With mountain views, this chalet accommodates 12 guests across 5 bedrooms and 3 bathrooms. It offers a patio for outdoor enjoyment, along with nearby skiing and golf options. Adventure activities like swimming, mountain biking, and hiking await, with attractions such as Skinner Barn and Green Mountain Cultural Center nearby. Pet-friendly.
Highlights
Cook, dine, and unwind
Top-rated for its fully equipped kitchen, perfect for every meal.
Garage parking available
Enjoy the convenience of garage parking - a rare offering in the area.
Centrally-located
You're never far from where you need to be with this convenient location.
5 bedrooms3 bathroomsSleeps 12
Popular amenities
Ski lift privileges
Balcony
Garage parking available
Toys
Barbecue grill
Internet
Explore the area
Waitsfield, VT
Skinner Barn
Place, Skinner Barn
4 min drive
Sugarbush Ski Resort
Place, Sugarbush Ski Resort
19 min drive
Stowe Mountain Resort
Place, Stowe Mountain Resort
57 min drive
Burlington, VT (BTV-Burlington Intl.)
Airport, Burlington, VT (BTV-Burlington Intl.)
54 min drive
Rooms & beds
5 bedrooms (sleeps 12)
Bedroom 1
2 Single Beds
Bedroom 2
1 Queen Bed and 1 Single Bed
Bedroom 3
1 Queen Bed
Bedroom 4
1 Queen Bed
Master Bedroom
1 King Bed
3 bathrooms
Bathroom 1
Bathtub or shower · Toilet · Shower only · Hair dryer
Bathroom 2
Bathtub or shower · Toilet · Shower only
Bathroom 3
Toilet · Shower only
Spaces
Deck or patio
Porch or lanai
Kitchen
Balcony
Dining area
About this property
Contemporary Hillside Chalet
Built in 1988, this welcoming, comfortable and secluded three level home has a large open floor plan with stunning westerly views of Sugarbush South, Mt. Ellen, Mad River Glen and Camel Hump State Park. On the main floor there is a floor to-ceiling double-sided granite fireplace and cathedral ceilings. Includes a terrific wrap-around deck. The kitchen is fully equipped for all styles of meal prep. There is a master bedroom with a king size bed and full bathroom on the main floor as well. On the ground level, there are four spacious bedrooms and two full bathrooms. Three of the bedrooms have queen beds and 1 bedroom has twin beds. Walk out access from two of the bedrooms on the lower level with impressive mountain views.
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Charming and spacious 5BR located in the heart of Waitsfield. Close to amenities
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Charming and spacious 5BR located in the heart of Waitsfield. Close to amenities
Pets allowed: dogs and cats less than 23 kg per pet (limit 3 pets total)
Prior approval needed. Size requirements
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Smoking
Smoking is not permitted
Smoking outside only
Important information
You need to know
Property # 4119098
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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Waitsfield
Waitsfield is home to this chalet. Sugarbush Ski Resort and Blueberry Lake Cross Country and Snowshoeing Center are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Green Mountain Cultural Center and Green Mountain Girls Farm. Ceres and T.W. Wood Gallery are also worth visiting. Enjoy the area's slopes with skiing, and don't miss out on the sledging.
Montpelier, VT (MPV-Edward F. Knapp State) - 40 min drive
Restaurants
Fit To Be Thai'd - 15 min drive
The Mad Taco - 9 min drive
Castlerock Pub - 19 min drive
Deco Restaurant And Bar - 12 min drive
Madbush Falls - 10 min drive
Frequently asked questions
Is Contemporary Hillside Chalet pet-friendly?
Yes, this property allows cats and dogs (limit 3 total) with a maximum weight of up to 23 kg per pet.
How much does it cost to stay at Contemporary Hillside Chalet?
As of 25 Sept, 2026, prices found for a 1-night stay for 2 adults at Contemporary Hillside Chalet on 25 Apr, 2027 start from S$2,251, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Contemporary Hillside Chalet?
On-site parking is available at the property.
What time is check-in at Contemporary Hillside Chalet?
Check-in begins at 11:00 AM.
What time is check-out at Contemporary Hillside Chalet?
Checkout is at 4:00 PM.
Where is Contemporary Hillside Chalet located?
Situated in Waitsfield, this chalet is within 1 mile (2 km) of Mad River Valley and Skinner Barn. Artisans' Gallery and Big Eddy Covered Bridge are also within 3 miles (5 km).
Reviews
9.6
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
This was our second stay at this property. The home is spacious with plenty of sleeping options. The kitchen is well stocked, and the dining room table pulls out to accommodate a large crowd! We were in the area celebrating our son’s graduation from Norwich University. This home was the perfect space for enjoying the weekend with our family!
This is a very special house with awe inspiring views of the Green Mountains. If you are a skier, you can fantasize about speeding down the trails you will see from the deck but we non-skiers never tired of just enjoying the mountains with coffee in the morning or with a bread and cheese picnic on the deck or at sunset. This is a big house but we were a small family who felt right at home. Everything was clean and in working order and the owner was very prompt to answer questions. I can't say enough about the Vermonters who helped us out on the 4th of July when we developed car trouble. The Mad River Valley is our favorite corner of Vermont.
Stayed 9 nights in Jul 2026
Response from VrboOwner on 16 Jul, 2026
Caryl,
Thanks for the great review. I’m glad you got to spend some quiet time up there. You were such a pleasure to talk to. Hope you rent from us again.
Thanks
Glenn
This home was just perfect for our family to stay at for a family wedding - perfect number of rooms for our large group and loved the size and style of the house and furnishings. Well stocked kitchen and beautiful view. Wished we had been able to stay longer.
Stayed 2 nights in Sep 2025
Response from VrboOwner on 29 Sept, 2025
Colleen,
Sounds like you had a good time.
Thank you for the positive review, much appreciated.
Sincerely,
Glenn
The house was perfect for our family ski trip to Sugarbush - Glenn was always available to answer any questions and provided lots of info about the house and the Mad River Valley - the beds were comfortable and the house was well stocked for our stay - the very charming town of Waitsfield was a few minutes from the house - you even get to go over a covered bridge to get there - and it was an easy drive to the mountain - couldn't ask for more!
Stayed 3 nights in Jan 2026
Response from VrboOwner on 13 Jan, 2026
Amy,
Thank you for the great review much appreciated.
Hope to see you back in the future.
Regards,
Glenn
We had a great stay with our friends at this location. Perfectly in the woods, clean and spacious. We had easy access to nearby activities and the host was easy to communicate with.
Stayed 2 nights in Jun 2023
Response from VrboOwner on 3 Jul, 2023
Regan,
Thank you for the great review.
Best Regards,
Glenn
Excellent chalet for a large family weekend. We stayed in the summer. Great views from the deck and perfect socializing areas. Beds were very comfortable. The property is very secluded but not too far from town. Up a few dirt roads and then a gravel driveway. Would highly recommend!
We had the best time here ! It is perfect for a large group . The house is stocked with everything you could possibly need . Everything was as described .. we will come back here !
Stayed 3 nights in Dec 2024
Response from VrboOwner on 6 Jan, 2025
Judy,
Thank you for the great review.
Glad you had a good time.
Thanks again
Glenn
We had such a great time staying at this VRBO. It was great location to drive to Sugarbush, grab something at the grocery store or stop at Lawsons. Driveway is steep and needed to be plowed for us to get up, but a plow guy was very close by and able to do that for us within an hour. Very cozy cabin, great for big groups.
Stayed 2 nights in Jan 2025
Response from VrboOwner on 6 Jan, 2025
Thanks for the great review.
Sorry about not having the driveway plowed when you arrived. He got held up on another job.
Glad you enjoyed your stay.
Great option for a large group, about 20 minutes from sugarbush slopes. Great fireplace, lots of wood, good beds, lots of space to spread out. Driveway can be tough in winter if you don't have a properly equipped vehicle (snow tires and/or AWD)
Stayed 3 nights in Feb 2023
Response from VrboOwner on 7 Feb, 2023
Matt,
Thanks for the great review, sorry about the driveway.
Best Regards,
Glenn
We thoroughly enjoyed our stay at Glenn's house. It worked very well for our family with four adult children and their partners. It was spacious, with great views of Sugarbush and Mount Ellen. We really enjoyed sitting out on the porch. The kitchen was spacious and well equipped.
Stayed 2 nights in Aug 2024
Verified review
10/10 Excellent
Matthew L.
18 Feb, 2019
Great Views/ Location/ Owner
Escaped Boston for a quick weekend getaway. We loved the amazing living room with stunning views across the valley and large fireplace. Quick drive to Waitsfield and Warren. Very responsive/ courteous owner. Will hopefully be back soon.
Stayed 2 nights in Feb 2019
Response from VrboOwner on 28 Mar, 2020
Thank you for the positive review, much appreciated. Looking forward to you coming back.
The house was lovely.
Unfortunately probably due to the weather this summer the lower level bedrooms were very damp even with the dehumidifiers going.
Stayed 2 nights in Aug 2023
Response from VrboOwner on 13 Sept, 2023
Arl,
Thank you for the review.
I'm sorry about the dampness in the lower level. It has been an exceptionally wet summer. Unfortunately I think I'm going to make an investment in air conditioning.
Thanks
Glenn Walker
We had a great time staying here, it was super easy to access, and communicate with Glen. The driveway is steep so if you do not have a reliable car in the snow, be careful. The rooms were clean, the kitchen had everything we needed to fuel up before skiing. We built a fire and it was so coxy/relaxing. I would book here agin.
Had a short but enjoyable family vacation at Glenn's property. Grandparents got the master suite and the rest of us were downstairs. It was very comfortable and the views are great! Waitsfield is conveniently located at the foot of the hill. The Von Trapp store sold local meat and cheese which was really cool. Glenn was accommodating with check in and check out times.
Stayed 2 nights in Aug 2023
Response from VrboOwner on 15 Aug, 2023
Sandipa,
Thank you for the great review. Glad you enjoyed the property and the surrounding area. Hope you stay with us again.
Regards,
Glenn
This home was exactly as advertised…plenty of dishes, paper towels, toilet paper. Owner was super helpful with quick responses. Driveway is tough but he warned us of that… we had a great weekend celebrating my nieces wedding down the hill.
We were in the area for our son’s graduation from Norwich University. The 5 bedrooms and 3 bathrooms allowed our group plenty of space to spread out. Our older guests were grateful for a bedroom suite on the main floor. The large dining table was perfect for a celebratory meal after graduation. The views of Sugar Bush can’t be beat! Communication with the landlord was friendly and helpful. We enjoyed our stay very much!
Stayed 2 nights in Apr 2023
Response from VrboOwner on 4 May, 2023
Amy,
Thanks you for the positive review, glad to hear everything worked.
Please consider us again if you decide to stay in the area.
Best Regards,
Glenn