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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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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.

Guesthouse in Greenwich

4.95 out of 5 average rating, 149 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 new space!

Home in Cambridge

5 out of 5 average rating, 112 reviews

Winding Trails Lake House, Hedges Lake, NY

Beautiful, remodeled lake house w/ private dock and 75 feet of private shoreline! Literally steps from the crystal clear, spring fed waters of Hedges Lake with spectacular views from virtually every window in the house! Cozy living room, fast WiFi, TV's w/ ROKU, central heat & AC, fully equipped kitchen, all new mattresses, bed #1 Master Suite w/ Cal King, full bath & retreat; bed #2 Queen; bed #3 2 adult length twinXL; laundry room, office/work area, covered & open patio areas with gas grill.

Home in Sandgate

4.99 out of 5 average rating, 104 reviews

Country Colonial Home with rolling fields & stream

This wonderful colonial home offers wide open space on 21 acres of rolling fields with paths leading to the Green River. In the summer build your own dam or in the winter cross country ski along the edges of the stream and get a full view of the West Arlington valley. Swearing Hill is located within a mile of an old country store for all types of immediate supplies. The town of Arlington is 5 miles away, and Manchester, Vt. Is 14 miles, offering golfing, shopping, and wonderful restaurants.

Cabin in Shaftsbury

4.99 out of 5 average rating, 241 reviews

The Hygge Loft- mid-mod cabin on 70 forested acres

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!

Guesthouse in North Bennington

4.99 out of 5 average rating, 209 reviews

Birch House - lake, green trees + modern comforts

We're a little guest house near a lake in Vermont with green trees + modern comforts. Perfect for couples + individuals looking to relax + enjoy nature. Renovated, light space with cozy, minimalist vibes. A small modern cabin that's peaceful + private. Tucked into a quiet neighborhood. Main home is a separate building next door. Near Bennington College. 12 minutes to downtown Bennington. IG birchhousevt Please note that due to a severe allergy, it is difficult to accommodate animals.

Guesthouse in Arlington

4.98 out of 5 average rating, 153 reviews

Cozy Log Cabin Suite [100+ Reviews 4.98 Rating]

Welcome to a cozy log cabin loft on private property. Our 600+ square foot suite is consistently upgraded for our guest. You'll enjoy high end accommodations, solid wood flooring, AC, 50" TV with Cable, wireless internet, premium King size bed, fridge and kitchen. Cleanliness has always been a top priority for our guests. We are proud to hold a 5-star rating. As a Registered Nurse in our local hospital, I can assure you we are cleaning and disinfecting following the CDC guidelines.

Cottage in Shaftsbury

4.98 out of 5 average rating, 637 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.

Guest suite in Shaftsbury

4.99 out of 5 average rating, 153 reviews

Peaceful Stay at Birds of a Feather Farm & Spa

Our cozy upstairs studio can accommodates up to 4 and is separate from the main house. Plush towels, linen, pillows and blankets. Kitchenette is fully stocked with everything you need for cooking. The private entrance is equipped with punch key lock to facilitate easy self check-in. A queen size sleep number bed, queen size pullout couch, table with four chairs, a dresser, one bathroom with shower, smart TV and WIFI. Heat and cooling. A spa is available and infrared sauna.

Farm stay in Hoosick

4.95 out of 5 average rating, 165 reviews

Airbnb @ Sweet & Savory Farmette

Welcome to the AirBnB situated on a small working farm. You are welcome to tour the grounds to say hello to all the animals. This place is for the birds! No really you will enjoy watching chickens, ducks, emus, geese, guinea fowl, and peafowl. The farm is also home to a herd of beautiful alpaca and resident llama, curious goats, and barn cats. There are working livestock guardian dogs who watch over the herd who will greet you from behind the fence.

Guesthouse in Cambridge

4.95 out of 5 average rating, 176 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, 618 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.

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

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Unique stays

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Homes

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Popular amenities for Jackson vacation rentals

Free parking on premises

Air conditioning

Stay near Jackson's top sights

Hubbard Hall - Center for the Arts and Education26 locals recommend

Battenkill Valley Outdoors18 locals recommend

Country Gals Cafe'17 locals recommend

Silvano's Italian Restaurant16 locals recommend

Round House Bakery Cafe15 locals recommend

Argyle Brewing Company Cambridge NY15 locals recommend

Other great vacation rentals in Jackson

Cottage in Greenwich

5 out of 5 average rating, 32 reviews

Cozy Country Cottage

Cottage in Eagle Bridge

5 out of 5 average rating, 25 reviews

The Crik House: modern digs, American farm country

Barn in Salem

4.88 out of 5 average rating, 16 reviews

The Barn at Crappy Acres

Guest suite in Cambridge

4.95 out of 5 average rating, 57 reviews

Spacious 2-bedroom

Tiny home in Cambridge

5 out of 5 average rating, 38 reviews

Sowilo Maple House. All-inclusive Food and Drinks

Guesthouse in Greenwich

5 out of 5 average rating, 25 reviews

Plow & Stars Farm Guesthouse

Cottage in Cambridge

4.92 out of 5 average rating, 48 reviews

Meadow Cottage

Home in Cambridge

5 out of 5 average rating, 27 reviews

Where the Wild Things Are Author's Private Retreat

Quick stats about vacation rentals in Jackson

Total rentals
40 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
2.1K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace

Frequently Asked Questions

Do house rentals in Jackson have wifi?
Absolutely! We offer over 10 house rentals with wifi in Jackson. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Jackson have free parking?
Absolutely! We offer over 10 house rentals with free parking in Jackson. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Jackson have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Jackson. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Jackson?
Four-legged friends are welcome in Jackson. Choose from more than 20 vacation rentals for guests traveling with pets.
What are the most popular amenities for House Rentals in Jackson?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with air conditioning, over 10 homes with wifi, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there vacation rentals with a dedicated workspace in Jackson?
Yes! Work meets play with ease at over 20 vacation rentals in Jackson featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there family-friendly vacation rentals in Jackson?
Jackson has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Jackson have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Jackson. Enjoy a tailored experience with all the comforts you desire.

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