See all properties
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

  • Dryer
  • Washer
  • Fireplace
  • Barbecue grill
  • Kitchen

Explore the area

View map
Waitsfield, VT
  • Place, Waitsfield Main Street
    ‪10 min drive‬
  • Place, Sugarbush Ski Resort
    ‪19 min drive‬
  • Place, Norwich University
    ‪39 min drive‬
  • Airport, Burlington, VT (BTV-Burlington Intl.)
    ‪64 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.

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
Outdoor space

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Aerial view of the property

Classic Vermont Farmhouse near Sugarbush Resort

  • Kitchen
  • Washer
  • Dryer
  • Pet-friendly
9.6 out of 10, (42 reviews)
Classic Vermont Farmhouse near Sugarbush Resort

House Rules

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

Children

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

Events

No events allowed
default

Pets

Pets allowed: dogs and cats less than 23 kg per pet (limit 3 pets total)
Prior approval needed. Size requirements
default

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

We should mention

A car is required for transport to and from this property

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 Girls Farm and Ceres. 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
  • Waitsfield Main Street - 10 min drive - 5.4 km
  • Sugarbush Ski Resort - 19 min drive - 12.7 km
  • Sugarbush Resort Golf Club - 20 min drive - 13.4 km
  • Norwich University - 39 min drive - 30.2 km

Getting around

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

Restaurants

  • ‪Lawson's Finest Liquids - ‬9 min drive
  • ‪Three Mountain Cafe - ‬11 min drive
  • ‪Mad Taco - ‬9 min drive
  • ‪American Flatbread - ‬11 min drive
  • ‪Fit To Be Thai'd - ‬15 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.

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

9.0/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

9.8/10

Listing accuracy
Rating 10 - Excellent. 92 out of 114 reviews
Rating 8 - Good. 19 out of 114 reviews
Rating 6 - Okay. 2 out of 114 reviews
Rating 4 - Poor. 0 out of 114 reviews
Rating 2 - Terrible. 1 out of 114 reviews

Reviews

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

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

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

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

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

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

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

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

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

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

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

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

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

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

8/10 Good

Stephen L., Wappingers Falls

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

Great view

A
Stayed 4 nights in Mar 2023

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

6/10 Okay

Ioannis S.

Liked: Check-in, communication, location, listing accuracy
Disliked: Cleanliness

Good, but not great for the price.

The upper floor was good, but the lower floor was stuffy, with bad beds and dirty mattresses. For its price, you would expect more.
Stayed 2 nights in Oct 2024

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

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

8/10 Good

Amy M.

Liked: Check-in, communication, location, listing accuracy
Disliked: Cleanliness

Graduation weekend in Vermont

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

10/10 Excellent

Jane I., North Chelmsford

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

10/10 Excellent

Shannon R.

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

Great Place

We enjoyed a long weekend with good friends and family. The house suited our needs well. It was a good layout and we all had our space. Well stocked kitchen. Carpets were very tired, the basement smells stale but once we opened the windows and ran the humidifiers all was fine. Beds relatively comfortable. Beautiful deck with gorgeous views. Plenty of parking!! Glenn was very responsive. Would stay again!
Stayed 3 nights in Sep 2022

10/10 Excellent

Avis P.

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

Perfect home

This house was perfect for us, we had a mix of adults (40s), young adults (early 20s), and young teens. The kitchen was well stocked with any pot, pan, or utensil we needed, down to the flat top for the stove! And a gas grill! Gorgeous mountain views from the living room/ dining room! Large deck that was perfect for morning coffee and watching sunsets in the evening. Love love love the house! One of the young teens loved ringing the gong when meals were ready :).
Stayed 7 nights in Aug 2023

10/10 Excellent

Verified traveller

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

Great house with a fantastic view!

We had 3 families (6 adults and 6 kids) stay to ring in the new year in this beautiful home. The location was about 20 minutes to Sugarbush where we skied every day and under 10 min to the center of Waitsfield. The spacious living room had ample space for everyone and the dining room accommodated all 12 of us for dinner each night. The kitchen was well appointed with everything we needed. Great communication with owner regarding some changes in the linen service prior to our arrival. Looking forward to returning next year!
Stayed 3 nights in Dec 2022

10/10 Excellent

brian D.

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

Big house for large family, close to Sugarbush

Our family of 9 had a great time at this home for skiing at Sugarbush. The kitchen was well-stocked and had a nice island for apres-ski appetizers, although a bit cramped for more than 4 people. Bedding was great, plenty of room for everyone. Pull out couch is best for youngsters - anyone more than 120lbs will feel the bar. Grill on deck was great for cooking up New Years steaks. Steep driveway had plenty of sand/salt after a snow storm and we got our Honda CRVs up with no problem. We would stay here again and recommend it for a large group.
Stayed 6 nights in Dec 2020

About the host

Hosted by Owner/Manager

Host profile image

Languages:

English
Tell us how we can improve our siteShare feedback

Hotels

pet-friendly rentals in Cairns
Apartments Honolulu
pet-friendly rentals in Tamworth
beach rentals in Huskisson

Holiday Rentals

McCrae Holiday Rentals
Green Point Holiday Rentals
Bangkok Holiday Rentals
Wye River Holiday Rentals
Great Ocean Road Waterfront Holiday Rentals
Gold Coast Holiday Rentals
Bellarine Peninsula Holiday Rentals
Joondalup Holiday Rentals
Isle of Skye Holiday Rentals
Melbourne Holiday Rentals
Abbotsford Holiday Rentals
The Rocks Holiday Rentals
Bargara Holiday Rentals
Byron Bay Holiday Rentals
Paddington Holiday Rentals
South West Rocks Holiday Rentals
Rome Holiday Rentals
Fairfield Holiday Rentals
Old Bar Holiday Rentals
Brisbane Darra Station Holiday Rentals
Wooli Holiday Rentals
Jindabyne Holiday Rentals
Busselton Holiday Rentals
Wollombi Holiday Rentals
Malolo Lailai Island Holiday Rentals
Hunter Valley Holiday Rentals