
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.

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!

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!

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.

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.

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.

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.

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.

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.

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!

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!

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!

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
House rentals with a pool

Bear Brook House

River Access|Gas stove|Min to N. Conway, Attitash

Attitash Mountain Village Condo (Sleeps 5!)

Fall Foliage, River, Mtn. Views, Golf, Storyland

Downtown North Conway private pool-hot tub!

Come in & Cozy up in Waterville Valley Estates

Farmhouse: Hot Tub, Mini Golf, Pickleball, POOL

Family Mountain Retreat
Apartment rentals with a pool

Perfect home base for autumn adventures!

Summit Vista | 3br Mountain Paradise | Epic Views

Family Friendly Townhouse 3BR, 3 floors

Cozy Condo at Attitash!

Attitash Mt Village - Stay at the Mountain!

Spacious Linderhof Condo Across from Storyland!

Attitash Studio | 5min to Storyland| Pools

Cozy Mountain Getaway For All Seasons
Other holiday rentals with a pool

Sunny Mountain Escape

Perfectly located White Mountain Getaway!

Ellis Riverfront Glamping Pod

Cozy Condo

Cozy Condo In Gated Community Sleeps 4

Newly Updated 2BR Nordic Village *Mountain Views*

Nordic Village Condo, Mtn View, Playground & Pool

Luxurious Penthouse- Ski-In/Out Condo at Cranmore
When is the best time to visit Jackson?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $278 SGD | $292 SGD | $236 SGD | $244 SGD | $244 SGD | $278 SGD | $309 SGD | $324 SGD | $253 SGD | $280 SGD | $233 SGD | $264 SGD |
| Avg. temp | -15°C | -14°C | -11°C | -5°C | 2°C | 8°C | 10°C | 9°C | 6°C | 0°C | -6°C | -11°C |
Destinations to explore
- Pet-friendly rentals Jackson
- Chalet rentals Jackson
- Rentals with a hot tub Jackson
- Apartment rentals Jackson
- Ski-in/ski-out rentals Jackson
- Flat rentals Jackson
- Rentals with a sauna Jackson
- Villa rentals Jackson
- Family-friendly rentals Jackson
- Townhouse rentals Jackson
- House rentals Jackson
- Cabin rentals Jackson
- Rentals with pools Carroll County
- Rentals with pools New Hampshire
- Rentals with pools United States
- Sebago Lake
- White Mountain National Forest
- Squam Lake
- Story Land
- Weirs Beach
- Sunday River Resort
- Santa's Village
- Loon Mountain Resort
- Mount Washington Cog Railway
- Cranmore Mountain Resort
- Tenney Mountain Resort
- Franconia Notch State Park
- Gunstock Mountain Resort
- Omni Mount Washington Resort
- King Pine Ski Area
- Conway Scenic Railroad
- Pleasant Mountain Ski Area
- Waterville Valley Resort
- Crawford Notch State Park
- Attitash Mountain Resort
- Flume Gorge
- Echo Lake State Park
- Cannon Mountain Ski Resort
- Diana's Baths





