Chalet holiday rentals in Killington

4.84 out of 5 average rating, 264 reviews

Killington Chalet, Hot Tub, Sauna, Huge 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!

ValueLocationComfort

4.92 out of 5 average rating, 578 reviews

An aerial view captures a spacious property nestled within the Vermont countryside, surrounded by trees and rolling hills. The house is positioned alongside a tennis/basketball court and a horse stable. The well-maintained grounds feature grassy areas and winding pathways.

Chalet in West Fairlee

Hillcrest Manor of Vermont

Perched like a crown upon a sweeping hill, where the earth rises in graceful, rolling waves to meet the heavens, Hillcrest Manor stands as one of the most desired and extraordinary vacation sanctuaries in all Vermont. This is not merely a home — it is a private kingdom of light, legacy, and breathtaking beauty. A place where important hearts have found refuge, where dawn paints the world in strokes of rose and gold, + where the ancient rhythms of forest and sky restore the spirit like no other.

LocationValueLaundry

4.91 out of 5 average rating, 161 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.

ValueLocationHeating

4.86 out of 5 average rating, 210 reviews

An A-frame chalet features a sloped metal roof and wooden exterior, surrounded by verdant greenery. A welcoming wooden deck with stairs leads to the entrance, inviting guests to enjoy the natural setting. Large windows allow for sunlight to illuminate the space.

Chalet in Stockbridge

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.

LocationFamilyKitchen

4.99 out of 5 average rating, 112 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

Close to Killington-Loaded with Amenities-Hot Tub

🚲 15 MINUTES to KILLINGTON 🛀🏼 PRIVATE HOT TUB 🔥 OUTDOOR SAUNA 🎥 Outdoor MOVIE PROJECTOR 🥃 SECRET BOOKCASE DOOR Hiding a large, well-equipped SPEAKEASY 🐕 PET FRIENDLY 🏌️‍♂️15 MINUTES to GOLF 🥾 Close to HIKING 🌲 Massive themed KIDS ROOM 🌱 2 MASTER BEDROOMS 🎱 THOUGHTFUL AMENITIES for large families seeking luxury and fun 💰 Cleaning Fee Reimbursement for stays >6 nights. See below! 👰🏻 < 20 minutes to MOUNTAINTOP 🔋EV CHARGER 🛌 INCREDIBLY COMFORTABLE beds and linens

LocationValueAccess

4.98 out of 5 average rating, 120 reviews

A modern chalet is situated among lush greenery, featuring a sloped roof and large windows. A cozy outdoor seating area surrounds a fire pit on a grassy lawn, inviting relaxation in a natural setting. A storage area for firewood is visible beside the structure.

Chalet in Woodstock

Falcon House: VT Chalet w/Sauna, Bike to Village

Welcome to Falcon House! A modern VT chalet w/sauna at the edge of a 60 acre forest ∙ Outdoor Finnish sauna, shower, yoga platform & hiking trails ∙ 5 min to Woodstock village, 20 min to ski Killington ∙ Spotlessly clean, tastefully furnished, well stocked with thoughtful amenities ∙2 bedrooms, 2 full baths. Lofted king master has ensuite +Lower level den w/double futon ∙ Chefs kitchen, fireplace, 2 TVs & WiFi ∙ Brookside deck w/BBQ & dining ∙Follow Falcon House on Social @falcon_house_vt

LocationValueHospitality

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, 180 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!

FamilyLocationOutdoor spaces

4.98 out of 5 average rating, 125 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.

LocationFamilyHiking

4.97 out of 5 average rating, 112 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

ValueFamilyDecor

A cozy indoor relaxation area features a large hot tub alongside natural wood paneling. Rattan chairs and lounge chairs surround a geometric-patterned rug. Greenery is present, enhancing the tranquil setting. Natural light enters through the window, creating a warm atmosphere.

4.96 out of 5 average rating, 114 reviews

BearHaus Central AC, HUGE Hot Tub, Awesome FirePit

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.

ValueFamilyCleanliness

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.

FamilyValueHeating

4.94 out of 5 average rating, 228 reviews

A cozy living space is highlighted by a modern pink chair positioned near a wood stove, which emits a warm glow. Large glass doors offer views of the wooded surroundings, while a Moroccan rug adds texture to the concrete floor.

Chalet in Royalton

Scandinavian design Chalet hiking trail + 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. Goodland wood burning hot tub is available 365 days a year.

LocationFamilyWi-Fi

Popular amenities for Killington chalet rentals

Kitchen

Wi-Fi

Free parking on premises

Air conditioning

Family-friendly chalet rentals

4.8 out of 5 average rating, 122 reviews

An A-Frame chalet is partially covered in snow, surrounded by a winter landscape. Snowmobiles are parked in front, with a vehicle also snow-blanketed. The wooden balcony and large windows suggest a cozy interior, while the sloped roof reflects the seasonal setting.

Chalet in Stockbridge

"Swiss Charm"- A Beautiful Riverfront Chalet

LocationFamilyRiver

4.84 out of 5 average rating, 115 reviews

Chalet in Peru

A-Frame | Floor-to-Ceiling Windows, Bromley 1mi

LocationFamilyBarbecue

4.81 out of 5 average rating, 108 reviews

The exterior of a large chalet is showcased, featuring a steeply pitched roof and expansive windows. A wraparound deck provides access to the outdoors, surrounded by lush greenery. The structure exhibits a dark wood finish that contrasts with the clear blue sky.

Chalet in Granville

Hilltop Chalet | 360° Views · Theater · Gym · 6BR

ValueLocationParking

5.0 out of 5 average rating, 72 reviews

Slippery Slope Chalet | 5 min to Base & Nightlife

FamilyValueBathroom

4.92 out of 5 average rating, 51 reviews

Chalet in Stockbridge

Private Mountain Sanctuary | 15 Min to Killington

LocationValueComfort

The exterior of the tri-level blue home is surrounded by freshly fallen snow, enhancing the tranquil setting. Tall pine trees with snow-covered branches frame the property, while large windows suggest a bright interior space. The entrance is sheltered by a snow-covered awning.

4.85 out of 5 average rating, 68 reviews

Heart of Killington Family Ski Home. Hot Tub,Sauna

FamilyLocationAccuracy

A wooden-paneled living room features two comfortable sofas and an armchair, arranged around a central coffee table. Light filtering through sheer curtains brightens the space, while the view of the outdoor greenery is visible through the large sliding glass doors.

4.86 out of 5 average rating, 71 reviews

Snowking Ski Chalet in Killington

FamilyValueNearby

5.0 out of 5 average rating, 14 reviews

Chalet in Rochester

The Langhorne - Vermont Mountain Getaway

LocationFamilyHiking

Luxury chalet rentals

5.0 out of 5 average rating, 9 reviews

Spacious modern chalet designed for après-ski

LocationFamilyWi-Fi

4.95 out of 5 average rating, 44 reviews

Fall Foliage Escape•Cozy Killington Mountain Home

FamilyLocationParking

5.0 out of 5 average rating, 20 reviews

Chalet in Rochester

5 bed Ski Chalet in the Green Mountains with Sauna

ValueLocationSkiing

A cozy living area features a rustic wood-burning stove against a stone wall. A dark circular coffee table holds decorative items, while natural light floods the space through large windows. Exposed beams highlight the ceiling, creating a warm and inviting ambiance.

5.0 out of 5 average rating, 21 reviews

PRIME location w/HOT TUB! Gut Renovated 6 BR Home!

LocationFamilyCondition

5.0 out of 5 average rating, 12 reviews

Quintessential VT Fall awaits!

LocationAmenitiesOutdoor spaces

Superhost

A spacious dining area features a round marble table surrounded by yellow chairs. A cozy living space is visible, showcasing wood furniture and decorative accents. Large windows allow natural light to illuminate the room, while a spiral staircase leads to the upper level.

Chalet in Ludlow

Okemo Mountain-Newly Renovated w AC, hottub, WiFi

LocationValueBarbecue

4.82 out of 5 average rating, 115 reviews

4.94 out of 5 average rating, 33 reviews

A cozy chalet is nestled among tall trees, with a fire pit surrounded by seating. The exterior showcases a mix of wood and green materials, and a balcony extends from the upper level. Sunlight filters through the leaves, creating a serene outdoor setting.

Chalet in Mendon

Pico/ Killington chalet, minutes to the mountain

LocationFamilyKitchen