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Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Southern Vermont chalets

Exterior
Vikings Villages Resort - Double Bed Room

Chalet in Guilford

Vikings Villages Resort - Double Bed Room
The price is AU$493
includes taxes & fees
12 Feb - 13 Feb
Vikings Villages Resort - Double Bed Room
Exterior
8 Minutes to ski Mount Snow, Hot Tub, Game Room, Fire Pit, Dog friendly

Chalet in West Dover

8 Minutes to ski Mount Snow, Hot Tub, Game Room, Fire Pit, Dog friendly
10.0 out of 10, Exceptional, (21 reviews)
"Whole hearted recommend this property for anyone looking to stay in the area. Great location, great atmosphere and most importantly great house. 10/10 hidden gem. "
United States
Joshua L.
The price is AU$948
includes taxes & fees
20 Jan - 21 Jan
8 Minutes to ski Mount Snow, Hot Tub, Game Room, Fire Pit, Dog friendly
Exterior
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

Chalet in Dover

4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
9.8 out of 10, Exceptional, (22 reviews)
"Decently-sized rooms, great lighting, plenty of space for families with kids to relax, enjoy the outdoor space, easy drive to Stratton and Wilmington. "
United States
SZU YIN C.
The price is AU$734
includes taxes & fees
10 Feb - 11 Feb
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Exterior
Chalet Mount Snow/Stratton Skiing/hiking

Chalet in East Dover

Chalet Mount Snow/Stratton Skiing/hiking
9.8 out of 10, Exceptional, (10 reviews)
"Easy to find! Clean! Cozy!! Would definitely stay again! "
United States
Roy-michael G.
The price is AU$597
includes taxes & fees
14 Jan - 15 Jan
Chalet Mount Snow/Stratton Skiing/hiking
Exterior
The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!

Chalet in Wardsboro

The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!
10.0 out of 10, Exceptional, (5 reviews)
"Property was exactly as described and as nice as the pictures seem. Feels like everything is brand new. Wish we had more time to stay longer."
United States
Thomas D.
The price is AU$719
includes taxes & fees
14 Jan - 15 Jan
The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!
Terrace/patio
Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!

Chalet in Wardsboro

Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!
10.0 out of 10, Exceptional, (15 reviews)
"We had an awesome time here. The property was well stocked with essentials, affordable us some opportunity to unwind, explore the creek, and hang out with the fire pit, board games, and the kids enjoyed the ridge racer arcade. Would absolutely come back!"
United States
Joseph R.
The price is AU$654
includes taxes & fees
3 Feb - 4 Feb
Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!
Exterior
Chalet-7 min to Ski Stratton-Woodstove-Firepit-Brook On Property-Views-Dogs OK

Chalet in Jamaica

Chalet-7 min to Ski Stratton-Woodstove-Firepit-Brook On Property-Views-Dogs OK
2.0 star property
6.0 out of 10, (1 review)
Chalet-7 min to Ski Stratton-Woodstove-Firepit-Brook On Property-Views-Dogs OK
Exterior
Green Mountain Chalet w/ Hot Tub, Sauna, Treehouse on 4 acres

Chalet in Stratton

Green Mountain Chalet w/ Hot Tub, Sauna, Treehouse on 4 acres
10.0 out of 10, Exceptional, (5 reviews)
"We had an amazing stay. It was the perfect location for 4 couples. The owners were super responsive. Amenities were great (our only kitchen recommendation is a non-glass cutting board and individual salt and pepper shakers). Would love to stay again in the summer next time! "
United States
Nicholas D.
The price is AU$1,158
includes taxes & fees
14 Jan - 15 Jan
Green Mountain Chalet w/ Hot Tub, Sauna, Treehouse on 4 acres
Exterior
NEW Private Chalet - 4 mins to Mt Snow

Chalet in Dover

NEW Private Chalet - 4 mins to Mt Snow
10.0 out of 10, Exceptional, (2 reviews)
"Mary and Adam were absolutely lovely hosts! From the initial booking to check-in and throughout our stay, they were incredibly responsive. The house was fantastic—completely updated, with a fully equipped kitchen, spacious bedrooms, and a beautiful living area with a cozy fireplace.Our only regret is that we couldn’t stay longer. Thank you, Mary and Adam, for a wonderful stay!"
United States
Patricia N.
The price is AU$1,018
includes taxes & fees
9 Feb - 10 Feb
NEW Private Chalet - 4 mins to Mt Snow
Outdoor spa tub
Hot Tub, Theater & Game Rooms, Fire Pit, 1 mile to Mount Snow, nearby Moover bus

Chalet in Dover

Hot Tub, Theater & Game Rooms, Fire Pit, 1 mile to Mount Snow, nearby Moover bus
10.0 out of 10, Exceptional, (10 reviews)
"Helpful, fun and warm. "
United States
Anthony S.
The price is AU$1,394
includes taxes & fees
20 Jan - 21 Jan
Hot Tub, Theater & Game Rooms, Fire Pit, 1 mile to Mount Snow, nearby Moover bus
Exterior
Snow Owl Chalet - Dover, 4-Bd 3-Bth - 10 Min. - Mt Snow! Saltwater Hot Tub!

Chalet in Dover

Snow Owl Chalet - Dover, 4-Bd 3-Bth - 10 Min. - Mt Snow! Saltwater Hot Tub!
10.0 out of 10, Exceptional, (4 reviews)
"We had a great time at the Chalet. Great accommodations Jennifer made sure we had everything we needed She went above and beyond to accommodate our group. "
United States
Chris I.
The price is AU$871
includes taxes & fees
22 Jan - 23 Jan
Snow Owl Chalet - Dover, 4-Bd 3-Bth - 10 Min. - Mt Snow! Saltwater Hot Tub!
Exterior
Stratton A-Frame: Boot Warmers EV Hot Tub Sauna,1 Gbps, Manchester Okemo MT Snow

Chalet in Jamaica

Stratton A-Frame: Boot Warmers EV Hot Tub Sauna,1 Gbps, Manchester Okemo MT Snow
10.0 out of 10, Exceptional, (1 review)
"Couldn't be better! Outstanding! We had our family holiday ski trip from Dec 25-29th,2025. The amenities were second to none. The hot tub, sauna and fire pit made the winter warm! The house was clean comfortable and very cozy. The kitchen was extremely well appointed (sharp knives!). The staples available (coffee, tea, oil, spices etc.) were high quality and the best I've ever experienced in a short term rental. The beds and bedding were very comfortable! Most immortality the hosts were very...
United States
Laird N.
The price is AU$955
includes taxes & fees
14 Jan - 15 Jan
Stratton A-Frame: Boot Warmers EV Hot Tub Sauna,1 Gbps, Manchester Okemo MT Snow
Terrace/patio
A Charming Chalet with Hot Tub 1 Mile to Mt. Snow

Chalet in Dover

A Charming Chalet with Hot Tub 1 Mile to Mt. Snow
10.0 out of 10, Exceptional, (15 reviews)
"This spot was perfect for a weekend at mount snow! It was so quick to get to the mountain and good area for food and shops. I would definitely stay here again!"
United States
Sabrina D.
The price is AU$1,411
includes taxes & fees
26 Jan - 27 Jan
A Charming Chalet with Hot Tub 1 Mile to Mt. Snow
Exterior
Pet-friendly winter retreat in the woods with fireplace near Okemo + Killington

Chalet in Plymouth

Pet-friendly winter retreat in the woods with fireplace near Okemo + Killington
2.0 star property
10.0 out of 10, Exceptional, (14 reviews)
"We had a great stay! Beautiful spot tucked in the woods. Great host communication!"
United States
Julie-Anne B.
The price is AU$1,034
includes taxes & fees
9 Feb - 10 Feb
Pet-friendly winter retreat in the woods with fireplace near Okemo + Killington
Terrace/patio
Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike

Chalet in Charlemont

Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike
2.0 star property
The price is AU$951
includes taxes & fees
20 Jan - 21 Jan
Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike
Exterior
Cozy 4bd - Ski Okemo, Killington, Magic & Bromley

Chalet in Chester

Cozy 4bd - Ski Okemo, Killington, Magic & Bromley
10.0 out of 10, Exceptional, (10 reviews)
"We had a really sweet stay here. It was cozy and comfortable, and had everything as advertised. Plenty of towels and kitchen supplies when we needed them, and the beds were comfortable. We had a great trip to Okemo!"
United States
Carla C.
The price is AU$890
includes taxes & fees
14 Jan - 15 Jan
Cozy 4bd - Ski Okemo, Killington, Magic & Bromley
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

10/10 Excellent
"Fantastic experience! Great staff! Very comfortable room. Thanks . "
Ronaldo 1-night trip
Posted 3 days ago
Hampton Inn Brattleboro

Find out more about Southern Vermont

Southern Vermont Chalets information

Number of reviews
113
Accommodation
91 Chalets
Lowest Price
AU$493
Highest Price
AU$1,411

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