
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
WalkabilityPetsLong stay

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.
WalkabilityPetsWi-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!
WalkabilityOutdoor spacesAccuracy

Quaint One-Story Vermont House with Mountain View
From our quaint one-story house, you can see a variety of scenery, from the bright changing colors of the leaves in the autumn to the soft piles of snow in the winter. Experience the quiet of the nearby woods, and see roaming animals such as deer or turkey. Make sure to stop at one of the nearby lakes, each of which offers a variety of amenities, and lush scenery. In the winter, keep warm in the cozy living room next to the fireplace, while having a chat with your friends and family.
PetsOutdoor spacesAir conditioning

The Birchwood Cabin - Stunning Mountain Views
Welcome to the Birchwood Cabin - a beautiful log cabin with stunning mountain views! Relax in the hot tub overlooking the mountains or enjoy hot chocolate by the fire. Play a game of pool or shuffleboard downstairs. The Birchwood Cabin is in a peaceful, quiet location but is only a 10-minute drive to Manchester, if you'd like to go shopping or grab a bite to eat! Hit the slopes at Bromley Mountain or Stratton Mountain or in the warmer weather head to The Equinox for a round of golf!
PetsOutdoor spacesIndoor spaces

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.
Outdoor spacesPetsAmenities

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)!
PetsOutdoor spacesBiking

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..
WalkabilityOutdoor spacesBarbecue

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.
PetsOutdoor spacesValue

Pond Cottage at Consider Bardwell Farm
Our newly renovated cottage at Consider Bardwell Farm with huge pond and farmland views awaits visitors looking for a place to escape the daily grind. Located in the Mettowee Valley, Pond Cottage is near ski resorts, hiking trails, and swimming holes. Ideal for all-season sports and shopping. Enjoy meeting our goats as well as enjoying Vermont cheeses, local goodies and produce that we can stock in your cottage.
PetsWalkabilityCondition

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 spacesFamily

“Silver Birch” overlooking the Green Mountains, VT
Converted walk-in cooler transformed into elegant and quaint, all-season cabin overlooking scenic farmland and the Green Mountains of Vermont. You will be surrounded by the peaceful and quiet sights and sounds of nature with spectacular sunrise views and acres of woods to explore.
WalkabilityPetsValue
Popular amenities for Jackson pet-friendly home rentals
Pet-friendly house rentals

Magical Farm Getaway - a must visit!
WalkabilityOutdoor spacesGetting around

Modern 3-bedroom A-frame in Londonderry w/ Pond
PetsWalkabilityLocation

MOUNTAIN NEST, views, Manchester, hot tub,
PetsOutdoor spacesKitchen

Comfortable farmhouse with stunning views
PetsWalkabilityBathroom

Waterfront Serenity Superclean! Hot tub- Sunrise!
PetsWalkabilityFamily

One of Kind renovated Cozy VT Barn +Guest Favorite
Outdoor spacesPetsBathroom

Lovers Honey Pond Treehouse with hot tub & sauna
Outdoor spacesWalkabilityKitchen

The Mushroom House of Manchester Vermont
WalkabilityOutdoor spacesParking
Pet-friendly home rentals with a pool

“Elm” Cozy Pond-side Cabin w/wood stove
PetsWalkabilityParking

Log Cabin Near Stratton/Mt Snow
PetsWalkabilityPool

Leonard’s Log - Private Hot Tub, Fire Pit, A/C
WalkabilityOutdoor spacesCheckout

Moon Valley Country Retreat no clean fee pets yes
Outdoor spacesPetsComfort

The Woodshed High rise Wood Burning HOT Tub
PetsWalkabilityLocation

Cozy Cottage with pool and walk to lake
Outdoor spacesWalkabilityLayout

Cozy cottage with pool, walking distance to lake
WalkabilityPetsAir conditioning

Beautiful rustic woods and fields retreat.
WalkabilityPetsHospitality
Private, pet-friendly home rentals

The King's Cottage
Outdoor spacesWalkabilitySleep quality

Wheeler Cabin
PetsOutdoor spacesAmenities

Suite Sunset 311 Rice Lane Bennington VT
PetsOutdoor spacesGetting around

Mountain Cabin on 56 ac outdoor hot tub Hebron, NY
PetsOutdoor spacesIndoor spaces

400+ Airbnb Visits: Incredible Mountain Cabin
Outdoor spacesPetsSkiing

White Doe Farm• close to VT Summer Horse Show!
PetsOutdoor spacesGetting around

Private Cabin/PetsOK/AC/Minutes to Okemo/Fast Wifi
Outdoor spacesWalkabilityDecor

The Owl's Nest Tiny Home (Pet Friendly)
Outdoor spacesPetsValue
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





