Vacation 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.

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Superhost

Cottage in Hidden Valley

4.88 out of 5 average rating, 101 reviews

RENOVATED! Top location ON lake! Walk to slopes!

This newly renovated, spacious "farmhouse theme" cottage is in an amazing location ON Lake George & a 3 minute walk to the base of the slopes & restaurants / Glaciers Pub. The new remodel had large/multiple families in mind with the design including a "kids suite bunk room" that has 6 beds & bath plus a huge sectional sofa, TV, gaming table and plenty of entertainment. The large deck and fire pit overlook the lake making this a truly unique year round destination home. *7 miles to 7 Springs!

Top guest favorite

Townhouse in McHenry

5 out of 5 average rating, 39 reviews

Our Lovely Lake Retreat

Spacious 3 bedroom, 2.5 bath townhome with gorgeous views of Deep Creek Lake and WISP ski slopes. The newly updated townhome sleeps 8 comfortably. You will enjoy the air conditioning, fully equipped kitchen & grill, wood burning fireplace and 4 smart TV's. 15 steps up to entrance. Neighborhood amenities: indoor community pool, picnic tables, dock and a beach/sand area (kids will love). Level lakefront access right across the street. Min age to rent 25. Max 3 cars. HOA rule: no trailers/campers.

Guest favorite

Barn in Delaplane

4.93 out of 5 average rating, 58 reviews

Serene Hideaway w/ Pool: Mim's Barn - Max 4 Adults

Escape from it all! Private, custom-designed retreat at end of dead end road. One of a kind home surrounded by nature, an aging tennis court, salt water pool (seasonal) + built-in spa (year round). Air tight - warm & cozy in winter! Inviting main level with eat-in kitchen and garden views. Queen murphy bed and tiled bath with safety handles allows for one-floor living, if desired. Loft features a king bed, day bed with trundle and desk. No parties or loud noise outside. See below for pool use.

Top guest favorite

Home in Fort Valley

5 out of 5 average rating, 23 reviews

Shenandoah Oasis Island in the Sky*Pool*Hot Tub

Make some memories at this unique, family-friendly space. You will absolutely fall in LOVE with the views as you sit on the patio overlooking the heated pool (Apr-Oct), hot tub and the mountains. This totally private, 4 bdrm, 3.5 Bath house will make your vacation a dream! You can spread out in the lower family & game room or upstairs in the open kitchen and living room. Enjoy sunrises and sunsets on the porch or sit around the campfire and roast smores! This is truly a Shenandoah Valley Oasis!

Guest favorite

Home in Lovettsville

4.83 out of 5 average rating, 107 reviews

Cozy 3500sf Private 10ac. pickleball-hot tub-pool

5/6 (6th bedroom has queen sofa bed) Bedrooms furnished w/linens and all your needs 10 private acres in Farm land views of horses Remodeled fully equipped Kitchen w/new appliances 5 full baths w/spa like showers 7 person hot tub 35,000 gallon in ground private pool opens May 25 Private Tennis Court (basic)/Basketball Court 2 Fire pits Picnic area with grills and patio furniture Kiddos play area w/swing sets and slides Large great room/family room 10 acres with 4 acres a forest Dining for 8+

Top guest favorite

Home in Hyndman

4.99 out of 5 average rating, 146 reviews

Wills Mountain Ranch

Lovely, private home overlooking our beautiful valley with breathtaking views of Wills Mountain. It is the perfect setting for a family retreat/reunion. The ranch house has a red roof in the pictures. My husband & I live in the 3 story. We have a in-ground pool on property (heated from Mid-May to early September), a gas grill, and fire pit on the large scenic patio for your enjoyment. The large windows & patio offer a spectacular view of Wills Mt. The ranch house offers a quiet getaway retreat.

Guest favorite

Home in McHenry

4.94 out of 5 average rating, 17 reviews

NEW~Indoor Pool & Hot Tub~Game RM~Near Wisp~Dock!

The Big Dipper - Brand new construction with seasonal lake views & everything for your Deep Creek vacation. The perfect, all suite, 5 bedroom (including bunk room), INDOOR POOL cabin with a hot tub, fire pit, game room (pool table, shuffleboard & arcades), outdoor living room & fireplace, EV charger and more! This home is 5 minutes to Wisp Resort (Skiing), Lodestone Golf Course, local marinas, the grocery store, restaurants & across the street from Deep Creek Lake and a private dock space.

Guest favorite

Home in Big Pool

4.86 out of 5 average rating, 80 reviews

4BR, 4BA, Amazing Indoor Pool, EV charger, ~10 acr

4BR, 4BA, Amazing Indoor Pool, EV charger, next to Camp Harding and Fishing Creek. Unplug & Unwind!. Enjoy a private retreat on almost 10 acres within driving distance from DC, VA and MD with indoor heated salt water pool. Theatre room with reclining seats. Walk to Camp Harding Park with many park amenities. Trout fishing at Licking Creek. Gorgeous executive Princeton ranch home greets you with custom landscaping for over 6800 interior square feet including an amazing indoor inground 10,00

Guest favorite

Townhouse in Champion

4.92 out of 5 average rating, 147 reviews

Seven Springs Sunridge year-round mountain chalet!

Sleeps 13 Ski in/Ski out walking distance to the slopes! Renovated 3 bed 3.5 bath townhouse with loft! Chalet boasts 2 king, 1 queen, 4 twin and a queen sleeper couch. Twin beds may be pushed together to make 2 full beds. Includes access to a private hot tub, outdoor kitchen, outdoor dining area and two patios! Best slopes in Western PA. There is a 24 hour shuttle provided to the main lodge. There are tons of biking/hiking trails, golf and a pool in the summer. Have fun in the sun and snow!

Top guest favorite

Condo in Champion

4.99 out of 5 average rating, 105 reviews

Seven Springs 2 Bedroom Condo

Newly renovated charming mountain getaway located in the beautiful community of Swiss Mountain within Seven Springs resort. Minutes to the ski slopes, restaurants, bars, lodge, golf & resort activities. Free shuttle to the resort & a short walk to the pool and tennis. Whether you ski, golf or just want to relax by the pool, this condo has everything. Well equipped kitchen, sleeps 4-6 comfortably. King bed in the master, twin daybed and trundle in second bedroom, & 2 queen sleeper sofas.

Guest favorite

Condo in Somerset County

4.93 out of 5 average rating, 211 reviews

Beautiful, 2 bedroom condo

Come relax on the mountain in this newly renovated two bedroom condo! This mountain retreat is friendly to all: adults, families, friends, or even a romantic getaway! Community pool within walking distance and located next to the golf course! Conveniently located less than 5 minutes from the main lodge and ski slopes. Free shuttle service will pick up and drop off at the lodge! USE OF FIREPLACE BY RENTERS IS PROHIBITED BY HOA! Book now and enjoy all that the Laurel Highlands has to offer!

Superhost

Guest suite in Warrenton

4.93 out of 5 average rating, 121 reviews

Lakeside 2-Bedroom Suite

Waiting to welcome you to our treasured peaceful lakeside living. Hot tub, swimming pool and canoe available to complete a family adventure. Two bedrooms joining a bath (more suitable for children and parents or 2 cozy couples); private sunny living room overlooking gardens and bird sanctuary on lake. Fish from property or by our canoe. Friendly, quiet suburb in beautiful Virginia countryside, but one hour drive to Washington DC for city life and adventures. Relaxation at its best!

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What guests are saying

Cozy Log Home, (szn)Heated Pool/6 Bedrooms

5 out of 5 average rating, 75 reviews2 weeks ago

Bleh ridge charm is a hidden gem in VA!! We enjoyed visiting nearby Muse Winery and Seven Bends State Park. The wrap around deck was awesome, and the family enjoyed sitting on the comfortable chairs while the children played. We were able to fit our entire family of 15 very comfortably. Rooms were much bigger than we anticipated, and the house had everything we needed and more! We will definitely be returning!

Cabin in Edinburg

What guests are saying

Summer House: Exclusive Luxury

4.94 out of 5 average rating, 35 reviews6 days ago

We stayed 4 days and had a wonderful time. The house was very clean, cozy, and surrounded by nature. Fresh eggs from the farm and the peaceful environment were a real treat. Everything was thoughtfully arranged and the place was very practical. The host was incredibly friendly and always helpful. I would definitely recommend this place to anyone looking for a relaxing getaway. I’d love to come back and stay again!

Farm stay in Nokesville

What guests are saying

Unique A Frame - Hot Tub, Fire Pit, Cold Plunge

5 out of 5 average rating, 44 reviews1 week ago

This is a dream place. Everything was well designed with good taste on appliances, decor, furnitures, linens… You have the feeling of being in a magazine model house. You have everything you need and more! I stayed in contact with Danielle who didn’t measured efforts to quickly give any extra support that we needed. Thank you! The window view was stunning, the bathtub well cleaned, and all the kitchen utensils in great condition. We will definitely come back!

Place to stay in Berkeley Springs

What guests are saying

Indoor Pool, Hot tub, EV,Outdoor firepit, Ski area

5 out of 5 average rating, 14 reviews1 week ago

This house was everything and more. We were very pleased. The rooms were very big and spacious and extremely comfortable. We loved the home and wished we could have stayed longer. I would recommend this home for a large family that needs the space. We had a problem with the temperature in the pool and owner came out personally and fixed it. They are very accommodating to their guests. We will definitely be back !!!

Home in McHenry

What guests are saying

7 Springs- Swiss Mt. 1BR w/Hot Tub

5 out of 5 average rating, 31 reviews1 month ago

Devin’s place was perfect. Check-in was a breeze. The location to Seven Springs and local amenities is convenient. The place was spotless and well decorated. We felt right at home during our stay. I would recommend this place to anyone looking for a peaceful getaway that is close to Seven Springs. Devin was very responsive to any questions we had throughout our stay. I would definitely stay here again.

Condo in Champion

What guests are saying

The Yough House

4.95 out of 5 average rating, 57 reviews1 month ago

The house was clean (clean linens and sheets) and had a well stocked kitchen with supplies, toliet paper, paper towels, and dish soap. There were a few kitchen things that did not work (toaster and one burner on the stove) but neither stopped us from cooking or having a great time with family. The location is great. Walkable to the Ohiopyle Visitors Center and other downtown places. We visited in the off season and I can only imagine how bustling this place must be in the summer. We would definitely return to this house in the future amd would highly recommend. We were 4 adults (22 to 82 years in age) and 1 child (5 years old). This house worked well for all of us. Maybe next time it will be warm enough to try out the pool!

Home in Ohiopyle