Chalet vacation rentals in Rutland County

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!

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

Scenic view, nearby lake, golf, hiking! Base rate includes up to six guests. Your 3600 sqft private Authentic Chalet sits on 18 acres. Sleeps 13 (3 bedrooms & full bathrooms, 1 King, 2 Queen, 3 Twin, 2 Queen sleeper-sofas). Artisan fireplace, Summer HVAC, oven, Induction cooktop, air fryer, stocked kitchen, ROKU HDTV, fast Wi-Fi, FirePit Patio. Linens/bath towels, soaps-supplied. Optional: A private separate 350 sq ft studio/office. 5-star by work-from-homers. Events: reunions and weddings.

3 bedroom mountain getaway

This beautifully updated three bedroom, two bathroom ranch on 3+ acres is surrounded by mountain wilderness. The VAST trail can be accessed right off the property. You are only a few steps away from incredible skiing/boarding, hiking, fishing, swimming, road cycling. There are over twenty miles of biking/hiking/snowshoeing trails right from the house. This home offers open living room with hard wood floors, dining area, kitchen with large island, family room, gas stove, mudroom/laundry area.

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!

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!

Cozy 3BR Chalet/Apt between Killington and Okemo

Cozy three bedroom apartment in the lower level of this Lindal Cedar home combines rustic charm with modern amenities to make your Vermont vacation a trip to remember! The apartment is centrally located on Route 100 between the ski and golf resorts of Killington and Okemo in the quaint village of Plymouth, Vermont. The property is set back from the road and tucked into the mountains and accessed by a bridge over the Black River. Seven recreational lakes are within a short driving distance.

Okemo Chalet + HOT TUB

Located just 5 minutes from Okemo Resort and downtown Ludlow, our cozy newly updated chalet offers stunning mountain views, a relaxing hot tub, and access to skiing, hiking, and the beautiful Lakes Region. With spacious living areas, a fully equipped new kitchen and furniture, and streaming services like Netflix and Amazon, it’s perfect for family or group getaways. Two levels of cozy couches, perfect for relaxing after a day of adventure. Killington Resort just 30 minutes to the north.

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.

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!

BearHaus-Fireplace, HUGE indoor Hot Tub, Sleeps 14

NEW! BearHaus is a fully renovated 6 bedroom Killington chalet that is conveniently located in the heart of town in a tranquil forest setting. The Chalet is built in the classic Austrian style and lovingly renovated top to bottom with brand new modern amenities. There are two kitchens, a giant table for 16 people, one of the biggest hot tubs in all of Killington, a beautiful wet bar with wine fridge and plenty of room for everyone to spread out or hang out together.

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.

“Fern Hollow” Spacious Ski Chalet with fireplace

“Fern Hollow” an enchanting home, where the serenity of the woods + gardens await you. Nestled amidst the green mountains this retreat offers the perfect balance of seclusion+convenience located minutes away from hiking, biking, 2 championship golf courses + Killington/Pico. Step into a well-stocked Gourmet kitchen, a hub for culinary creativity a gathering point for family+friends. Enjoy deck for coffee, sunrise, evening bbq. 1st floor bedroom suite.