Vacation rentals in Jay

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Top-rated vacation rentals in Jay

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

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Top guest favourite
The exterior of a contemporary timber frame house is shown, featuring a covered porch with seating arrangements. Wood stacked neatly at the base adds to the rustic charm. A sloped roof peaks at the top, and large windows allow natural light to enter.
Apartment in Jay
4.87 out of 5 average rating, 363 reviews

Jay Apartment

Only 10 minutes to Jay Peak Ski Resort. Secluded in the woods right next to Starr Brook, yet only a 2 min drive to the Jay Village Inn restaurant and bar and the Jay Country Store. Fire pit with cooking grate next to the brook you are welcome to use weather permitting. Great hiking, biking trails, snow showing and Nordic skiing minutes away. Some trails are accessible directly from the property. Very comfy bed, wonderful place to sleep. . Vermont Meals and Rooms Tax ID number is MRT-10126712

Guest favourite
A spacious outdoor seating area features a weathered wood deck surrounded by vibrant autumn trees. A large umbrella provides shade over a rectangular table, complemented by a comfortable sectional sofa with soft cushions, inviting relaxation while overlooking the serene lake.
Cottage in Newport
4.87 out of 5 average rating, 187 reviews

Lakefront Cabin | Boat Dock-Fireplace-Sunset Views

Nestled in the Rolling Hills of rural Vermont, our Pet Friendly 3BR/2.5BA Lake House has Tasteful Furnishings, Modern Conveniences, and an airy, open design. Enjoy your stay swimming, boating, or fishing on the lake in the summer or exploring the rich history of downtown Newport (15 min drive) and skiing at nearby Jay Peak (30 min drive) in the winter. You will be welcomed with Luxury White Bedding, a Fully Equipped Kitchen, a Beautiful Private Lake Front Dock, and all the Comforts of Home :-)

Guest favourite
A modern treehouse features a warm wooden exterior, elevated on a platform among vibrant autumn foliage. Large glass windows provide a view into the inviting interior space. Steps and a small deck lead to seating arranged on the ground level, surrounded by natural scenery.
Treehouse in Newport
4.97 out of 5 average rating, 303 reviews

Secluded Luxury Treehouse - Hot Tub + Projector

Our treehouse is a haven of well-being, peace, and elegance. In our stunning modern treehouse we have brought relaxation to a whole new level. Surrounded amongst us is nothing but woods & wildlife. An experience not to be missed. Put your favorite movie on the projector, get Zen in the cozy sun room, jam out to music on the record player, or grab a towel, and head for the custom cedar hot tub. It is time to create core memories that will never be forgotten. Welcome to a little slice of heaven.

Guest favourite
The front exterior of a historical cottage is framed by lush green trees and blooming lilac bushes, providing a vibrant contrast against the structure. A small porch is visible, offering a view of the surrounding nature.
Cottage in Westfield
4.9 out of 5 average rating, 186 reviews

Historic Schoolhouse Minutes From Jay Peak

After a long day of hiking, biking, or skiing, come take a swing at our charming historical cottage. Dating back to the mid 1800s it was one of the first schoolhouses in the area, today it is filled with all the modern luxuries one would need. Our quaint porch is perfect for bird watching or leaf peeping. The inside includes high ceilings, a bedroom and a cozy loft- both with queen beds. French culture is only a 10 min drive away; Vermont culture is abound with maple syrup and warm locals.

Top guest favourite
Two unique chalet structures, designed with a modern aesthetic, are situated on a sloped landscape. The buildings feature angular shapes and large glass windows, which reflect the surrounding forest, inviting nature indoors. The ground is covered with natural foliage and rocks.
Chalet in West Bolton
4.99 out of 5 average rating, 222 reviews

The Binocular: Peaceful Architect Cottage

Cosy timeless chalet conceptualized by the architects of _naturehumaine. Nestled into the cliffside at an altitude of 490 meters (1600 feet), its unique design is distinguished by boldness and originality and fits with harmony in its environment. Surrounded by forest, the cottage offers breathtaking views of Mount Glen and the surrounding nature largely protected by the Appalachian Corridor. The perfect silent place to relax and unwind. Photo: Adrien Williams / S.A. CITQ #302449

Guest favourite
The exterior of a three-story condo is presented, featuring a modern design in muted grey tones. Snow blankets the ground, and nearby trees stand tall against a backdrop of mountains. The building’s entrance is accessible, with a sign labeled 'Mountainside' visible.
Apartment in Jay
4.94 out of 5 average rating, 99 reviews

Condo with all amenities M105

Mountainside 105 Located right next to the Ice Haus skating arena, this condo is the perfect home away from home for families traveling with kids! When you book this condo, you and your guests will be a short walking distance to Jay Peak Resort amenities, including indoor and outdoor pools, the incredible, year-round Pump House indoor waterpark and arcade. JAY PEAK RESORT AMENITIES - Indoor and outdoor pools - Sauna - Lazy river - Indoor waterpark - Climbing center - Restaurant

Guest favourite
Apartment in Westfield
4.93 out of 5 average rating, 160 reviews

Jay Peak 3mi - ski home via Big Jay! New kitchen!

Best backcountry skiing in New England - mountain getaway with stunning views! • Jay Peak Resort 3 miles away! • Ski home from Jay Peak via Big Jay! • Backcountry ski 4 mountains from your door! • Tour Long Trail, Catamount Trail, Big Jay & Little Jay from here! • Backcountry guiding available (15% discount for guests!) Note: There is also a guest house that sleeps 8. • Vermont Mountain Experience: guests get a 15% discount for photography, backcountry & resort guiding!

Top guest favourite
The exterior of the Adobe features a distinctive adobe-style structure painted in warm orange tones. A colorful mural depicting a southwestern landscape adorns one side, with snow-covered ground surrounding the cottage and trees in the background.
Cottage in Montgomery
4.98 out of 5 average rating, 112 reviews

Crofter's Green @ Jay Peak: Adobe Cottage

The Adobe is one of five micro-cottages at Crofter's Green - our small, thoughtfully-designed lodging property in the heart of Vermont. This cozy woodland retreat is just minutes from Jay Peak Ski Resort and the warm, eclectic town of Montgomery Center. this bright 2-story cottage sits at the forest's edge and offers a peaceful home base for exploring the Northeast Kingdom. It's simple, comfortable, and surrounded by nature. Find us on social media! @croftersgreen

Guest favourite
A modern living area features a comfortable brown sofa beside a wooden coffee table. Exposed wooden beams run across the ceiling, while a staircase leads to an upper level. Natural light fills the space through large windows, creating a warm and inviting environment.
Cabin in Montgomery
4.93 out of 5 average rating, 168 reviews

Jay Peak Retreat

The Jay Peak Retreat – Experience the Northeast Kingdom’s premier destination at Jay Resort, known for record snowfall and Vermont’s largest indoor waterpark. This warm, stylish cabin offers an open-concept layout perfect for cozy gatherings and après-ski lounging. Blending upscale comfort with rustic charm, enjoy a creek out back, river across the street, patio, fire pit, and plush outdoor chairs. Just 1 hour from Burlington, 2 from Montreal, and 3.5 from Boston.

Guest favourite
The spacious living area features hardwood flooring, a large coffee table placed on a patterned rug, and a gas-burning fireplace. Windows adorned with light curtains allow natural light to fill the room. A dining table with four chairs is visible, enhancing the shared living space.
Condo in Jay
4.82 out of 5 average rating, 278 reviews

Cozy Jay Condo

Welcome to our Mountainside Jay condo! This cozy 525 sq foot studio has a queen murphy bed, a queen sofa bed & a gas burning fireplace. Located directly across the street from the golf course/nordic center, next to the Ice Haus & the Water Park. Walk to the tram in the morning. Great destination for a small family, couples getaway or just a place to rest your head after a long day skiing/boarding. Newly renovated bathroom. Sweet and simple. Pets welcome!

Guest favourite
The bedroom features a King-sized bed dressed in vibrant blue and yellow bedding. Framed art pieces adorn the walls, complemented by a mirror above a wooden dresser. Soft lighting is provided by a modern table lamp, creating a cozy atmosphere.
Apartment in Montgomery
4.91 out of 5 average rating, 195 reviews

Dog Friendly Apartment near Jay Peak

Enjoy the beauty of Montgomery, Vermont while staying in a very spacious 1-bedroom apartment that is attached to an 1880s farmhouse with a large backyard, garden and and orchard. The apartment is a 15-20 minute drive to Jay Peak Resort and a 3 minute drive to a grocery store and restaurants. It is walking distance from the Hutchins covered bridge and there is private access to the river. Excellent walking for your dog(s)!

Top guest favourite
A spacious living area features large windows allowing natural light to fill the space. A wood stove is positioned beside a modern, blue sofa. A dining table with green chairs occupies the center, complemented by wooden cubes that serve as additional seating.
Chalet in Sutton
4.96 out of 5 average rating, 250 reviews

Le chalet des bois, Peace and calm in the woods

Monumental open concept, in the heart of nature. Access to trails directly behind the house. Wood stove, large modern bathroom, one bedroom + sofa bed. Another sofa bed in the living room. Ideal chalet for a couple with children or two couples. Wild birds, turkey, and deer lovers welcome! Wifi and EV charger included. Dogs Welcome! CITQ : #308038

Popular amenities for Jay vacation rentals

When is the best time to visit Jay?

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Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Jay?

    Four-legged friends are welcome in Jay. Choose from more than 40 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Jay?

    Yes! Work meets play with ease at over 50 vacation rentals in Jay featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly house rentals in Jay?

    Jay has more than 30 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Jay?

    Experience the best of Jay with our house rentals, starting at about $140 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Jay have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Jay. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Jay have wifi?

    Absolutely! We offer over 30 house rentals with wifi in Jay. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Jay have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Jay. Enjoy a tailored experience with all the comforts you desire.

  • Are there Jay vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Jay, available on Airbnb. Make a splash and soak up the sun in style!

  • Do condo rentals in Jay have a gym?

    Absolutely! We offer over 20 condo rentals with a gym in Jay. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Jay?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with air conditioning, over 30 homes with wifi, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Jay

  • Total vacation rentals

    Explore 130 vacation rentals in Jay

  • Nightly prices starting at

    Jay vacation rentals start at $138 CAD per night before taxes and fees

  • Verified guest reviews

    Over 6,080 verified reviews to help you choose

  • Family-friendly vacation rentals

    110 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    130 of Jay vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Jay rentals

  • 4.9 Average rating

    Jay stays are highly rated by guests—averaging 4.9 out of 5!

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