
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.

Stunning 2BR with Mountain Views | Nordic Village
Come and relax at our NEWLY UPDATED Nordic Village condo! The 2-bedroom, 2-bath end unit features 2 stories with a spiral staircase, fireplace and a deck with stunning views! Nordic Village amenities include pools, hot tubs, sauna, steam room and so much more when you're not enjoying the outdoors at Attitash, Cranmore, Wildcat or Black Mountain! With Story Land 1 mile away, idyllic North Conway and all that's best of White Mountain National Forest within minutes, this getaway has what you need!

Stylish Loon Mountain Studio apt w/Pool & Hot Tub
This beautifully renovated resort condo is a perfect getaway for up to 4 guests. Located at the base of Loon Mountain’s South Peak, amidst the White Mountains of New Hampshire, guests can immerse themselves in nature’s beauty during romantic hikes and a variety of other awe-inspiring outdoor activities. Enjoy delicious food at nearby restaurants, and take advantage of the resort’s two swimming pools and Jacuzzi for rest and relaxation. Relax by the Pemigewasset River in the back of our complex!

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.

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.

Luxury Suite Jacuzzi Pool White Mtns. River Front
Amazing location in heart the White Mountains Clubhouse, Beach, Lake, Pool, Hot Tub, River, Tennis, Racquetball, Gym, Sauna, Wally-ball, Game rooms, Grills, nature trails on site, Ice skating, and more. Shuttle to Loon River View Best Amenities In the Area Perfect for Romantic Retreat/Skiing/ Hiking. Jacuzzi tub, spa shower and zen design in unit! Close to-Scenic Kancamagus, hikes, Loon, waterpark, and Ice Castles. Walk to Cafe Lafayette Dinner Train & Woodstock Inn Brewery.

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.

*NEW Chalet in the Sky|2BR|North Conway| Cranmore
❄️ 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

Remodeled Condo - Ski & Santa’s Village - Pool
Welcoming mountain escape in our Glen, NH condo, just minutes from Attitash, Wildcat, and Cranmore for skiing, with Storyland just a mile away! Unwind in the cozy, spacious living room with plush seating and a fireplace, perfect after a day on the slopes or visiting Santa. Enjoy seasonal mountain views from the kitchen and living room. The modern kitchen, equipped with new appliances and ample supplies, makes home-cooked meals a breeze.
Popular amenities for Jackson rentals with a pool
House rentals with a pool

Cozy & updated Loon MTN condo

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

Booked thru May 26 but will open for summer 2026!

Lovely 2 Bedroom Loft at Loon Mountain! Lincoln NH

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

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

Lovely studio with beautiful view of loon Mountain

Cozy mountain getaway

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

Slope-side White Mountain Oasis

Cozy Condo at The Seasons- 2 Bedrooms

Riverfront updated condo 3b2b walk to Loon mtn

Spacious 2 Bed + Loft ~1.5mi from Attitash
Other holiday rentals with a pool

Newly Updated 2BR Nordic Village *Mountain Views*

White Mountains Escape

Sunny Mountain Escape

Two Bedroom Two Bath Cabin

Cozy getaway at Attitash Mountain Village

Summit Vista | 3br Mountain Paradise | Epic Views

The Bartlett Bear

Breathtaking View, <3mins to Loon, NEW Renovation!
When is the best time to visit Jackson?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 172 | € 200 | € 151 | € 145 | € 151 | € 171 | € 209 | € 219 | € 171 | € 191 | € 179 | € 176 |
| 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 € 103 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!
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- Rentals with pools Carroll County
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- Sebago Lake
- Squam Lake
- Story Land
- Sunday River Resort
- Loon Mountain Resort
- Weirs Beach
- Mount Washington Cog Railway
- Franconia Notch State Park
- Tenney Mountain Resort
- Diana's Baths
- Omni Mount Washington Resort
- King Pine Ski Area
- Cannon Mountain Ski Resort
- Waterville Valley Resort
- White Lake State Park
- Black Mountain of Maine
- Conway Scenic Railroad
- Sunday River Golf Club
- Cranmore Mountain Resort
- Fox Ridge Golf Club
- Wildcat Mountain
- Gunstock Mountain Resort
- Mt. Eustis Ski Hill
- Purity Spring Resort




