
Holiday rentals in Jackson
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Top-rated holiday rentals in Jackson
Guests agree: these stays are highly rated for location, cleanliness and more.

Cozy 1 Bed Chalet w/ King Bed & Indoor Fireplace
Cozy up at this unique and tranquil getaway cabin. Perfectly set up for 2 people, this charming A-frame is spacious, peaceful and well thought out. If its a romantic getaway you are looking for, look no further!! - with the king four-poster bed, the indoor fireplace & large, private back deck with grill you will have everything you need to enjoy & relax during your stay in the White Mountains. Close enough to everything to be convenient yet far enough away from it all for privacy and peace!

Mountain View Studio
This over-garage studio has a private entrance, a queen-sized bed, a futon, gas fireplace, kitchenette & bathroom. There is a refrigerator/freezer, microwave, coffeemaker & toaster but no oven/stovetop. There is a small gas grill available May-Oct. We have beautiful mountain views & are located 10 minutes from downtown. NOTE: Our driveway is long and steep. 4WD/AWD vehicles are often needed to safely get up our driveway in the winter. Also, you will hear the garage door when it opens & closes.

Family Friendly Chalet with Serene Mountain Views
Welcome to the Bear Hill Chalet. Wake up to panoramic views of the mountains or sit by a cozy fire after a long day. Ideally located less than a mile from Story Land and just minutes to ski resorts, hiking, shops, restaurants, and all the fun activities Mt. Washington Valley has to offer. Located in a quiet wooded neighborhood the house includes a game room, Peloton, large stone fireplace, and fully equipped kitchen. Comfortably sleeps 8; perfect for 1-2 families or a getaway with friends.

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.

Cozy Log Cabin/Private Hot Tub/Brook/Fireplace
Cozy, RUSTIC, quiet, wooded setting. Private babbling brook, gas fireplace, hot tub, memory foam Mattress, cozy comforter, full kitchen, fresh linens, SMART TV, WiFi, clean bath, charcoal grill, picnic table, fire pit. Minutes to award winning restaurants, skiing, sleigh rides and all attractions. 1/2 mile to Black MT, horseback/pony rides, Shovel Handle pub, farm stand, etc. Hike, snow shoe (2 provided), backcountry ski, sled from your FRONT DOOR. 2 twin beds and fold out futon.

Studio, pet friendly, river views, Jackson NH
Sunny studio with king bed, private entrance, garage parking. Small but complete kitchen (under counter refrigerator). Great views of the Wildcat river. WiFi, cable. 1 mile to Jackson cross country trails and close to the village of Jackson. Non smoking. The space is 500 square feet. There is a two night minimum stay. Pet friendly. Starting in 2025, we will allow 1 dog without charge. You will be charged $40/stay for a second dog. Please supply information on breed and size.

Best View in New Hampshire
"Best View in New Hampshire" Guest House is nestled in the White Mountains and sits nine miles east of Mount Washington. It offers hiking, serenity, and the best panoramic views of the Presidential Range in all of the Mount Washington Valley. So whether you prefer to marvel at sunrises or sunsets, this is the place for you. You are close by to The Town of Jackson, StoryLand, Red Fox Bar & Grille, Yesterday's, Sunrise Shack, and direct access to Tin Mine Hiking Trail.

Secluded, cozy cabin nestled in the Maine woods
Kick back and relax in this calm, stylish space with a semi-remote cabin experience while keeping the gentle daily living comforts. Right at the edge of the White Mountain National Forest in one direction and in the other direction, a short five minute drive to Kezar Lake this secluded cabin has it all for the nature lover in you! Close to local favorite trailheads for hiking and mountain biking as well having nearby ski mountains and snowmobile trails.

CloverCroft - "Far from the madding crowd."
CloverCroft, a 200+/- year old farmhouse, is located in the rich farmland of the Saco River Valley at the foot of the White Mountains. We go the extra mile to make your stay enjoyable and comfortable. (Please note our mattress is FIRM and there is a long flight of outdoor stairs to access the suite.) COME ENJOY PRIVACY AND THE GREAT OUTDOORS. There are many summer and winter activities very close by and we look forward to hosting you.

*NEW Chalet in the Sky|2BR|North Conway| Attitash
❄️ Retreat to a charming 2-bedroom chalet in North Conway, NH! Ideal for families or friends seeking a winter escape — take in snowy mountain views, unwind by the cozy fireplace, and enjoy all the comforts of home. Just minutes from Story Land and the stunning White Mountains! ⛄🏔️ ⛷️ Attitash Mountain Resort - 10 min drive 🏔️ Cranmore Mountain Resort - 10 min drive ❄️ Wildcat Mountain - 30 min drive ✨ Santa's Village-30 Min drive

Mt. Washington View|Min to Skiing|Wood Stove
Discover a cozy 2-bed, 1-bath retreat in Jackson, NH, offering stunning Mount Washington views from your living room. Perfect for couples or families, enjoy a well-appointed space, a wood burning stove and a deck overlooking the the majestic Mt. Washington. Minutes away from Wildcat, Attitash, downtown North Conway, StoryLand, shops, and dining, it's an ideal base for mountain adventures and relaxation. Your serene escape awaits!

Cozy Mountain Cabin in Jxn! Views & Dog friendly
A perfect retreat to slow down, watch the first snow dust the pines, and feel tucked-away from the world. ❄️ Jackson XC Ski: under 5 min drive ❄️ Black Mountain: under 10 min drive ❄️ Wildcat & Attitash: 15 min drive If you're looking for an intimate and cozy getaway home with a mountain view, look no further! Rustic meets modern chic, the cabin is adorned with everything you need to relax and unwind!
Popular amenities for Jackson holiday rentals
Other great holiday rentals in Jackson

Swiss Alps Chalet in Jackson | Mountain Views + AC

Unique Jackson's Jewel

Luxe Ski in/out, AC, Foliage, Hike, Sauna & HotTub

Luxury Ski Lodge w/ Hot Tub + Sauna | Bartlett, NH

Spacious 2 King Suite: 1 Mile to Skiing& Storyland

The Sommet-Magical Views- Main house+Guest cottage

New Bear Scat Lodge Hillside Chalet

Romantic Post & Beam, Mtn Views, Walk to Village
When is the best time to visit Jackson?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $308 SGD | $321 SGD | $262 SGD | $239 SGD | $254 SGD | $283 SGD | $329 SGD | $337 SGD | $295 SGD | $302 SGD | $292 SGD | $307 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 |
Frequently Asked Questions
Are there pet-friendly vacation rentals in Jackson?
Four-legged friends are welcome in Jackson. Choose from more than 80 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Jackson?
Yes! Work meets play with ease at over 110 vacation rentals in Jackson featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do apartment rentals in Jackson have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Jackson. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in cabin rentals in Jackson?
Experience the best of Jackson with our cabin rentals, starting at about $170 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there Jackson condo rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 40 condo rentals with pools in Jackson, available on Airbnb. Make a splash and soak up the sun in style!
Do condo rentals in Jackson have a gym?
Absolutely! We offer over 20 condo rentals with a gym in Jackson. Enjoy a tailored experience with all the comforts you desire.
Do chalet rentals in Jackson have air conditioning?
Absolutely! We offer over 10 chalet rentals with air conditioning in Jackson. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Jackson have a bbq area?
Absolutely! We offer over 60 house rentals with a bbq area in Jackson. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly cabin rentals in Jackson?
Jackson has more than 10 family-friendly cabin rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Apartment Rentals in Jackson?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Jackson

Total holiday rentals
Explore 250 holiday rentals in Jackson

Nightly prices starting at
Jackson holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 18,450 verified reviews to help you choose

Family-friendly holiday rentals
210 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 80 rentals that welcome pets

Holiday rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wifi availability
240 of Jackson holiday rentals include wifi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Jackson rentals

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




