1BA Renovated Condo near DC
Condo in McLean
4.82 out of 5 average rating, 131 reviews3 Bedroom/King-Master/Free-Parking/POOL (Rare)
Condo in Alexandria
4.91 out of 5 average rating, 11 reviewsQuiet Condo Near Alexandria ~ Ideal for long stays
Condo in McLean
4.98 out of 5 average rating, 86 reviewsLuxury 1bd in Heart of Tysons
Condo in Centreville
4.9 out of 5 average rating, 86 reviewsPeaceful resort- like patio condo
Condo in Alexandria
4.67 out of 5 average rating, 3 reviewsBeautiful 1 bedroom 1 bath apt in Alexandria VA
Condo in Colonial Beach
5.0 out of 5 average rating, 26 reviewsRooftop bay and river views
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