Chalet vacation rentals in Rutland County

A private hot tub is illuminated with soft blue lights, creating a relaxing atmosphere. The hot tub features multiple jets and is surrounded by wooden walls and a partially covered area, ensuring privacy. Warm ambient lighting enhances the tranquil setting, inviting relaxation.

4.84 out of 5 average rating, 264 reviews

Killington Chalet - Hot Tub, Sauna, Boot Dryer

The Killington Chalet is your ideal vacation rental in the Green Mountains. It's the Right side of a duplex, perfect for families, couples, and groups. Located just off Killington Rd, it offers a secluded retreat near slopes, restaurants, and outdoor activities. Enjoy skiing, boarding, mountain biking, and more. Features include hot tub, sauna, boot dryer, wood stove, fire pit, and a fully equipped kitchen. Fresh linens, towels, and toiletries provided. Book for a memorable stay in every season!

4.9 out of 5 average rating, 156 reviews

Chalet in Wells

Views! Entire Chalet, FAST Wi-Fi, All 18 Acres

June-August '26 special: 2 well-behaved pets stay for the rate of one - S'mores on us! Scenic, nearby lake, golf, hiking! Base rate includes up to 6 guests. Authentic Chalet is private, 3600 sqft, 18 acres, sleeps 13: 3 bedrooms, 1 King, 2 Queen, 3 Twin, 2 Queen sleeper-sofas, 3 full baths. Artisan fireplace, HVAC, oven, Induction cooktop, air fryer, ROKU HDTV, fast Wi-Fi, Fire Pit Patio. Linens/bath towels, soaps supplied. Add on: 5-star private studio/office. Events: reunions & weddings.

A private outdoor deck area features a hot tub surrounded by nature. Steps lead up to the main level of the chalet, which has a balcony with seating overlooking the tranquil wooded surroundings. Glass doors open into the lower level of the cabin.

4.95 out of 5 average rating, 122 reviews

Prime Killington Proximity | Ski, Sauna, & Soak!

Awarded Airbnb’s "Most Loved Homes!" Escape to our warm chalet, just 5 minutes from the slopes in Killington's most desirable neighborhood. Ski, hike, bike, or golf by day–then unwind in our private sauna, soak in the outdoor hot tub, or curl up by the wood-burning fireplace in front of the TV. Comfy beds, full kitchen, fast WiFi, and billiards & darts in the game room. Close to great restaurants, breweries, nightlife, golf, and breathtaking fall foliage. Your perfect mountain getaway awaits!

4.89 out of 5 average rating, 179 reviews

Kingsbrook: Chalet w Sauna, Hot Tub, AC!

Located off East Mountain Road, on a secluded dead end street, just minutes from your choice of the Killington base lodges. There is access to a ski/hiking trail at the end of our street (1/2 mile from the house), and we're surrounded by hiking and biking trails. The house is great for large groups and families, as there are 2 separate living areas (kids like to hang out in the lower family room with large screen TV and games). Very strong and fast internet. Now with AC for summer getaways!

4.98 out of 5 average rating, 120 reviews

Chalet in Wells

Chalet on a Hill w/ Mountain & Lake View, Hot Tub

A beautiful chalet situated between mountains and Lake St Catherine. Whether on the deck or inside the house, you can enjoy the tranquil and serene view of the mountains and the lakes. At over 3000 sq ft, the house offers multiple gathering areas, including separate living room(s), a sociable kitchen, a pool table, and a bar. A perfect home for a retreat. Located less than 10 mins from Lake St Catherine Park and country club and many hiking and mt-biking options for the active guests.

4.92 out of 5 average rating, 48 reviews

The eco-chalet features a wooden exterior with a sloping roof and expansive balcony. A vibrant tree with autumn leaves accents the scene, while large windows reflect natural light. This rustic design is complemented by the surrounding greenery.

Chalet in Stockbridge

Private Mountain Sanctuary | 15 Min to Killington

*Winter Stays* Must have 4WD vehicle with snow tires or snow chains. We want you to make it safely up the mountain for those breathtaking views! This is not just a house. Welcome to your one-of-a-kind off-grid nature adventure! Wow: - Designer modern chalet on 150+ private acres - Off-grid privacy, while 15 minutes to Killington. 5 min to world class mountain bike trails. - 360 degree panoramic view - VAST trail, walking trails - Hike, Bike, Ski, Snowshoe, Stargaze, Views Views Views!

4.97 out of 5 average rating, 103 reviews

The Overlook - Views | Hot Tub | Fire Pits | Games

Escape to stunning mountain views at The Overlook. Just 5 min from Killington Resort, restaurants, and shops. Enjoy the peacefulness of this private cozy mountain chalet after a long day of adventure and unwind in the hot tub, game room, or by the fireplace. Convenient Level 2 EV charger compatible with all EVs at the chalet. 🏔️ Mountain View 🌄 Large decks and balcony 🏖️ Hot tub ⚽️ Game room 🍗 Propane grill 🍳 Fully stocked kitchen 🪵 Fire pit 🔥 Fire table ⚡️Level 2 EV Charger

4.95 out of 5 average rating, 129 reviews

A hot tub is situated under a wooden gazebo, with views of a snow-covered chalet in the background. The exterior features traditional black and white architecture, framed by tall trees. The sky appears bright blue with scattered clouds.

Chalet in Plymouth

Ledges Unit: Skyeship Gondola 2 miles w/ HOT TUB

The Ledges Unit is a recently updated home away from home just 2 miles from Killington’s Skyship Gondola. It is only 15 minutes from Killington’s main base area and 20 minutes to Okemo. The Ledges is a 2 story chalet in a 4 unit building. View sister listings by clicking my Host profile picture below. The 1st floor has a kitchen, living room with a large stone mantel and wood stove, dining room, and full bathroom. The 2nd floor has 4 bedrooms and bathroom.

4.97 out of 5 average rating, 162 reviews

A stone pathway is framed by lush greenery and garden beds leading to the entrance of the chalet. Soft lighting from lanterns illuminates the steps, creating a welcoming atmosphere as it transitions from the natural surroundings to the home's entrance.

Chalet in Stockbridge

Gnome Home Mountain Ski Chalet w/Sauna Killington

Mountaintop Chalet perched in the heart of Green Mountains. Enjoy true mountain living all year long 25m to Killington, White River access minutes from home, abundance of hiking trails, and golf courses. Central to Killington, Rochester, & Woodstock. After your adventures, return to a welcoming & comfortable home with beautiful views from every room, multiple decks, new! fireplace, & sauna, and plenty of special touches to help you unwind and relax.

Superhost

A spacious living area features wood-paneled walls and a high ceiling, adorned with large windows that provide natural light. Comfortable seating options include a sofa and chairs arranged around a central table. A decorative rug enhances the warm ambiance, creating a cozy gathering space.

4.86 out of 5 average rating, 262 reviews

Large Chalet; Sauna, Hot Tub; Walk to Trail

Short walk (200 yds) to Homestretch ski trail at Killington ski mountain. Trail is weather dependent, from late Dec to mid-March. If the nearby trail is not open, it will not be available. Close to hiking/biking trails, golf, nightlife, rivers and lakes. Large open living space and lots of sleeping space makes our home comfortable for large groups. Driveway holds up to 5 cars. Enjoy relaxing in the hot tub, sauna or spending time by the fire.

A charming A-frame house is presented, set against a colorful sunset. The property features a spacious wrap-around deck with seating, surrounded by trees and greenery. Windows are framed with dark shutters, and the entrance offers a welcoming appearance.

4.95 out of 5 average rating, 102 reviews

Spacious 5BR Chalet | 2 Min to Mountain

🏡 Classic Vermont A-frame chalet – 5BR, 4BA 🎿 2 min to Killington Resort 🚶‍♂️ Walk to town restaurants & shops 🛁 7-person hot tub – open year-round 🔥 2 cozy living rooms w/ Smart TV 🛏️ Ideal for families & groups 🍽️ Full kitchen, large dining area & open floor plan 🌄 Wrap-around deck with great views Perfect for ski trips, family getaways, or mountain escapes!