Holiday rentals in Jackson

4.98 out of 5 average rating, 528 reviews

Guest suite in Conway

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.

4.98 out of 5 average rating, 124 reviews

Barn in Bartlett

The Birch Barn-White Mountains-HGTV Designer

Escape to The Birch Barn. Renovated, private and serene, surrounded by melodies of our brook. Close to skiing, Storyland, North Conway and Jackson Village. Picturesque and convenient location, high on the ridge and in the woods, nestled between Jackson and North Conway. Enjoy the large private deck, outdoor grill and secluded fire pit. 5 mins to Storyland, 12 mins to North Conway, 8 mins to Attitash, close to bakeries and restaurants. A perfect location; secluded but in the heart of the valley.

4.82 out of 5 average rating, 124 reviews

Flat in Bartlett

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.

4.97 out of 5 average rating, 195 reviews

Townhouse in Bartlett

3 Bears Glen- Across St from Story Land, Pool & AC

Welcome to Three Bears Glen! A cozy condo is located right across the street from StoryLand and Living Shores Aquarium! This 2 Bedroom 1st floor end unit condo is the perfect getaway. This family friendly home features a private entrance, fully equipped kitchen, A/C, Wi-Fi, 3 Roku enabled TVs, games(adults & kids), washer/dryer & patio seating. Golf our 9 hole course located right outside the front door. Enjoy the outdoors at the pool, playground, hiking or mountain biking near the condo.

4.9 out of 5 average rating, 143 reviews

Cozy 1 BR Resort Condo; Fireplace; Amazing views

Located at one of Mount Washington Valley's Premier 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 full 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.

4.84 out of 5 average rating, 913 reviews

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.

4.97 out of 5 average rating, 562 reviews

Flat in Jackson

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.

4.99 out of 5 average rating, 177 reviews

Cottage in Jackson

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.

4.91 out of 5 average rating, 179 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.

4.96 out of 5 average rating, 341 reviews

Cabin in Lovell

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.

4.89 out of 5 average rating, 264 reviews

Intimate Garden Style Condo with Mountain Views

One bedroom garden style, end unit condo in scenic Bartlett, New Hampshire is the perfect setting for your next get-away or small family vacation. Cradled in the heart of the Mount Washington Valley, Bartlett plays home to Story Land, Attitash Mountain Resort, great hiking and some of the valley's best restaurants. The condo recently had an update to our kitchen and bath spring of 2023!

4.94 out of 5 average rating, 126 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.

Holiday rentals for every style

Get the amount of space that is right for you

Villas

Luxurious estates for the ultimate escape

Flats

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Jackson holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Jackson

5 out of 5 average rating, 4 reviews

Stunning Mt Washington Views

DanielleRating, 5 stars2 weeks ago

Tim's place was great! Felt like home. View is amazing! Cathedral wood ceilings make the place so warm and cozy. Kitchen and bathroom clean with upgrades. Comfortable beds and spacious rooms. Location is perfect. Close to restaurants, N. Conway, and both Crawford and Pinkham notch for hiking and other adventures. Tim was super responsive and friendly. Would definitely rent again!

4.98 out of 5 average rating, 42 reviews

Doublehead Lodge | luxury, views, mins to skiing

AshleeRating, 5 stars3 months ago

There aren’t many Airbnb’s in new hampshire where you can walk to the end of the driveway and hike a 3,000 footer or drive a minute down the road and go skiing. We had a blast during our stay, to say the least. The house was spacious and spotless and the views were breathtaking, with the mountains surrounding you. This was our 3rd stay with Chelsea and you seriously cannot find a better/more gracious host. She is thoughtful and provides a luxury home that promotes relaxation and most importantly, happiness. Soak up the sun that filters through the living room or soak in the gorgeous tub facing Mount Washington (can be seen clearly in the winter), you can’t go wrong with either. Thank you so much for opening up your home for others to enjoy, we can’t wait to be back again!!!

4.93 out of 5 average rating, 61 reviews

Apartment in Jackson

Dog-friendly Wentworth Condo by Skiing, Golf, Town

DanielRating, 5 stars3 weeks ago

Great condo with all the amenities you need. Beautiful location on the golf course, but private and quiet.

5 out of 5 average rating, 4 reviews

Cabin in Greenwood

Luxury Nordic Cabin | Lakefront w Hot Tub + Sauna

MarianRating, 5 stars3 months ago

An absolute gem if you want to reconnect with family/nature, relax and unplugg. It was so peaceful and tranquil. my 5 year old son loved being in the loft stargazing at night. we would be sitting in the deck by the firepit for smores and some snacks every night. Truly, one of our best family trips. Kendra is also very responsive.

4.92 out of 5 average rating, 39 reviews

Home in Jackson

Unique Jackson's Jewel

JamesRating, 5 stars1 week ago

The house was beautiful and in a great location. Both hosts were very responsive and respectful with anything that we needed help with or done. My party and I really enjoyed our stay and would definitely go again. Thank you again to our wonderful hosts.

4.97 out of 5 average rating, 70 reviews

Sunset Mountainside Retreat

KirillRating, 5 stars2 months ago

Great place. Great location. Very clean and updated. Our 2 year old loved all the stuffed toy bears.

4.64 out of 5 average rating, 118 reviews

Secluded getaway in White Mountains

SarahRating, 5 stars3 weeks ago

This is our second time staying at Kate's place. We love the quite and peaceful location and the ability to walk and hike right out the door on the forest roads/ski trails up to Wildcat and Carter Dome. There are plenty of dishes and pots and pans for cooking, and all the accessories like a can opener and vegetable peeler. We enjoyed hearing an owl at night and watching the woodpeckers feed their babies in a tree outside the house. The basement bedrooms are cool and comfortable, and we absolutely love the old furniture and variety of books to peruse. It's a very comfortable place to stay!