
Ski-in/Ski-out holiday rentals in Jay
Find and book unique ski-in/out homes on Airbnb
Quick stats about holiday rentals that are ski-in/out in Jay

Total holiday rentals
Explore 60 holiday rentals in Jay

Nightly prices starting at
Jay holiday rentals start at $142 SGD per night before taxes and fees

Verified guest reviews
Over 2,710 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
60 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!
Top-rated ski-in/out rentals in Jay
Guests agree: these ski-in/out homes are highly rated for location, cleanliness and more.

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.

Teeny Tiny Cottage on Lake Eden Water Front
This cozy cottage with loft on water front, $65 dollars per nights, Two night minimum is required. We have week or month reservations. Depending on availability there is rental of (2) paddle boats (2) kayaks (1) two man canoe (1) Row Boat, and dock space rental for personal water craft. Travel to Burlington airport is one hour and Montreal airports is two hours. The cottage is centrally located between major ski areas, 30 minutes to Jay Peak Resort, Stowe Resort, and Smugglers Notch Resort.

200 acre Stowe area Bunkhouse.
Hello and welcome to our Red Road Farm 'Bunkhouse' -- We're so happy to host you! Sitting on our 200 acre estate this authentic barn offers our guests a chance to relax in the beautiful rolling hills of Vermont. Access the vast majority of our historic Stowe area land -- from our apple orchards to our extensive walking paths in fields and woodland. We hope that you can experience such fun and quiet time in our cozy, western-style bunk room. Located only a 10 minute drive from downtown Stowe.

HAVRE DE PAIX lac-Golf-Tennis-Ski Mont Owl's Head
Résidence luxueuse, chaleureuse et conviviale pouvant accueillir jusqu'à 12 pers. situé dans les cantons de l'est, sur le Mont Owl's Head, sur les pistes de ski, accessible à pied au lac, au tennis et à 5 min. du golf. Tout vous charmera ! Elle fût entièrement rénovée et décorée avec soin, et ce, sans oublier un détail pour votre confort. Vous serez au cœur des activités sportives et de plein air, tout y est ! Ski, raquette, golf, vélo, plage, tennis, randonnée. C'est un havre de paix !

4-Season Treehouse @ Bliss Ridge; Best Views in VT
Insulated, thermostat control! LUXURY! 1-of-a-kind, 5⭐️Interior bathroom, @Bliss Ridge - 88acre, OG farm, private estate surrounded by 1000s acre of wilderness. NEW SAUNA& cold plunge!!! Our 2 architectural wonders = real treehouses, built withIN the living trees, not stilted cabins. Fabulous “Jotul” fireplace, indoor hot shower / plumbing, fresh mtn spring water, stable access ramp. Our original treehouse, "The Bird’s Nest" is open May-Oct. WiFi avail at the barn! Cell svc works! No pets.

Ski in Ski out - fantastic location on the trail
This condo lies in the heart of the original Jay Village, offering flexible living space for a family or group of friends. With 2 bedrooms and 2 bathrooms, everyone can have the space that they need. Access via private entrance with a mud room for leaving all the outdoor gear, in summer and in winter. Enjoy free parking, outside space and a balcony with a serene view into the woods. Make the most of the resort activities (Water park, pool, golf, ice rink) for a fee to the resort.

A small loft mezzanine barn style *Air conditioner*
This beautiful small private and exclusive loft will charm you with its barn-style character, its unique mezzanine, its front and rear balcony, to contemplate the Brome countryside. By its perfect location for practicing a variety of sports, close to the ski resorts of Bromont (15 min), Sutton (12 min) and 5 min from Lac Brome, surrounded by the most beautiful roads in the region for cycling. Valley House is a cozy little nest for a romantic weekend. You will be charmed!

Meadow Woods Cabin, private, cozy and unconnected
Enjoy beautiful sunsets from your rocking chair on the cabin's wonderful porch. There is a large, well equipped kitchen, open space floor plan, new shower unit and plenty of closet space in the bedroom. Easy access to VAST snowmobile trails, within an hour's drive to 3 ski areas (Stowe, Smuggler's Notch and Jay Peak), X-Country skiing right outside the door or in Craftsbury or Stowe. Elmore State Park is 3 miles away. Hiking trails and kayaking abound!

Waterfront cabin
This one bedroom waterfront guest cabin is located on Great Hosmer Pond in the beautiful town of Craftsbury Common, Vermont. The owners of the property live in the main house. The cabin has access to the cross country ski trails of the Craftsbury Outdoor Center. Swimming dock on property with access to a canoe and kayaks. The cabin is made of double tongue and grooved red western cedar. The cabin is available year round except for 'mud season'.

Spacious Eco-Friendly Stowe Home for Family Fun
Vacation/Work Remotely or both in this 5 BR and 5 BA gorgeous mountain eco-friendly home. FIBER 100 meg symmetrical wifi, a quiet workspace with desk, monitor, and printer. Fully stocked kitchen, ping pong, fire pit, large family space but quiet spaces too, and 3 ensuite bedrooms! Conveniently located close to town and a short drive to skiing. This is a great family space to reconnect or a space to work remotely for a change of pace.

Rustic Retreat on COC Trails/Near Hill Farmstead
This simple home is the place to go to turn off your phone, breathe, and unwind. Located down a dirt road and on our town's world class cross country ski trail system, it's a 5 min drive to the Craftsbury Outdoor Center and 15 m to Hill Farmstead/Jasper Hill Farm. Close to many places to hike, kayak, downhill ski, and more, the Airbnb is also near many local artists, breweries, and restaurants (Blackbird! Hill Farmstead!).

E104-Ski-in/ski-out condo / bike-in/bike-out
Beautiful condo located in the heart of Bromont Mountain directly on the Victoriaville ski slope. Direct access to the slopes, it is located on the ground floor. Sleeps 4 people. Everything you need for a pleasant stay will be provided in this unit. (filter coffee maker and Keurig, electric boot and glove dryer, fondue pot etc...) Great for remote work. High-speed internet and secure network available. CITQ: 307510
Popular amenities for Jay ski-in/out rentals
Ski-in/out house rentals

Cozy Mountain Home w/Million $ View

Chalet de ski Bombardier Mont Owl's Head.

The Glass House

Vermont Scandinavian Chalet (B)

The Grammy Jay Chalet: 4BR/4BA Ski In/Out Condo

1797 Vt Farm House See the Stars!

The Maple Lodge at Lake Elmore

Stay at Historic Greensboro Barn
Family-friendly, ski-in/out home rentals

Cozy Ski-in/Ski-out Jay Peak Mountain Condo

Absolute best ski on/off at Jay.

2 BR.SLOPESIDE CONDO WALK 2 WATERPARK/RINK/ TRAILS

Ski-in/Ski-out. Comfortable 2BR/2BA Condo

Jay Peak’s Premier Ski-in / Ski-out location!!

Ski-in/out condo at the foot of the slopes

1st Chair, Last Call, Slopeside Condo

True Ski-in Ski-out! Walk to hotel-waterpark-golf
Ski-in/out cabin rentals

Large wooden chalet, 100% equipped

Off Grid Vermont Cabin-Hike-Write

Custom Cabin, Stowe/Montpelier (Family Bunk Room)

Northeast Kingdom Cabin @Victory Hill Trailside

Rustic Vermont Cabin on 13 Wooded Acres

The Bear's Den at Jay
When is the best time to visit Jay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $616 SGD | $683 SGD | $576 SGD | $430 SGD | $382 SGD | $349 SGD | $255 SGD | $330 SGD | $349 SGD | $331 SGD | $418 SGD | $544 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 |
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- Ski-in/ski-out rentals Orleans County
- Ski-in/ski-out rentals Vermont
- Ski-in/ski-out rentals United States
- Jay Peak Resort
- Owl's Head
- Zoo de Granby
- Mont Sutton Ski Resort
- Bolton Valley Resort
- Jay Peak
- Stowe Mountain Resort
- Ski Bromont
- University of Vermont
- Jay Peak Resort Golf Course
- Kingdom Trails
- Spa Bolton
- Snow Farm Vineyard & Winery
- Pump House Indoor Waterpark
- Mont-Orford National Park
- Cold Hollow Cider Mill
- Bleu Lavande
- Fairbanks Museum & Planetarium
- Elmore State Park
- Marais de la Rivière aux Cerises
- Boyden Valley Winery & Spirits
- Parc Jacques-Cartier
- Ethan Allen Homestead Museum
- Green River Reservoir State Park





