Ski-in/Ski-out holiday rentals in Orleans County

Find and book unique ski-in/out homes on Airbnb

Top-rated ski-in/out rentals in Orleans County

Guests agree: these ski-in/out homes are highly rated for location, cleanliness and more.

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Top guest favourite
A winter scene captures snow-covered trees and a peaceful landscape, framed by distant mountains. A row of townhomes sits blanketed in white, and parked cars are visible on the cleared driveway. The soft glow of sunset casts a warm hue against the snow.
Apartment in Burke
4.88 out of 5 average rating, 152 reviews

Burke Mt condo -gap view & ski and bike trails.

Recently Renovated 2 Bedroom condo on Burke Mountain on bike trail steps from resort hotel and day lodge. 1380 sq ft, well equipped late 80's vintage condo. Heated outdoor hottub and weight room ($5) available through hotel (at their discretion) Enjoy a spectacular view and sunset by the wood stove or on your private deck after a day out in nature. Enjoy early fresh powder runs or biking without driving! Now available Shared community Charging for your Ev. through the Epic charging app!

Top guest favourite
Apartment in Jay
4.93 out of 5 average rating, 55 reviews

"The Jay Chalet" *cozy* ski in/out condo at Jay

Convenient location to trails & the Jay resort water park. Access to shuttle system thru the resort. -king size bed - pull out couch - WiFi - electric fireplace This is a ski in/out location (Dec - Mar)! To access: walk across the parking lot to the ski in/out trail which links up with Grammy Jay. Follow the Grammy Jay trail down to the Village Chair Double Lift to access the rest of the trail system. To get back: take the Grammy Jay trail & exit at the "Long Trail" sign to reach the condo.

Guest favourite
A cozy bedroom is presented with a spacious bed dressed in crisp white linens. Two decorative yellow pillows sit against the headboard, while a basket of sunflowers is positioned on the windowsill. Snow is visible outside the two windows, providing a bright winter view.
Apartment in Jay
4.8 out of 5 average rating, 162 reviews

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.

Superhost
The cottage features a charming blue exterior with large windows and a welcoming front deck. Surrounded by vibrant fall foliage, the setting showcases a blend of natural beauty and cozy architecture, emphasizing the inviting atmosphere of the lakefront location.
Guest house in Eden
4.86 out of 5 average rating, 289 reviews

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.

Top guest favourite
The exterior of the condo is highlighted by natural stone accents and a welcoming porch area. Vibrant flowers and green landscaping create a pleasant entrance, with a pathway leading to the door. The structure showcases a blend of modern design and outdoor charm.
Home in Burke
4.95 out of 5 average rating, 62 reviews

JK Mtn Home located on Burke Mtn & Kingdom Trails

Imagine stepping out your door, into your bindings and letting gravity do the rest. Our 3 bdrm 3 bath condo which comfortably sleeps 7 will give you this experience. Located on the Dashney Mile trail, skiers and mtn bikers of all abilities have slope side access to the lower base lodge and Kingdom Trails. Whatever you choose to do, you can always end your day with a great meal at some wonderful local restaurants and pubs and of course enjoy a beautiful Vermont sunset over the back deck.

Top guest favourite
A balcony features two canvas chairs positioned on a wooden deck. A view of vibrant autumn foliage is visible, with trees displaying shades of orange and yellow against a clear blue sky and scattered clouds.
Apartment in Jay
4.92 out of 5 average rating, 178 reviews

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.

Top guest favourite
A yellow and white daffodil blooms prominently in the foreground, surrounded by lush green grass. In the background, a rustic red barn with the sign 'Spring Hill Farm' is visible against a cloudy sky.
Flat in Sutton
4.99 out of 5 average rating, 502 reviews

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.

Top guest favourite
A rustic wooden structure is surrounded by lush greenery. Large glass windows offer views of the outdoors, while a small deck features two comfortable chairs. Colorful flowers and plants are seen in the yard, contributing to a peaceful, natural setting.
Place to stay in Craftsbury
4.98 out of 5 average rating, 131 reviews

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!).

Top guest favourite
A two-story wooden house is nestled among lush green grass and surrounded by trees. Large windows allow for ample natural light, while a spacious wrap-around deck offers outdoor seating. A children's play structure is visible to one side, enhancing the family-friendly appeal of the property.
Home in Glover
4.85 out of 5 average rating, 120 reviews

Spectacular Views in Greensboro/Glover House!

Our home, situated on 50 acres of pristine Vermont forest, was originally built in 2001 and renovated in 2018. The land on which it is built has been in our family for 3 generations and features sweeping vistas of beautifully forested Vermont mountains. Lounge on the large wrap around deck as you barbeque your favorite meal, enjoy a beverage, take in breathtaking sunsets! This is a great place for families.

Top guest favourite
The historic barn, painted in a vibrant red, features distinctive twin cupolas atop its roof. Surrounding lush green fields are interspersed with blooming yellow wildflowers, complemented by a dramatic sky filled with clouds. The structure embodies rustic charm and rural beauty.
Home in Greensboro
4.94 out of 5 average rating, 285 reviews

Stay at Historic Greensboro Barn

My comfortable one bedroom apt (king bed and sofa bed) tucked away inside this restored historic barn is a perfect spot for a cozy rural get away or staycation. I follow Airbnb's 5-step enhanced cleaning process. Moments away from world class food and drinks, this beautiful rural surrounding is a wonderland for many activities.

Guest favourite
The exterior of a charming two-story house is surrounded by lush greenery and colorful shrubs. A well-maintained lawn leads up to the house, which features classic windows and rooflines. A few trees provide shade, enhancing the tranquil setting.
Home in Craftsbury Common
4.97 out of 5 average rating, 68 reviews

Chandler House: Picture Perfect

Chandler House provides an ideal country retreat for families and friends looking to experience the quintessential Vermont experience. The house is set up as your own 'Private Inn,' featuring four bedrooms and four and 1/2 baths in addition to comfortable Living and large eat in kitchen spaces.

Top guest favourite
An upstairs room features a spacious bed dressed with soft linens and a colorful decorative pillow. A cozy seating area is provided by a couch and a rocking chair. A patterned rug adds warmth, while natural light filters through multiple windows.
Cabin in Hyde Park
4.94 out of 5 average rating, 609 reviews

Dream Cabin in Vermont

I used to think that it was just me: I had a soft spot for our cabin because I fell in love with Fred there. But now that hundreds of guests have enjoyed the cabin as we do, I believe it. It's a sweet place to experience simple, rustic living - and loving too!

Popular amenities for Orleans County ski-in/out rentals