
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.

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.

Ski-In/Out Smugglers’ Notch| Fireplace, King bed
Welcome to your perfect four-season escape at Smugglers’ Notch Resort. This cozy, ski-in/ski-out condo offers beautiful mountain views, a warm gas fireplace and a plush king bed—all just steps from the slopes and village amenities. Whether you’re here for skiing, hiking or relaxing by the fire, this resort-side home blends comfort and convenience in the heart of Vermont’s Green Mountains. Easy access to Stowe, Mt. Mansfeld (Summer only 25 Min). Burlington, UVM & Lake Champlain (45 min drive).

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.

Slopeside Bolton Valley Studio
Bright and charming studio at Bolton Valley Resort. Ski, ride, snowshoe, bike, hike within seconds of leaving your front door. The studio is at 2000' elevation tucked into the valley with easy access to dozens of beautiful trails. You'll experience nature at its best! When you're finished playing outside come inside to your home away from home. It has a king size bed, full kitchen, TV, and bathtub. Ideal for couples and solo travelers. Not suitable for animals or children.

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!

Home Run condo near Toll House base
Newly renovated 1 bedroom condo, Located at Toll House base area in the Original Lodge building near Stowe Mountain Resort. Ski-in/out access in the winter (weather dependent with a 5-min flat ski to the Toll House Lift). Swimming pool, tennis courts and hiking trails in the summer. This cozy one bedroom condo comes with a fully equipped kitchen, living room with gas fireplace, washer & dryer, and private ski storage outside of the unit.

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!).

Ski in/out Condo @ The Lodge at Spruce Peak
This privately owned studio resides in the luxurious Stowe Mountain Lodge which is steps from the ski slopes and golf courses. This luxury lodge offers year-round mountain convenience for any outdoor lover and those looking for a little Green Mountain pampering, including a world class spa.
Popular amenities for Jay ski-in/out rentals
Ski-in/out house rentals

Spectacular Views in Greensboro/Glover House!

Cozy Mountain Home w/Million $ View

The Glass House

Spacious Eco-Friendly Stowe Home for Family Fun

Large 4BR/4BA Ski In/Out Village Chair at Jay Peak

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

Village 2Bed/Bath, Ski In/Out

New* The Tofino, Foyer, SPA

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

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

Ski-in Ski-out 2bdrm condo, 3min walk to Waterpark

Lodge at Spruce Peak! Amazing 2 BR ! Ski In-Out!

HIBOU Chalet @ Owl's Head [CITQ #312119]

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

Wooden chalet, high-end 100% equipped

Off Grid Vermont Cabin-Hike-Write

Northeast Kingdom Cabin @Victory Hill Trailside

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 | $525 SGD | $629 SGD | $561 SGD | $429 SGD | $381 SGD | $349 SGD | $255 SGD | $329 SGD | $349 SGD | $286 SGD | $452 SGD | $525 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 $129 SGD per night before taxes and fees

Verified guest reviews
Over 2,110 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!
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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
- Ski Bromont
- Mont Sutton Ski Resort
- Amazoo Park
- Bolton Valley Resort
- Le Vignoble du Ruisseau - Winery & Cidery
- Cochran's Ski Area
- Sherbrooke Golf Club
- Pump House Indoor Waterpark
- Jay Peak Resort Golf Course
- Country Club of Vermont
- Ethan Allen Homestead Museum
- Burlington Country Club
- Domaine Cotes d'Ardoise - Winery & Cidery
- Val Caudalies - Vignoble & Cidrerie
- Le Club De Golf Memphrémagog
- Vignoble Domaine Bresee
- Domaine du Ridge
- Vignoble de la Bauge
- Snow Farm Vineyard & Winery
- Boyden Valley Winery & Spirits
- Vignoble La Grenouille
- Vignoble Clos Ste-Croix Dunham




