Chalet vacation rentals in Killington

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Top-rated chalet rentals in Killington

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Guest favorite

Chalet in Killington

4.83 out of 5 average rating, 235 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!

Guest favorite

Chalet in Stockbridge

4.93 out of 5 average rating, 175 reviews

Killington ski house winter MTbike -new jacuzzi

Killington Ski Area with access to snowmobile and mountain biking trails. This is a 3 bedroom, 2 bath upper unit duplex. with outdoor Jacuzzi open year round with barbecue on very nice decks for those nicer days , snow mobile right from the house , on the tweed valley vast trails , in the summer mountain bike on the green mountain trail system right on our mountain keep us in mind for the summer event like the spartan race and the peak series Mt biking events too Fantastic unit check our review

Guest favorite

Chalet in Jamaica

4.89 out of 5 average rating, 18 reviews

Plush Vermont ski + summer chalet in a great spot

When you stumble on Jamaica Vermont, during the crisp sun-filled summer swimming season, you'll find yourself promptly making plans to come back for ski season too! Whatever the season our place is a centrally located and easy to love 3 bedroom, 2 bath chalet. The house has been substantially renovated with new appliances, fresh furniture and modern tech, yet it still features your favorite old school amenities: fire pit and wood stove, deck, board games, heated mud room and a warm snuggly vibe.

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Chalet in Stockbridge

4.86 out of 5 average rating, 134 reviews

Vermont Chalet

Killington Skiing, Pico Peak, Sugar Bush, Mad River are all within distance. Killington is 14 miles away. Fall folliage is fabulous; kitchen well equipped; very light and lovingly cared for. Spring and summer are just as wonderful. I am walking distance to the White River where there is canoeing, tubing and swimming. Within walking distance is the Gaysville Campgrounds. Here you'll find river access to a fabulous swimming hole in the White River as well as trails to explore or walk your dog.

Guest favorite

Chalet in Mendon

4.96 out of 5 average rating, 24 reviews

Cozy single family chalet close to Killington/Pico

Welcome to our boutique style mountain chalet nestled in tall birch trees. Our fully equipped modern home is 5 mins to Pico and 10 minutes to the Killington access road. Whether you’re in VT to shred the Beast of the East or leaf peep the Green Mountains our home offers a cozy retreat for some time to relax between adventures. Close to breweries, orchards, hiking on the Appalachian Trail/Long Trail, and the convenience of Rutland. AND… We’re walking distance to pancakes and putt-putt =).

Guest favorite

Chalet in Jamaica

4.83 out of 5 average rating, 166 reviews

Artists Chalet minutes from Stratton Ski Resort

One of a kind, brand new, hand built by owners in the heart of the Green Mountains. House boasts spacious high ceilings, built with wood from the property and custom windows that reflect the true intention of the h’om’e. Beautiful pikes falls less than one mile down the road. Minutes to Stratton Mountain and Jamaica State Park. Partial mountain view’s! During the winter season, all wheel drive or 4WD is recommended. Pets are welcome on a case by case basis and may be subject to a Pet Fee.

Guest favorite

Chalet in Wells

4.89 out of 5 average rating, 137 reviews

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

We Welcome events like weddings and filming! Ski most resorts within an hour! You will enjoy the entire 3600 sq ft home+18 acres with an awesome view! True Chalet sleeps 12 and it’s perfect for retreats, family reunions, getaways HVAC Heat/AC+baseboards. Artisan fireplace, oven, Induction cooktop, stocked kitchen, ROKU HDTV fast Wi-Fi. For bed and bath, we supply the linens and bath towels. An optional separate 350 sq. ft. private studio office, 5-star by work-from-homers, is available

Guest favorite

Chalet in Royalton

4.93 out of 5 average rating, 146 reviews

Scandinavian design Chalet w/ private hiking trail

* NEW FROM 8 of NOVEMBER '24: a Goodland Wood Burning Hot tub*. This bright, well-designed Scandinavian-style chalet is the perfect cozy retreat. Nestled in the woods on a plot of 20+ acres, it offers scenic views and a private hiking trail leading to beautiful vistas, transforming into a winter wonderland for skiing adventures, a summer paradise for outdoor relaxation, and a vibrant canvas for leaf peeping during Vermont's stunning fall foliage season.

Guest favorite

Chalet in Killington

4.87 out of 5 average rating, 240 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.

Guest favorite

Chalet in Winhall

4.94 out of 5 average rating, 35 reviews

Beautiful renovated chalet mn to Stratton

Few min away from Stratton ski station or multiple hiking trails or lakes for the summer. You will enjoy the peaceful neighborhood. Located in strattonwald community, you can enjoy the sound of the river in the back of the house, the calm and serenity. 15mn away from Manchester where you can enjoy the outlets and the good restaurants Brand new furnitures/beds/appliances and kitchenware 55 inches Smart LED TV High speed internet

Guest favorite

Chalet in Warren

4.92 out of 5 average rating, 220 reviews

Alpine Village Chalet

Private A-Frame in Alpine Village, Warren, Vermont. 10 min to Sugarbush Resort, 20 min to Mad River Glen. A mile from beautiful Blueberry Lake and nearby is Warren. Full bedroom & upstairs sleeping loft w/2 twin beds. Very peaceful & quiet dirt road w/partial views facing East towards Roxbury Range. 4WD/AWD required Nov-April with decent tires, low clearance cars not advised. Any questions or requests, please ask!

Guest favorite

Chalet in Winhall

4.89 out of 5 average rating, 35 reviews

Stratton Chalet House

5 minutes to Stratton!!! Beautiful clean Chalet. Entire 3 floors all yours. Enjoy coffee on the 2nd story porch looking at the peak of Stratton. Bring your whole family all your ski gear and come have fun , make memories and relax. Real wood fire place, free parking. House is in a great family friendly development.