
Holiday rentals in Jackson
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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 $65 SGD per night before taxes and fees

Verified guest reviews
Over 19,000 verified reviews to help you choose

Family-friendly holiday rentals
220 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
250 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!
Top-rated holiday rentals in Jackson
Guests agree: these stays are highly rated for location, cleanliness and more.

Romantic Post & Beam, Mtn Views, Walk to Village
UNBEATABLE LOCATION - JACKSON VILLAGE GEM Welcome to our new contemporary 1,000 sq ft home w/ gourmet kitchen, patio with grill, smoker & firepit! This stunning post and beam offers tranquility and mesmerizing mountain views. A 2-min walk to Jackson Village and Nordic skiing, it's perfectly situated. Minutes to Alpine ski resorts, 2 miles to Storyland, and near Mt. Washington and North Conway. Hike, kayak or golf in the summer & savor fabulous fall foliage. Book now for an unforgettable stay!

Cranmore Mountain & Conway Center 2 miles away!
This quaint A-frame is located just outside the heart of North Conway! Close enough to spend the day enjoying all the local activities, but just outside all the hustle to have a quiet relaxing fire in the woods. Cranmore Mountain Resort and Saco river is 2 miles down the road for all your skiing/snowboarding, mountain biking, tubing and adventures! Ice Cream, Craft beer store and some of the best restaurants with in 2 miles! Need more space? We have a 2 bedroom house down the street! DM us!

As Unique as they come!
We hope you're sitting down. This unique place has a style all its own. If you want to stay in a place that has you talking about it for years to come then look no further. Hot tub with moving roof ✔ Cinema screen for a TV ✔ Fire pit along a small flowing stream ✔ Dog friendly ✔ 2 indoor fireplaces ✔ Surround sound system ✔ Quirky & thoughtful decor ✔ The longer you stay the more you will discover in this home that takes the otherwise ordinary and turns it in to something truly remarkable.

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.

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.

Black Diamond Chalet- A Family Friendly Escape
Welcome to Black Diamond Chalet. your dream mountain escape in Jackson, NH. This custom-designed 4-bedroom, 3 bathroom ski chalet is the perfect all-season getaway—just steps from Black Mountain Ski Area, and a quick drive to Jackson’s many attractions . This warm and inviting home combines rustic charm with modern comforts, perfect for your mountain getaway. Trailside-Black Mountain 5 min- Honeymoon Bridge (Covered Bridge) 10 min-Storyland 15 min- North Conway, NH

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.

Just the Two of Us
The Cottage is the perfect get away spot for private time together. There is a designated work space upstairs with windows for fresh air, great WiFi, space to move, comfortable and peaceful. Picturesque, close to hiking trails or just lying in the grass listening to the brook, enjoying a snooze in the sun. Opportunities for rock climbing, hiking, bird watching with guides are available thru a variety of sources. Truly a place to work, rest, and play.

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 but only one dog allowed. Please give us dog info- breed, size. Always have your dog on a leash even in our yard.

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.

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!

Jackson Winter Wonderland - Wildcat/Attitash
Nestled in the picturesque town of Jackson, this charming log cabin offers a one-of-a-kind getaway experience. Surrounded by the stunning White Mountains and situated alongside the Ellis River with a refreshing swimming hole, this property is the ultimate retreat for those seeking tranquility and natural beauty. Located between Wildcat + Attitash for the perfect ski vacation.
Popular amenities for Jackson holiday rentals
Other great holiday rentals in Jackson

Ski in and out right on Black Mountain in Jackson

Wentworth Townhome - Walk to Dining, Ski & Golf

#The Intervale Cabin

Swiss Alps Chalet in Jackson | Mountain Views + AC

The Alpine Nest. Near Wildcat & Attita

SkyView at Mount Washington

Family-Friendly Chalet: Hot Tub, Games, Fire Pit

Blue Spruce Mirror House at FarAway Pond
When is the best time to visit Jackson?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $327 SGD | $356 SGD | $270 SGD | $240 SGD | $256 SGD | $284 SGD | $331 SGD | $338 SGD | $297 SGD | $332 SGD | $284 SGD | $338 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
What are the best places to stay in Jackson?
Visitors frequently stay around Jackson village for easy access to local shops, dining, and walking trails. The outskirts have cabin-style retreats and lodges tucked near forested areas or riverbanks.
What are the best things to do in Jackson with kids?
Jackson has family-friendly activities such as exploring outdoor trails, discovering covered bridges, and enjoying gentle river spots. In winter, children can try snow play or learn to ski at local centers around town.
What are some of the best things to do in Jackson?
Jackson has scenic hiking, traditional covered bridges, and views of nearby mountains. In winter, snowshoeing, skiing, or visiting local shops and galleries are frequently suggested activities.
How is the weather in Jackson?
Jackson has cold, snowy winters with temperatures ranging from -3 to 15°F (-19 to -10°C), and mild summers near 45 to 55°F (7 to 13°C). Spring and fall bring cooler air, especially in the evenings, with regular rainfall.
When is the best time to visit Jackson?
Late spring to early fall is often recommended for milder temperatures, blooming forests, and seasonal outdoor activities. Winter is also popular if you are interested in snow sports or festive events.
What are the best places to visit in Jackson?
Visitors often explore Jackson's covered bridges, browse local galleries, and walk village streets lined with cafes and specialty shops. Outdoor parks and scenic viewpoints provide photo-worthy moments year-round.
What are some hiking trails in Jackson?
You can explore forested paths like the Black Mountain Trail or scenic routes near waterfalls in Jackson. These trails vary in difficulty and are known for views of the surrounding mountains, streams, and foliage.
What are some family activities we can do in Jackson?
Families frequently enjoy gentle hiking trails, visiting scenic covered bridges, and winter activities like sledding or snowshoeing in Jackson. Local parks and seasonal festivities also create engaging experiences for all ages.
What are some of the best day trip ideas from Jackson?
Day trips around Jackson include exploring the White Mountain National Forest, discovering local craft shops in neighboring towns, or visiting parks with waterfalls and historic sites. Scenic drives especially attract visitors during fall foliage season.
Are there any pet friendly accommodations available in Jackson?
Many vacation rentals and inns in Jackson welcome pets, especially around the village and nearby wooded areas. Some places offer convenient access to walking trails and outer spaces to explore with your dog.
What are some local tips for visiting Jackson?
Layer your clothing for changing mountain weather and bring sturdy shoes for exploring outdoor spots. Local markets, seasonal celebrations, and early morning walks along quieter streets add a welcoming touch to any visit.
What is Jackson known for?
Jackson is known for its covered bridges, mountain scenery, and outdoor recreation like hiking or skiing. The village has a distinct New England character with seasonal festivals and welcoming local businesses.
What are the best hidden gems to explore in Jackson?
Explore quieter forest trails or small local art galleries that showcase regional work around Jackson. The historic covered bridges and peaceful riverside picnic spots are often suggested for a more secluded experience.
What are the best foods to try in Jackson?
Locally inspired fare in Jackson often features New England classics like maple syrup, fresh baked goods, and hearty stews. Many restaurants embrace seasonal ingredients and regional dairy cheeses.
What should I bring for a trip to Jackson?
Pack weather-appropriate layers, a waterproof jacket, and sturdy walking shoes for outdoor exploration. A reusable water bottle and camera are practical for scenic outings; in winter, bring insulated clothing for colder temperatures.
What is the nightlife in Jackson like?
Jackson has a relaxed nightlife scene focused on live music in intimate settings, local taverns, and casual eateries. Evenings often bring acoustic performances or gatherings at cozy village pubs.
What are the most popular events or festivals in Jackson?
Jackson is known for seasonal events such as light displays in winter, maple celebrations in early spring, and arts and crafts festivals in warmer months. These events showcase local traditions and connect visitors with the community.
Are there family friendly vacation rentals in Jackson?
Many vacation rentals in Jackson are family friendly, with spaces that cater to groups and children in and around the village area. Some rentals include kitchens or extra amenities for a comfortable stay with young travelers.
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- Sebago Lake
- White Mountain National Forest
- Squam Lake
- Story Land
- Weirs Beach
- Sunday River Resort
- Loon Mountain Resort
- Mount Washington Cog Railway
- Santa's Village
- Franconia Notch State Park
- Tenney Mountain Resort
- Omni Mount Washington Resort
- Cranmore Mountain Resort
- King Pine Ski Area
- Gunstock Mountain Resort
- Conway Scenic Railroad
- Waterville Valley Resort
- Cannon Mountain Ski Resort
- Pleasant Mountain Ski Area
- Diana's Baths
- Echo Lake State Park
- Attitash Mountain Resort
- Wildcat Mountain
- Squam Lakes Natural Science Center





