You don’t have to be a New Englander to participate in one of the region’s most time-honored traditions — the weekend adventure trip. New England has no shortage of mountain towns in which to have an epic weekend, but Killington, Vermont, tops the list for good reason: its nightlife, diverse restaurants, and large selection of Airbnbs that can accommodate all your friends. No matter the season, in summer for epic biking and hiking, or in the winter for skiing and riding, here are the Killington Airbnbs you should bookmark for when you want to take advantage of the beautiful Vermont outdoors.
We hope you love the spaces and stays we recommend! Just so you know, Matador may collect a small commission from the links on this page if you decide to book a stay. Listed prices are accurate as of the time of publication.
1. Large Killington Center condo for six
Photo: Airbnb
This large one-bedroom condo combines the budget-friendly benefits of a cozy accommodation with the amenities of a luxury resort. With views of the Green Mountains and located right next to downtown’s dining and nightlife scenes, ski lifts, and trails, the condo also has access to a pool. The apartment accommodates six people, making it perfect for a couples getaway.
Six guests, one bedroom
Price: $158 per night
2. Spacious resort condo for eight
Photo: Airbnb
For a perfect weekend in the mountains, book this large Killington resort condo. This three-bedroom unit with a sunroof and balcony accommodates eight guests, and comes equipped with access to a gym, pool, basketball and tennis courts, and other amenities for when you’re not out in the mountains. It’s also just a few minutes from the heart of town and its restaurants and bars.
Eight guests, three bedrooms
Price: $211 per night
3. Remodeled 1800s farm-house turned perfect family or group getaway
Photo: Airbnb
Located just off the Killington access road, this chalet is in an ideal spot for both nightlife and hitting the mountain. Accommodating eight guests in three bedrooms, this unique home has a spiral staircase and loft, great views in all directions, and most importantly, an outdoor patio with a grill and fire pit. Scratch that — the most important part of this house is definitely the out-the-door access to singletrack biking, resort and backcountry skiing, and hiking.
Eight guests, three bedrooms
Price: $200 per night
4. Giant home with hot tub
Photo: Airbnb
This home has enough space not only for your friends, but for everyone you meet on the chairlift, too. Accommodating 15 guests, this four-level house is ideal for large groups. There’s an outdoor hot tub, a balcony with picturesque views, a fireplace, and enough privacy so the neighbors probably won’t hear your music. It’s located in Pittsfield, 15-minutes from Killington itself, but with a pool table and enough space for 14 of your closest friends, who needs to go to the bar anyway?
Fifteen guests, three bedrooms
Price: $245 per night
5. Luxurious house with hot tub, walking distance to dining, shops, adventure
Photo: Airbnb
This one’s not for the budget traveler. But if you want boutique-scale luxury surrounded by rugged wilderness, this is the place for you. Sleeping six, Atelier is located in the middle of a private wooded area, beside a pond, with footbridges and walking paths leading through the trees. The house is also within walking distance of the bars and restaurants. In a town where Ubers are tough to come by, that convenience is priceless.
Six guests, two bedrooms
Price: $693 per night
6. Whiffletree condo near base of mountain
Photo: Airbnb
Condo complexes may lack the charm of a log cabin, but Killington’s condos tend to make up for it with unmatched convenience. The Whiffletree condos offer a shuttle service to the mountain and to some of the town’s most popular restaurants, so you don’t have to worry about wobbling home from the Wobbly Barn. This condo accommodates eight guests in three separate bedrooms.
Eight guests, three bedrooms
Price: $289 per night
7. Cozy private house with hot tub, on Killington mountain
Photo: Airbnb
This three-level house comes equipped with more than enough room to accommodate everyone on your outdoors adventure weekend. There’s three bedrooms, three full bathrooms, and an outdoor hot tub that fits five people. Perhaps more enticingly, there’s also a basement with a foosball table, ping pong, and a small gym. The house is just a few minutes’ drive from Killington Resort, K1 base, and all the bars, restaurants and breweries.
Eight guests, three bedrooms
Price: $349 per night
8. Pet-friendly lodge overlooking Kent Pond
Photo: Airbnb
Lakewood Lodge combines the best of Killington’s attractions with the beauty of its natural surroundings. Located right on Kent Pond, this three-floor lodge is just 300 yards from the waterfront, where you can use kayaks, canoes, or paddleboards. There are also two hiking trails in the area, a waterfall across the pond, and the Deer Leap overlook with views of the surrounding wilderness. Since the lodge is just a few minutes from Killington Access Road, you’re also close to town and all the bars and lodges.
Eight guests, three bedrooms
Price: $500 per night
9. Sunrise Village ski-in, ski-out condo
Photo: Airbnb
Sunrise Village is a ski-in, ski-out condo complex right on the mountain, making it an ideal location for the skiers in your group (in winter). For those who’d rather jet down the road to the bar, the center of town is just a 10-minute drive away. The condo complex is also perfect for meeting other people, given the close proximity of the units and the public pool and outdoor hot tub. It might not feel as enticing as the classic “cabin in the woods”-style accommodation, but these condos are modern, spacious enough to accommodate ten guests. 
Ten guests, five bedrooms
Price: $591 per night