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

4.8 out of 5 average rating, 129 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.

4.98 out of 5 average rating, 43 reviews

Ski in/Ski Out- Adjacent to Tram and Magic Carpet!

Welcome to our home! SKI-IN/SKI OUT 2 bedroom condo. Yes this is a true ski in/out condo. Ideal for families with beginner skiers or those that want to be in line first on a powder day. We are steps away to the Tram, Flyer Express, Magic Carpet, Waterpark, and Restaurants. The 2nd floor corner unit has been updated with a full kitchen, washer/dryer, boot/glove heater and plenty of space for your gear. Sleeps up to 8 with a king bed, queen bed, 2 XL twin bunk beds, and a queen sleeper sofa.

4.92 out of 5 average rating, 160 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.

4.87 out of 5 average rating, 275 reviews

Guesthouse in Eden

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.

5 out of 5 average rating, 37 reviews

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

Discover the charm of our Jay Peak Slopeside condo, arguably the best on the mountain. Right by ski lifts, trails, dining, and the Pump House water park, it's perfect for both excitement and relaxation. Inside, enjoy a warm living room, a welcoming dining area for special meals, and a renovated, well-stocked kitchen ready for your culinary adventures. Every corner is crafted for your comfort, making it the ideal spot for creating lasting memories with those you cherish.

5 out of 5 average rating, 7 reviews

Apartment in Jay

Absolute best ski on/off at Jay.

Location, location, location. This 2br Slopeside condo is position A on the snowiest mountain in the east. Inside, you'll find 2 bedrooms featuring a queen bed and a twin over full bunk. The kitchen comes fully equipped to make meal prep a breeze. The cozy living room has a gas fireplace to warm up or relax and enjoy an après drink. Our condos always feature complete linens, towels, and essential sundries because no one wants to lug that stuff to their vacation.

4.9 out of 5 average rating, 49 reviews

True Ski-in Ski-out! Walk to hotel-waterpark-golf

This is the perfect mountain spot all-year-round! “The Shredquarters” is a true ski-in-ski out condo with a fully fitted kitchen, new furniture throughout, free Wi-Fi, in unit dryer and washer, a WFH desk setup, and more! Easy access to all, it’s a three minute walk to the hotel restaurants, spa, and pump house water park and ice rink, and a 7 min walk/2 min shuttle to the golf course. There is A/C for the summer and a cozy gas fireplace in the winter.

Top guest favorite

Apartment in Sutton

4.99 out of 5 average rating, 441 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.

4.9 out of 5 average rating, 254 reviews

Home in Craftsbury

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'.

4.91 out of 5 average rating, 35 reviews

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

Ski-in/ Ski-out, 2 bedroom condo located just steps away from the Queen’s Highway trail- get first tracks from Tram, Flyer Express & Metro quads and easily return to this condo from anywhere on the mtn. Freshly updated & private, Ground Floor Corner unit with Modern Gas Fireplace, Full Kitchen, In-Unit Washer/Dryer & Gear Dryer and Gear storage. Sleeps up to 7 with a queen bed, twin over full bunk bed and sleeper sofa.

4.84 out of 5 average rating, 101 reviews

Home in Glover

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.