A wooden covered bridge over a river with stone walls on either side.

Chalets in Windham County

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Check prices for these dates

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

Top Cities in Windham County

A restaurant named 'Dot's Restaurant' with a porch and flower boxes.
ChaletsChalets

Wilmington

Wilmington

Our top choices for Windham County chalets

A deck with a table and chairs, a grill, and a view of a grassy field.

1. Beautiful- Ski/Golf home, Hot tub, mins to MTN

Beautiful- Ski/Golf home, Hot tub, mins to MTN
Wilmington
8.4 out of 10, Very good, (5 reviews)
"we loved our stay there! having a home where you can cook, have everything you need to do so helps so much"
United States
Dawn F.
Beautiful- Ski/Golf home, Hot tub, mins to MTN
A wooden deck with a table and chairs, surrounded by a forest.

2. 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 Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!
A snow-covered house with a large chimney, surrounded by trees and a snowy landscape.

3. Skybarn Vermont | Pool, 100-Mile Views, Historic Barn

Skybarn Vermont | Pool, 100-Mile Views, Historic Barn
West Dover
10.0 out of 10, Exceptional, (6 reviews)
"I almost do NOT want to review this property because it was the absolute 100% BESTTTTT place I have stayed in all of my travels (which I can say we travel most every other week of most months!!!!! We absolutely loveeeeedddd this Was stunning felt as if it was a dream! Not sure how we were lucky enough to find this place and we were even allowed to bring our Dog who also NEVER wanted to leave!!! We would love to come back again and think we may have to because I’m not sure we could ever...
United States
Sandra V.
Skybarn Vermont | Pool, 100-Mile Views, Historic Barn
A cabin with a wooden deck, a red door, and an American flag.

4. Comfy chalet near town, lake, skiing and hiking

Comfy chalet near town, lake, skiing and hiking
Wilmington
10.0 out of 10, Exceptional, (20 reviews)
"Hosts were very responsive and the location was great!"
United States
Melissa N.
Comfy chalet near town, lake, skiing and hiking
A wooden deck with wicker furniture, a bench, and a railing overlooking a rocky stream.

5. Two Bedroom Chalet, Charming, Quiet, River Front

Two Bedroom Chalet, Charming, Quiet, River Front
Jamaica
9.4 out of 10, Exceptional, (83 reviews)
"Very cosy and convenient get-away with easy access to Stratton Mountain"
United States
Tyler L.
Two Bedroom Chalet, Charming, Quiet, River Front
A rustic cabin surrounded by autumn foliage, with a clear view of the surrounding forest and a distant mountain range.

6. Modern Lux Cabin w/ Mtn Views | Fire Pit

Modern Lux Cabin w/ Mtn Views | Fire Pit
Stratton
10.0 out of 10, Exceptional, (3 reviews)
"Great place to stay for many families!"
United States
Karen C.
Modern Lux Cabin w/ Mtn Views | Fire Pit
A two-story house with a balcony, a chimney, and an American flag.

7. Cozy 3 bedroom 2 bathroom chalet centrally located in Southern Vermont.

Cozy 3 bedroom 2 bathroom chalet centrally located in Southern Vermont.
Windham
10.0 out of 10, Exceptional, (12 reviews)
"We had such a great stay, the house was perfect for our weekend away and it was so welcoming to the puppies! The host was so great and worked with us when we had to leave early due to the big snowstorm. Would absolutely stay again and highly recommend!"
United States
Jessica M.
Cozy 3 bedroom 2 bathroom chalet centrally located in Southern Vermont.
A two-story cabin with a balcony, surrounded by snow and trees.

8. Peaceful chalet near Bromley, Magic, Okemo, Mount Snow, and Stratton

Peaceful chalet near Bromley, Magic, Okemo, Mount Snow, and Stratton
Windham
10.0 out of 10, Exceptional, (5 reviews)
"Great place"
United States
Brigid M.
Peaceful chalet near Bromley, Magic, Okemo, Mount Snow, and Stratton
A wooden house with a porch lit by string lights, surrounded by snow.

9. Chalet Mount Snow/Stratton Skiing/hiking

Chalet Mount Snow/Stratton Skiing/hiking
East Dover
10.0 out of 10, Exceptional, (16 reviews)
"Easy to find! Clean! Cozy!! Would definitely stay again! "
United States
Roy-michael G.
The price is AED 543
AED 1,763 total
includes taxes & fees
4 Nov - 5 Nov
Chalet Mount Snow/Stratton Skiing/hiking
A red house with a porch and a gravel driveway surrounded by trees with autumn leaves.

10. The Davis Hill House - 4BR, Hot Tub, Privacy & 8 Min to Mount Snow

The Davis Hill House - 4BR, Hot Tub, Privacy & 8 Min to Mount Snow
Wilmington
9.8 out of 10, Exceptional, (7 reviews)
"Amazing home and would love to stay again. "
United States
Evan R.
The Davis Hill House - 4BR, Hot Tub, Privacy & 8 Min to Mount Snow
A laundry room with a washing machine, dryer, and a door leading to another room.

11. Mt Snow Retreat | Walk to brewery

Mt Snow Retreat | Walk to brewery
West Dover
10.0 out of 10, Exceptional, (2 reviews)
"The exceeded our expectation. The place is beautiful clean and has every thing that makes the guest comfortable and relaxed. We really enjoyed it. I will give the place 5 We would like to book again God willing when the ski season starts we really enjoyed our stay very much and we appreciate the host’s quick response which was immediately after we contact him for anything, thanks again And and we will book the same place again and we will recommend it for our friends and family Samir and Samira...
United States
Samira G.
Mt Snow Retreat | Walk to brewery
A two-story building with a staircase leading to the entrance, surrounded by dense greenery and trees.

12. Chalet With A/C, 5 minutes from golf and Mount Snow

Chalet With A/C, 5 minutes from golf and Mount Snow
Dover
10.0 out of 10, Exceptional, (1 review)
"Clean, well maintained and a responsive host."
United States
Tim W.
Chalet With A/C, 5 minutes from golf and Mount Snow
A two-story wooden house with blue shutters, a front porch with string lights, and two hanging flower baskets.

13. Vermont ski chalet near beautiful Mount Snow and the quaint town of Wilmington

Vermont ski chalet near beautiful Mount Snow and the quaint town of Wilmington
West Dover
10.0 out of 10, Exceptional, (27 reviews)
"Great place, close to everything, all amenities and most importantly great hosts!"
United States
Michael S.
Vermont ski chalet near beautiful Mount Snow and the quaint town of Wilmington
A wooden cabin with an 'OPEN' sign, a wooden deck, and a frozen lake in the background.

14. Beautiful Lodging at Mount Snow with Hot Tub on Deck

Beautiful Lodging at Mount Snow with Hot Tub on Deck
Wilmington
9.2 out of 10, Wonderful, (49 reviews)
"This beautiful property allowed our entire family to stay together while we did a celebration of life. The communication with owner was absolutely amazing. She was very attentive and enjoy we were good and comfortable during our stay. This beautiful space was so quite peaceful and allowed us all to enjoy eachother with plenty of space. They had everything you would need or possibly forgot their as complimentary. We were all so great to stay and will absolutely return to this beautiful property...
United States
Shelby M.
Beautiful Lodging at Mount Snow with Hot Tub on Deck
A two-story wooden house with a stone retaining wall, a covered porch, and a small shed.

15. 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 AED 468
AED 1,683 total
includes taxes & fees
20 Oct - 21 Oct
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
A cabin surrounded by autumn foliage and a small pond.

16. Private 6 bedroom Chalet 5min to Mt Snow

Private 6 bedroom Chalet 5min to Mt Snow
Dover
9.8 out of 10, Exceptional, (17 reviews)
"Return customers, love it"
United States
Clifford D.
Private 6 bedroom Chalet 5min to Mt Snow
A two-story house with a garage, surrounded by snow-covered trees and a clear sky.

17. COZY TREE LIKE HOUSE. WALK TO MARKET & REST. LOW RATES. 1 MILE TO MT SNOW.

COZY TREE LIKE HOUSE. WALK TO MARKET & REST. LOW RATES. 1 MILE TO MT SNOW.
West Dover
9.8 out of 10, Exceptional, (39 reviews)
"The view was beautiful and the living room was very spacious and had plenty of room for our group to hang out and spend time together. "
United States
Sarah J.
COZY TREE LIKE HOUSE. WALK TO MARKET & REST. LOW RATES. 1 MILE TO MT SNOW.
A wooden deck with two Adirondack chairs and a small table, overlooking a lake and autumn foliage.

18. Spectacular 4 Season Home on Spruce Lake

Spectacular 4 Season Home on Spruce Lake
Wilmington
9.8 out of 10, Exceptional, (72 reviews)
"The place and location are gorgeous, we absolutely loved it."
United States
Heriberto T.
Spectacular 4 Season Home on Spruce Lake
A man standing at a wooden deck door with wicker furniture and string lights.

19. A Charming Chalet with Hot Tub 1 Mile to Mt. Snow

A Charming Chalet with Hot Tub 1 Mile to Mt. Snow
Dover
10.0 out of 10, Exceptional, (21 reviews)
"Place is beautiful. It was even better in person couldn’t have been happier with the stay"
United States
Danny D.
A Charming Chalet with Hot Tub 1 Mile to Mt. Snow
A wooden deck with a table and chairs, a grill, and a small table.

20. Mountain Chalet mins to Mount Snow - Chimney Hill Resort w/indoor pool & hot tub

Mountain Chalet mins to Mount Snow - Chimney Hill Resort w/indoor pool & hot tub
Wilmington
9.6 out of 10, Exceptional, (48 reviews)
"Place is phenomenal. Clubhouse is amazing both pools are fantastic. Perfect get away with kids."
United States
Anthony G.
Mountain Chalet mins to Mount Snow - Chimney Hill Resort w/indoor pool & hot tub
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 Windham County Hotel Reviews

Vikings Villages Resort

Vikings Villages Resort

10/10 Excellent
"Love our stay in Vikings. Staff was amazing and very attentive and helpful. The cabins were beautiful, clean and had everything we needed. Very recommended. Hope to go back in the future."
Luis 4-night trip
Posted 2 hours ago
Vikings Villages Resort

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