Holiday rentals with a pool in Jackson

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Jackson

  • Total holiday rentals

    Explore 70 holiday rentals in Jackson

  • Nightly prices starting at

    Jackson holiday rentals start at $165 SGD per night before taxes and fees

  • Verified guest reviews

    Over 4,970 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    70 of Jackson holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Jackson rentals

  • 4.9 Average rating

    Jackson stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated rentals with a pool in Jackson

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Top guest favourite
A clear view of the surrounding landscape is presented, showcasing snow-covered ground and trees with bare branches. The distant mountains rise gently under a bright blue sky, creating a serene atmosphere from the balcony.
Apartment in Bartlett
4.95 out of 5 average rating, 140 reviews

NEW! Mtn Views • Fireplace • Hot Tub • Pool Escape

Local Happenings! Monthly/seasonal rates available! Enjoy live music, family events at Settlers Green, Living Shores Aquarium, and seasonal fun in North Conway, Conway, Jackson, and Glen. Escape to our inviting Nordic Village condo, an ideal retreat for families or friends. This two-bedroom, two-bathroom, two-story getaway offers character and comfort, with a spiral staircase, a cozy fireplace, and a private deck showcasing stunning White Mountain views. Monthly and Seasonal Rates Available!

Guest favourite
A gentle river flows over smooth, rocky surfaces, creating soft white rapids. Surrounding the water, a mix of evergreen and deciduous trees line the banks. A clear blue sky is visible above, enhancing the natural landscape.
Apartment in Bartlett
4.88 out of 5 average rating, 176 reviews

Spacious Condo-Attitash Ski-Storyland-Saco & More!

Welcome to your perfect White Mountain getaway! This spacious/pet friendly 2-bed, 2-bath condo offers 1200 sq ft just 1 mile from Attitash Mtn. Next to the clubhouse and nestled near the scenic Saco River, Storyland, Diana's Bath, and breathtaking hiking trails, it's an outdoor enthusiast's dream. Indoor heated pool, spa, game room, mini Fenway, and playground. Whether you're here to ski, hike, or simply relax, this condo is your ideal spot. Book instantly and receive 10% off on weekly rentals!

Top guest favourite
The exterior of the townhouse features a wooden facade with large windows that allow ample natural light. A welcoming entrance is marked by a front door and the number '13.' An American flag and seasonal decorations add to the inviting appearance.
Townhouse in Bartlett
4.91 out of 5 average rating, 182 reviews

Centrally located, Spacious: Ski, Hike, Swim, Bike

If you enjoy skiing, hiking, zip-lining, golfing, mountain biking, kayaking, tubing, scenic train rides, rivers and gorgeous mountain views, you will love staying at our updated two-level townhouse that sleeps 8. Two bedrooms with king beds, 2 sofa beds, 2.5 baths, 4 smart TVs, deck with seating and a fully stocked kitchen with dishwasher. Just minutes from Storyland, Living Shores Aquarium, Atittash, Cranmore, Saco River, trails, breweries, outlets, North Conway village and restaurants.

Top guest favourite
A grassy area is highlighted in a park-like setting, featuring a charcoal grill and a picnic table under a cloudy sky. The landscape includes scattered rocks and trees, with mountain views visible in the distance.
Apartment in Bartlett
4.92 out of 5 average rating, 193 reviews

Cozy 1 BR Resort Condo; Fireplace; Amazing views

Located at one of Mount Washington Valley's Premier family resorts, this 1 BR condo is the perfect destination for a family weekend or romantic getaway. Enjoy all that MWV has to offer and then return home to a cozy space to relax and unwind. Access to resort amenities is available including pools, rec room, trails and more. Minutes from Storyland and Jackson Village. Just a short drive to numerous downhill and x-country skiing venues as well as tax free shopping and dining in North Conway.

Top guest favourite
An outdoor pool is surrounded by colorful flowers and greenery. Sun loungers are positioned along the poolside, and a shaded umbrella stands over a seating area. The tranquil water reflects the surrounding trees, creating a calming atmosphere for relaxation.
Apartment in Bartlett
4.95 out of 5 average rating, 125 reviews

Remodeled 2BR- One of the best at Nordic Village!

An amazing place to stay in the North Conway, Bartlett & Jackson area. This unit has been totally updated from top to bottom with a rustic modern design and offers amazing views! The unit sleeps 6 comfortably, bring the whole family to enjoy the summer months or to enjoy great skiing minutes away! Nordic Village has amazing amenities: two outdoor pools, game room, hiking trails, pond with boats or for skating, indoor pool, hot tub, tennis/basketball courts, huge backyard and playground.

Top guest favourite
A spacious studio layout is visible, featuring a comfortable bed with a decorative white coverlet. In the background, an inviting kitchen area is equipped with modern appliances. A dining table with four chairs is set near the window, and soft lighting creates a warm ambiance.
Apartment in Bartlett
4.99 out of 5 average rating, 181 reviews

KimBills’ on the Saco

KimBills' is a newly renovated, cozy, first floor condo located at Attitash Mtn. Village, just minutes from the Saco River. Full kitchen well stocked with necessities, gas fireplace, A/C, Murphy bed and pull-out sofa bed with new, comfortable mattresses. Cable/internet, 55" TV, & board games. Large deck with lighting. Guests enjoy full use of all Attitash Mtn. Village amenities including river access, pools, sauna, hot tubs, tennis & basketball. Close to shopping and area attractions.

Guest favourite
A spacious room features a large bed with plush bedding against a warm-toned wall. A relaxing jetted tub is positioned beside it, with soft lighting provided by bedside lamps. A window allows natural light to enter, enhancing the overall calm and comfortable ambiance.
Flat in Bartlett
4.88 out of 5 average rating, 321 reviews

Attitash Retreat

Cozy spot for 4, plus your furry friend! (Must be 21 to check-in, no cats) Less than a mile from Attitash Village, this spot is home base for your next adventure. IF YOUR DOG IS JOINING YOU, please provide advanced notice, a $25/night pet fee for the first 4 nights (max$100), that rabies vaccination records be provided at check in, and that your dog have access to a crate for times that you must leave him/her behind! One dog is permitted per room, no cats. Thank you for understanding.

Guest favourite
Cabin in Bartlett
4.97 out of 5 average rating, 129 reviews

Saco River Private Chalet: 2BR/2BA

More hiking, more skiing, more shopping, more dining, and more fun – there’s something for everyone in the White Mountains, and The Inn & More is your friendly and reliable home base to do it all. Enjoy the ease and relaxation of this newly renovated New England escape, where classic roadside Americana meets modern convenience and comfort against the beautiful backdrop of the White Mountains and Saco River. Enjoy this renovated 2 bedroom 2 bathroom cabin with fully applianced kitchen.

Top guest favourite
Apartment in Bartlett
4.96 out of 5 average rating, 161 reviews

Mtn Views|Pools & Hot Tubs| Adventure Awaits

Enjoy the truly amazing White Mountain views from our newly renovated condo minutes from skiing, hiking, shopping, restaurants, Storyland and all the tourist attractions at the nearby North Conway & Jackson. Has a kitchen, washer, dryer, fireplace, A/C, Smart TV, WIFI & internet. Comfy King bed plus a Queen sleeper-sofa in LR. Nordic Village resort offers tennis, swimming, pond, gym, game room, indoor/outdoor pools, sauna, and Jacuzzis, all of which are INCLUDED with your stay!

Top guest favourite
Home in Bartlett
4.96 out of 5 average rating, 108 reviews

Ski Chalet|Ping-Pong|Fire Pit|5 min -> Slopes

🏡 Charming Mountain Chalet - Perfect for Family Getaways 🌲 Escape to a peaceful chalet perfect for family getaways that offers 3 decks, a cozy fire pit, a ping pong table, a grill, and plenty of amenities to make this a relaxing time in the mountains. Access to the Linderhof association pool ($35 per family per day, closes for the season after Labor day weekend), golf ($20 per person per day for unlimited play at our 9-hole course), tennis courts and clubhouse too!

Guest favourite
The living room features a cozy arrangement with a dark sofa and loveseat adorned with decorative throw pillows. A round coffee table is positioned centrally, with natural light filtering through the window adorned with blinds. A piece of aviation-themed wall art adds character to the space.
Townhouse in Bartlett
4.97 out of 5 average rating, 231 reviews

3 Bears Glen, Across St. from Story Land, AC, pool

Welcome to Three Bears Glen! A cozy condo located right across the street from Story Land on a golf course! This 2 Bedroom 1st floor end unit condo is the perfect getaway. This family friendly home features a private entrance, fully equipped kitchen, heat, A/C, Wi-Fi, 3 Roku enabled TVs, games (adults & kids), washer/dryer & patio seating. There is a brand new pool this summer! Located just a short drive to North Conway. Enjoy all the valley has to offer!

Guest favourite
Chalet in Glen
4.84 out of 5 average rating, 261 reviews

Chalet • Jacuzzi Tub • Nordic Village Access

"Perfect location for my family... you can't go wrong with this little gem." That's what guests say about River Ellis Chalet, our Swiss-style lodge in Glen, 12 minutes from North Conway. Mornings on the back deck with the BBQ going. Evenings in the 86-gallon whirlpool jacuzzi after a day at Storyland. Sleeps seven across a downstairs bedroom and an open loft above. 2 minutes to Storyland, walk to Nordic Village pools, game room, sauna, and koi pond.

Popular amenities for Jackson rentals with a pool

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