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, 262 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, 155 reviews

Chalet in Wells

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.

5 out of 5 average rating, 90 reviews

An aerial view captures the chalet nestled among lush greenery, with mountains rising gently in the background. The warm hues of sunset fill the sky, while string lights illuminate the exterior, creating an inviting atmosphere amidst the natural landscape.

Chalet in Mendon

15 Mins to Killington-Secret Speakeasy-Hot Tub

Luxury Ski Chalet in a GREAT location 🏂 5 MINUTES to PICO ⛷️ 15 MINUTES to KILLINGTON base 🛀🏼 NEW HOT TUB and SOAK SHACK 🥃 SECRET BOOKCASE DOOR Hiding a large, well-equipped SPEAKEASY 🌲 Massive themed KIDS ROOM 🌱 2 MASTER BEDROOMS 🎱 THOUGHTFUL AMENITIES for large families seeking luxury and fun 💰 Cleaning Fee Reimbursement for stays >6 nights. Please see below! 🔋EV CHARGER 🛌 INCREDIBLY COMFORTABLE beds and linens 🐕 PET FRIENDLY 🚗 CONVENIENT YET REMOTE 🔥 SKI BOOT DRYER

A well-lit living room features a spacious sectional sofa facing a fieldstone fireplace. A wooden coffee table sits centrally, and a Samsung flat-screen TV is mounted above the fireplace. Large windows provide natural light and views of the surrounding greenery, enhancing the serene setting.

4.95 out of 5 average rating, 119 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!

A spacious wooden deck is featured, equipped with a large patio table and six chairs. A hot tub is positioned nearby, surrounded by trees. Large sliding doors offer access to the interior, allowing natural light to fill the space.

4.89 out of 5 average rating, 177 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!

A spacious living area features a large, grey sectional sofa accompanied by a wooden coffee table. Natural light streams in through the windows, and the warm wooden floors create a cozy environment. The open layout leads seamlessly to a fully equipped kitchen in the background.

5 out of 5 average rating, 55 reviews

5 min Ski Bike Golf| Nightlife| Hot Tub| Arcade

Nestled in the heart of Killington, our 4 BR/2 BA cozy retreat for anyone seeking a peaceful getaway! Gourmet kitchen, perfect for preparing meals together. Open-concept living w/ ample room for quality time. Bedrooms thoughtfully designed to ensure a restful night and flexible sleeping arrangements. Unwind after a day on the mountains with our rain showers & heated floors or outdoors in our relaxing Hot Tub oasis. Dry your gear with our heated gear dryer. Make memories and book today!

Superhost

A cozy living area is showcased with a brick fireplace as the focal point. Natural wood beams span the ceiling, while a comfortable seating arrangement includes a sofa and two armchairs. Soft lighting from a nearby lamp enhances the warm ambience.

Chalet in Plymouth

4.5 out of 5 average rating, 12 reviews

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.

4.84 out of 5 average rating, 93 reviews

A rustic ski chalet is nestled among snow-covered trees, with a sloping driveway leading to the entrance. The building showcases a wooden deck and vibrant blue exterior, surrounded by a serene winter landscape.

Chalet in Ludlow

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.

4.98 out of 5 average rating, 116 reviews

The chalet is set against a backdrop of mountains and trees. The property features a large green lawn, and two dogs are seen resting on the grass in the foreground. The warm exterior of the home, complete with a deck, can be seen in the background.

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.

4.91 out of 5 average rating, 47 reviews

An aerial view captures the modern chalet nestled amidst vibrant autumn foliage. The surrounding landscape reveals rolling hills and expansive mountain views under a soft, cloudy sky, highlighting the property's secluded location.

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!

4.95 out of 5 average rating, 129 reviews

A two-story chalet features a striking facade with dark wood framing and cream-colored walls. Snow covers the roof and ground, enhancing the winter ambiance. Yellow window shutters and stacked firewood are visible in front, providing a cozy, rustic touch to the scenic setting.

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.