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

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

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

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

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Guest favorite

Home in Greensboro

5 out of 5 average rating, 19 reviews

Northeast Kingdom Summer & Winter Lake Retreat

Treat your entourage to the heart the Northeast Kingdom on renowned Lake Caspian...with its tranquility, historical & cultural heritage (Willey's Store & Highland Art Center), while enjoying a spacious modern, yet, colonially furnished home. Summer time kayak, SUP, canoe, swim, rent road bikes at Greensboro Garage, or 15-minutes to the Craftsbury Center's mountain biking trails. Wrap up your day with a bonfire cookout on our beach or up on Barr Hill watching the sunset over Mt. Mansfield.

Guest favorite

Condo in Jay

4.91 out of 5 average rating, 152 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.

Guest favorite

Guesthouse in Greensboro

4.97 out of 5 average rating, 29 reviews

Cozy retreat in Northeast kingdom Greensboro VT

Relax in this calm, stylish space. The guest unit (1 queen bed+a pull out couch) was built in 2023. Located on an extremely quiet rise well back from the road and overlooking Caspian Lake. Cross-country skiing right out the door. Less than 1 hour away from Stowe and Burke Mt, 10 minutes to Hill Farmstead Brewery or Barr Hill, minutes away to library, tennis, golf, art center, public beach, stores. Easy access to the trail network of Highland Lodge and Craftsbury Outdoor Center.

Superhost

Guesthouse in Eden

4.87 out of 5 average rating, 271 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, dock spaces for rent 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.

Guest favorite

Home in Jay

5 out of 5 average rating, 17 reviews

Newly Renovated Ski-In/Out next to Waterpark/Rink

Completely remodeled in 2024. Ski-in / Ski-out. Cannot beat the location! Steps to the water park, ice rink, tram, restaurants, and bars. Enjoy an upscale two story, 3 bed, 2 bath family-friendly luxury condo with a private back deck & small yard. You do not have to use your car at all. Quiet corner unit with no one above or below you. Each guest will be given a unique door code prior to check-in. Kitchen and linens are very well stocked. Well behaved dogs welcomed.

Guest favorite

Rental unit in Sutton

4.99 out of 5 average rating, 421 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 not always reliable due to rural area. NO PETS. Please don't ask.

Guest favorite

Home in Craftsbury

4.9 out of 5 average rating, 240 reviews

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. The cabin is made of double tongue and grooved red western cedar. The cabin is available year round except for 'mud season'.

Guest favorite

Place to stay in Craftsbury

4.99 out of 5 average rating, 82 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!).

Guest favorite

Condo in Burke

4.87 out of 5 average rating, 138 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!

Guest favorite

Home in Glover

4.83 out of 5 average rating, 96 reviews

Spectacular Views in Newly Renovated 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.

Guest favorite

Home in Craftsbury Common

4.98 out of 5 average rating, 45 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.