Top Chalets in Vermont from $295

A dirt road with a mountainous landscape in the background.

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Top Cities in Vermont

A marina with various boats docked, a building with a red roof, and trees along the water's edge.

Our top choices for Vermont chalets

A two-story house with a front porch, a door, and a small window.

1. Spacious 2BR · 15 Min to Stowe Mtn Resort · Mountain Views, Game Room, Dogs OK

Morristown

Ellen F.

$261 nightly

Nov 8 - Nov 9

Total with taxes and fees

A two-story building with a dark brown exterior, a covered porch, and a number '303' sign.

2. Fabulous 4-bedroom chalet in tranquil Killington getaway with Hot tub two Kings

North Sherburne

Matthew R.

$368 nightly

Nov 1 - Nov 2

Total with taxes and fees

A cabin with a stone chimney, a wooden deck, and a forested backdrop.

3. 2 mins to Smuggs, Fireplace

Cambridge

"This place was exactly what we were looking for. Quiet place tucked back in the woods but very quick and easy to get to all the places you want to go. Great place to enjoy a coffee on the deck, read a good book, and listen to the creek behind the house. Very clean, comfortable beds, and plenty of seating inside and out for 4 people. The kitchen had everything you need to make meals and the grill was clean and worked great. The frolf game in the yard, coffee, and pancake mix with maple syrup was...

Kristi

$313 nightly

Nov 2 - Nov 3

Total with taxes and fees

A cozy living room with a fireplace, comfortable seating, and large windows offering a view of the outdoors.

4. Brand new Ski Chalet 4 miles to Jay Peak

Jay

Robert M.

A two-story house with a deck, large windows, and a brick chimney.

5. Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,

Ludlow

ali m.

A wooden deck with a glass door leading to a balcony, surrounded by a forested area.

6. Spacious Ski Home - 10 Miles to Stowe 3 bed 4 bath

Morristown

Michelle S.

A rustic wooden house with a porch, surrounded by greenery and a gravel driveway.

7. Beautiful- Ski/Golf home, Hot tub, mins to MTN

Wilmington

Dawn F.

A two-story cabin with a balcony, a staircase, and a deck area.

8. Jay Peak Chalet: Hot Tub, Pool, Ski & Golf

Westfield

Geno M.

$1,037 nightly

Oct 31 - Nov 1

Total with taxes and fees

A large, multi-story lodge with a prominent balcony area, surrounded by snow-covered terrain and trees.

9. Large Modern Chalet - Slope Side - On Burke MT-Mt Bike, Hike, Ski, Snowmobile

East Burke

Abigail B.

A snow-covered house with a large chimney, surrounded by trees and a snowy landscape.

10. Skybarn Vermont | Pool, 100-Mile Views, Historic Barn

West Dover

"I almost do NOT want to review this property because it was the absolute 100% BESTTTTT place I have stayed in all of my travels (which I can say we travel most every other week of most months!!!!! We absolutely loveeeeedddd this Was stunning felt as if it was a dream! Not sure how we were lucky enough to find this place and we were even allowed to bring our Dog who also NEVER wanted to leave!!! We would love to come back again and think we may have to because I’m not sure we could ever...

Sandra V.

A cabin with a wooden deck, a red door, and an American flag.

11. Comfy chalet near town, lake, skiing and hiking

Wilmington

Melissa N.

A modern house with a large window, surrounded by a forest.

12. A-Frame Chalet | Floor-to-Ceiling Windows, 1 Mi to Bromley

Peru

Max A.

A forested area with a small cabin and a covered outdoor seating area.

13. Beautiful Lodging at Mount Snow with Hot Tub on Deck

Wilmington

"This beautiful property allowed our entire family to stay together while we did a celebration of life. The communication with owner was absolutely amazing. She was very attentive and enjoy we were good and comfortable during our stay. This beautiful space was so quite peaceful and allowed us all to enjoy eachother with plenty of space. They had everything you would need or possibly forgot their as complimentary. We were all so great to stay and will absolutely return to this beautiful property...

Shelby M.

A house with a stone pathway leading to a wooden deck, overlooking a lake and forested area.

14. Green Mountain Manor - Ski and Summer Chalet

Winhall

Jay T.

A wooden deck with a bench overlooking a lake, surrounded by trees and a red building.

15. Charming 3-bedroom + loft log cabin at Lake Bomoseen in Castleton, VT. Sleeps 12

Fair Haven

Karen D.

16. Year-Round Luxury Mountain Villa @ Trapp & Stowe with Resort Amenities Included!

Stowe

"A wonderful villa with many amenities within the villa and onsite! It was very comfortable, peaceful with beautiful views of the surrounding mountains! The owner stocks the villa with everything you need and enjoys it in order to help make your stay happy and comfortable. I can't say enough about JP as our host! He was very patient with my many questions being a first time VRBO renter. He bent over backwards to make sure we had all the information and accommodations exceeding our expectations!!"

Kim F.