Top Chalets in Orange County in 2026

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A large dam with a reservoir, rocky cliffs, and a forested area in the background.

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Our top choices for Orange 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.

AED 1,349 total

includes taxes & fees

7 Nov - 8 Nov

A wooden deck with a railing overlooking a scenic landscape.

2. 3-bedroom, 2-bath chalet, minutes from I-89 Dartmouth Medical Center

lebanon

"The house and the location are very sweet, original to the era it was built and very easy to live in for a family trip. It was close to all the places we needed to go in WRJ and the surrounding areas. The beds are some of the most comfortable we've ever slept on! There was a problem with an intense musty smell coming from the laundry room and the hosts were quick to order 2 air purifiers which helped us to stay on for the entirety of our trip. I have no doubt that whatever was going on will be...

Elisabeth B.

A two-story house with a balcony, a garage, and a shed in a wooded area.

3. UP NORTH - Charming Chalet

Haverhill

Justine H.

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.

AED 1,602 total

includes taxes & fees

8 Nov - 9 Nov

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

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

Stockbridge

Brendan H.

A large, modern house with a prominent black roof, large windows, and a spacious deck with outdoor furniture.

6. Brand new construction - Spacious Mountain Chalet in Sugar Hill, NH. Sleeps 18.

Sugar Hill

Diane K.

A cozy cabin interior with a wooden ceiling, a sofa, a coffee table, and a dining area.

7. Notchside Hideaway - Quiet home, Franconia Notch, Cannon, Echo Lake, Littleton

Franconia

Lauren S.

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

8. 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.

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

Waitsfield

Patricia S.

A deck with a table and chairs, an umbrella, and a view of a forest.

10. Falcon House: VT Modern Chalet w/Sauna on 25 Acres - Hike - Bike to Village

Woodstock

Cindy A.

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Top reviews in Orange County

A two-story building with a porch, outdoor seating, and flags.

Green Trails Inn

Brookfield

10/10 Excellent

Jesus

A hotel with a central building and a covered outdoor area.

Comfort Inn & Suites Montpelier-Berlin

Montpelier

10/10 Excellent

Stacy

A large, historic house with a prominent tower, a covered porch, and a well-maintained lawn with a fountain.

Norwich Inn

Norwich

10/10 Excellent

This historic hotel is amazing. I like to stay here during the off rate part of the week and plan my trips around room availability. Liked Room 28 in the original building. Very cool and I have to remark on the cleanliness of the bed coverings and pillows. Smelled like they were dried outside on a sunshiny day. Wonderful. Like the lady who checked me in, great sense of humor and made me feel welcome. Would stay here again and again.

Ernie