Vacation rentals with a pool in Western Maryland

Find and book unique homes with a pool on Airbnb

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Popular amenities for Western Maryland rentals with a pool

House rentals with a pool

Superhost
Home in Clearville
4.8 out of 5 average rating, 20 reviews

Barnswallow Ranch, 3 BDR Home w private pool

SadraRating, 5 stars8 months ago
We had a unforgettable weekend at Kathryn's home with good friends! The pool, the barn, the privacy and the surroundings were spectacular! I already recommended the home to mu family because it does feel like home 🏡
Guest favorite
Home in Harpers Ferry
4.88 out of 5 average rating, 202 reviews

The Historic Booth House at the Harpers Ferry KOA

JimRating, 5 stars4 days ago
The house was great. clean, lots of towels, loved the hot tub. There are two things I would point out. The steps to the upstairs are very hard for people with mobility issues but there are four bedrooms on first floor. There are two single steps on the first floor.
Top guest favorite
Home in Lost City
5 out of 5 average rating, 132 reviews

Mountain Retreat-Stunning Views/Pool/Hot tub

YaelRating, 5 stars1 month ago
We had an incredibly relaxing, peaceful, quiet getaway. The house is more than enough space for 2 people, well stocked kitchen, amazing scenery. Beautiful Mountain View’s, screened in porch, super serene.
Guest favorite
Home in Mill Run
4.87 out of 5 average rating, 69 reviews

Pool, Hot Tub, Pavilion, FirePit 6mi to Ohiopyle

MelissaRating, 5 stars1 month ago
The house was so charming and well decorated. Very clean, comfortable beds, well stocked kitchen for cooking in. Had everything we needed for our stay with little extras like coffee, laundry detergent, shampoo,conditioner, body wash. Loved that it was pet friendly was nice to bring our fur baby. We had a great weekend.
Superhost
Home in Ohiopyle
4.88 out of 5 average rating, 25 reviews

70 beautiful acres, with pool close to Ohiopyle!

TeriRating, 5 stars22 months ago
Great place for our family get together. We really enjoyed the pool and the wrap around porch. I was pleasantly surprised with the loaded kitchen tools that were there. It was a big help since we were preparing daily meals for our family of 11. There is not a central a/c but the individual window units were used and met our needs. It is about 25 minutes from Ohiopyle, Fallingwater, close to Laurel Cavern, Kentuck Knob, Fort Necessity and other historical markers. Giant Eagle is about 15 minutes away. It is an older home ( over 100 years old), that is charming and filled with much history and relics. Hosts live close by and are extremely proactive and helpful. We used every space of the home and was comfortable and still had space to spare. Great get together.
Superhost
Home in Strasburg
4.76 out of 5 average rating, 266 reviews

Cedar Creek Wayside Castle

RogeRating, 5 stars1 week ago
It’s a private place to go and enjoy and famili kids are very happy with the pool and activities
Superhost
Home in Mercersburg
4.83 out of 5 average rating, 78 reviews

SKI YA LATER Whitetail

ColeRating, 5 stars1 month ago
Awesome hosts. So responsive and place was sweet. Would recommend to anyone.
Top guest favorite
Home in Terra Alta
4.99 out of 5 average rating, 116 reviews

Lake View Home w/Fire Pit, Indoor Pool, Dogs OK!

BriancaeRating, 5 stars4 days ago
We absolutely loved our stay at this home—it truly felt like a home away from home. Wendy was incredibly kind, responsive, and accommodating throughout our visit. She had everything you could possibly need or want already available, which made our stay even more comfortable. Even when we reached out a few times, she responded quickly and kindly every time. The house was spacious, clean, and perfect for a family getaway. We had an amazing experience, and everyone we encountered was friendly and welcoming. We highly recommend this place for anyone looking for a relaxing and enjoyable family retreat!

Condo rentals with a pool

Guest favorite
Condo in Somerset County
4.93 out of 5 average rating, 215 reviews

Beautiful, 2 bedroom condo

KristineRating, 5 stars4 days ago
This was an ideal and cozy place to stay while checking out the Laurel Highlands trail! There is so much to do in the area and James and Jordan's place is a great homebase!
Superhost
Condo in Seven Springs
4.88 out of 5 average rating, 193 reviews

Ski-in and Ski-out Condo at Seven Springs Resort

BrianRating, 5 stars1 month ago
Thank you for allowing us ro use your condo. It was a quick weekend away with our son and grandson. The condo made our trip so much better. Felt like home away from home.
Top guest favorite
Condo in Champion
5 out of 5 average rating, 112 reviews

Free shuttle to 7springs Full Kitchen CalKing Bed

AllanaRating, 5 stars1 month ago
We had such a short lovely stay. Celebrated my partner’s birthday with a ski trip to Seven Springs Resort. The location is perfect just 7 or 8 mins away from the resort with a convenient shuttle service. Kara was also a great host responding quickly to any questions we had!
Guest favorite
Condo in Farmington
4.91 out of 5 average rating, 131 reviews

A Cozy, Quiet Getaway

JulianRating, 5 stars3 months ago
I had a wonderful stay at this Airbnb! The place was incredibly quiet and peaceful, making it perfect for a relaxing getaway. The home was comfortable and felt very inviting, with cozy touches that made it feel like a home away from home. The bathroom was especially great—spacious, clean, and well-appointed. Everything about my stay was just what I needed for a restful and enjoyable experience. I would definitely stay here again and highly recommend it to anyone looking for a comfortable and relaxing retreat!
Top guest favorite
Condo in Champion
4.91 out of 5 average rating, 116 reviews

1-Bedroom Condo 4701 Swiss Mountain Seven Springs

TamiRating, 5 stars3 months ago
The condo was beautiful, clean, and conveniently located with close proximity to the resort and available shuttle services. Barrett was always responsive. A great place to stay!
Guest favorite
Condo in Middlecreek Township
4.91 out of 5 average rating, 172 reviews

Ski-in Ski-Out March Specials- 7 Springs

FranciscoRating, 5 stars1 month ago
Great comfortable condo. Ski in/out. Super communicative hosts, thank you for the very clear instructions. Very clean. We had a pleasant stay. Recommended.
Superhost
Condo in Basye
4.79 out of 5 average rating, 130 reviews

2BR @ Chalet High - Basye, VA

MichaelRating, 5 stars1 month ago
The owners of this fine property, have gone the extra mile, to provide an above and beyond resort experience. The ideal location, abundance of amenities and. extras. depending on the season that you choose, this a place you could call home. Waiting for your vacation memories, this chalet is cozy, comfortable, and the perfect mental floss.
Guest favorite
Condo in Mount Jackson
4.93 out of 5 average rating, 137 reviews

Ski and Golf Condo Aspen East Condos Unit 212

DavidRating, 5 stars2 months ago
Check in was easy and fast, no issues. The unit was nice and cozy, adequate towels, kitchen, everything. Parking was super easy with lot right off the entrance. Location is right off the ski slopes and walking distance to the lodge and restaurant. Alesia reached out before check in to make sure we knew what to do and we're good to go. No complaints, great experience!

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