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Chalet

Contemporary Hillside Chalet

Photo gallery for Contemporary Hillside Chalet

Exterior View
View of Mad River Glenn from deck
View Sugarbush South
Kitchen
View from loft

Reviews

9.6 out of 10
Exceptional
5 bedrooms3 bathroomsSleeps 12278.7 sq m

Popular amenities

  • Ski lift privileges
  • Garage parking available
  • Dogs and cats allowed
  • Kitchen
  • Washing machine
  • Outdoor barbecue

Explore the area

View map
Waitsfield, VT
  • Place, Skinner Barn
    ‪4 min drive‬
  • Place, Sugarbush Ski Resort
    ‪19 min drive‬
  • Place, Stowe Mountain Resort
    ‪57 min drive‬
  • 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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House Rules

Check in after 11:00 AM
Minimum age to rent: 21
Check out before 4:00 PM
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Children

Children allowed: ages 0–17
Board games, limited TV
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Events

No events allowed
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Pets

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

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

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.
View more Chalets in WaitsfieldOpens in a new window
Map
Waitsfield, VT

What's nearby

  • Skinner Barn - 4 min drive - 2.2 km
  • Sugarbush Ski Resort - 19 min drive - 13.8 km
  • Trapp Family Lodge Touring Center - 48 min drive - 52.8 km
  • University of Vermont - 53 min drive - 80.2 km
  • Stowe Mountain Resort - 57 min drive - 66.5 km

Getting around

  • Waterbury Station - 25 min drive
  • Montpelier, VT (MPV-Edward F. Knapp State) - 40 min drive

Restaurants

  • ‪Castlerock Pub - ‬19 min drive
  • ‪Lawson's Finest Liquids - ‬9 min drive
  • ‪Wünderbar - ‬20 min drive
  • ‪Green Mountain Lounge - ‬17 min drive
  • ‪Hyde Away Inn & Restaurant - ‬14 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 29 April 2026, prices found for a 1-night stay for 2 adults at Contemporary Hillside Chalet on 6 May 2026 start from NZ$1,015, 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.
Learn moreOpens in a new window
Rating 10 - Excellent. 96 out of 118 reviews
Rating 8 - Good. 19 out of 118 reviews
Rating 6 - Okay. 2 out of 118 reviews
Rating 4 - Poor. 0 out of 118 reviews
Rating 2 - Terrible. 1 out of 118 reviews

9.0/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

denise o.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect for big group and weekend away
Stayed 2 nights in Aug 2025
Verified

10/10 Excellent

Amy H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Verified

10/10 Excellent

Colleen P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Verified

8/10 Good

Harry N.

Liked: Check-in, communication, location, listing accuracy
Our adult family of 7 were in the Waitsfield area to attend a family wedding. The home was perfect for our large group.
Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

Beth L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home. Had a great time. Thank you
Stayed 2 nights in Sep 2025
Verified

10/10 Excellent

Graham T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 2 nights in Aug 2025
Verified

10/10 Excellent

Regan B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

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
Verified

10/10 Excellent

Stephen Y.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great rental for skiing

Great house for a group to rent for a ski trip. Loved the views. Glenn was helpful and responsive.
Stayed 3 nights in Feb 2025
Verified

10/10 Excellent

Shaun J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house, stayed here during winter break, plenty of room, heat worked great, the views through the main windows were beautiful looking right out at Sugar Bush and Mad River Glen ski areas across the valley. The kitchen was a little dated but everything worked fine, so no real complaints. The garage was really helpful given the amount of snowfall during the time we were there, never really had to clean off our car which was a big plus. Owner was very responsive to all inquiries. The fireplace was my favorite, and the space was idea for my family and my sisters family to do a joint holiday together. It’s at the top of a hill, so during snowy season 4wd cars are a must, but worth it for the view. Town is only a 5 min drive away with a grocery store and other amenities/activities that were helpful for both young kids and adults.
Stayed 9 nights in Dec 2025
Verified

10/10 Excellent

Judy B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome place !

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
Verified

10/10 Excellent

Mark K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Quiet scenic location

Unique house with lots of space outside and inside. Close to everything on the North end of the Big Island.
Stayed 1 night in Mar 2023
Verified

10/10 Excellent

Diane S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family getaway

Perfect! Definitely would return!
Stayed 3 nights in Jan 2023
Verified

10/10 Excellent

Chrissy S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cozy ski cabin for college friend reunion

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
Verified

10/10 Excellent

Jody P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house for a large group

We rented to attend a wedding. The
Stayed 2 nights in Jul 2024
Verified

10/10 Excellent

Paul K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Spacious living area

Everything needed was thoughtfully provided. Descriptiion given was totally accurate. Lots of living area to accommodate a large group.
Stayed 3 nights in Aug 2023
Verified

10/10 Excellent

Thomas H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great spot!

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

10/10 Excellent

Matthew M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

One of the better houses we have stayed at

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
Verified

10/10 Excellent

Kate S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Went up for foliage weekend with my sons and grandkids and we had a blast!!!

This home is terrific for all ages with 5 bedrooms and wonderfully big open space for many folks of many ages to gather! There were 5 adults and 4 children and it worked beautifully. House location was terrific with a beautiful view and is close to wonderful desirable sites and venues.
Stayed 2 nights in Oct 2021
Verified

10/10 Excellent

Matthew L.

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
Verified

8/10 Good

Stephen L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great view

A
Stayed 4 nights in Mar 2023
Verified

10/10 Excellent

Matthew E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Trip

Great house for two families to share. There is plenty of room for everyone. The fireplace is a wonderful spot for everyone to come together. Driveway is difficult for cars without 4 wheel drive.
Stayed 3 nights in Feb 2022
Verified

10/10 Excellent

Julia R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Winter Stay

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.
Stayed 2 nights in Jan 2024
Verified

8/10 Good

arl s.

Liked: Cleanliness, check-in, communication, location, listing accuracy

vermont weekend

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
Verified

10/10 Excellent

Sandipa S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

family vacation

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
Verified

10/10 Excellent

Jane I.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wedding weekend

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.
Stayed 3 nights in Jan 2023

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