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.

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Guest favourite
Two red chairs are positioned on a snow-covered balcony, offering views of the surrounding mountains and valley. The scene captures the serene beauty of the landscape, with distant hills under a partly cloudy sky.
Flat in Bartlett
4.82 out of 5 average rating, 144 reviews

Cozy Top Floor-1 King, Mtn View, Jetted Tub, Pools

This beautiful mountain retreat offers access to pools and a fitness center. The top floor features a spacious master bedroom with a cathedral ceiling, king bed, gas fireplace, TV, a/c, and a private balcony with stunning valley and mountain views. The master bath includes a jetted tub, and the dry bar comes equipped with a small refrigerator, microwave, & coffee maker. Enjoy nearby hiking trails, waterfalls in Jackson Village, &more. Please note, the unit is accessed by two flights of stairs.

Guest favourite
The exterior of the house is shown, featuring a blue two-story structure surrounded by lush greenery. A wooden well with a red roof is positioned in the foreground, while a spacious lawn invites outdoor relaxation.
Home in Jackson
4.76 out of 5 average rating, 302 reviews

The Jackson House, Hot Tub, cozy fireplaces, 1 BR

PRICING IS FOR 1 Bedroom. The priority is to rent the house to larger groups however when vacant we offer as a 1 BR. PLEASE DON'T REQUEST PEAK/WEEKENDS in advance as we will decline. You will have the Inn to yourself, however, must keep to the 1Bedroom/bath & common space. IF YOU NEED more Bedrooms we can add for a fee. FMR Jackson House BNB is renovated, fireplace, hot tub, cozy beds. Close to Jackson Ctr, Skiing, snow showing, hiking, sleigh rides, story land, wonderful restaurants, etc.

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, 152 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, 592 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, 110 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, 397 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
A lofted bedroom features a spacious bed adorned with a vibrant striped blanket. Light filters through a window, highlighting the sloped whitewashed ceilings and simple artwork on the walls. Warm wood accents complement the soft, neutral tones throughout the room.
Home in Bridgton
4.98 out of 5 average rating, 149 reviews

Wren Cabin + Wood fired Sauna

We built the Wren Cabin to be a serene space filled with light and art and with lots of cozy details. Lofted ceilings, a spiral staircase and large open concept with lofted bedroom. The cabin also has a gorgeous wood-fired sauna for those colder days. Wren cabin has a large wraparound deck for relaxing and an outdoor fire pit, as well as shared access to Adams Pond. The space is modern Scandinavian, light and aery, and filled with thoughtful details.

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, 366 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.

Guest favourite
Chalet in Bartlett
4.91 out of 5 average rating, 315 reviews

*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

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
4.93 out of 5 average rating, 122 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!

Top guest favourite
A cozy open living area showcases a green corduroy couch and a fireplace, framed by large windows that offer views of the surrounding forest. A small dining table with two chairs is positioned near the door, while a unique tiled floor adds character to the space.
Chalet in Jackson
4.93 out of 5 average rating, 104 reviews

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!

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.

Popular amenities for Jackson holiday rentals

When is the best time to visit Jackson?

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Avg. price$309 SGD$321 SGD$262 SGD$239 SGD$255 SGD$283 SGD$329 SGD$337 SGD$296 SGD$302 SGD$292 SGD$307 SGD
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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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