
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 £22 per night before taxes and fees

Verified guest reviews
Over 18,540 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!

Chalet in the Trees • Near Mountains & StoryLand
☀️ A peaceful retreat in the heart of Jackson — just 4 miles from StoryLand and minutes to hiking and waterfalls. There's plenty of room for the whole crew. The sunroom has a refurbished Black Mountain chair lift — a favorite for photo ops! Unwind by the fire pit (seasoned wood ready), grill dinner, or head into Jackson Village or North Conway for shops, eats, and ice cream. 🍦 Close to scenic drives like the Mount Washington Auto Road and swimming holes. Your mountain home away from home.

Birch Mirror House at FarAway Pond
ÖÖD Birch House at FarAway Pond offers a spectacular view of FarAway pond and mountains beyond. Perched above the pond, the Birch House features mirrored glass walls for full immersion into nature's beauty. Unwind in the hot tub on your private deck, grill or sit by your fire, then wander to your private kayak dock for a peaceful paddle or swim. With 68 acres and miles of trails leading to a nearby state forest, this is the perfect getaway for unparalleled peace and adventure. Dogs welcomed!

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.

BirchBarn-HGTV-StoryLand/Hike/Swim/Rivers
Escape to The Birch Barn. Top 5% of Airbnbs. Renovated, private and serene, surrounded by melodies of our brook. Close to Storyland (5mins), North Conway (12 mins) and Jackson Village (5 mins). 10 mins to Black Mtn, restaurants, grocery, shopping. Designed and owned by an HGTV designer. Picturesque, convenient, high on the ridge in the woods, nestled between Jackson and North Conway. Large private deck, outdoor grill and fire pit. A perfect secluded location but in the heart of the valley.

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.

New Cabin, View, Hot Tub, River Access, Fire Place
Cozy well appointed 3 level cabin, peaceful views of the MTs, gas fireplaces, private hot tub, comfy beds, linens & robes. Easily accessible while enjoying the ambiance of the private wooded setting in the White MT National Forest. Listen/wade at the Ellis River, hike or snow shoe(provided) out your front door. Just mins to Jackson Village, Wildcat MT, Mt Washington & Glenn Falls. 15 Minutes to North Conway & all the valley's award winning restaurants, shopping, xc/skiing, & activities.

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.

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!
Popular amenities for Jackson holiday rentals
Other great holiday rentals in Jackson

Ski in and out right on Black Mountain in Jackson

Jackson Hideaway in Jackson NH - 2 Bedroom APT

Wentworth Townhome - Walk to Dining, Ski & Golf

#The Intervale Cabin

Swiss Alps Chalet in Jackson | Mountain Views + AC

Unique Jackson's Jewel

Storyland, AC, Hiking, Foliage, Sauna & HotTub

SkyView at Mount Washington
When is the best time to visit Jackson?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £190 | £207 | £157 | £139 | £148 | £165 | £192 | £196 | £172 | £193 | £165 | £196 |
| 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
- Tenney Mountain Resort
- Franconia Notch State Park
- Cranmore Mountain Resort
- Omni Mount Washington Resort
- King Pine Ski Area
- Gunstock Mountain Resort
- Conway Scenic Railroad
- Waterville Valley Resort
- Pleasant Mountain Ski Area
- Cannon Mountain Ski Resort
- Diana's Baths
- Echo Lake State Park
- Attitash Mountain Resort
- Crawford Notch State Park
- Flume Gorge





