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House holiday rentals in Jay

Find and book unique houses on Airbnb

Top-rated house rentals in Jay

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

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Top guest favourite
A blue house with a pitched roof is set against a clear blue sky. Lush green grass surrounds the property, and trees provide a natural border. A person is seen walking across the spacious lawn, highlighting the outdoorsy setting.
Home in Montgomery
4.96 out of 5 average rating, 137 reviews

Hillwest Mountain View

We are close to Jay Peak and Canada including Montreal. If you like hiking, the Long Trail is close by. If you like star gazing you will love seeing the Milky Way in our backyard. Our house is good for both couples and families. We have a private hiking trail that leads down to a cool mountain stream where you can cool off. Take a dip in the nearby Hippie Hole or go fishing or canoeing in nearby lake Carmi. There are three bedrooms and a master bath with a spa tub. Wifi, fireplace and more.

Top guest favourite
The exterior of the cottage is shown, featuring a spacious deck adorned with potted flower arrangements and outdoor seating. A woodpile is neatly stored beneath the deck, while the grassy lawn and clear blue sky create a serene atmosphere.
Home in Charleston
4.98 out of 5 average rating, 108 reviews

Scenic cottage Echo Lake, Charleston, Vermont!

This charming cottage is very quiet & private, with sweeping views of Echo Lake and surrounding mountains such as Bald and Wheeler. Perfect for a romantic getaway or a small family vacation. This winter the snow is as good as it gets. Cross country ski or snow shoe here or at the many trails nearby. Or just walk out onto the lake and smile. Message for conditions Bring your passports as Canada is just 20 minutes away with great food shopping and restaurants and scenic spots.. It is beautiful.

Top guest favourite
Home in Montgomery
4.92 out of 5 average rating, 119 reviews

Rustic Converted Barn near Jay Peak w/Pizza Oven

Located right on Main St. Montgomery Center, you’ll love our Barn because of its quaint and rustic Vermont country atmosphere. Ye Olde Barn has been lovingly renovated and updated while preserving and emphasizing its old farm charm. The Barn offers you the best value in town because of its size and its multiple living spaces. We are Vermonters and love our environment. We have installed solar panels to help reduce our carbon footprint. We strongly encourage you to recycle while in our home.

Top guest favourite
A spacious living room showcases original woodwork and a baby grand piano. Comfortable sofas and armchairs are arranged around a central table, with art displayed on the walls. A television is mounted near a window, allowing natural light to fill the space.
Home in Montgomery
4.94 out of 5 average rating, 263 reviews

Great Old Farmhouse near Jay Peak

Updated farmhouse built in 1860 located 8mi. from Jay Peak, in the heart of the village of Montgomery Center. There’s a bar/ restaurant & supermarket across the street but only the Trout River & forest out back. Easy access to skiing, mountain biking, hiking, and a quick walk to a great swimming hole. One of a few places locally with access to fast internet (Gigabit). The house, now solar powered, sleeps 6-8 and is spacious, well insulated, and well furnished. 8 people + 2 infants max.

Top guest favourite
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
4.99 out of 5 average rating, 156 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
Home in Westfield
4.95 out of 5 average rating, 229 reviews

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!

Top guest favourite
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
4.96 out of 5 average rating, 202 reviews

Lord’s Creek Private Haven

Take a break at this peaceful, private getaway. We are located on a quiet road just a mile from our small-town square. Only three quarters of an hour from three ski resorts, Jay Peak, Burke Mtn and Smugglers Notch, we’re the perfect place to stay for your skication. There’s also plenty of hiking and beautiful lakes (Memphremagog, Crystal and Willoughby) to explore close by. Craftsbury Outdoor Ctr, Creek Hill Barn and, snowmobile trails are nearby. We offer a full kitchen and coffee bar!

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, 281 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
The exterior of The 1860 Farmhouse is showcased, featuring a blue clapboard facade with white trim. A spacious porch extends along the front, with multiple gabled roof peaks. Lush green lawns surround the house, complemented by colorful flower beds and a glimpse of the countryside in the background.
Home in Berkshire
4.94 out of 5 average rating, 159 reviews

1860 Farmhouse

Enjoy a restful getaway at The 1860 Farmhouse. We purchased the farmhouse in 2018 from a family that had done extensive renovations to the interior. Keeping true to its historic roots, the farmhouse offers modern amenities in a historic setting. A convenient location close to Jay Peak and Smuggler's Notch, and many Vermont and Quebec attractions within an easy drive. Swiss and Bloom wedding venue and Phoenix Manor are close by. The house is 6 bedrooms and sleeps 12 people.

Superhost
Home in Ayer's Cliff
4.89 out of 5 average rating, 278 reviews

Cozy Wood Loft 20mn to Mt Orford Eastern Townships

CITQ#307194. Taxes included. The Wood Loft is a modern winter retreat for couples or friends seeking a quiet escape in the Eastern Townships. Located in Ayer’s Cliff, about 15mn from Magog and 20mn from Mt Orford, it offers easy access to skiing and snowshoeing. The loft features a modern layout with a loft sleeping area (ladder), a bathroom, and a cozy living space with a gas fireplace for warmth. Driveway cleared after snowfall; winter boots recommended.

Guest favourite
A modern tiny house is nestled among snow-covered trees, featuring a bright yellow door that stands out against the gray exterior. A wooden deck wraps around the front, providing access to the entrance, while snow blankets the surrounding ground.
Home in Johnson
4.87 out of 5 average rating, 193 reviews

Modern Tiny House | Hot Tub, Sauna, River & Views

Welcome to Uncommon Accommodations, a collection of unique tiny homes and glamping stays on a 14-acre property along the Lamoille River. Guests enjoy access to a shared riverside spa experience with a year-round hot tub, treehouse barrel sauna, and river access for cold plunges. The property features 2,000 feet of river frontage, swimming holes, and views of the Green Mountains near Johnson.

Top guest favourite
A modern black chalet is set within a lush green lawn, framed by vibrant trees. The sloped roof is fitted with solar panels, and large windows invite natural light. An outdoor seating area is positioned on the patio, surrounded by tall grasses and landscaping.
Home in Sutton
4.98 out of 5 average rating, 103 reviews

The Country House in the Mountains

Spacious and private chalet, 5 minutes from the ski slopes and the magnificent village of Sutton. Access to your own spa on the terrace, which is open 3 seasons. Private lot with a birch forest at the back of the chalet, wood fireplace in the living room to relax, outdoor fireplace, swimmable pond with pure water sourced from the mountain. Tranquility assured!

Popular amenities for house rentals in Jay

When is the best time to visit Jay?

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Avg. price$507 SGD$540 SGD$486 SGD$381 SGD$307 SGD$295 SGD$318 SGD$339 SGD$297 SGD$370 SGD$403 SGD$508 SGD
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Quick stats about house rentals in Jay

  • Total holiday rentals

    Explore 30 holiday rentals in Jay

  • Nightly prices starting at

    Jay holiday rentals start at $178 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,120 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Jay holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Jay rentals

  • 4.9 Average rating

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

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