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Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

Our top choices for Brattleboro chalets

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

1. Vikings Villages Resort - Double Bed Room

Vikings Villages Resort - Double Bed Room
Guilford
The price is NZ$567
includes taxes & fees
8 Nov - 9 Nov
Vikings Villages Resort - Double Bed Room
A wooden house with a porch lit by string lights, surrounded by snow.

2. Chalet Mount Snow/Stratton Skiing/hiking

Chalet Mount Snow/Stratton Skiing/hiking
East Dover
10.0 out of 10, Exceptional, (17 reviews)
"Clean, cozy, set back and had all the amenities that you would need"
United States
Chelsea G.
The price is NZ$678
includes taxes & fees
8 Nov - 9 Nov
Chalet Mount Snow/Stratton Skiing/hiking
A wooden deck with a black Adirondack chair and a small table, surrounded by trees.

3. 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 NZ$705
includes taxes & fees
9 Nov - 10 Nov
Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!
A two-story wooden house with a stone retaining wall, a covered porch, and a small shed.

4. 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 NZ$859
includes taxes & fees
30 Nov - 1 Dec
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
A wooden deck with a table and chairs, surrounded by a forest.

5. 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, (14 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 NZ$802
includes taxes & fees
9 Nov - 10 Nov
The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!
A hot tub on a wooden deck with a view of autumn trees.

6. Chalet 1mi to Mount Snow with cinema and hot tub

Chalet 1mi to Mount Snow with cinema and hot tub
Dover
10.0 out of 10, Exceptional, (12 reviews)
"Awesome stay!"
United States
Liz E.
The price is NZ$1,332
includes taxes & fees
10 Nov - 11 Nov
Chalet 1mi to Mount Snow with cinema and hot tub
A small, single-story house with a front porch, a red door, and a white fence.

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

The Perfect Vermont Getaway! 3 bedroom, Fireplace, indoor Pool & Mountain Charm
Wardsboro
9.6 out of 10, Exceptional, (4 reviews)
"Everything was wonderful and perfect for our family. Super clean and great Vermont experience"
United States
Lisa B.
The price is NZ$809
includes taxes & fees
8 Nov - 9 Nov
The Perfect Vermont Getaway! 3 bedroom, Fireplace, indoor Pool & Mountain Charm
Exterior

8. 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 NZ$1,116
includes taxes & fees
8 Nov - 9 Nov
NEW Private Chalet - 4 mins to Mt Snow
A two-story house with a large deck and a covered porch, surrounded by trees and a grassy yard.

9. 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 NZ$926
includes taxes & fees
9 Nov - 10 Nov
Snow Owl Chalet - Dover, 4-Bd 3-Bth - 10 Min. - Mt Snow! Saltwater Hot Tub!
A two-story wooden cabin with a stone foundation, large windows, and a stone chimney.

10. 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 NZ$1,288
includes taxes & fees
8 Nov - 9 Nov
Luxe Chalet - Leaf Peeping, Near Mt Snow and Stratton Mountain w/Hot Tub, Sauna
A view of a forested area with a bench in the foreground.

11. 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 NZ$2,137
includes taxes & fees
16 Nov - 17 Nov
Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting
A white, single-story cabin with a red door, surrounded by trees.

12. 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 NZ$1,891
includes taxes & fees
10 Nov - 11 Nov
Ski Stratton A-Frame | Sleeps 10, Hot Tub, Sauna
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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Learn more about Brattleboro

This artsy riverside town charms visitors with its vibrant city centre galleries and the famous Vermont Farmers Market. Hike the nearby trails for stunning Connecticut River views, then browse independent bookshops and catch live music at local venues.

See all hotels in Brattleboro
A river with a bridge, a town, and surrounding hills.

Top reviews in Brattleboro

A dock extending into a lake with a grassy area in the foreground and trees in the background.
Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel
West Chesterfield

8/10 Good

Pleasant stay hotel was empty when we arrived but filled up a bit by evening.
Australia
Jen123
Reviewed August 30, 2014
Riverside Hotel, an Ascend Collection Hotel