
Pet-friendly holiday rentals in Jackson
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Top-rated pet-friendly home rentals in Jackson
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Summit View Cottage:Ski | Hot tub|Fireplace3bd 2ba
Summit view cottage boasts 3 acres in the beautiful green mountains, we are 1,700 feet up in elevation . At this brand newly built PET FRIENDLY cabin you will have 3 bedrooms and 2 full bathrooms, which will sleep 7 comfortably. We have a brand new 6 person HOT TUB! You will find yourself within 15 minutes to the world famous Stratton mtn, 15 minutes from Bromley mtn and a close 4 minutes to the local Magic mtn.Very close proximity to the town of Manchester, which has great shops and restaurants
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Riverbed Treehouse @hot tub & a new sauna & views!
The beautiful & brand new Riverbed Treehouse with private sauna and a stunning new hot tub! Views all day long and wildly awesome sunsets!! Stratton mountain is right at your toes with a babbling brook turned raging river in the Spring! Beautiful woods & trails to explore. Stunning ridge line off the ski trails of Magic Mnt!! Close to town for quick shopping & coffee shops! Xcountry ski or snowshoe or walk our groomed trails!! FAST WiFi, nature lovers & a birdwatchers paradise!! @bentapplefarm
PetsOutdoor spacesHiking

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 or glass of wine. Pets are welcome (we do charge a small fee for pets)!
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The "Bird House" Cabin Retreat
Our Birdhouse Retreat is one of the most sought-after destinations for couples and individuals seeking to reconnect with nature. Nestled in the valley of the Taconic and Green Mountains just 30 minutes from Saratoga Springs, NY, boasting quiet solitude. It sleeps 1-3 people. 1000 acre wetland, easy access, unbelievable wildlife viewing. Fish, Ducks, Geese, Blue Heron, Otter, Bobcat, and beaver may be seen in this environment. Watch National Geographic's Building Wild Video: Float My Cabin!
PetsWalkabilityAccess

The Farm Cottage- Quiet 1BR on Hobby Farm
Welcome to our peaceful 1-bedroom cottage on a small hobby farm, perfect for couples or solo travelers visiting the Bennington area. This cozy space is designed for rest and simplicity. Whether you're in town visiting family, exploring local trails, or just passing through for a few days, you’ll have a comfortable place to unwind and recharge. Thoughtful touches like fresh eggs from our chickens and homemade jams await you, while the cozy setup makes it easy to settle in and feel at home.
Outdoor spacesWalkabilityWi-Fi

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!
Outdoor spacesWalkabilityBathroom

The Vermont Farmhouse|Hiking|Dog Trails|Village
Experience the magic of this restored 1860s Vermont farmhouse, where historic charm meets modern luxury. This 1,700 sq ft retreat offers 2 cozy bedrooms, 2.5 baths, and sun-drenched living spaces. Relax in Adirondack rockers on the expansive deck, explore 280 acres of woodland trails right outside your door, or take a short stroll into the village. Later, gather at the fire pit for s’mores under the stars. Welcome to your quintessential New England escape at The Vermont Farmhouse.
PetsWalkabilityCheck-in

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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Classic Vermont A-Frame | Fire Pit | Near Stratton
Escape to a classic Vermont A-Frame in Jamaica, Vermont on a private wooded 3-acre property along scenic Route 100. Near Stratton Mountain, Mount Snow, Jamaica State Park, and Pike Falls, this peaceful mountain retreat is perfect for hiking, swimming holes, fall foliage, scenic drives, and outdoor adventures. Enjoy mornings on the screened porch and evenings around the fire pit listening to the river across the street under the Vermont stars.
PetsOutdoor spacesHospitality

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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Serene Bus Getaway Among Rolling Farm Land
Tucked off a quiet dirt road, this stationary bus promises to provide you and yours an unforgettable accommodation for your next Upstate NY retreat. Come stay in the Sleepy Tire, and wake up to beautiful views of Vermont’s Green Mountains, an indoor bathroom with flushing toilet and hot shower, and WiFi so you can stay connected to those that matter.
PetsOutdoor spacesCheck-in

Majestic Mountain Top Retreat
Off the grid, self sufficient, mountain top A Frame. Home is eco friendly running on solar power and propane to provide all the comforts of home. Has 4 bdrms, 3 baths, kitchen and large gathering area with million dollar views of NY,VT and MA.
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Popular amenities for Jackson pet-friendly home rentals
Pet-friendly house rentals

Lake George/ Adirondacks/Saratoga retreat
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Quaint One-Story Vermont House with Mountain View
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The Post Haus: one-of-a-kind modern VT experience
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Modern 3-bedroom A-frame in Londonderry w/ Pond
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MOUNTAIN NEST, views, Manchester, hot tub,
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Million dollar VIEWS | Hot Tub | Near Hedges Lake
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NEW 3 bedroom - Thoroughbred Farm & Lake Views!
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Experience one of kind VT Barn +Guest Favorite
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Pet-friendly home rentals with a pool

Magical Farm Getaway - a must visit!
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Watchtower Wood Burning HOT Tub Lake George
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Leonard’s Log - Private Hot Tub, Fire Pit, A/C
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Moon Valley Country Retreat no clean fee pets yes
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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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Cozy Cottage with pool and walk to lake
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Need a Getaway? Newly Relisted! Guest Favorite!
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Private, pet-friendly home rentals

Wheeler Cabin
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Suite Sunset 311 Rice Lane Bennington VT
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The King's Cottage
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The Birchwood Cabin - Stunning Mountain Views
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The Smithy Cottage at Consider Bardwell Farm
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The Owl's Nest Tiny Home (Pet Friendly)
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Hickory Ridge, Vermont Log Cabin, no cleaning fee
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Mountain side acres
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Destinations to explore
- New York City Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Boston Holiday rentals
- Québec City Holiday rentals
- Niagara Falls Holiday rentals
- Newark Holiday rentals
- Jersey City Holiday rentals
- Portland Holiday rentals
- Mont-Tremblant Holiday rentals
- Providence Holiday rentals
- Atlantic City Holiday rentals
- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Saratoga Race Course
- Berkshire East Mountain Resort
- Stratton Mountain Resort
- Jiminy Peak Mountain Resort
- Magic Mountain Ski Resort
- Pico Mountain Ski Resort
- Mount Snow Ski Resort
- Killington Resort
- Six Flags Great Escape Lodge & Indoor Water park
- West Mountain Ski Resort
- June Farms
- Thacher State Park
- Bousquet Mountain Ski Area
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- Rensselaer Polytechnic Institute
- Bromley Mountain Ski Resort
- Saratoga Spa State Park
- Adirondack Extreme Adventure Course
- National Museum of Racing and Hall of Fame
- University at Albany





