
Holiday rentals in Jay
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Top-rated holiday rentals in Jay
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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

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!

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.

Crofter's Green @ Jay Peak: Sugar Shack
The Sugar Shack is one of five micro-cottages at Crofter's Green nested on twenty-five beautiful acres of land just 7 minutes from Jay Peak Ski Resort and 5 minutes from 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 Sugar Shack is your ideal destination. Find us on social media! @croftersgreen

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.

Alder Brook Cottage: A Tiny House in the Woods
From the moment you cross the cedar footbridge over Alder Brook, you'll know you're somewhere special. Featured in Boston Magazine and CabinPorn, Alder Brook Cottage is an inspired, rustic dream cabin located in the woods of Vermont's Northeast Kingdom. Surrounded by a crystal clear stream and 1400 acres of rugged forest, it is the perfect getaway for glampers looking to experience the tiny house life. Minutes away from Caspian Lake, Hill Farmstead Brewery & Craftsbury Outdoor Center.

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

Charmante Tiny House bord de l'eau
Découvrez notre charmante Tiny House, idéale pour un séjour chaleureux au bord de la rivière. Profitez de sentiers sur le site et d’un accès privé à l’eau. Ce projet, conçu avec amour, reflète notre bonheur d’avoir un havre de paix où se ressourcer et pratiquer des activités de plein air. Nous souhaitons partager cette expérience avec ceux qui recherchent un doux moment de bien-être en campagne. Offrez-vous un moment de sérénité, seul ou en amoureux, dans notre petit cocon.

Jay Peak 3 miles - secluded with spectacular view!
Mountains, streams & seclusion with stunning views! • Hike the Long Trail • Road, gravel & mountain biking • Jay Peak Resort is three miles away! • Waterpark • Golf • Backcountry guiding available (15% discount!) This is the mountain getaway you dream about! Our only neighbors are animals in the surrounding mountains & forests. • Vermont Mountain Experience - 15% discount on photography & backcountry guiding! There is an apt in the main house that sleeps 8.

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.

Journeys End Chalet - Minutes to Jay Peak!
** BEAUTIFUL MOUNTAIN VIEWS** Welcome to the Journeys End Chalet! We are located just a quick 10 minute ride from the base of Jay Peak Resort, home to some of the best skiing and riding in the Northeast. The chalet is set on a beautiful and private 11 acres just a stones throw from the Canadian border. We love all dogs and your well behaved furry friends are welcome in our home. We are located directly on the VAST trail system so bring your snowmobile and enjoy!

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!
Popular amenities for Jay holiday rentals
Other great holiday rentals in Jay

View of Jay Peak from the Hot Tub!

Chalet Black Box – A sleek, modern retreat in nat

Stonewell Hollow

Ski in Ski out - fantastic location on Raccoon Run

Vacation house-4 miles from Jay Peak!

The Jay Chalet

Entire Apartment Near Jay Peak

Comfortable 2BR/2BA Condo. Now with AC for summer!
When is the best time to visit Jay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $456 SGD | $520 SGD | $484 SGD | $343 SGD | $290 SGD | $267 SGD | $257 SGD | $265 SGD | $261 SGD | $290 SGD | $303 SGD | $456 SGD |
| Avg. temp | -8°C | -7°C | -1°C | 6°C | 13°C | 18°C | 20°C | 19°C | 15°C | 8°C | 2°C | -5°C |
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 60 vacation rentals in Jay featuring dedicated workspaces. Stay connected and productive in your home away from home.
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 20 house rentals with a bbq area in Jay. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Jay?
Experience the best of Jay with our house rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget 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.
Are there Jay condo rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 condo rentals 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.
Quick stats about holiday rentals in Jay

Total holiday rentals
Explore 140 holiday rentals in Jay

Nightly prices starting at
Jay holiday rentals start at $104 SGD per night before taxes and fees

Verified guest reviews
Over 6,440 verified reviews to help you choose

Family-friendly holiday rentals
110 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
140 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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- Jay Peak Resort
- Owl's Head
- Ski Bromont
- Amazoo Park
- Mont Sutton Ski Resort
- Bolton Valley Resort
- Le Vignoble du Ruisseau - Winery & Cidery
- Sherbrooke Golf Club
- Cochran's Ski Area
- Jay Peak Resort Golf Course
- Pump House Indoor Waterpark
- Ethan Allen Homestead Museum
- Country Club of Vermont
- Burlington Country Club
- Val Caudalies - Vignoble & Cidrerie
- Le Club De Golf Memphrémagog
- Domaine Cotes d'Ardoise - Winery & Cidery
- Domaine du Ridge
- Snow Farm Vineyard & Winery
- Vignoble de la Bauge
- Vignoble Domaine Bresee
- Vignoble Clos Ste-Croix Dunham
- La Belle Alliance
- Boyden Valley Winery & Spirits




