Top Chalets in Addison County in 2026

A multi-tiered waterfall surrounded by dense forest.

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Top Cities in Addison County

A wooden pier extending into a lake, surrounded by lush greenery and a prominent lighthouse on a small island.

Our top choices for Addison County chalets

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

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

North Sherburne

Matthew R.

CA $510 total

includes taxes & fees

Nov 7 - Nov 8

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

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

Fair Haven

Karen D.

3. 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.

A two-story house with a wooden deck and a large window on the second floor.

4. Dreamy Artist Chalet in Secluded Historic Village

East Warren

Jonathan B.

CA $614 total

includes taxes & fees

Nov 30 - Dec 1

A spacious loft with a high ceiling, exposed wooden beams, a central spiral staircase, a cozy gray sofa, a kitchen area, and a dining space with stools.

5. Vintage Vibes Haven in Stowe, Records & Firepit!

Stowe

Megan

A rustic wooden cabin with a steeply pitched roof, a wooden staircase leading to a deck, and surrounded by lush greenery.

6. Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 4

Stockbridge

Brendan H.

A balcony with string lights, two chairs, a small round table, and a view of a mountainous landscape.

7. Inviting 2-bedroom chalet with views in Warren - Perfect for a cozy getaway

Warren

Tony K.

A cozy living room with a stone fireplace, large windows, and a wooden ceiling.

8. A-Frame Resto-Mod: Built in '73, Restored in '23

Waitsfield

Patricia S.

A cozy loft-style living room with a high ceiling, wooden beams, a large arched window, and a mix of leather and fabric furniture.

9. West Park Chalet at Killington: Great for Groups! Hot tub, games, discounted ski rentals.

Killington

Rob S.

A multi-story hotel with a modern design, featuring balconies and large windows.

10. Three Bedrooms at Pico’s Doorstep - G101

Killington

Jenn K.

A house surrounded by trees with a snow-covered driveway.

11. Killington Chalet - Great Space and Location!

Killington

Tom M.

A cabin with a sloped roof, large windows, and a snow-covered ground.

12. Magnificent any time of year

East Warren

Anne L.

CA $529 total

includes taxes & fees

Nov 9 - Nov 10

A cozy living room with a sofa, coffee table, and a dining area with chairs and a table.

13. Slopeside Without the Fuss - G202

Killington

Christopher G.

A snow-covered outdoor area with string lights, wooden benches, and a table with a white tablecloth.

14. Bayou Chalet – Your Perfect Getaway Near Sugarbush Resort

Warren

jocelyn P.

A cabin with a gravel path leading to it, surrounded by trees and a wooden deck.

15. BearHaus-Fireplace, HUGE indoor Hot Tub, Sleeps 14

Killington

Eric D.

A cabin with a snow-covered roof, a porch with chairs, and a large window.

16. Stowe Chalet • 7 Mins to Mountain & Village • Dogs • Firepit • Sleeps 8

Stowe

Patrick B.

A blue cabin with a balcony and a staircase leading up to it, surrounded by trees.

17. Warren VT Chalet for Ski, Summer + Fall Fun, WIFI

East Warren

Jessie M.

A cabin with a stone chimney, a wooden deck, and a number 51 sign.

18. Kilbourne Lodge ︙ Cozy Mid-Mod ︙ Fireplace ︙ Ski Shuttle

Killington

Bret R.

A log cabin with a porch, a staircase, and a garage.

19. Handcrafted Log Cabin • Groups • Fire Pit • Sugarbush

East Warren

Lori H.

A wooden cabin with a stone staircase and a porch.

20. Mountain Brook Lodge a spectacular house, A/C 6 miles from Killington Resort access to Pico Fitness Center and Pool The Killington golf course and Green Mountain National Golf Course are just a few minutes from this location.

Killington

Michael R.

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Top Addison County Hotel Reviews

Green Mountain Inn

10/10 Excellent

"The location was ideal - right in the center of the town area. The staff was very helpful to tell me what to do and where to eat - even had a list of restaurant options already printed1 I loved the "old timey" feel of my room, with a 4-poster bed, an electric fireplace, and Delft pottery accents around the room. If I'm ever back in Stowe, this is going to be my "go-to" place!"