
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.

Jay Peak 3mi - 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!

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

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.

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.

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!

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.

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

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Peaceful home with mountain views

Stonewell Hollow

The Jay Chalet

The Jay Spot - 3 Season Wood Fired Hot Tub

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

The SnowBox - Jay, Vermont
When is the best time to visit Jay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $458 SGD | $522 SGD | $485 SGD | $344 SGD | $290 SGD | $268 SGD | $258 SGD | $265 SGD | $261 SGD | $290 SGD | $303 SGD | $458 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 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!
Are there pet-friendly house rentals in Jay?
Four-legged friends are welcome in Jay. Choose from more than 20 house rentals for guests traveling with pets.
Do townhouse rentals in Jay have wifi?
Absolutely! We offer over 10 townhouse 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 10 house rentals with a bbq area in Jay. Enjoy a tailored experience with all the comforts you desire.
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.
How much does it cost to stay in townhouse rentals in Jay?
Experience the best of Jay with our townhouse rentals, starting at about $140 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Jay have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Jay. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly apartment rentals in Jay?
Jay has more than 10 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there condo rentals with a dedicated workspace in Jay?
Yes! Work meets play with ease at over 20 condo rentals in Jay featuring dedicated workspaces. Stay connected and productive in your home away from home.
What are the most popular amenities for Condo Rentals in Jay?
Enhance your stay in our Condo Rentals with the most popular amenities: over 40 homes with wifi, over 20 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.
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 $105 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
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- Cochran's Ski Area
- Sherbrooke Golf Club
- Jay Peak Resort Golf Course
- Pump House Indoor Waterpark
- Country Club of Vermont
- Ethan Allen Homestead Museum
- Burlington Country Club
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- Domaine Cotes d'Ardoise - Winery & Cidery
- Domaine du Ridge
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