Vacation rentals in Jackson

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Top-rated vacation rentals in Jackson

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Cabin in Shaftsbury
4.99 out of 5 average rating, 481 reviews

Vermont Dream Cabin~70 Acres w/Hot Tub & Fireplace

Log cabin w/ hot tub on 70 acres of Vermont forest with hiking/snowshoe trails, river & mountain stream. Cozy up with wine, games or book by the huge stone woodburning fireplace with fav music from the vintage Bose stereo, enjoy coffee & stargazing on the rocking porch while taking in the mountain views & wildlife or explore the forest & river trails. Enjoy making meals in the ample fully stocked kitchen, the outdoor grill & around the campfire. Crisp AC.*4x4/AWD a MUST for WINTER only BOOKINGS*

Guest favorite
A bright living space is surrounded by floor-to-ceiling windows, offering views of vibrant foliage and serene waterways. A small wooden table is positioned on a natural wood floor, highlighting the connection to the outdoor landscape. Warm sunlight filters through the trees, creating a calm ambiance.
Home in Guilford
4.95 out of 5 average rating, 148 reviews

Vermont Mirror House

Escape to our stunning glass house nestled in the Vermont forest. This modern retreat offers breathtaking 360-degree views of lush wilderness and beautiful waterways. Unwind in the hot tub, warm up by the cozy fireplace, or rejuvenate in the sauna. Floor-to-ceiling windows bring nature indoors! Perfect for romantic getaways, small families or simply work away from work with fiber wifi. Experience tranquility during all seasons in this one-of-a-kind hideaway. Book now for an unforgettable escape!

Top guest favorite
Two horses graze peacefully in a grassy field, surrounded by vibrant autumn foliage. A brown and white foal stands beside a larger brown horse, both with heads lowered to the ground. Nearby trees display shades of orange and yellow, framing a background of rolling hills.
Home in Shushan
4.98 out of 5 average rating, 66 reviews

Camden Creek Farm

This is 1100 square feet of quiet living space in the country, with pleasant views of the hills and farmland. The southern exposure brings the sunlight through the windows . The farm is sheltered in a valley without an immediate neighbor close by. A spring-fed creek runs the whole length of the 140-acre main farm. This is a great place to visit for outdoor activities or to relax in country life. There are opportunities to observe farm animals, wildlife, farm endeavors and different seasons.

Top guest favorite
A spacious pavilion features a gently sloped roof and ample seating provided by several chairs. A lush green lawn surrounds the structure, while trees in varying shades provide a natural backdrop. The serene setting invites relaxation, with a clear blue sky above.
Cabin in Cambridge
4.93 out of 5 average rating, 87 reviews

The Long Lodge - a secluded year round getaway

This space offers a wonderful place to convene with family and friends. Adjacent to Battenkill Valley Outdoors, an outfitter for canoe, kayak, raft, or tube rentals, local hiking, or just being....come relax here. 3 bedroom, 2 full bathrooms, a stocked kitchen, common area, outdoor fire pit and grill, expansive lawn for grass games, & starry night skies. Cook great meals, tell tall tales, share experiences. Pet friendly...a space to toss balls & a full dog run. This is an all season rental.

Top guest favorite
A charming treehouse is nestled among lush green foliage, featuring a rustic wooden exterior and a wraparound deck. Sunlight filters through the trees, creating a serene atmosphere that invites relaxation and connection with nature.
Treehouse in Argyle
4.99 out of 5 average rating, 124 reviews

Out On a Limb • A Magical Treehouse Experience

Welcome to Out on a Limb, our magical treehouse nestled in the serene woods of upstate New York. This cozy, charming hideaway offers a peaceful & romantic escape, perfect for couples or solo travelers looking to connect with nature. Surrounded by towering trees, the treehouse provides a unique experience year round—from relaxing in the hot-tub on a snowy night, to stargazing by the campfire. The treehouse is always stocked with waffle mix & homemade frozen cookies. We can’t wait to host you!

Top guest favorite
A spacious wooden deck is adorned with a rustic table set for a meal, surrounded by lush green trees. Below, the Battenkill River flows gently, reflecting the nearby foliage. A glimpse of the apartment's inviting interior is visible, featuring cozy bedding and a decorative table. Steps lead upward to the deck.
Guesthouse in Greenwich
4.96 out of 5 average rating, 176 reviews

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!

Top guest favorite
The guesthouse sits nestled among trees, featuring a rustic facade with large windows. A deck extends from the entrance, surrounded by greenery, providing a sense of seclusion. The surrounding area is characterized by verdant foliage and natural pathways leading to the house.
Guesthouse in Salem
4.98 out of 5 average rating, 143 reviews

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)!

Guest favorite
The tranquil surface of the spring-fed lake reflects lush green trees and a serene sky. Various cottages are visible along the shore, creating a peaceful lakefront scene surrounded by nature.
Cottage in Cambridge
4.9 out of 5 average rating, 42 reviews

Sunrise Cottage Lake House

2026 Booking for May - October 2026 Open Cozy and stylish cottage, located near a crystal clear spring-fed private lake. 2 bedroom + office, the office can be used as a bedroom and be set up with a high rise queen blow-up mattress with topper upon request. Our cottage offers the perfect combination of wooded privacy and lake life. Enjoy spring flowers, summer splash, and spectacular fall colors. Spend lazy days lounging on your deck surrounded by nature or down by the dock.

Guest favorite
A rustic country cabin is surrounded by lush greenery and tall trees. A gravel driveway leads up to the cabin, which features red shutters and a welcoming porch. Four Adirondack chairs are arranged around a firepit, inviting relaxation in the outdoor space.
Cabin in Cambridge
4.95 out of 5 average rating, 42 reviews

The Cabin on Pine Hill

Relax with the whole family at this peaceful cabin getaway. Sitting on 55 acres, theres plenty of space for everyone. The hiking trail goes past the swimming pond and weaves its way to the top of the hill where there's wide open spaces thru the oak and pines. Listen to birds, watch deer and turkeys roam thru the yard while you sit on the front porch and enjoy the peace and quiet. 2 miles to town, close to the Battenkill River and other nearby attractions.

Top guest favorite
An inviting outdoor space features colorful chairs surrounding a fire pit, set against a winter backdrop. A cozy seating area on a deck showcases modern decor, including a patterned throw and a view of rolling hills framed by an oversized circular window.
Cottage in Shaftsbury
4.98 out of 5 average rating, 776 reviews

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.

Top guest favorite
The cabin's A-frame structure is surrounded by trees, with warm light glowing from the large windows. A spacious deck is visible, featuring outdoor seating. The tranquil landscape offers a serene atmosphere, blending the home harmoniously with nature.
Cabin in Shushan
4.86 out of 5 average rating, 293 reviews

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..

Top guest favorite
A wooden sign marked 'Battenkill Bed & Breakfast' stands prominently at the entrance, framed by lush green grass and flowering plants. Tall trees provide a natural backdrop, enhancing the serene setting.
Cottage in Cambridge
4.99 out of 5 average rating, 121 reviews

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.

Popular amenities for Jackson vacation rentals