Holiday rentals in Jay

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Top-rated holiday rentals in Jay

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

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Top guest favourite
An aerial view of a spacious mountain home surrounded by vibrant autumn foliage. The house features multiple levels, large windows, and is complemented by a grassy expanse. Nearby, a green shed and parked vehicle are visible, with rolling hills and colorful trees creating a picturesque backdrop.
Home in Westfield
4.96 out of 5 average rating, 253 reviews

Jay Peak 3 miles - secluded with spectacular view!

Mountains, streams & seclusion! • Hike the Long Trail • Road, gravel & mountain biking • Jay Peak Resort is three miles away! • Waterpark • Golf • Backcountry guiding - hiking, kayaking, gravel & mountain biking (15% discount) • Photography and videography (15% discount) This is the mountain getaway you dream about! Our only neighbors are animals in the surrounding mountains & forests. Note: There is also an apt in the main house that sleeps 8. Welcome to Vermont Mountain Experience!

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, 317 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.

Top guest favourite
Home in Richford
4.99 out of 5 average rating, 159 reviews

Peaceful + Cozy Farmhouse Near Jay Peak + Sutton

Our guest farmhouse, located 1 mile from the Canadian border, is close to Jay Peak Ski Resort and Mount Sutton. Mountain and meadow views are spectacular from every window! Here, you are perfectly poised to explore both the quaint, foodie-focused, French-Canadian, Eastern Townships, just across the border in Quebec AND the scenic back-roads, abundant lakes, family farms, mountain trails, local pubs, and old general stores of Northern Vermont. Or just enjoy the porch & peaceful atmosphere!

Top guest favourite
A spacious cabin is set in a lush green landscape, surrounded by tall trees. Large windows dominate the front, allowing natural light to fill the interior. The sloped grassy yard leads to a relaxing outdoor space, perfect for enjoying the serene woodland views.
Cabin in Enosburg
4.99 out of 5 average rating, 197 reviews

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 stay in bed and take in the views. And with plenty of woods to explore, it's your perfect escape at your pace.

Guest favourite
Loft in Newport
4.92 out of 5 average rating, 252 reviews

Luxury Waterfront Loft · Kayaks, Firepit & Dock

Amazing 2-bedroom lakefront loft, located directly on the American side of beautiful International Lake Memphrémagog. From swimming to the gorgeous fall colours hikes, skiing and ice-fishing, the loft is a great, quiet spot to relax or enjoy outdoor activities all year round. Located 10-min from Newport, VT with a variety of restaurants and 30-min from Jay Peak (USA) & Owl's Head (Canada) where you can golf, ski and hike! Only a 2-hour drive from Montreal and 3.5 hour drive from Boston!

Top guest favourite
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
5 out of 5 average rating, 290 reviews

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***

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, 236 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

Top 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
4.94 out of 5 average rating, 176 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, 35 minutes to Sutton Quebec!!

Top guest favourite
A rustic log cabin is illuminated at night, adorned with festive lights and surrounded by green grass. An American flag is displayed proudly in front, with soft exterior lighting highlighting the cabin's natural wood features.
Cabin in Newport
4.98 out of 5 average rating, 348 reviews

Sugar Hill

Come and embrace the majestic beauty of Vermont from Sugar Hill, a quaint log cabin nestled on 24 acres of beautiful countryside. Enjoy the views of the Canadian mountains from the front porch with a cup of coffee or a glass of wine; or wander around the pasture or woods behind the cabin. Close to both Jay Peak and downtown Newport, you can enjoy all those locations have to offer, or simply relax. Please note that the stairs to the 2nd floor are steeper than usual.

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.
Apartment in Jay
4.82 out of 5 average rating, 290 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 exterior of the home is framed by vibrant autumn foliage, with a mix of yellow, orange, and green leaves. The house is set amidst tall trees, featuring a rustic wooden facade. A gentle slope leads to a pathway of stone steps, with a carpet of fallen leaves underfoot.
Chalet in Troy
4.93 out of 5 average rating, 158 reviews

Hidden Chalet 8 minutes from Jay Peak

This one of a kind property, formerly a Historic Grist mill (with ruins still on the property to explore) is surrounded on 3 sides by the Jay Branch River, a crystal clear mountain stream that runs down from Jay peak. The property is filled with Cedar and Maple and the sound of the River permeates through the trees. With multiple swimming holes and a 20 foot waterfall just steps from the deck there’s not another Airbnb like this in the state of Vermont.

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.
Flat in Montgomery
4.91 out of 5 average rating, 199 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)!

Popular amenities for Jay holiday rentals

When is the best time to visit Jay?

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Avg. price£301£334£309£196£166£153£147£151£149£181£203£290
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Frequently Asked Questions

  • What are the best places to stay in Jay?

    Lodging is centered around Jay Peak Resort, where you can find stays with ski-in, ski-out access or mountain views. Throughout Jay, vacation rentals let you enjoy forest settings and local hospitality.

  • What are the best things to do in Jay with kids?

    Children often enjoy the indoor water park and adventure activities at Jay Peak Resort, as well as outdoor play areas in the village. Nearby farms may occasionally have hands-on maple syrup demonstrations or animal visits.

  • What are some of the best things to do in Jay?

    Explore skiing or snowboarding at Jay Peak Resort in winter, and enjoy hiking or biking mountain trails in the warmer months. Local farms and seasonal events give visitors a glimpse into regional traditions.

  • How is the weather in Jay?

    Jay experiences cold, snowy winters with temperatures from 8–30°F (-13–1°C), making it popular for winter sports. Summers are pleasant and mild, reaching up to 80°F (26°C) in July, while spring and fall have cooler, changing conditions.

  • When is the best time to visit Jay?

    Late spring through early fall is often recommended for hiking, biking, and outdoor events, with temperatures rising to around 80°F (26°C) in July. Winter draws visitors for snow sports when temperatures range from 8–30°F (-13–1°C).

  • What are the best places to visit in Jay?

    Explore Jay Peak Resort for skiing, mountain biking, or water park activities, and enjoy scenic forest trails nearby. Local farms and maple syrup producers frequently invite visitors to learn about traditional practices.

  • What are some hiking trails in Jay?

    Popular hiking trails wind through Jay State Forest, leading to scenic lookouts and quiet woodlands. The area has options for beginners and more experienced hikers seeking higher elevation routes.

  • What are some family activities we can do in Jay?

    Families often explore Jay Peak Resort, which has snow sports, mountain activities, and an indoor water park. In warmer months, look for local maple farms, forest hikes, or community farmers markets.

  • What are some of the best day trip ideas from Jay?

    You can explore hiking trails in the Green Mountains, visit nearby farms for maple syrup tasting, or find swimming spots at local lakes. Quaint villages around the region frequently feature farmers markets and galleries.

  • Are there any pet friendly accommodations available in Jay?

    Many vacation rentals and lodging options in Jay welcome pets, especially in areas near trails and outdoor spaces. Check for accommodations that highlight dog-friendly amenities and access to nearby walking routes.

  • What are some local tips for visiting Jay?

    Pack layers year-round, as weather can shift quickly, especially in the mountains. Many visitors look for local maple products as souvenirs, and trails can get muddy during spring thaw—waterproof footwear is helpful.

  • What is Jay known for?

    Jay is known for its mountain landscapes and a popular ski resort that draws snow enthusiasts in winter. The town also has hiking trails, fall foliage, and locally rooted maple syrup traditions.

  • What are the best hidden gems to explore in Jay?

    Seek out quiet forested trails, tucked-away waterfalls, and small artisanal maple producers who sometimes welcome visitors. Local art galleries and craft workshops highlight the region’s creative community.

  • What are the best foods to try in Jay?

    Vermont maple syrup features in many local dishes and desserts, and apple cider donuts are often suggested by residents. In autumn, communities celebrate harvest flavors with freshly pressed cider and local cheeses.

  • What should I bring for a trip to Jay?

    Bring layers suitable for changing mountain weather, waterproof shoes for hiking, and swimwear if you plan to visit indoor water parks. In winter, snow gear is essential, while autumn travelers may want a rain jacket.

  • What is the nightlife in Jay like?

    Jay has a low-key nightlife scene centered around après-ski lounges, taverns, and live music at local venues. After a day outdoors, many unwind in relaxed, community-focused spaces.

  • What are the most popular events or festivals in Jay?

    Jay is known for winter celebrations at Jay Peak Resort, as well as community festivals highlighting maple season in spring and local arts in summer. Seasonal farmers markets and live music events are frequently suggested.

  • Are there family friendly vacation rentals in Jay?

    Jay has a range of family friendly vacation rentals near its mountain and village areas. Many rentals provide spacious layouts, full kitchens, and easy access to outdoor activities year-round.

Quick stats about holiday rentals in Jay

  • Total holiday rentals

    Explore 130 holiday rentals in Jay

  • Nightly prices starting at

    Jay holiday rentals start at £67 per night before taxes and fees

  • Verified guest reviews

    Over 7,120 verified reviews to help you choose

  • Family-friendly holiday rentals

    110 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    130 of Jay holiday 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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