
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.

Summit Vista | 3br Mountain Paradise | Epic Views
Escape to Summit Vista, a classic chalet style home in the heart of the White Mountains. With 3 bedrooms, 2 baths, a loft, and many thoughtful upgrades, this home is built for comfort, connection, and mountain adventure. Conveniently located between North Conway & Jackson, Summit Vista offers easy access to top ski resorts, hiking trails, restaurants, and shopping. Blending mountain style with classic comfort, Summit Vista is a nod to the natural beauty & timeless charm of the White Mountains.

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.

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.

White Mountain Resort Pool/HotTub Shuttle to Loon
Perfect for a single or couple Luxurious but affordable Private but located inside a resort with top notch amenities Quiet & Clean Queen bed with sofa suitable for a child Updated / Modern Studio Condo directly on “ The Kanc” Main st Lincoln Walking to restaurants and shops, easy access to The White Mountains - Lincoln NH Hiking skiing, zip-lining, ice castles, shopping, Clarks Trading Post, Cannon and Loon Mountain, Santa’s Village, and more

*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.

An Amazing Mountain Getaway!
Come and relax at our Nordic Village vacation condo! The 2-bedroom, 2-bath end unit features 2 stories with a spiral staircase, fireplace and a deck! Nordic Village amenities include pools, hot tubs, a sauna and more when you're not skiing 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 it all!

Spacious Linderhof Condo Across from Storyland!
Spacious Linderhof Condo right across the street from Storyland! Great location! Right across from Storyland and close to 5 major ski areas. Spacious oversized 1 bedroom (863 sq. ft.) country club location. Golf, swimming, tennis, clubhouse on premises. Take a dip in the pool and have a bite to eat in the clubhouse (sandwiches, snacks, cocktails). Sofa pulls out for two more people . Pool is $55 week, $35 3 days, $20 1.
Popular amenities for Jackson rentals with a pool
House rentals with a pool

Cozy & updated Loon MTN condo

Cozy Hideaway at Waterville Estates!

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

Ski Resorts 15 mins, Updated Family Friendly Condo

Spectacular log home with private pool and hot tub

Privacy, River, Pond, A frame Hot Tub EPIC Views,

Bear Brook House

Stylish Mtn Home-Ski/ Pools/ Hot Tubs & Fire Pit
Apartment rentals with a pool

Upscale retreat w/ panoramic White Mountain views

Fantastic Location in the White Mountains

Lovely studio with beautiful view of loon Mountain

Ski Condo on Cranmore Mountain-Pool and Hot tub!

Loon Mountain Getaway

Cozy mountain getaway

White Mountain Farmhouse

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

Newly Updated 2BR Nordic Village *Mountain Views*

Cute & cozy Attitash Studio Condo

Across from Storyland & in the Heart of the Mtns

Loon’s Nest: New Cozy Getaway Across From Loon MTN

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

Caribou Cabin – Fireside & Hot Tub Retreat

Steps from Storyland! |Pool |Golfcourse

Cozy Condo In Gated Community Sleeps 4
When is the best time to visit Jackson?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ₹17,996 | ₹20,965 | ₹15,836 | ₹15,206 | ₹15,836 | ₹17,906 | ₹21,865 | ₹22,944 | ₹17,906 | ₹19,975 | ₹18,715 | ₹18,446 |
| 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 ₹10,797 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
- 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
- Tenney Mountain Resort
- Diana's Baths
- Omni Mount Washington Resort
- King Pine Ski Area
- Cannon Mountain Ski Resort
- Waterville Valley Resort
- Black Mountain of Maine
- White Lake State Park
- Conway Scenic Railroad
- Cranmore Mountain Resort
- Sunday River Golf Club
- Fox Ridge Golf Club
- Wildcat Mountain
- Gunstock Mountain Resort
- Purity Spring Resort
- Mt. Eustis Ski Hill




