Places to stay near Jay Peak Resort

4.86 out of 5 average rating, 336 reviews

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

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

4.99 out of 5 average rating, 180 reviews

Cabin in Enosburg

The Rustic Retreat at Twin Ponds

Take it easy and make yourself right at home in our woodsy cabin tucked away in the Cold Hollow Mountains. As you head down the drive, let your worries fade away - you’re now on cabin time. Relax in the clawfoot tub after a day of travel or prepare a home-cooked meal in the well equipped kitchen. When morning comes, enjoy your coffee while cozied up in front of the fireplace. Or simply stay in bed and admire the view. With plenty of land to explore, a hike is always welcome. The choice is yours!

4.97 out of 5 average rating, 280 reviews

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

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.

4.95 out of 5 average rating, 100 reviews

A charming micro-cottage features a stucco exterior balanced by a tile roof. Two hanging chairs are suspended from a covered porch, complemented by lush green landscaping and blooming purple flowers. A large window allows natural light into the inviting space.

Cottage in Montgomery

Crofter's Green @ Jay Peak: Caribe Cottage

The Caribe is one of five micro-cottages at Crofter's Green - our small, thoughtfully-designed lodging property in the heart of VT. This cozy woodland retreat is just minutes from Jay Peak Ski Resort and the warm, eclectic town of Montgomery Center. this light-filled studio 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. This unit is pet-friendly! Find us on social media! @croftersgreen

Guest suite in Waterville

A charming cottage is nestled among tall trees, partially hidden in a snowy landscape. Warm light emanates from the windows, contrasting with the snow-covered ground, creating a welcoming scene in the serene forest setting.

4.98 out of 5 average rating, 184 reviews

Rivers Rock - a charming cottage in the woods

Warm, charming cottage, impeccably furnished with spacious cook's kitchen, nestled in a serene wooded hollow. Enjoy the cozy warmth of the gas fireplace in winter, the cool respite of river wading in summer, or brisk nights around the firepit after a day enjoying gorgeous fall foliage or biking on the Lamoille Valley Rail Trail. While rural, you're central: Smugglers Notch Resort 18 minutes, Jay Peak 30 minutes, Stowe Mountain Resort 40 minutes, Jeffersonville's art galleries 10 minutes.

4.95 out of 5 average rating, 220 reviews

Home in Westfield

Jay Peak 3 miles - ski home via Big Jay!

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 6 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 an apt in the main house that sleeps 8. • Vermont Mountain Experience: guests get a 15% discount for photography, backcountry & resort guiding!

5 out of 5 average rating, 278 reviews

A wooden picnic table is situated near a gently flowing river, surrounded by lush greenery. Large rocks are visible along the water's edge, and trees provide a natural backdrop under a partly cloudy blue sky.

Home in Montgomery

Trout River Lodge - Discount Jay Peak Lift Tix

Welcome to the Trout River Lodge! Check out the “Three Holes” swimming hole and waterfalls, just a few hundred yards up the river. We are located right in the heart of Montgomery Center, VT. Live music at the Snowshoe Pub, breakfast at Bernies, and groceries from Sylvester’s are all just steps away. You can also enjoy the mountain biking and hiking trails just minutes away! ***Discount vouchers for Jay Peak Ski. Price info can be found in the Photos section. It changes each year***

4.95 out of 5 average rating, 149 reviews

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

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.

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.

4.82 out of 5 average rating, 259 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!

4.96 out of 5 average rating, 230 reviews

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

Le chalet des bois, Peace and calm in the woods

*$* WINTER PROMOTION *$* For a weekend reservation (Fri. & Sat.) the 3rd night on Sunday is $90.00!. 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

4.92 out of 5 average rating, 510 reviews

An aerial view captures the tiny house nestled within lush greenery, surrounded by a gently winding river. Canoes and kayaks are visible near a private access point, while a serene landscape of trees and water reflects the tranquility of the setting.

Tiny home in Mansonville

Charming Tiny House by the water

Discover our charming Tiny House, ideal for a cozy stay by the river. Enjoy trails on the site and private access to the water. This project, lovingly designed, reflects our happiness to have a safe haven to recharge and practice outdoor activities. We want to share this experience with those looking for a sweet moment of wellness in the countryside. Treat yourself to a moment of serenity, alone or in love, in our little cocoon.

4.97 out of 5 average rating, 162 reviews

The interior space features high wood-paneled ceilings and large windows that invite natural light. A cozy seating area with cushions is positioned next to the window, while a wooden table offers a functional workspace. A staircase leads to the sleeping loft above.

Tiny home in Wolcott

The Caterpillar House: Tiny w/ Hot Tub & Fire Pit

Escape to our charming tiny house—The Caterpillar House—where comfort meets minimalist living in scenic Elmore, Vermont. Ideal for solo travelers, couples, or small families seeking a peaceful retreat. Enjoy a private hot tub, fire pit under the stars, and direct snowmobile trail access—perfect for summer and winter getaways. Located on our shared property, this cozy haven is surrounded by nature for a truly relaxing stay.

Popular amenities for holiday rentals near Jay Peak Resort

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Condo rentals with Wi-Fi

4.84 out of 5 average rating, 193 reviews

A bright and open living area features a foosball table on a patterned rug, with large windows allowing natural light. The space includes a dining table for four, and a staircase leading to the upper level. A neutral color palette creates a clean and modern feel.

Condo in Morristown

The Chalet @ Stowe Lofts, Mt Views, Warm, Cozy

4.95 out of 5 average rating, 172 reviews

A cozy living area featuring a grey sofa adorned with orange cushions. A natural wood coffee table occupies the center, while a mountain-themed wall art piece is prominently displayed in the background. Light enters through sliding glass doors leading to a private deck.

Condo in Cambridge

Lovely Ski-in / Ski-out Studio at “Smuggs”⭐️

4.94 out of 5 average rating, 348 reviews

A rustic sign reading 'Far Away Acres' is mounted on a black frame, positioned near a green grassy area. An arrow points to the right, while a vintage wheel and flower arrangement enhance the welcoming appeal of the entrance.

Condo in Brownington

Faraway Acres. Enjoy country living at it's best!

4.97 out of 5 average rating, 140 reviews

An aerial view captures a modern farmhouse-style condo surrounded by trees with vibrant autumn foliage. The property features a wide deck, outdoor space, and a gazebo to the side, complemented by a manicured lawn and gravel pathway leading to the entrance.

Condo in Stowe

Renovated 4-bedroom House: Hot Tub & Outdoor Space

A balcony features two canvas chairs positioned on a wooden deck. A view of vibrant autumn foliage is visible, with trees displaying shades of orange and yellow against a clear blue sky and scattered clouds.

4.92 out of 5 average rating, 174 reviews

Ski in Ski out - fantastic location on the trail

4.97 out of 5 average rating, 108 reviews

A serene exterior view showcases the apartment against a backdrop of a soft morning sky, where hues of pink and purple blend. Lush greenery and blooming flowers frame the yard, enhancing the peaceful rural setting.

Condo in Westfield

Northeast Kingdom Little Piece of Heaven

4.93 out of 5 average rating, 165 reviews

A round dining table is set for four, featuring natural woven chairs and understated tableware. A green centerpiece sits at the table's center. In the background, a kitchen area is visible with modern appliances and light cabinetry, alongside a cozy seating area with a neutral-colored sofa.

Condo in Stowe

Totally stunning condo minutes to everything Stowe

4.88 out of 5 average rating, 102 reviews

A spacious living area features wooden accents and a spiral staircase leading to the upper level. Two comfortable sofas and a coffee table are situated on a light rug. Large glass doors allow natural light to fill the space, offering views of the outdoor greenery.

Condo in Cambridge

Smugglers' Notch Relaxing Mountainside Retreat

Family-friendly house rentals

4.99 out of 5 average rating, 155 reviews

A serene winter landscape displays gently rolling snow-covered hills, with distant mountains rising under a clear blue sky. Small structures are scattered across the meadow, surrounded by sparse trees, creating a peaceful and open atmosphere.

Home in Richford

Peaceful + Cozy Farmhouse Near Jay Peak + Sutton

4.92 out of 5 average rating, 346 reviews

A bright and spacious great room is highlighted by large windows that invite natural light. The wood-paneled walls enhance the warm atmosphere, while a cozy seating arrangement includes a black sofa and a suspended chair. A soft area rug complements the decor, creating a comfortable gathering space.

Home in Mansonville

Eco-Zen Retreat - Modern & Spacious - 2nd Floor

4.94 out of 5 average rating, 285 reviews

The historic barn, painted in a vibrant red, features distinctive twin cupolas atop its roof. Surrounding lush green fields are interspersed with blooming yellow wildflowers, complemented by a dramatic sky filled with clouds. The structure embodies rustic charm and rural beauty.

Home in Greensboro

Stay at Historic Greensboro Barn

4.88 out of 5 average rating, 175 reviews

A rustic exterior of the Sugar House is visible, showcasing a deep red facade. The building features multiple windows allowing natural light, with a stone chimney prominently located on one side. Lush greenery and a small stone pathway surround the structure, enhancing its natural setting.

Home in Johnson

The Sugar House, Maple Hill Road

4.93 out of 5 average rating, 119 reviews

A colorful sunset displays soft hues of pink and purple across the sky, with the silhouette of trees in the foreground. The modern home is seen at the right, revealing a corner of the structure against the twilight backdrop.

Home in Troy

Jay Mountain Retreat

4.88 out of 5 average rating, 206 reviews

A modern tiny house is set amongst trees, featuring a combination of dark and bright blue exteriors. A wooden deck is equipped with a picnic table, inviting guests to enjoy outdoor meals. Nearby greenery complements the natural surroundings.

Home in Johnson

Maple Sugar Shack Tiny House w/hot tub & river by

4.95 out of 5 average rating, 195 reviews

A countertop coffee station is displayed against a wall with a subtle floral pattern. The setup includes a coffee maker, a tray with creamers, and neatly arranged cups on shelves above. Below, a cabinet offers storage space, complementing the cozy kitchen environment.

Home in Irasburg

Lord’s Creek Private Haven

4.81 out of 5 average rating, 581 reviews

A welcoming living area features a modern couch adorned with several cushions, positioned near a white coffee table. A wall-mounted sign reads 'be our guest' above the seating. Natural light enters through the window beside a door, enhancing the simple and inviting design.

Home in Irasburg

Eco friendly. Military discount available.

Apartment rentals with air conditioning

4.99 out of 5 average rating, 488 reviews

A yellow and white daffodil blooms prominently in the foreground, surrounded by lush green grass. In the background, a rustic red barn with the sign 'Spring Hill Farm' is visible against a cloudy sky.

Apartment in Sutton

Spring Hill Farm, coffee & hot tub

4.81 out of 5 average rating, 178 reviews

A spacious kitchen features wooden cabinetry, a tiled floor, and a central island with a wooden countertop. Equipped with essential appliances, the kitchen offers ample counter space for meal preparation. Light illuminates the area from overhead fixtures, creating a functional cooking environment.

Apartment in Stanstead

Entire place, newly renovated

4.94 out of 5 average rating, 114 reviews

Apartment in Cambridge

The Bootlegger Outlaw Hideout @The Pony Farm Ranch

4.82 out of 5 average rating, 120 reviews

A living area features a comfortable blue sofa, a wooden coffee table, and a matching entertainment center with a television. Two dining chairs are positioned around a table, accompanied by a decorative lamp providing soft light. Dark curtains frame a window, while framed artwork adds character to the room.

Apartment in Newport

Mother in Law Guest Suite.

4.99 out of 5 average rating, 232 reviews

A wooden bench with a decorative wrought iron back is positioned in front of a sign reading 'The House of the Setting Sun.' Lush greenery surrounds the bench, and a small rabbit is situated nearby, creating a peaceful outdoor scene.

Apartment in Newport

The House of the Setting Sun, Private Apartment

4.98 out of 5 average rating, 271 reviews

A spacious wooden deck is surrounded by lush green trees, offering a serene outdoor space. Two colorful chairs, one blue and one orange, are positioned on the deck, inviting relaxation and enjoyment of the natural surroundings.

Apartment in Underhill

Mountain Road Getaway

5 out of 5 average rating, 115 reviews

The exterior of the property is viewed from the gravel driveway, featuring a red barn-style section and a white house with multiple windows. The green lawn surrounds the house, and the lake is visible in the background, framed by trees.

Apartment in Morristown

Private Getaway on Lake Lamoille

4.97 out of 5 average rating, 199 reviews

A spacious living area features a stone fireplace, with comfortable seating arrangements including a sofa and armchairs. Natural wood accents and warm lighting create an inviting atmosphere. A large area rug anchors the space, while a wall-mounted TV is positioned for easy viewing.

Apartment in Cambridge

"Mansfield" Suite - The Lodge at Wyckoff Maple

Other great holiday rentals near Jay Peak Resort

5 out of 5 average rating, 25 reviews

Cabin in Brownington

River View Hive Nest

4.95 out of 5 average rating, 173 reviews

An outdoor area features a hot tub under a wooden gazebo, surrounded by a stone patio. Relaxation spaces include two wooden chairs and a circular sauna, with a serene forest backdrop providing privacy and tranquility.

Chalet in Mansonville

Scandinavian chalet • Sauna spa • Quiet nature

5 out of 5 average rating, 158 reviews

A serene outdoor space features a patio table surrounded by chairs, set against the calm waters of Metcalf Pond. A large umbrella provides shade, while an American flag gently flutters nearby. The backdrop includes rolling hills adorned with autumn colors.

Cottage in Fletcher

Metcalf Pond Camp Convenient to Smugglers Notch

4.97 out of 5 average rating, 196 reviews

Aerial view of the vibrant Vermont landscape, showcasing rolling hills adorned with a diverse palette of fall foliage. The rustic barn sits among expansive fields, framed by trees displaying bright autumn colors, with distant mountains in the background under a partly cloudy sky.

Barn in Morristown

200 acre Stowe area Bunkhouse.

The exterior of a Scandinavian-style condo is displayed, featuring a combination of light and dark siding. Snow covers the ground, and a few balconies are visible, adorned with railings. Surrounding trees are bare, enhancing the wintery landscape against a partly cloudy sky.

5 out of 5 average rating, 24 reviews

Cozy secluded ski-in/ski-out condo at Jay Peak

5 out of 5 average rating, 233 reviews

Cabin in Morristown

Cady’s Falls Cabin

5 out of 5 average rating, 22 reviews

Home in Jay

The Jay’s Nest, beautiful and unique.

The exterior of a condo building is shown amidst a snowy landscape, with a gondola near the top. A tall evergreen tree stands prominently, while a group of individuals can be seen in the distance preparing for skiing. The clear blue sky complements the wintry scene.