
Family-friendly holiday 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.

Apartment in Historic Village Home
Our home was built in the 1830's, and the apartment added in the 1950's. The apartment has a throwback feel. We are an easy walk to restaurants, Flynn's funeral home, the school, and churches. We are minutes from the Washington County Fairgrounds. We are 1/2 an hour from the Saratoga race track, 45 minutes to Lake George, 10 minutes from Willard Mt, and an hour from great Vermont skiing! We have a full kitchen, guests say our beds are super comfy, and we have hi-speed cable and Internet!
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Apartment on the Battenkill 30 minutes to Saratoga
Enjoy the natural beauty of the Battenkill River in our private, charming, guest apartment located on the outskirts of Greenwich, New York just 20 miles from Saratoga Race Course and a lovely scenic drive to Lake George and Vermont. Our cozy space includes 1 private bedroom with a queen size bed (linens included), a couch that can sleep an additional 2, TV, dining space and a complete kitchen. Lounge on the spacious deck, fish, take a dip in the river and enjoy comfort of our cozy space!
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The Hygge Loft- mid-mod cabin on 70 acres w/HotTub
The Hygge Loft: a midcentury modern-designed cabin nestled among 70 acres of privately-owned forest with rivers & hiking trails. Enjoy sipping an espresso or wine while listening to vinyl records, cozied up by the wood-burning fireplace. Take a walk in the forest to the river or stargaze by the firepit on the private deck. Indulge in a luxurious bath or snuggle up in the ultra comfy king-size bed with views of treetops and sky all around. It’s the kind of place you’ll never want to leave!
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A Bedroom in the woods with lovely views!
Picturesque location on farmland with views of the mountains. We are a micro farm. Wake up and watch the sunrise and go for a short hike on the property, and get to know the animals. We are located 35 minutes from Saratoga Springs and Lake George, NY and 45 minutes from Dorset and Manchester, VT. Hike the Adirondack or Green Mountains, paddle the streams or go to a nearby small city for a play, a festival, or a concert. There is a long list of things to do and see within an hour of us!
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Guest House at Hummingbird Hill
Our small above-garage guesthouse on the New York/Vermont border is a retreat from busy life. The open floor plan, airy apartment has windows on all sides & overlooks woods & meadow. The guesthouse is ideal for those looking to get away from electronics and the internet (note: no Wifi), and hike and bike the area’s trails, and/or paddle the Battenkill River and area lakes. Or just sit on the deck with a book and cup of tea. Pets are welcome (we do charge a small fee for pets)!
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Cozy Retreat in the Trees
Time travel to 1958 in this architectural gem! This mid-century modern glass and wood cabin is 300 yards away from a charming small lake. The house is NOT on the lake itself, but it is surrounded by trees in a lovely secluded spot. The only heat is a wood stove... but there is a 4-person cedar barrel sauna in the woods that is electric. A classic 1952 Spartanette travel trailer serves as an extra bedroom. This is a true retreat for romance and adventure.
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Schoolhouse Spa Retreat on a Vermont Farm
Escape to our historic and lovingly-renovated schoolhouse on a 250-acre verified-regenerative farm, where Green Mountain views meet modern comfort. Unwind in your private hot tub and barrel sauna after exploring farm trails, then fall asleep to the gentle sounds of sheep grazing in the pastures below. This is Vermont at its most authentic—working farm life with all the luxury. Level 2 EV charger, in-unit washer/dryer, and ductless AC for summer comfort.
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Cozy rustic cabin in the hamlet of Shushan. N.Y.
This cabin overlooks a nature preserve.lots of wildlife,with a peaceful and Serene atmosphere. animals are welcome. the battenkill river is closeby 30 min from Manchester v.t and Saratoga springs ny.cozy up to a fire with a good book,or head out for some designer shopping.hiking trails in Vermont and newyork and plenty of ski resorts ,and snowmobilng.within 30 min. we welcome all animals in the home. enjoy the quiet, and views of shushan NY.here..
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Guest Cottage Battenkill BnB- A Peaceful Getaway
This newly renovated carriage house is nestled in the Battenkill River Valley alongside a picturesque spring fed Marsh . The post and beam structure is private and quiet as it is distanced from my family home . The kitchen is stocked with a bounty of delicious local and organic self serve breakfast choices plus a wide range of organic coffees and teas.Please feel free to let us know if you have any dietary restrictions.
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Suite on Salem
Keep it simple at this peaceful and centrally-located place. Walking distance to Salem Central, Fort Salem Theater, the Historic Salem Courthouse, Jacko's, Salem Art Work, On a Limb Bakery, and less than an hour to vermont sking. Come stay in our secure 2-room suite plus bathroom with a separate entrance uniquely filled with local art and antiques. Includes cube-sized refrigerator, coffee maker, and microwave for use.
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Modern Cabin with Outdoor Spa on Vermont Farm
Romantic modern cabin with private hot tub on a 100-acre Vermont farm. This Scandinavian-style retreat features soaring windows, a king bed with luxury linens, a cozy fireplace, and a sleek kitchen. Perfect for couples seeking a peaceful getaway, farm stay, or eco-friendly escape. Soak under the stars, meet our friendly goats, and enjoy the beauty of southern Vermont from your light-filled solar-powered cabin.
KitchenIndoor spacesSolo travel

"The BattenView" on the Battenkill River
Camp site on the Battenkill River to restore your soul. Enjoy the view, the peace, the river. Kayak, swim, fish, grill, relax next to the firepit, enjoy the wildlife and stargaze. Water & electrical hook-ups provided. Note: RV in photo is no longer available - it is just to show what your experience with your own RV will be like. Two kayaks provided. Total restoration from your hectic daily routine.
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Popular amenities for Jackson family-friendly rentals
Family-friendly home rentals with a hot tub

The Birchwood Cabin - Stunning Mountain Views
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Out On a Limb • A Magical Treehouse Experience
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Alpine Reflection + Hot Tub
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Beautiful Timber Frame Retreat
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Cottage On The Farm
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Magical Farm Getaway - a must visit!
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Vermont Mirror House
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Mountain view chalet with hot tub & fire pit!
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Family- and pet-friendly home rentals

Yellow Door Inn
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Three Pines Lake House on Cossayuna Lake
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Pond Cottage at Consider Bardwell Farm
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The Farm Cottage- Quiet 1BR on Hobby Farm
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Quaint One-Story Vermont House with Mountain View
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Suite Sunset 311 Rice Lane Bennington VT
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The Owl's Nest Tiny Home (Pet Friendly)
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400+ Airbnb Visits: Incredible Mountain Cabin
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Family-friendly home rentals with a pool

Moon Valley Country Retreat no clean fee pets yes
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Waterfront Saratoga Lake home!- Pool, dock, kayak
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Cozy Stay – King Bed, Soaking Tub & Fire Pit
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The Woodshed High rise Wood Burning HOT Tub
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Contemporary, Warm & Cozy Home mins to Saratoga
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Town & Country Getaway: Pool Gardens Views 6 Acres
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Beautiful rustic woods and fields retreat.
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Cozy cottage with pool, walking distance to lake
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Destinations to explore
- New York City Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Boston Holiday rentals
- Quebec City Holiday rentals
- Niagara Falls Holiday rentals
- Jersey City Holiday rentals
- Portland Holiday rentals
- Newark Holiday rentals
- Mont-Tremblant Holiday rentals
- Atlantic City Holiday rentals
- Newport Holiday rentals
- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Saratoga Race Course
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Magic Mountain Ski Resort
- June Farms
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- West Mountain Ski Resort
- Thacher State Park
- Bousquet Mountain Ski Area
- Hildene, The Lincoln Family Home
- Killington Resort
- Rensselaer Polytechnic Institute
- Bromley Mountain Ski Resort
- Saratoga Spa State Park
- MVP Arena
- Emerald Lake State Park
- New York State Museum
- Massachusetts Museum of Contemporary Art
- National Museum of Racing and Hall of Fame
- Trout Lake





