
Holiday rentals with a pool in Jackson
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Jackson
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Attitash Retreat
Cozy spot for 4, plus your furry friend! (Must be 21 to check-in, no cats) Less than a mile from Attitash Mountain Resort, 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.

Cozy Top Floor-1 King, Mtn View, Jetted Tub, Pools
This beautiful mountain retreat offers access to pools and a fitness center. The top floor features a spacious master bedroom with a cathedral ceiling, king bed, gas fireplace, TV, a/c, and a private balcony with stunning valley and mountain views. The master bath includes a jetted tub, and the dry bar comes equipped with a small refrigerator, microwave, & coffee maker. Enjoy nearby hiking trails, waterfalls in Jackson Village, &more. Please note, the unit is accessed by two flights of stairs.

Pemi River Retreat: White Mtns. At Your Doorstep
Charming Lincoln, NH condo with stunning Loon Mountain views and a serene Pemigewasset River overlook. Perfectly proximity to White Mountain hiking hot spots like Franconia Notch, and within walking distance to downtown dining and shopping. Pemi River Retreat offers private condo living with shared amenities such as indoor and outdoor pools, hot tubs, sauna, game room, laundry room, and a perfect soaking spot in the river. Pemi River is your perfect year-round escape to the White Mountains.

Bartlett Condo; Great Views, Resort Access
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.

Family Fave | Storyland | Game room, gas fireplace
Enjoy this thoughtfully-designed contemporary townhouse centrally located to your mountain playground. Perfect for family getaways. 7 mins to North Conway Village, 10 min to Attitash, Black Mountain, Cranmore; x-country Intervale trail in our backyard. After a day out, come home to game night: PacMan, Billiards, foosball, or XBox. Movie night? Stream or enjoy our collection of family-friendly DVDs with cocoa by the gas-powered fireplace. Explore a private stretch of Saco River a 2 min walk!

Cozy Condo at Attitash!
Enjoy activities & beautiful scenery offered at Attitash Mountain Village, in the White Mountains! This cozy one bedroom, 2nd floor condo sleeps four, and includes a completely renovated kitchen/living area and bathroom! You will be just steps away from a beautiful pool pavilion, tennis courts, playgrounds, the Saco River Beach, hot tubs, fire pits, an arcade, and a fitness center. Nestled among all the summer attractions of the area- 10 minutes to Story Land! Always something fun to do!

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.

3 Bears Glen, Across from Story Land, near skiing
Welcome to Three Bears Glen! A cozy condo is located right across the street from StoryLand and Living Shores Aquarium! This 2 Bedroom 1st floor end unit condo is the perfect getaway. This family friendly home features a private entrance, fully equipped kitchen, A/C, Wi-Fi, 3 Roku enabled TVs, games(adults & kids), washer/dryer & patio seating. Golf our 9 hole course located right outside the front door. Enjoy the outdoors at the pool, playground, hiking or mountain biking near the condo.

2 bedroom condo, mountain views, pools and jacuzzi
Nordic Village traditional spiral up 2 bedroom, 2 bath condominium with Mountain View’s in the Mount Washington Valley location close to skiing, golf, Storyland/Living Shores, hiking, snow shoeing, cross country skiing and more ... Beautiful stone faced gas log fireplace for heat and ambience, granite counters, jacuzzi, furnished with stylish decor. Perfect for children and couples with indoor and outdoor (heated) pools (free). spa, steam room, pond, tennis court, and a playground.

Nordic Village |Mtn Views| Fall 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!

Mountain getaway!Remodeled 1 bedroom,Pool, hot tub
INDOOR POOL, HOT TUB AND CLUB AREA ARE OPEN! Enjoy all the numerous activities that The Lodge at Lincoln Station has to offer with this 1 Bedroom, 1 bath condo. In winter, our free shuttle service to Loon ski area, and other ski areas are just a short drive away Enjoy your evening sipping tea or wine while listening to the sound of the nature from our balcony. 2 mi from Clark's Trading Post 1 mi from Loon Mountain 6 mi from Flume Gorge 6 mi from Lost River Gorge

*NEW Chalet in the Sky|2BR|Cranmore|North Conway
❄️ Embrace the beauty of winter in the White Mountains! ⛄ This cozy 2-bedroom chalet in Bartlett is perfect for families and friends. Wake up to snowy mountain views, enjoy modern comforts, and explore nearby favorites like Story Land and scenic White Mountains trails. Your winter escape starts here! ⛷️ Attitash Mountain Resort - 10 min drive 🏔️ Cranmore Mountain Resort - 10 min drive ❄️ Wildcat Mountain - 30 min drive ✨ Santa's Village-30 Min drive
Popular amenities for Jackson rentals with a pool
House rentals with a pool

Cozy & updated Loon MTN condo

Roomy Family Getaway – Sleeps 7!

Ski Resorts 15 mins, Updated Family Friendly Condo

Spectacular log home with private pool and hot tub

Bear Brook House

Stylish Mtn Home-Ski/ Pools/ Hot Tubs & Fire Pit

Lovely 2 Bedroom Loft at Loon Mountain! Lincoln NH

Mtn/River/Ski/N. Conway/Jackson/Fireplace/1 level
Apartment rentals with a pool

Fantastic Location in the White Mountains

Upscale retreat w/ panoramic White Mountain views

Attitash Studio | 5min to Storyland| Pools

Don’t miss out, book your ski trip now!

Cranmore Condo | Pool, Hot Tub & Minutes to Town

Cozy mountain getaway

Across from Storyland & in the Heart of the Mtns

Loon Mountain Area Rental - 2Br/2Ba
Other holiday rentals with a pool

Newly Updated 2BR Nordic Village *Mountain Views*

Mtn view/ski/pool/hot tub/Nordic Village/Jackson

The Gem of Linderhof

Loon Mtn Loft w/Pool, Jacuzzi Access, Mtn Shuttle

Cozy getaway at Attitash Mountain Village

Summit Vista | 3br Mountain Paradise | Epic Views

Lazy Moose Log Cabin w/ hot tub, fireplace & lake

The Bartlett Bear
When is the best time to visit Jackson?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £151 | £176 | £133 | £128 | £133 | £151 | £184 | £193 | £151 | £168 | £157 | £155 |
| 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 |
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 £91 per night before taxes and fees

Verified guest reviews
Over 4,640 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
60 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!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Quebec City Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Jersey City Holiday rentals
- Island of Montreal Holiday rentals
- Rentals with a firepit Jackson
- Rentals with a sauna Jackson
- Rentals with a fireplace Jackson
- Rentals with a hot tub Jackson
- Townhouse rentals Jackson
- Flat rentals Jackson
- Rentals with a washing machine and dryer Jackson
- Pet-friendly rentals Jackson
- Villa rentals Jackson
- Apartment rentals Jackson
- Cabin rentals Jackson
- Family-friendly rentals Jackson
- Rentals with outdoor seating Jackson
- Chalet rentals Jackson
- Fitness-friendly rentals Jackson
- House rentals Jackson
- Ski-in/ski-out rentals Jackson
- Rentals with a patio Jackson
- Rentals with pools Carroll County
- Rentals with pools New Hampshire
- Rentals with pools United States
- Sebago Lake
- Squam Lake
- Story Land
- Sunday River Resort
- Loon Mountain Resort
- Weirs Beach
- Mount Washington Cog Railway
- Franconia Notch State Park
- Diana's Baths
- Omni Mount Washington Resort
- Tenney Mountain Resort
- King Pine Ski Area
- Cannon Mountain Ski Resort
- Waterville Valley Resort
- White Lake State Park
- Conway Scenic Railroad
- Black Mountain of Maine
- Sunday River Golf Club
- Cranmore Mountain Resort
- Fox Ridge Golf Club
- Gunstock Mountain Resort
- Wildcat Mountain
- Mt. Eustis Ski Hill
- Purity Spring Resort




