Family-friendly rentals near Jay Peak Resort

4.87 out of 5 average rating, 329 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.

Flat 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

4.9 out of 5 average rating, 179 reviews

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

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.

4.95 out of 5 average rating, 213 reviews

Home in Westfield

Jay Peak 3 miles - ski here 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!

4.98 out of 5 average rating, 101 reviews

The O'Shea Farmhouse exterior is framed by freshly fallen snow, showcasing its warm wooden facade and unique roofline. Large windows reflect natural light and winter scenery. A covered porch offers a sheltered entry, inviting guests to enjoy the peaceful surroundings.

Cottage in Montgomery

Crofter's Green @ Jay Peak: O'Shea Farmhouse

The O'Shea Farmhouse is one of five micro-cottages at Crofter's Green nested on twenty-five beautiful acres of land just minutes from Jay Peak Ski Resort and the warm, eclectic town of Montgomery Center, Vermont. Whether you're looking for a relaxing escape from the hustle and bustle, or want a cozy home-base from which to ski, hike, shop, or explore the nearby cities of Montreal and Burlington, the O'Shea Farmhouse is your ideal destination. Find us on social media! @croftersgreen

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, 173 reviews

Ski in Ski out - fantastic location on the trail

This condo lies in the heart of the original Jay Village, offering flexible living space for a family or group of friends. With 2 bedrooms and 2 bathrooms, everyone can have the space that they need. Access via private entrance with a mud room for leaving all the outdoor gear, in summer and in winter. Enjoy free parking, outside space and a balcony with a serene view into the woods. Make the most of the resort activities (Water park, pool, golf, ice rink) for a fee to the resort.

4.94 out of 5 average rating, 143 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.

4.95 out of 5 average rating, 171 reviews

A dining area features a round table surrounded by six black chairs, with a view of snow-covered trees visible through large windows. A cozy sitting area is seen to one side, complemented by a fireplace and natural wooden accents in the ceiling and decor.

Tiny home in Mansonville

La Cabine Potton

The cabin is a mini Scandinavian-style chalet that will appeal to lovers of nature, calm and ski slopes in winter as well as cycling and hiking in summer. This chalet was designed in harmony with its environment. Moreover, its size allows you to enjoy nature while reducing its ecological footprint. With its two bedrooms, fireplace, large terrace and hot tub, it is fully equipped to meet your needs. Come and relax in this unique place! CITQ Certificate #311739

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.

4.83 out of 5 average rating, 250 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, 224 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

4.97 out of 5 average rating, 182 reviews

An expansive green lawn rolls gently down to a serene pond, reflecting the surrounding landscape. Vibrant autumn foliage lines the horizon, transitioning from green to warm tones. The distant mountain range is partially obscured by soft clouds, adding depth to the scenic view.

Flat in Troy

Jay Peak Getaway

Clean and cozy apartment with private entrance and parking space. Located minutes from Jay peak ski lifts, local biking & hiking, Newport shopping and Canada. Located on a 10 acre parcel with spectacular views of Jay Peak mountain range. Outdoor enthusiasts will love the many activities available in Winter or Summer. Easily accessible off route 100 on a paved road. Owners are on site and available if needed.

4.99 out of 5 average rating, 893 reviews

The rustic treehouse, set amidst towering trees, features a wooden deck leading to the entrance. Warm lighting illuminates the inviting exterior, while a hot tub is positioned nearby. The tranquil setting offers views of the water, blending nature with cozy accommodation.

Treehouse in Newport

Vermont Treehouse with Hot Tub — Open All Winter

Nestled in two giant pine trees at the edge of a 20-acre pond, this true Vermont treehouse features a private cedar hot tub, fire pit, and canoe for exploring the water. Open year-round, it’s perfect for a cozy getaway, romantic retreat, or winter snow adventure, just 5 minutes from downtown Newport and 22 minutes to Jay Peak Ski Resort.

4.95 out of 5 average rating, 169 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

Chalet scandinave • Spa sauna • Nature calme

Un chalet lumineux au style scandinave moderne, parfait pour un séjour relaxant entre amis ou en famille. Profitez du spa privé, du sauna, du foyer intérieur et de la douche extérieure 4 saisons, entourée par la forêt. À environ 20 minutes d’Owl’s Head et de Jay Peak, c’est l’endroit idéal pour le ski, le plein air et la détente.

Popular amenities for family-friendly rentals near Jay Peak Resort

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.91 out of 5 average rating, 277 reviews

A modern chalet nestled among vibrant autumn foliage showcases warm wooden panels and large windows. The surrounding trees display rich shades of red and orange, enhancing the natural setting. A stone pathway leads towards a cozy seating area visible in the foreground.

Chalet in Sutton

Cabin Sutton 264 - Relaxation en pleine nature !

5 out of 5 average rating, 156 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

4.99 out of 5 average rating, 484 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.

Flat in Sutton

Spring Hill Farm, coffee & hot tub

4.97 out of 5 average rating, 148 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

4.92 out of 5 average rating, 118 reviews

A welcoming sign for Trillium Woods is positioned in a vibrant green landscape, with a view of a mountain in the background. Trees surround the area, and a small American flag is planted by the sign, enhancing the natural setting.

Townhouse in Jay

Townhouse at Jay with Sauna + Jacuzzi

4.98 out of 5 average rating, 238 reviews

A charming duplex style house is set against a backdrop of snow-covered trees and a clear blue sky. A path through the snow leads to the house, which features large windows and a welcoming entrance. Nearby, a rustic shed complements the serene winter landscape.

Flat in Morristown

"Hot Tub Hideaway: Private Hot Tub, 9 min to Stowe

4.97 out of 5 average rating, 274 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

Superhost

The exterior of Stowe Mountain Lodge is showcased against a backdrop of snow-covered slopes. Surrounding buildings blend into the winter landscape, with ski trails visible on the hillside. The scene is framed by scattered trees, enhancing the natural mountain setting.

Apartment in Stowe

4.8 out of 5 average rating, 222 reviews

Ski in/out Condo @ The Lodge at Spruce Peak

Family- and pet-friendly home rentals

4.97 out of 5 average rating, 192 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.

4.95 out of 5 average rating, 150 reviews

Cabin in Jay

Mountain cabin w/ new addition- views of Jay Peak!

4.9 out of 5 average rating, 411 reviews

A charming cabin is nestled within vibrant greenery, featuring a green roof and large windows that invite natural light. Flowering plants and well-maintained grass surround the entrance, enhancing the cabin's connection to the outdoors. The view includes open fields in the background.

Tiny home in Hyde Park

Super Cozy Cabin with WiFi

4.88 out of 5 average rating, 255 reviews

The cabin's exterior features a log construction with green window shutters. A wooden porch with railings provides access to the entrance, which is highlighted by a sign reading 'Owls Head.' Snow covers the ground, and a clear blue sky is visible overhead.

Cabin in Lowell

Owls Head

4.99 out of 5 average rating, 136 reviews

A rustic interior features a wooden dining table with four chairs, set near large windows that provide views of the outdoors. A cozy sitting area is visible in the background, complemented by a gas fireplace and comfortable furnishings.

Cabin in Brome

"Le Shac" a bit of paradise awaits you

4.99 out of 5 average rating, 153 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, 113 reviews

An aerial view showcases the chalet surrounded by lush greenery and a scenic landscape. The expansive wrap-around deck is visible, complete with outdoor seating and a fire pit. The property offers a gravel driveway and a separate storage shed, enhancing the overall outdoor space.

Chalet in Jay

Journeys End Chalet - Minutes to Jay Peak!

4.97 out of 5 average rating, 432 reviews

The exterior of the cottage is showcased, featuring a charming wooden structure with a peaked roof. Light wooden siding complements the rustic feel. A door and windows offer glimpses of the interior, surrounded by a grassy area and trees under a partially cloudy sky.

Farm stay in Fairfield

Meadow Cottage on Organic Farm with Mountain Views

Family-friendly home rentals with a pool

4.9 out of 5 average rating, 168 reviews

The outdoor area features a heated lap pool surrounded by lush greenery and a well-kept lawn. An intimate patio area with lounge chairs and shaded umbrellas is visible, alongside a charming seating arrangement for gatherings. The elegant home serves as a backdrop to this serene setting.

Cottage in Hatley

Hatley House - Pool, Garden, Cycling

4.93 out of 5 average rating, 222 reviews

A spacious outdoor area is visible, featuring a large tree providing shade. A gravel driveway leads to a charming cottage with a glass-covered porch. Nearby, a separate structure is partially visible, and several chairs are arranged for seating, inviting relaxation in the serene surroundings.

Cottage in Dunham

Quiet stay on 76 acres land with pool!

4.96 out of 5 average rating, 115 reviews

The living room features tall windows that provide ample natural light and overlook the surrounding wooded area. A stone fireplace is flanked by a television and cozy seating options, including a leather sofa and lounge chairs. A patterned rug adds texture to the wooden floor.

Chalet in Westfield

Cozy Chalet at Jay Peak

4.99 out of 5 average rating, 224 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.

Flat in Newport

The House of the Setting Sun, Private Apartment

4.97 out of 5 average rating, 195 reviews

A cozy studio cabin is highlighted by warm wooden walls and rustic decor. A queen-sized bed is positioned next to a small table set for two, featuring simple dishware. A fridge and kitchen area are visible, along with an inviting lounge chair near the window.

Cabin in Cambridge

Studio Cabin near Smugglers Notch

4.87 out of 5 average rating, 390 reviews

A hot tub is situated beneath a covered gazebo, surrounded by natural foliage. A pathway leads through decorative stones to a cedar sauna in the background, while a gentle mist rises from the hot tub, creating a serene atmosphere.

Chalet in Mansonville

Chalet Potton Cottage - spa, sauna & pool

4.99 out of 5 average rating, 142 reviews

The chalet's inviting exterior features beautiful wooden walls and a warm red roof, harmonizing with the surrounding snowy landscape. A spacious deck wraps around the front, providing views of the trees and hillside, while a wooden stack is neatly arranged beneath it.

Guest house in Westfield

Beautiful Chalet minutes to Jay Peak Resort

4.99 out of 5 average rating, 160 reviews

A red-painted two-story house is framed by lush green grass and colorful flower beds. A welcoming porch features two white chairs and wooden barrels. A friendly dog is seated at the entrance, adding a homely touch to the exterior.

Place to stay in Johnson

Château Chavís

Family-friendly home rentals with wifi

4.95 out of 5 average rating, 347 reviews

A cozy bedroom corner features a hand-carved queen bed with a warm red cover. An antique dresser with a mirror and a blue lamp is positioned beside a glass-paneled door leading outdoors. Natural light filters through a window adorned with white blinds.

Farm stay in Hyde Park

Private Entrance Bed & Bath Farm-Stowe & Smugglers

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, 22 reviews

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

4.92 out of 5 average rating, 342 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

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.

4.98 out of 5 average rating, 53 reviews

Ski in/Ski Out- Adjacent to Tram and Magic Carpet!

Superhost

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.

Flat in Newport

4.81 out of 5 average rating, 113 reviews

Mother in Law Guest Suite.

5 out of 5 average rating, 277 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

4.94 out of 5 average rating, 93 reviews

The condo building features a distinctive architectural style, characterized by gabled roofs and large windows. Lush landscaping surrounds the entrance, with a set of stairs leading up to the front door. The gravel parking area is visible in the foreground.

Holiday home in Jay

Comfortable 2BR/2BA Condo. Now with AC for summer!