
Family-friendly holiday rentals in Jay
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Top-rated family-friendly 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

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.

Fabulous Jay Peak ski-in/ski out condo!
Your family will be close to everything when you stay at this centrally-located condo. You are steps to the pool and water park (water park tickets sold separately). Plenty of dining options, hiking and golf are within walking distance. In the winter, enjoy the ski-in and ski-out location. This condo has a fully stocked kitchen, a dining area and a living room with a smart tv and cable. The master bedroom has a queen-sized bed with a smart tv. The second bedroom has a full and two twins.

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 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!

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 bord de l'eau
Discover our charming Tiny House, ideal for a warm stay by the river. Enjoy on-site trails and private access to the water. This lovingly designed project reflects our happiness to have a peaceful haven where you can recharge your batteries and enjoy outdoor activities. We want to share this experience with those looking for a pleasant moment of well-being in the countryside. Treat yourself to a moment of serenity, alone or in love, in our little cocoon.

Owls Head
Beautifully kept quaint cabin in the fields overlooking the wonders of Jay Peak. Studio style cabin with queen size bed, additional loft area with a full size mattress topper, bathroom with shower, sink and toilet, kitchenette. There is a porch attached to Owls Head where you can take in the beautiful views of sunrise and sunset while being nestled in the valley below Jay Peak.

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.
Popular amenities for Jay family-friendly rentals
Family-friendly home rentals with a hot tub

Metcalf Pond Camp Convenient to Smugglers Notch

Modern 3-BD Mountain Cabin w/ Hot Tub, Deck, Loft

The Caterpillar House: Tiny w/ Hot Tub & Fire Pit

Waterfront condo with indoor and outdoor pool

Townhouse at Jay with Sauna + Jacuzzi

Luxury Alpine Studio. Ski In Ski Out. Spruce Peak

Caboose Tiny Home | Hot Tub, Sauna, River & Views

Hill Top Apartment With Amazing View Near Stowe
Family- and pet-friendly home rentals

Typical small old school from 1860

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

Cozy Chalet at Jay Peak

"Le Shac" a bit of paradise awaits you

Hillwest Mountain View

Mountain View Chalet near Jay Peak!

The Lodge at Blackberry Hill

Lakefront Cabin | Boat Dock-Fireplace-Sunset Views
Family-friendly home rentals with a pool

Slopeside Bolton Valley Studio

Hatley House - Pool, Garden, Cycling

Jay Peak Ski in Ski out Condo

Quiet stay on 76 acres land with pool!

Ski in Ski out - fantastic location on the trail

Chalet Potton Cottage - spa, sauna & pool

Waterfront condo in Magog

Ski in/out Condo @ The Lodge at Spruce Peak
When is the best time to visit Jay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $493 SGD | $546 SGD | $504 SGD | $381 SGD | $316 SGD | $295 SGD | $318 SGD | $318 SGD | $318 SGD | $353 SGD | $384 SGD | $508 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 |
Quick stats about holiday rentals that are family-friendly in Jay

Total holiday rentals
Explore 110 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 4,380 verified reviews to help you choose

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
110 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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- Jay Peak Resort
- Owl's Head
- Ski Bromont
- Mont Sutton Ski Resort
- Jay Peak
- Zoo de Granby
- Bolton Valley Resort
- Jay Peak Resort Golf Course
- Pump House Indoor Waterpark
- Stowe Mountain Resort
- University of Vermont
- Kingdom Trails
- Boyden Valley Winery & Spirits
- Bleu Lavande
- Snow Farm Vineyard & Winery
- Parc de la Pointe-Merry
- Fairbanks Museum & Planetarium
- Marais de la Rivière aux Cerises
- Elmore State Park
- Cold Hollow Cider Mill
- Parc Jacques-Cartier
- Spa Bolton
- Mont-Orford National Park




