Anushka DongreFall in Killington, Vermont is an unforgettable experience. As the Green Mountains turn fiery shades of red, orange, and gold, the area becomes a haven for hikers, leaf-peepers, and cozy cabin seekers. Whether you’re chasing mountaintop views or planning fireside evenings, Killington offers a unique blend of outdoor adventure and rustic charm. Below are some of the best Airbnbs in Killington that blend comfort, style, and incredible fall scenery to help you make the most of autumn in Vermont.
Best Airbnbs in Killington, Vermont to experience the autumn season
1. This brand-new cabin offers private acreage, firewood, and a hot tub for the perfect fall retreat
Listing name: Skye Ship Chalet: NEW BUILD, Hot Tub, AC, Pet Friendly
Listing type: Entire cabin
Max. no. of guests: 10
Nearby attractions: Skye Ship Gondola, Killington Resort, hiking trails on-property
Nestled in the heart of Killington’s ski area, Skye Ship Chalet is a newly built retreat surrounded by sixteen acres of private land. The interiors are thoughtfully styled with comfort in mind – complete with a cozy wood stove, unlimited firewood, and AC units in every room. A seven-person hot tub offers the perfect way to relax after a day of leaf peeping or mountain trekking. It’s also pet-friendly, making it ideal for families traveling with dogs. You’re just minutes from local restaurants, bars, and the main Killington gondola.
2. This charming hillside home includes serene views for a fun family escape
Listing name: Hunny Tree Hive – Hot tub, Fire pit, Grill, Goats
Listing type: Entire home
Max. no. of guests: 8
Nearby attractions: Killington Resort, Green Mountain Golf Course
Designed for comfort with a dash of whimsy, Hunny Tree Hive offers a welcoming three-story layout perfect for families or small groups. The highlight? Two friendly goats named Jefff and Jaa who add personality to the peaceful surroundings. Inside, this is one for the Airbnbs in Killington featuring a spacious open-concept living area, four bathrooms, and a fully equipped kitchen. Outside, guests can enjoy the hot tub, fire pit, and large deck ideal for fall mornings and starlit nights. The game room adds extra fun for kids and adults alike.
3. This mid-century modern chalet mountain lovers
Listing name: The Overlook – AC, Hot Tub, View, Fires, Games
Listing type: Entire chalet
Max. no. of guests: 8
Nearby attractions: Killington Resort, Kent Pond, Woodstock
The Overlook combines classic design with modern comforts, offering sweeping mountain views from its spacious decks and private balcony. After a day spent exploring nearby trails or driving scenic byways, guests can unwind in the outdoor hot tub or around the fire pit. The interior includes three bedrooms, a game room with foosball and board games, and a fully stocked kitchen. An EV charger is also available, and with Killington Resort just minutes away, it’s a perfect base for any autumn adventure.
4. This modern home for relaxation and remote work
Listing name: NEW HOME – Hot Tub, Sauna, Ping Pong, Wood Stove
Listing type: Entire home
Max. no. of guests: 6
Nearby attractions: Pico Mountain, Green Mountain Golf Club
Perfect for those looking to unwind in luxury, this new-build home blends rustic elements with sleek modern finishes. This three-bedroom airbnb in Killington includes a hot tub, redwood sauna, and outdoor deck with mountain views. Indoors, guests will find board games, air hockey, and a high-speed mesh Wi-Fi network that’s great for working remotely. Conveniently located between both Pico and Killington Mountain, the home offers a great mix of access and seclusion. Ample parking and paved roads make arrival easy even during shoulder seasons.
Also see: 8 Cheap yet Cosy Airbnbs to Book in Cloudcroft, New Mexico in 2025
5. This upscale mountain home with panoramic views
Listing name: Beartopia – Hot Tub, Views, 2 Primary Suites
Listing type: Entire home
Max. no. of guests: 8
Nearby attractions: Ramshead Base Lodge, Snowshed Base Lodge
Beartopia is a beautifully crafted home ideal for groups or families looking for both space and elegance. With two king-bed primary suites, high ceilings, and ensuite baths, comfort comes standard. The common area features a warm wood-burning stove, while the outdoor hot tub offers unobstructed mountain views, especially breathtaking during peak foliage season. A fully equipped kitchen and open dining area make it easy to enjoy meals together after a day of hiking or sightseeing in the area.
6. This modern A-frame cabin is a luxurious base for fall foliage, hiking, and weekend getaways
Listing name: Green Mountain Yay Frame
Listing type: Entire cabin
Max. no. of guests: 6
Nearby attractions: Killington Ski Resort, Appalachian Trail, Pico Mountain
A newly built luxury A-frame is one of the airbnbs in Killington that offer ideal combination of modern comfort and rustic charm. Located just off Route four, the home features a gas fireplace, elegant soaking tub, and forest views from every room. Two queen bedrooms and a king suite provide space for families and couples alike. It’s walkable to the Appalachian Trail, just minutes from multiple ski lifts, and includes EV charging, private parking, and a smart lock for easy check-in. It’s a perfect retreat for fall hikes, cozy nights, or weekend getaways from Boston or NYC.
7. This resort style condo for family friendly fun
Listing name: Snowcub – AC, Pool, Hot Tub, Tennis, Grill
Listing type: Entire apartment
Max. no. of guests: 6
Nearby attractions: Killington Resort, The foundry at summit point
Snowcub is a thoughtfully updated end-unit condo in a prime Killington location. With two king bedrooms, a loft space with extra beds, and a full kitchen, this spot is ideal for families or groups. This is one of the Airbnbs in Killington that lets guests enjoy access to a seasonal pool, hot tub, tennis courts, and gym. Inside, there’s a massive Roku TV, PacMan arcade machine, board games, and a workspace with printer. The stylish dining area features a Vermont barnwood table, and the location can’t be beat – minutes from the resort and local hotspots.
8. This luxurious ski-in/ski-out townhouse with panoramic views
Listing name: Luxe 4BR – Fireplace, Game Room & Views
Listing type: Entire home
Max. no. of guests: 10
Nearby attractions: Bear Mountain ski access, Sunrise Village Triple, Sunrise complex amenities
A true luxury escape, this four-bedroom mountain townhouse combines post-and-beam architecture with modern amenities. Guests can ski right from the front or back door (conditions permitting) and enjoy the indoor/outdoor heated pools, sauna, skating rink, and more. Inside, the home features a La Cornue range, SubZero fridge, wood-burning fireplace, game room with pool and foosball, and a spa-like primary suite. Whether you’re here to ski, hike, or simply relax, this home delivers a high-end mountain experience.
9. This quirky Bavarian-style chalet includes fire pit, arcade games, and private woodland acreage
Listing name: BearVaria! Hot Tub, Deck, FirePit, Frisbee Golf
Listing type: Entire chalet
Max. no. of guests: 8
Nearby attractions: Killington Access Road, sunup bakery
With over three acres of wooded land, BearVaria brings fun and character to the traditional Killington chalet experience. This is one of the airbnbs in Killington that features four bedrooms, two living areas, two TVs, and retro arcade games including Nintendo and PacMan. Outside, enjoy a large fire pit, hammock, frisbee golf, and plenty of space to roam. Whether you’re leaf-peeping or skiing, the location offers both seclusion and easy access to Killington’s nightlife, mountain biking, and dining.
Also see: Best Airbnb homes in Hot Springs, Arkansas to book in 2025
From thrilling hikes amidst vibrant foliage to cozy evenings by the fire, these Airbnbs in Killington offer the perfect blend of comfort and style for an unforgettable Vermont getaway. Whether you’re seeking adventure on the trails or serene moments of relaxation with stunning views, Killington provides the ultimate backdrop for your autumn escape.
