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

The Grammy Jay Chalet: 4BR/4BA Ski In/Out Condo

Large condo in a great location for ski and hiking enthusiasts, perfect for families or groups of friends. Three levels of living, and each of the four bedrooms has its own attached bathroom. Unparalleled ski access, situated just a few feet from the Grammy Jay trail that leads to Village Chair and there is a large mudroom with a separate entrance for all your gear. Great for large groups , with free shuttle service from the condo to all resort locations. New high speed wifi with a mesh network.

"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.

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.

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.

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.

Ski In Ski Out in style on Village Chair

This condo lies in the heart of the original Jay Village, offering flexible living space for a larger family or group and the best of Jay's ski-on ski-off locations. With a well stocked kitchen and central great living area as well as 5 bedrooms and a den, everyone can have the space that they need. Private entrance with a mud room and ski locker. Free parking. Access to the Jay Peak Resort facilities, including pool, water park and skating rink are available for a fee to the resort.

Journey's End 4767 Ski-in/Ski-out

Newly renovated ski-in/ski-out Townhouse sleeps 10. 3 bedrooms 5 beds (2 queen sleeper sofas) 3 baths. Grammy Jay & Village Double Chair trail access thru feeder trail. New; appliances, lighting, dining table w/room for 8 + counter for 4 more. Full kitchen w/Nespresso machine. Relax on brand-new sectional queen pull-out sofa w/new coffee & end tables & gas FPL. 2 living spaces (upper & lower) both w/brand new 55” smart TVs. Comfy back deck for unwinding after a day of activity

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.

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!).

Vermont Retreat | Mountain Views, Private Sunsets

Our home, situated on 50 acres of pristine Vermont forest, was originally built in 2001 and is fully renovated. 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.

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.

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.