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Family-friendly vacation rentals in Jackson

Find and book unique family-friendly homes on Airbnb

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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Home in Readsboro

4.86 out of 5 average rating, 124 reviews

Relax in Peaceful Vermont! (Pet Friendly)

Beautiful Country Home, nestled in Vermont's Green mountains, panoramic views, with good access by the road. A babbling brook to lull you asleep from the master bedroom, and a clawfoot soaking tub, fully stocked house. Hiking, antiques, shops, lakes, picnics, covered bridges, cozy local inns, mountain views! Enjoy Vermont! Scenic roads, Mt. Snow, VAST trails, Mt.Greylock, Mass MOCA museum, nearby N.Adams, MA, Berkshires. Bennington Wilmington & Mt. Snow. PEACEFUL & PERFECT Vermont getaway! ☺

Farm stay in Moreau

4.96 out of 5 average rating, 337 reviews

Cabin On The Farm

Our Hobby Farm Cabin is perfect for the ‘low-maintenance’ solo adventurer, couple, or small family looking to get away. We offer a small farm feel and are centrally located between Saratoga Springs and Lake George. Be sure to check out our other listing, ‘Cottage On The Farm’ if traveling with friends and family but wish to stay in separate accommodations. Please refer to our Policies & Rules for information about the required waivers you'll receive after booking. *Please Read Entire Listing*

Rental unit in Saratoga Springs

4.91 out of 5 average rating, 258 reviews

Cody Farms Private Spacious Apartment - No Cln Fee

Come visit a most peaceful and serene setting as you relax in our fully furnished farm apartment! We have everything you need for a very comfortable stay in Saratoga Springs, NY! Just 10 minutes from the Race track, Casino and downtown shopping. Comfortably sleeps 4 adults with one bedroom and one pull out couch. Smart TVs and Wifi included. Full kitchen and beautiful walk out deck to watch the sun rise. Washer and dryer available. Horse boarding available upon request, please call for details.

Yurt in Pattersonville

4.99 out of 5 average rating, 844 reviews

Mariaville Goat Farm Yurt

A peaceful, charming, 20’ yurt in the woods on our small, off-the-grid goat farm! If you are looking to get away from it all (and still be close to SO much) - this is the place for you! Enjoy a nap in the hammock, s’mores around a campfire, a great night’s sleep under the stars, a country breakfast delivered to your door - and goats! Take a walk in the woods...enjoy the unique landscaping...try goat yoga! Or, experience some of the area’s AMAZING food, beverages, shopping, and attractions!

Guesthouse in Granville

4.9 out of 5 average rating, 846 reviews

Moon Valley Country Retreat no clean fee pets yes

Unique centrally located, peaceful country chalet between the Adirondack and Green Mountains on 60 acres. Starlink available if your phone doesn't work here. Near Lk George, Lk Champlain, & VT. Hike, fish, swim nearby. Air conditioners on the main floor for the summer months. Our 9120 watt solar array powers our property. During the cold months enjoy the wood stove. All wheel drive a must in winter. We have a spacious deck by the shared pool, pergola, and a shady deck by the stream.

Home in Salem

4.98 out of 5 average rating, 185 reviews

Magical Farm Getaway - a must visit!

Beautifully restored 18th century farmhouse situated on 4.6 private acres within a 180 acre working farm. Five bedrooms, wood stoves, ample living space, and a cheery sun room with gorgeous views make this house one of a kind. Our backyard features an in-ground, heated, salt water swimming pool (open May to mid-Oct), fire pit (open year-round), large outdoor dining table, gas grill, and a deck with lounge seating and jacuzzi (open year-round). Parties and events are not allowed.

Cottage in Shaftsbury

4.98 out of 5 average rating, 636 reviews

Vermont Schoolhouse Farm Cottage - Sauna + Hot Tub

This newly-renovated historic schoolhouse overlooks our family's regenerative organic farm. The Schoolhouse is bright & open, with a modern design & peaceful, rustic feel. It is the perfect place to relax & enjoy a country setting with views of the Green Mountains in every direction. We have added a new private deck at the Schoolhouse property, with a hot tub & panoramic barrel sauna. Come to unwind, cook, & enjoy a quintessential Vermont experience on our 350 acre property.

Cabin in Shaftsbury

4.9 out of 5 average rating, 399 reviews

The LoveNest -Charming private cabin on 65 acres

The Love Nest has returned! We’re high up on the hill yet close to art and culture, great views, restaurants and dining, family-friendly activities, skiing, Bennington, Manchester VT close by. Williamstown Mass not far. A huge yard. You’ll love my place because of the coziness, the light, the comfy bed, the well equipped kitchen, privacy and views, the extreme quiet and relaxation. Waterfalls! My place is good for couples, solo adventurers, and dog guests. 420 friendly!

Home in Ballston Spa

4.93 out of 5 average rating, 121 reviews

Legend Ln Saratoga Track Rental

Our home is located in a peaceful quiet family friendly development that's close to restaurants, entertainment, family activities just minutes from downtown Saratoga, nightlife, Saratoga Springs Racetrack and Saratoga Performing Arts Center. You’ll love our house because it is comfortable, and the location is close enough to be at the racetrack in 15 minutes. We have a back deck with outdoor set for dining, nice back yard with automatic sprinklers.

Guesthouse in Cambridge

4.95 out of 5 average rating, 174 reviews

Quiet and Cozy Country Cottage

Very clean, well kept, 1 bedroom country cottage. Hardwood floors in bedroom and kitchen. Propane heater for winter months and AC in the summer. This a very quiet place, great for a relaxing getaway. There is a fire pit on the property, right near the cottage, for evening fires. We recommend AWD or 4WD or vehicles with snow tires during winter months. The cottage is located on a hill, can be slippery in the winter.

Rental unit in Bennington

4.93 out of 5 average rating, 612 reviews

The Octopus's Garden

Welcome to the Octopus' Garden, a warm and cozy oasis located in the heart of Bennington, VT. This relaxing one bedroom suite, infused with amenities and much love, comfortably accommodates 2 people. This peaceful space is only a 10 minute walk to art, shops and dining and is the perfect hub for a variety of activities in Southern Vermont and Western Massachusetts.

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Popular amenities for Jackson family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Home in Broadalbin

4.94 out of 5 average rating, 145 reviews

Great Sacandaga Lake: Treetop Lodge Family Escape!

Home in Plymouth

4.95 out of 5 average rating, 236 reviews

Top of the World! Jacuzzi! Private Hiking Trails!

Home in Colrain

4.93 out of 5 average rating, 167 reviews

Secluded Farmhouse Retreat - stunning views

Farm stay in Valley Falls

4.89 out of 5 average rating, 221 reviews

Country Getaway Lodge / Ranch

Home in Saratoga Springs

4.81 out of 5 average rating, 119 reviews

Saratoga Escape

Home in Lake George

4.83 out of 5 average rating, 316 reviews

Lux 2 br King Suite w Hot Tub in Lake George

Cabin in Londonderry

4.82 out of 5 average rating, 438 reviews

The Honeymoon Barn - hot tub/sauna #1 Airbb S. VT

Home in Bolton

4.84 out of 5 average rating, 212 reviews

The Summerwind Lodge

Family- and pet-friendly home rentals

Guesthouse in Stephentown

5 out of 5 average rating, 390 reviews

Dog Friendly Studio

Cabin in Cavendish

4.97 out of 5 average rating, 143 reviews

The Cozy Little Red Cabin

Cabin in Brattleboro

4.88 out of 5 average rating, 483 reviews

Cottage

Cabin in Woodford

4.84 out of 5 average rating, 360 reviews

400+ Airbnb Visits: Incredible Mountain Cabin

Home in Danby

4.96 out of 5 average rating, 212 reviews

Comfortable farmhouse with stunning views

Chalet in Dover

4.92 out of 5 average rating, 285 reviews

A charming VT chalet

Rental unit in Newfane

4.97 out of 5 average rating, 430 reviews

Rock River Retreat: VT Oasis Pet Friendly

Rental unit in Montague

4.93 out of 5 average rating, 424 reviews

Beautifully renovated three bedroom

Family-friendly home rentals with a pool

Townhouse in Dover

4.96 out of 5 average rating, 143 reviews

Bear's Den - Mt Snow Townhome w/ Ski Home Trail!

Condo in Dover

4.87 out of 5 average rating, 228 reviews

Mt Snow Ski In/Out at Seasons

Home in Saratoga Springs

4.86 out of 5 average rating, 110 reviews

Saratoga Springs convenient tranquil location.

Rental unit in Rexford

4.96 out of 5 average rating, 356 reviews

Need a Getaway??

Condo in Killington

4.78 out of 5 average rating, 287 reviews

Serene Top Floor Condo (resort style amenities)

Condo in Killington

4.96 out of 5 average rating, 126 reviews

#45 Luxury Ski & Summer Condo with Private Sauna

Condo in Hancock

4.84 out of 5 average rating, 140 reviews

Cozy Condo @ Jiminy Peak

Condo in Killington

4.93 out of 5 average rating, 414 reviews

PICO Bike Golf Hike 1 bedroom 1 night Ok shuttle

Quick stats about vacation rentals that are family-friendly in Jackson

Total rentals
20 properties
Nightly prices starting at
$110 before taxes and fees
Total number of reviews
800 reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi

Destinations to explore