Holiday rentals in Jackson

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Top-rated holiday rentals in Jackson

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Top guest favourite
A wraparound deck featuring wooden railings offers expansive views of the surrounding mountains. Two comfortable wooden chairs, one adorned with a colorful cushion, sit on the deck. A small table with a vase of flowers adds a charming detail to the serene outdoor space.
Home in Jackson
4.99 out of 5 average rating, 217 reviews

Mountain View Home | Steps to Hiking & Waterfalls!

Welcome to your White Mountain Retreat! Enjoy amazing views and a spacious game room perfect for family fun or relaxing with friends. This cozy home offers: Easy access to hiking, skiing, and local attractions Stunning Mountain Views from every room Shuffleboard, Foosball, and Games Galore! Outdoor fire pit for evening gatherings Chef’s kitchen with all the essentials for any gathering Weber Grill Whole Home Generator and Fast WiFi! The perfect mix of adventure and relaxation awaits.

Top guest favourite
Chalet in Bartlett
4.98 out of 5 average rating, 181 reviews

Summer Oasis: Fire Pit & Outdoor Movie Nights

Enjoy magical nights under the stars at our outdoor theater—complete with projector, cozy seats, string lights, and blankets. Our private backyard cinema offers a one-of-a-kind experience, just add your favorite snacks! By day, explore the White Mountains with trails across the street, a private river beach in the neighborhood, or visit Jackson’s covered bridge & falls. StoryLand + North Conway are just minutes away. You're at the doorstep to everything the White Mountains have to offer!

Superhost
The cabin is surrounded by a snowy landscape, featuring a welcoming exterior illuminated by warm lights. The house showcases a prominent balcony, large windows, and a rustic wood structure, nestled among tall trees creating a serene, nature-filled setting.
Cabin in Jackson
4.82 out of 5 average rating, 739 reviews

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.

Guest favourite
Guest house in Jackson
4.86 out of 5 average rating, 123 reviews

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.

Top guest favourite
A spacious living area features a tan leather sectional sofa arranged around a black coffee table. Natural wood beams span the ceiling, complemented by woven pendant lights. The cozy space includes a well-equipped kitchen in the background, with natural elements and decor enhancing the cabin feel.
Home in Intervale
4.95 out of 5 average rating, 149 reviews

White Mountains Getaway * Close to Story Land!

Escape to our fully renovated mountain retreat in a quiet, private Bartlett neighborhood just 10 minutes from downtown North Conway. Minutes to Attitash, Wildcat, hiking trails, and Story Land, perfect for ski trips and family getaways. Inside you’ll find a modern kitchen, beautifully updated baths, a cozy wood stove, and incredibly comfortable beds. Enjoy peaceful mornings, starry nights, and a true four-season White Mountains escape close to everything.

Top guest favourite
A dining area features a small round table and two wooden chairs, positioned by large arched windows. Natural light floods the space, illuminating plants on the table. A vintage ski-themed poster decorates the wall, complementing the serene wooded views outside.
Flat in Jackson
4.97 out of 5 average rating, 603 reviews

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.

Top guest favourite
A deck is depicted featuring a round glass table with a black metal base and four red chairs arranged around it. The background showcases a panoramic view of the mountains, framed by colorful foliage in autumn hues.
Home in Jackson
4.94 out of 5 average rating, 142 reviews

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!

Superhost
A winding pathway is bordered by vibrant pink and purple flowering bushes, leading towards a welcoming building. A lush green tree stands prominently, offering a splash of yellow against the clear blue sky.
Apartment in Bartlett
4.91 out of 5 average rating, 194 reviews

Brand new, quality 1 BR condo 1 mi. to Storyland

Beautifully decorated and comfortable studio unit(one of the nicest in N. Village). Hardly lived in since major remodel. Quality furnishings, cabinets and appliances. This unit has no stove or dishwasher so encourages you to get out and try all the great dining options nearby. Wonderfully situated 1 mile from Storyland , very close to picturesque Jackson Village and minutes from Attitash, Wildcat and Mt. Washington.

Top guest favourite
A spacious master bedroom features warm wooden walls and ceiling beams, creating a cozy ambiance. A plush bed is positioned in front of a stone fireplace. Large glass doors invite natural light and provide views of the outdoor space, enhancing the overall serenity.
Guest suite in New Hampshire
5 out of 5 average rating, 197 reviews

A luxury log apartment located on the Saco River

This exquisite log apartment offers a one of a kind luxury experience with a private master bedroom including a gas stone fire place, king bed with exquisite bedding and a balcony which overlooks a 140’ private beach on the Saco River. Also included is a fully equipped designer kitchen/living area with a queen sofa bed, a full spa-like bathroom with a steam shower, Kohler bidet, and soaking tub.

Top guest favourite
An aerial view of a charming log cabin is visible, surrounded by lush evergreen trees. Soft warm lights illuminate the porch and windows, creating a welcoming evening scene. The cabin features a sloped roof and a stone chimney, blending harmoniously with the natural surroundings.
Cabin in Jackson
4.95 out of 5 average rating, 148 reviews

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.

Guest favourite
A spacious great room features a high wooden ceiling and a large stone fireplace with a gas log stove. A comfortable leather sectional, dining table, and kitchen area are visible, with windows that offer natural light and views of the surrounding landscape.
Chalet in Jackson
4.97 out of 5 average rating, 116 reviews

Epic White Mountain Chalet Getaway in Jackson

Located on Tyrol mountain, a former ski area with direct views of Mount Washington in the scenic town of Jackson, NH, this well-appointed and carefully curated 2,100 square foot chalet offers the perfect balance of mountain lodge living with all of today's comforts and amenities for the perfect mountain getaway in the heart of the White Mountains and Mount Washington Valley.

Top guest favourite
A charming A-frame cabin is surrounded by lush trees, featuring a spacious front deck. A circular fire pit is placed on gravel, framed by six green outdoor chairs, inviting gatherings under the clear blue sky.
Cabin in Conway
4.99 out of 5 average rating, 192 reviews

Modern A-frame w/ Mountain Views - North Conway

Welcome to our cozy 3-bedroom A-frame cabin, nestled in the heart of North Conway. Originally built by our grandparents in the 1960's, this A-frame serves as the perfect home-base for adventuring and exploring all that the White Mountains have to offer; skiing, snowshoeing, snowmobiling, hiking, biking, breweries, dining, floating the Saco, leaf-peeping and the like!

Popular amenities for Jackson holiday rentals

When is the best time to visit Jackson?

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Avg. price$323 SGD$353 SGD$267 SGD$238 SGD$253 SGD$281 SGD$327 SGD$335 SGD$294 SGD$329 SGD$281 SGD$335 SGD
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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.

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 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!

Destinations to explore

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