Southern Vermont Chalets

The Bennington County Court House with a white facade, green shutters, and a gold dome.

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Our top choices for Southern Vermont chalets

A two-story wooden house with a stone retaining wall, a covered porch, and a small shed.

1. 4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

Dover

Brian S.

HK$3,666 total

includes taxes & fees

20 Oct - 21 Oct

A wooden deck with a black Adirondack chair and a small table, surrounded by trees.

2. Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!

Wardsboro

Jeff H.

HK$3,130 total

includes taxes & fees

3 Nov - 4 Nov

A wooden house with a porch lit by string lights, surrounded by snow.

3. Chalet Mount Snow/Stratton Skiing/hiking

East Dover

Roy-michael G.

HK$3,848 total

includes taxes & fees

4 Nov - 5 Nov

A wooden deck with a table and chairs, surrounded by a forest.

4. The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!

Wardsboro

Carly L.

HK$3,955 total

includes taxes & fees

10 Nov - 11 Nov

A two-story house with a covered porch, surrounded by a well-maintained garden and trees.

5. Tranquil Brookside Retreat with Hot Tub & Firepit

Peru

Michael B.

HK$5,461 total

includes taxes & fees

1 Nov - 2 Nov

A small, single-story house with a front porch, a red door, and a white fence.

6. The Perfect Vermont Getaway! 3 bedroom, Fireplace, indoor Pool & Mountain Charm

Wardsboro

Lisa B.

HK$4,722 total

includes taxes & fees

29 Oct - 30 Oct

A wooden building with a thatched roof and a wooden deck leading to it.

7. Vikings Villages Resort - Double Bed Room

Guilford

HK$2,678 total

includes taxes & fees

13 Oct - 14 Oct

A two-story wooden cabin with a stone foundation, large windows, and a stone chimney.

8. Luxe Chalet - Leaf Peeping, Near Mt Snow and Stratton Mountain w/Hot Tub, Sauna

Stratton

samantha b.

HK$5,968 total

includes taxes & fees

15 Oct - 16 Oct

9. NEW Private Chalet - 4 mins to Mt Snow

Dover

Mark C.

HK$5,225 total

includes taxes & fees

13 Oct - 14 Oct

A white, single-story cabin with a red door, surrounded by trees.

10. Ski Stratton A-Frame | Sleeps 10, Hot Tub, Sauna

Jamaica

fran g.

HK$8,051 total

includes taxes & fees

20 Oct - 21 Oct

A two-story house with a large deck and a covered porch, surrounded by trees and a grassy yard.

11. Snow Owl Chalet - Dover, 4-Bd 3-Bth - 10 Min. - Mt Snow! Saltwater Hot Tub!

Dover

Andrew B.

HK$4,248 total

includes taxes & fees

14 Oct - 15 Oct

A view of a forested area with a bench in the foreground.

12. Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting

Charlemont

Georgia P.

HK$10,335 total

includes taxes & fees

2 Nov - 3 Nov

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Top Southern Vermont Hotel Reviews

The White House Inn

10/10 Excellent

"Very clean and staff was amazing."

The Black Bear Lodge at Stratton Mountain Resort

10/10 Excellent

"It's a great place to stay! I've been there several times in different seasons. Off-season or leaf peeper season the free breakfast is a lot less than the free breakfast during ski season. During ski season AKA winter, eggs, waffles, pancakes etc however during other seasons they only offer cold cereal, milk bagels toast and juice and coffee of course. Other than that it's a fantastic place and they're dog friendly"

Aspen At Manchester

10/10 Excellent

"This was the first time I've ever stayed in a hotel where you arrive and go straight to your room without having to check in at a front desk first. The instructions via email or text (whichever it was) for how to do so were clear and we had no problems getting into our room. The location was convenient and the property itself was very nice."

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