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

Search Chalets in Southern Vermont from CA $487

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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

4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Dover
9.4 out of 10, Exceptional, (29 reviews)
"Very clean - kitchen well stocked with utensils for cooking - great proximity to Mount Snow."
United States
Brian S.
The price is CA $182
CA $656 total
includes taxes & fees
Oct 20 - Oct 21
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
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!

Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!
Wardsboro
10.0 out of 10, Exceptional, (20 reviews)
"Cute place, very pet-friendly."
United States
Jeff H.
The price is CA $214
CA $569 total
includes taxes & fees
Nov 3 - Nov 4
Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!
A wooden house with a porch lit by string lights, surrounded by snow.

3. Chalet Mount Snow/Stratton Skiing/hiking

Chalet Mount Snow/Stratton Skiing/hiking
East Dover
10.0 out of 10, Exceptional, (16 reviews)
The price is CA $211
CA $684 total
includes taxes & fees
Nov 4 - Nov 5
Chalet Mount Snow/Stratton Skiing/hiking
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!

The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!
Wardsboro
10.0 out of 10, Exceptional, (13 reviews)
"Loved this place so much! Adorable spot, quaint but has everything you need. Loved the luxury details. "
United States
Carly L.
The price is CA $278
CA $725 total
includes taxes & fees
Nov 2 - Nov 3
The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!
A two-story house with a covered porch, surrounded by a well-maintained garden and trees.

5. Tranquil Brookside Retreat with Hot Tub & Firepit

Tranquil Brookside Retreat with Hot Tub & Firepit
Peru
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful place. Comfortable and well furnished. "
United States
Michael B.
The price is CA $347
CA $992 total
includes taxes & fees
Nov 1 - Nov 2
Tranquil Brookside Retreat with Hot Tub & Firepit
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

The Perfect Vermont Getaway! 3 bedroom, Fireplace, indoor Pool & Mountain Charm
Wardsboro
10.0 out of 10, Exceptional, (3 reviews)
"Everything was wonderful and perfect for our family. Super clean and great Vermont experience"
United States
Lisa B.
The price is CA $417
CA $847 total
includes taxes & fees
Nov 1 - Nov 2
The Perfect Vermont Getaway! 3 bedroom, Fireplace, indoor Pool & Mountain Charm
A wooden building with a thatched roof and a wooden deck leading to it.

7. Vikings Villages Resort - Double Bed Room

Vikings Villages Resort - Double Bed Room
Guilford
The price is CA $392
CA $487 total
includes taxes & fees
Oct 19 - Oct 20
Vikings Villages Resort - Double Bed Room
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

Luxe Chalet - Leaf Peeping, Near Mt Snow and Stratton Mountain w/Hot Tub, Sauna
Stratton
10.0 out of 10, Exceptional, (7 reviews)
"Everything about our stay was top notch. Highly recommend and I will book this house again. "
United States
samantha b.
The price is CA $384
CA $1,084 total
includes taxes & fees
Oct 15 - Oct 16
Luxe Chalet - Leaf Peeping, Near Mt Snow and Stratton Mountain w/Hot Tub, Sauna
Exterior

9. NEW Private Chalet - 4 mins to Mt Snow

NEW Private Chalet - 4 mins to Mt Snow
Dover
10.0 out of 10, Exceptional, (4 reviews)
"Great place close enough to everything you need but set off the road for quiet evenings. Clean, spacious open floor plan great accommodation that checks all the needs for a ski getaway. "
United States
Mark C.
The price is CA $350
CA $949 total
includes taxes & fees
Oct 14 - Oct 15
NEW Private Chalet - 4 mins to Mt Snow
A white, single-story cabin with a red door, surrounded by trees.

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

Ski Stratton A-Frame | Sleeps 10, Hot Tub, Sauna
Jamaica
10.0 out of 10, Exceptional, (3 reviews)
"Great peaceful stay. Hosts were always in communication with us. Close to Stratton. Hot tube & sauna were a great top off to a day of skiing. "
United States
fran g.
The price is CA $493
CA $1,463 total
includes taxes & fees
Oct 20 - Oct 21
Ski Stratton A-Frame | Sleeps 10, Hot Tub, Sauna
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!

Snow Owl Chalet - Dover, 4-Bd 3-Bth - 10 Min. - Mt Snow! Saltwater Hot Tub!
Dover
10.0 out of 10, Exceptional, (7 reviews)
"Perfect spot for a family ski vacation! Thanks you for behind a great host!"
United States
Andrew B.
The price is CA $277
CA $759 total
includes taxes & fees
Oct 20 - Oct 21
Snow Owl Chalet - Dover, 4-Bd 3-Bth - 10 Min. - Mt Snow! Saltwater Hot Tub!
A view of a forested area with a bench in the foreground.

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

Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting
Charlemont
10.0 out of 10, Exceptional, (2 reviews)
"Our stay at the chalet was exactly what we hoped it would be! The space is in a beautiful location that is perfect for dogs. The host was very helpful and responsive and check in was a breeze. We'll be back for sure!"
United States
Georgia P.
The price is CA $468
CA $1,862 total
includes taxes & fees
Nov 3 - Nov 4
Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Southern Vermont Hotel Reviews

Hampton Inn Brattleboro

Hampton Inn Brattleboro

8/10 Good
"Clean room. Breakfast good for quick bite and coffee was good"
JAMES 1-night trip
Posted 1 hour ago
Hampton Inn Brattleboro

Find out more about Southern Vermont

Southern Vermont Chalets information

Number of reviews
113
Accommodation
92 Chalets
Lowest Price
CA $487
Highest Price
CA $1,862

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