House in Mendon, VT
8 guests · 3 bedrooms · 3 baths
Reasons to book
Great for petsBring all your friends and family, even the furry ones
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
Rooms
Bedroom 1
1 King
Bedroom 2
1 Bunk
Bedroom 3
3 Bunks
About this house rental
Winding Way Chalet
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)
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)
Amenities at Mountain escape house in Killington: hot tub & views
Air conditioning
Pool
Pets allowed
TV
Kitchen
Balcony/Terrace
WiFi/Internet
Hot tub/Jacuzzi
Parking Available
Ski in/Ski out
Laundry services
Fireplace
Family friendly
Map of Mendon, VT
Things to know
Check-in: 5:00 PM
Check-out: 10:00 AM
Early check-ins and late check-out requests will be accommodated upon request and based upon availability. Unauthorized early check-ins and late checkouts will incur a penalty fee.House rules
- Pets allowed, fees apply
- Kids allowed, fees apply
- No parties or events allowed without prior approval, fees apply
- Must be 25 or older to rent
Additional fees to expect
Cleaning & other feesWe include all stay related fees in the Cleaning Fee line, which may include cleaning, property manager, resort, tourism and other stay related fees. All RedAwning properties are professionally cleaned after each stay. In addition, RedAwning includes $3,000 USD of damage waiver coverage in the cleaning fee price in place of traditional damage deposits so you can have a carefree stay.
Booking feeNo booking fees, easy credit card payments.
Service feeThis helps RedAwning provide a safer and more secure booking experience.
TaxesTaxes on accommodation such as Occupancy Tax, VAT, or GST. May also include tourism fees.
Customer support
Customer support is handled by our partner RedAwning
- RedAwning is a trusted partner with over 1 million guests served.
- Contact RedAwning customer service 24/7 via live chat.
- No booking fees, with easy credit card payments.
About our partner
This property is managed by RedAwning - a trusted partner that has served over 1 million guests
7,000+
5-star reviews on TrustPilot
14+
Years of service
15,000+
Vacation rentals across 1,000 destinations
$$$$
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