[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Winding Way Chalet: Large Family Ski Home with Amazing Amenities! Hot Tub. Family-friendly vacation home in Killington with a hot tub ![Property grounds](https://images.trvl-media.com/lodging/101000000/100160000/100155100/100155014/f9a37417.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Interior](https://images.trvl-media.com/lodging/101000000/100160000/100155100/100155014/9a7fbec3.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Dining](https://images.trvl-media.com/lodging/101000000/100160000/100155100/100155014/c233ceb3.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100160000/100155100/100155014/19776740.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Game room](https://images.trvl-media.com/lodging/101000000/100160000/100155100/100155014/56cbcd4e.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Experience the magic of Killington, Vermont at Winding Way Chalet. Nestled in a picturesque landscape, this 3-level rental home offers an enchanting retreat for groups and families with its grand cathedral ceiling living room featuring a majestic propane fireplace and billiards table. With two fully equipped kitchens, three full bathrooms, laundry room facilities, garage parking for your vehicle's protection from the elements. 8.8 Excellent ### Entire home 3 bedrooms3 bathroomsSleeps 8 ## Popular amenities - Parking available - Dryer - Hot tub - Washer - Pet-friendly - Barbecue grill ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### Winding Way Chalet: Large Family Ski Home with Amazing Amenities! Hot Tub. Welcome to Winding Way Chalet: Your Ultimate Killington Retreat Nestled amidst the rolling landscapes of Killington, Vermont, the Winding Way Chalet offers an enchanting mountain escape that embodies comfort and fun. This grand 3-level rental home, located off Route 100 in Killington, Vermont, is designed for groups and families seeking an unforgettable experience in the heart of ski country. Pet friendly too! (Fee applies, see below. Sleeping Arrangements: The chalet comfortably accommodates up to 8 guests with three large bedrooms, ensuring everyone has a peaceful retreat after a day of mountain adventures. Soft linens and warm, inviting decor create a haven of relaxation in each room. Living Spaces: The heart of the chalet is the stunning cathedral ceiling living room. This enormous space is bathed in natural light and features a majestic propane fireplace to gather around during chilly evenings. It's equipped with many bar amenities, perfect for crafting evening cocktails, and a smart cable TV to keep everyone entertained. There is a sitting area with a second smaller propane stove to enjoy. Challenge your companions to a game of pool on the billiards table, or simply sink into the plush sofas and enjoy the ambiance. Downstairs is a second cable TV with a PlayStation 4 (bring games to enjoy). Kitchens and Dining: Culinary enthusiasts will revel in not one, but two fully equipped kitchens – each adorned with modern appliances, cookware, and ample space to create sumptuous meals. Whether you're preparing a hearty breakfast before hitting the slopes or a festive dinner, our kitchens are set up to handle your needs with ease. Gather for meals in the spacious dining room, where memories are just waiting to be made. Amenities: \- Laundry Room: A convenient in-home laundry room means you can pack light and keep your favorite gear fresh throughout your stay. \- Bathrooms: With three full bathrooms, morning routines and post-adventure clean-ups are hassle-free. \- Generator: No worries if the power goes out! \- Air Conditioning: Fully air-conditioned for summer \- Garage: Protect your vehicle from the elements with access to a garage, providing security and warmth for your car. \- Bathrooms: With three full bathrooms, morning routines and post-adventure clean-ups are hassle-free. Outdoor Living: Step out onto the deck and embrace the crisp mountain air while taking in the sweeping views. A grill awaits your BBQ cravings, and as the sun sets, gather around the propane fire pit to roast marshmallows and stargaze. It's the perfect ending to any day in Vermont. Indoor Hot Tub Room: After skiing or hiking, soothe your muscles in the privacy of your indoor hot tub room. It's a therapeutic experience no matter the season. (Hot tub included from mid-December to mid-March. Setup fee applies other times. See below.) Explore Killington: Located just a stone's throw from the best skiing, snowboarding, and mountain biking that Vermont has to offer, Winding Way Chalet is your gateway to outdoor adventure. In the warmer months, Killington's lush landscapes come alive with hikers, golfers, and those who simply wish to bask in the natural beauty of the region. Book Your Stay: Winding Way Chalet is more than just a place to stay – it's a destination that will host your laughter, adventures, and tranquil moments. Secure your dates now and step into a world where mountain charm meets luxury, and where your every comfort has been considered. This is not just a vacation; it's an experience that will linger in your heart long after you've departed. Welcome to your home away from home in Killington. Bedding is as follows: LOWER LEVEL Room 1 - (1) full bed, (3) bunk beds. MAIN FLOOR Room 2 - (1) king bed. Room 3 - (1) twin over full bunk bed. • The hot tub is included for the peak ski season (late-December to mid-March). For other periods, there is an optional $195 set up fee. You understand use of hot tub is at your own risk and that special risks may be involved in using the hot tub. You accept full responsibility for any bodily injury arising from use of the hot tub, and hold owner and property manager harmless. • Please be sure that you have entered the correct number of guests as we may have a per-person per-night surcharge to cover expenses. You can contact us for a custom quote before booking. • Our minimum rental age is 25. • We will provide you with door codes for our smart locks to come and go as you please and for contactless check in and out. • We have some flexibility around our standard check in and check out times depending on other bookings. Guaranteed early check in or late check out may be available for an additional charge. • Our entire home is non-smoking (e-cigs included). You may only smoke on the outdoor deck. There is a $500 fine for smoking in the house. • You must e-sign and return our written rental agreement after you complete your booking. • For your safety and ours, we have a camera on the house pointed at the driveway which records all the time. Cameras are not in any of the living areas. • Quiet hours are from 10pm - 8am. We use Minut, smart home technology that measures volume levels throughout the property and allows us to respond to noise nuisances without disrupting your stay. Minut is 100% privacy compliant and is required on this property. If you have any questions, please ask. We are committed to your comfort so please let us know if we can do anything during your stay to make it more enjoyable. • Fireworks are not permitted. • Pets are considered. A $155 pet fee would apply. • Please be advised that this property utilizes a ladder to access the bunk beds. By renting this property, you are agreeing to hold the owner and property manager harmless for any injury or death that is resulting from the use of the ladder. • Winter weather is unpredictable. We do not offer weather-related refunds and recommend purchasing travel insurance for any unforeseen events. All wheel drive and winter tires are also recommended. SKI RESORTS: Killington Snowshed Base (6.9 miles), Killington K1 Base (7.3 miles), Pico Mountain (5.1 miles), Mountain Meadows Cross Country Skiing ( 3.7 miles) GOLF: Killington Golf Course (6.8 miles), Green Mountain National Golf Course (1.8 miles) NIGHTLIFE: Pickle Barrel (4.7 miles), Wobbly Barn (5.2 miles), Mary Lou's (5.8 miles), The Foundry at Summit Pond (4.3 miles), Rivershed (3.7 miles) WEDDINGS: Killington Grand Resort (6.9 miles), The Birch Ridge (5.3 miles), Mountain Top Inn & Resort (16.1 miles) AIRPORT: Rutland Regional Airport (19.9 miles), Burlington International Airport (76.3 miles), Albany International Airport (105 miles), Manchester-Boston Regional Airport (124 miles), Boston Logan (170 miles) ## Property amenities ### Ski - Cross-country skiing nearby - Snowboarding nearby ### Pool/Spa - Hot tub ### Internet - Available in the house: WiFi ### Parking and transportation - Onsite parking options include a garage ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Microwave - Oven - Refrigerator - Spices - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 3 bedrooms - Bedsheets provided ### Bathroom - 3 bathrooms - Bathtub or shower - Hair dryer - Towels provided ### Living spaces - Dining table - Fireplace - Living room ### Entertainment - Games - TV with cable/satellite channels ### Outdoor areas - Barbecue grill - Firepit - Patio ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - Pet friendly ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - In a rural location - In the mountains - Near a health/beauty spa - Near a hospital ### Things to do - Arcade/game room - Billiards/pool table - Basketball nearby - Birdwatching nearby - Fishing nearby - Golfing nearby - Hiking/biking trails nearby - Ice skating nearby - Kayaking nearby - Mountain biking nearby - Rock climbing nearby - Sledding nearby - Snowmobiling nearby - Swimming nearby - Water tubing nearby - Wildlife walks nearby ### Safety features - Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property) - Smoke detector (host has indicated there is a smoke detector on the property) - First aid kit - Fire extinguisher ## Similar properties ![Smart TV, fireplace](https://images.trvl-media.com/lodging/101000000/100290000/100289600/100289582/57536d4b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Spacious ski house 5 minutes from the mountain / lifts. 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Great for Groups. Hot Tub. Close to Killington. Killington - Hot tub - Kitchen - Washer - Dryer 5.0 2 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-04&endDate=2025-11-05&selected=104538923&PinnedHotelID=104538923&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 5:00 PM Contactless check-in available Minimum check-in age: 25 ### Check-out Check-out before 10:00 AM ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions ### Pets Pets allowed Service animals are welcome, and are exempt from fees ### Children and extra beds Children are welcome ### Events No events allowed ### Smoking Smoking is not permitted ## Important information ### You need to know Extra-person charges may apply and vary depending on property policy Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed Onsite parties or group events are strictly prohibited Host has indicated there is a carbon monoxide detector on the property Host has indicated there is a smoke detector on the property Safety features at this property include a fire extinguisher and a first aid kit This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ### Property is also known as 802407 ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C43.70364%2C-72.81797&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=mgYAuoJ9o4gsuS6eK0nGSO9Kg_U=) Killington, VT #### What's nearby - Green Mountain National Golf Course - 3 min drive - 2.2 km - Gifford Woods State Park - 3 min drive - 4.0 km - Pico Mountain at Killington Ski Resort - 9 min drive - 9.7 km - Killington Adventure Center - 13 min drive - 13.2 km - Killington Peak - 27 min drive - 17.5 km #### Getting around - Rutland Station - 22 min drive - Rutland, VT (RUT-Rutland Southern Vermont Regional) - 31 min drive #### Restaurants - ‪Sushi Yoshi - ‬8 min drive - ‪Killington Deli & Marketplace - ‬5 min drive - ‪The Lookout Tavern - ‬10 min drive - ‪Rivershed - ‬6 min drive - ‪Charity's - ‬8 min drive ## Frequently asked questions ### Is Winding Way Chalet: Large Family Ski Home with Amazing Amenities! Hot Tub. pet-friendly? > Yes, pets are allowed at this property. ### What time is check-in at Winding Way Chalet: Large Family Ski Home with Amazing Amenities! Hot Tub.? > Check-in begins at 5:00 PM. ### What time is check-out at Winding Way Chalet: Large Family Ski Home with Amazing Amenities! Hot Tub.? > Check-out is at 10:00 AM. ### Where is Winding Way Chalet: Large Family Ski Home with Amazing Amenities! Hot Tub. located? > This family-friendly Killington vacation home is located in the mountains, within 2 mi (3 km) of Green Mountain National Forest and Green Mountain National Golf Course. Gifford Woods State Park is 2.4 mi (3.9 km) away. ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Winding Way Chalet: Large Family Ski Home with Amazing Amenities! Hot Tub. Reviews 8.8 ### Excellent All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.[More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 2 8 - Good 0 6 - Okay 1 4 - Poor 0 2 - Terrible 0 ### 8.8/10 Cleanliness ### 10/10 Excellent #### Kate S. Feb 22, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfect ski home We had a wonderful stay. Home was well equipped with towels and bedding. Beds were comfortable. Home layout was great. Children could hang apart from adults comfortably. Kitchen stocked nicely. Spice draw was impressive. Wish there were other staples such as olive oil, Pam pasta server and other servers but not a big deal. There were chip pieces on the barstools in the kitchen and the rugs in the hot tub were soaking wet. Not a nice surprise stepping onto them with socks. Missed by the cleaning staff. We hung the rugs but they were not usable for our stay. Warm and cozy home we would love to come back again and ski The Beast! Thank you for sharing your home. ##### Kate S. Stayed 3 nights in Feb 2024 ### 6/10 Okay #### Bill W. Dec 5, 2024 Liked: Cleanliness, check-in, location, listing accuracy #### It was alright I'd like to say this would be a great place for a good size group during ski weather. In the fall it was just alright. Hot tub was broke, they did reimburse us for that. Stoves inside we couldn't use as they were either shut off elsewhere or no batteries to start anything, including the TV. We had just 1 maybe half filled propane tank for the outside fire pit and bbq grill. Trash left in the yard from the previous visitors. Kitchen stove burners were only half working. Mold in the ice maker in the main room. I let the person know while we were staying there only heard about the hot tub. All in all not worth the money if not in ski season. ##### Bill W. Stayed 2 nights in Nov 2024 ### 10/10 Excellent #### brian l. Feb 5, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### I would highly recommend We had a really great time staying at the house, it was a great location to be able to get to the mountain during the day and then relax in the huge family room during down time. We had a blast playing pool and ping pong and all the games at the house. Very comfortable and plenty of space for multiple families with children. Everything you need in the house for prepping, cooking, and serving. Very clean and organized. We will look to book the same house next year! Thanks again. ##### brian l. 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