Holiday rentals with a pool in Western Maryland
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Western 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 Western Maryland rentals with a pool
House rentals with a pool
Home in Lost City
5.0 out of 5 average rating, 110 reviewsMountain Retreat-Stunning Views/Pool/Hot tub
Home in Leesburg
4.96 out of 5 average rating, 111 reviewsPotomac Overlook Farms: 6 BR, 10 Acre River Estate
Home in New Market
4.93 out of 5 average rating, 119 reviewsHistoric Peace and Plenty Farm: Pool House
Home in Gettysburg
5.0 out of 5 average rating, 204 reviewsCivil War Farm House w/Heated (seasonal) Pool
Home in Oakland
4.95 out of 5 average rating, 194 reviewsLAKE&Waterfalls|Private|PoolAccess|Firewood|HotTub
Home in Oakland
4.95 out of 5 average rating, 191 reviewsAmazing Views! | 4BD/4.5BA | Dock, WISP, Hot Tub
Home in Fairfax
4.96 out of 5 average rating, 149 reviews6BR Modern Home w/HEATED Pool & Screened in Porch
Home in Harpers Ferry
4.87 out of 5 average rating, 183 reviewsThe Historic Booth House at the Harpers Ferry KOA
Condo rentals with a pool
Condo in Champion
4.92 out of 5 average rating, 288 reviewsSeven Springs Slopeside Ski in-Ski out Condo
Condo in Somerset County
4.93 out of 5 average rating, 136 reviewsBeautiful, 2 bedroom condo
Condo in Champion
4.98 out of 5 average rating, 133 reviewsCozy Laurel Highlands Getaway
Condo in McHenry
4.97 out of 5 average rating, 101 reviewsLake Access/2BR/2Bath/full kitchen/pool/5m to Wisp
Condo in Champion
4.9 out of 5 average rating, 228 reviewsSeven Springs Adventure Condominium
Condo in Mount Jackson
4.93 out of 5 average rating, 128 reviewsSki and Golf Condo Aspen East Condos Unit 212
Condo in Champion
4.86 out of 5 average rating, 117 reviewsThe Trailside Retreat at Seven Springs, PA
Condo in Somerset County
4.88 out of 5 average rating, 189 reviewsSki-in and Ski-out Condo at Seven Springs Resort
Destinations to explore
- Pittsburgh Holiday rentals
- Cabins Holiday rentals
- Shenandoah Holiday rentals
- Berkeley Springs Holiday rentals
- Massanutten Holiday rentals
- Washington Holiday rentals
- Deep Creek Lake Holiday rentals
- Philadelphia Holiday rentals
- New York Holiday rentals
- Jersey City Holiday rentals
- London Holiday rentals
- Mississauga Holiday rentals
- Rentals with pools United States
- Rentals with pools Deep Creek Lake
- Rentals with pools Pittsburgh
- Rentals with pools Maryland
- Pet-friendly rentals Western Maryland
- Family-friendly rentals Western Maryland
- Private suite rentals Western Maryland
- Rentals with a home theatre Western Maryland
- Rentals with a fire pit Western Maryland
- Townhouse rentals Western Maryland
- Cottage rentals Western Maryland
- Rentals with outdoor seating Western Maryland
- Cabin rentals Western Maryland
- Monthly Rentals Western Maryland
- Ski-in/ski-out rentals Western Maryland
- Chalet rentals Western Maryland
- Apartment rentals Western Maryland
- Fitness-friendly rentals Western Maryland
- Rentals with a kayak Western Maryland
- Rentals with breakfast Western Maryland
- Guesthouse rentals Western Maryland
- Farmstay rentals Western Maryland
- Bed and breakfasts Western Maryland
- Rentals with an EV charger Western Maryland
- Waterfront rentals Western Maryland
- Hotel rentals Western Maryland
- Kid-friendly rentals Western Maryland
- Rentals with lake access Western Maryland
- House rentals Western Maryland
- Rentals with a washing machine and dryer Western Maryland
- Tiny house rentals Western Maryland
- Rentals with a fireplace Western Maryland
- Condo rentals Western Maryland
- Rentals with a patio Western Maryland
- Smoking-friendly rentals Western Maryland
- Rentals with a hot tub Western Maryland
- Rentals with a sauna Western Maryland
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom