Family-friendly holiday rentals in Jackson

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Top-rated family-friendly rentals in Jackson

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious living area features a large sectional sofa with cozy cushions, complemented by a wooden coffee table. A spiral staircase ascends to the upper level. Light flows through windows, illuminating the warm tones of the carpet and walls. A stone fireplace adds a focal point.
Flat in Bartlett
4.99 out of 5 average rating, 114 reviews

Stunning 2BR with Mountain Views | Nordic Village

Come and relax at our NEWLY UPDATED Nordic Village condo! The 2-bedroom, 2-bath end unit features 2 stories with a spiral staircase, fireplace and a deck with stunning views! Nordic Village amenities include pools, hot tubs, sauna, steam room and so much more when you're not enjoying the outdoors 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 what you need!

Top guest favourite
A large window offers a view of rolling mountains adorned with colorful autumn foliage. Shades of red, orange, and yellow contrast against the green trees, while a winding path is visible in the foreground, leading into the vibrant landscape.
Guest suite in Conway
4.98 out of 5 average rating, 599 reviews

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.

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, 210 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.

Guest favourite
A scenic view from the balcony reveals rolling hills and lush landscapes, highlighted by vibrant autumn foliage. A wooden table with two chairs sits on the balcony, overlooking a grassy expanse with benches and a charcoal grill in the distance.
Apartment in Bartlett
4.92 out of 5 average rating, 233 reviews

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.

Top guest favourite
Home in Bartlett
4.98 out of 5 average rating, 125 reviews

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.

Top guest favourite
Chalet in Bartlett
4.98 out of 5 average rating, 171 reviews

Mountain Escape: Ski, Fireplace, Outdoor theater

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!

Top guest favourite
The exterior of a two-story condominium building showcases multiple balconies, surrounded by green trees and a grassy area. A wooden picnic table is positioned on the lawn, accentuated by additional seating arrangements nearby. Clear skies and natural light enhance the inviting outdoor space.
Apartment in Jackson
4.98 out of 5 average rating, 149 reviews

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.

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, 588 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. 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.

Guest favourite
A panoramic view encompasses rolling green hills and distant mountains under a partly cloudy sky. Rocky outcroppings frame the foreground, while a series of chairs are positioned invitingly for enjoying the scenery. Lush trees add depth to the natural landscape.
Guest house in Jackson
4.85 out of 5 average rating, 108 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 cozy cabin interior features warm wooden walls and flooring. Twinkling string lights adorn the ceiling, creating a soft glow. A comfortable armchair is positioned beside a small lamp, with a spacious bed visible in the background, framed by large windows allowing natural light.
Cabin in Lovell
4.97 out of 5 average rating, 385 reviews

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.

Top guest favourite
The spacious interior features wooden beams and warm, rustic tones. A large bed is centrally positioned, accompanied by a wooden chest. A cozy seating area includes a rocking chair and lamps, while a dining table near windows offers natural light and views of the surroundings.
Guest suite in Conway
5 out of 5 average rating, 360 reviews

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.

Top guest favourite
An aerial view captures a vibrant riverside cabin, surrounded by lush greenery and tall trees. The property sits beside a rocky stream, with a pathway leading up to the cabin's entrance, creating a serene and inviting outdoor setting.
Cabin in Intervale
4.84 out of 5 average rating, 179 reviews

Riverside|Sauna|Hot tub|Pizza Oven|Dogs

Step into riverside magic at this upscale retreat. With a king room, queen room, and kid-friendly bunk nook, this dreamy escape features a wood-fired sauna, hot tub, luxe SMEG appliances, a pizza oven, herb garden, gas fireplace, fire pit, espresso bar, outdoor ping pong, and a spa-like bath with double shower. Dog-friendly and unforgettable—this place isn’t just a stay, it’s a story. Miss it, and you’ll wonder what could’ve been.

Popular amenities for Jackson family-friendly rentals

When is the best time to visit Jackson?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$344 SGD$342 SGD$295 SGD$273 SGD$277 SGD$302 SGD$359 SGD$349 SGD$305 SGD$316 SGD$310 SGD$329 SGD
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Quick stats about holiday rentals that are family-friendly in Jackson

  • Total holiday rentals

    Explore 210 holiday rentals in Jackson

  • Nightly prices starting at

    Jackson holiday rentals start at $104 SGD per night before taxes and fees

  • Verified guest reviews

    Over 13,500 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 60 rentals that welcome pets

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    210 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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