
Ski-in/Ski-out holiday rentals in Jay
Find and book unique ski-in/out homes on Airbnb
Top-rated ski-in/out rentals in Jay
Guests agree: these ski-in/out homes are highly rated for location, cleanliness and more.

Cottontail Cottage - Snowshoes, Fireplace & Sauna
Quiet and peaceful cottage in a beautiful setting. Located on 6 acres adjacent to the Shelburne Pond Nature Reserve and only 15 min to the Church Street Marketplace in downtown Burlington. Enjoy the sunrise over the hills behind the cottage and sunsets over the Adirondacks to the west. Sit in the chairs or chaise lounge in the private backyard listening to the birds or relax in the shared sauna after a day of skiing or snowshoeing. (The sauna is available by reservation to ensure your privacy.)

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.

The Loft at The High Meadows
Welcome to The Loft at The High Meadows – your stylish Vermont retreat! Perfect for solo adventurers or couples who need a basecamp for exploring Vermont. You're minutes away from downtown Burlington, shopping in Williston, skiing at Stowe/Bolton, kayaking on Waterbury Reservoir, blueberry picking at Owls Head Blueberry Farm, and savoring craft brews at Stone Corral. The Loft offers a well-appointed kitchen with dishwasher, laundry, luxurious queen bed, & more. Book your Vermont getaway today!

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.

Slopeside Condo - Elegant & Cozy - Alpine/XC Ski
Impeccably clean & well-appointed, this compact condo is perfect for Alpine, Nordic & Backcountry skiing/snowboarding at Bolton Valley. Wilderness Lift behind condo building. Short walk to Base Lodge & Sport Center. Short drive to The Ponds & Timberline. After a day of adventure, cook your favorite meal in the fully-equipped kitchen or take a relaxing bubble bath in the spotless bathtub. Burlington 35 mins; BTV Airport 35 mins; Waterbury 18 mins; Richmond 18 mins; Sugarbush & Stowe 50 mins.

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 Dr. Seuss treehouse, "The Bird’s Nest" is open May-Oct. WiFi avail at the barn! Cell svc works!

Ski in/out – Smugglers’ Notch Condo
Welcome to your stylish mountain basecamp at Smugglers’ Notch Resort. This updated ski-in/ski-out condo is designed for comfort and convenience with soaring vaulted ceilings, a plush king bed, two twin beds, natural light from a skylight and beautiful new flooring throughout. Step outside and hit the slopes or stay in and relax in a cozy, thoughtfully designed space perfect for couples, small families, or remote workers looking to unwind in Vermont’s Green Mountains. Sleeps up to 6 guests.

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.

Spring Hill Farm, coffee & hot tub
Private apartment w/hot tub for 4 & abundant amenities. Kitchen stocked w/ basics for cooking. Access to back yard with grill, fire pit & pond stocked w/ trout (for feeding). Access to 1 mile +/- of scenic wooded trails & beaver pond w/ pedal boat. Close to Burke Mtn, VAST & Kingdom Trails. Hosts on site & available if needed. DISH, smart TV, movies & games. Internet WiFi should be strong we now have fiber. Poor cell service. NO PETS. Please don't ask.

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!

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.
Popular amenities for Jay ski-in/out rentals
Ski-in/out house rentals

Spectacular Views in Greensboro/Glover House!

Chalet des 4 Monts

Cozy Mountain Home w/Million $ View

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

Rail Trail Depot
Family-friendly, ski-in/out home rentals

Smuggler’s Base Flat @ Nordland

3rd Floor Studio @ The Lodge at Spruce Peak

A small loft mezzanine barn style *Air conditioner*

Another Day in Paradise at Sugarbush Mountain

SKI IN/SKI OUT Owls Head, Magnifique rez-de-jardin

Ski-In/ Ski-Out 2 Story Condo @ Jay Peak + Hot Tub

Ski-In Ski-Out Toll House Lift

Stowe Village Rec Path Home + 5 miles to Mountain!
Ski-in/out cabin rentals

Grand Chalet en bois 100% équipé

Off Grid Vermont Cabin-Hike-Write

Custom Cabin, Stowe/Montpelier (Family Bunk Room)

Recently updated Chalet at Cannon Mountain

Northeast Kingdom Cabin @Victory Hill Trailside

Dream Cabin in Vermont

Modern Forest Retreat in Vermont Woods

The Bear's Den at Jay
When is the best time to visit Jay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $513 SGD | $615 SGD | $548 SGD | $420 SGD | $373 SGD | $341 SGD | $249 SGD | $322 SGD | $341 SGD | $323 SGD | $408 SGD | $531 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 ski-in/out in Jay

Total holiday rentals
Explore 60 holiday rentals in Jay

Nightly prices starting at
Jay holiday rentals start at $253 SGD per night before taxes and fees

Verified guest reviews
Over 2,190 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!
Destinations to explore
- Plainview Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Québec City Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Island of Montreal Holiday rentals
- Erie Canal Holiday rentals
- East Side Holiday rentals
- Rentals with a hot tub Jay
- Rentals with pools Jay
- Apartment rentals Jay
- Rentals with a firepit Jay
- Flat rentals Jay
- Rentals with a patio Jay
- Chalet rentals Jay
- Villa rentals Jay
- Rentals with a fireplace Jay
- Cabin rentals Jay
- House rentals Jay
- Waterfront rentals Jay
- Pet-friendly rentals Jay
- Cottage rentals Jay
- Family-friendly rentals Jay
- Rentals with a washing machine and dryer Jay
- Fitness-friendly rentals Jay
- Rentals with outdoor seating Jay
- 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
- Mont Sutton Ski Resort
- Ski Bromont
- Jay Peak
- Zoo de Granby
- Bolton Valley Resort
- Jay Peak Resort Golf Course
- Pump House Indoor Waterpark
- Stowe Mountain Resort
- University of Vermont
- Bleu Lavande
- Parc Jacques-Cartier
- Boyden Valley Winery & Spirits
- Kingdom Trails
- Mont-Orford National Park
- Fairbanks Museum & Planetarium
- Marais de la Rivière aux Cerises
- Spa Bolton
- Parc de la Pointe-Merry
- Snow Farm Vineyard & Winery
- Cold Hollow Cider Mill
- Elmore State Park




