Chalets in Windham County

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Top Cities in Windham County

Our top choices for Windham County chalets

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

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, (5 reviews)
Cozy 3 bedroom 2 bathroom chalet centrally located in Southern Vermont.

Marvelous 3-bedroom chalet in charming Wilmington

Marvelous 3-bedroom chalet in charming Wilmington
Wilmington
10.0 out of 10, Exceptional, (1 review)
"The host, Jamie, was absolutely amazing! Very welcoming!"
United States
Dawn L.
Marvelous 3-bedroom chalet in charming Wilmington

Mountain Chalet mins to Mt Snow - Clubhouse w/pool, mins to town for dining out.

Mountain Chalet mins to Mt Snow - Clubhouse w/pool, mins to town for dining out.
Wilmington
9.8 out of 10, Exceptional, (17 reviews)
"Perfect for a family of four, close to Mt Snow"
United States
Elisabeth G.
Mountain Chalet mins to Mt Snow - Clubhouse w/pool, mins to town for dining out.

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, (19 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 AED 643
AED 1,552 total
includes taxes & fees
1 Apr - 2 Apr
Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!

Two Bedroom Chalet, Charming, Quiet, River Front

Two Bedroom Chalet, Charming, Quiet, River Front
Jamaica
9.4 out of 10, Exceptional, (79 reviews)
"This place was just what we need to get away from big-city living for a week."
United States
Scott P.
Two Bedroom Chalet, Charming, Quiet, River Front

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
9.8 out of 10, Exceptional, (24 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 AED 420
AED 1,616 total
includes taxes & fees
5 Apr - 6 Apr
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

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, (16 reviews)
"This place was absolutely amazing! The pictures didn’t do this place justice. The ambience of the deck at night was magical. "
United States
Kaymari T.
The price is AED 1,466
AED 3,084 total
includes taxes & fees
5 Apr - 6 Apr
A Charming Chalet with Hot Tub 1 Mile to Mt. Snow

Cozy ski chalet - w/ Assoc amenities. 10 mins from Mount Snow

Cozy ski chalet - w/ Assoc amenities. 10 mins from Mount Snow
Wilmington
10.0 out of 10, Exceptional, (14 reviews)
"The house was kept in great condition and the owner Matt was fantastic with communicating through the Expedia app. Everything was exactly as he communicated and whenever I had questions, he replied very quickly, almost like it was a text message. The house had a working wood fireplace with plenty of wood, 3 bedrooms that could fit 4 in one room, 3 in one room, and 2 in another room. There plenty of towels and necesities needed for a large family or 2 families. The house was clean with large...
United States
Joseph
Cozy ski chalet - w/ Assoc amenities. 10 mins from Mount Snow

HotTub&GameRm&Traeger Smoker-15 min 2 Mt Snow, Across from Golf, 5 min to Lake

HotTub&GameRm&Traeger Smoker-15 min 2 Mt Snow, Across from Golf, 5 min to Lake
Wilmington
10.0 out of 10, Exceptional, (7 reviews)
"House was perfect for what we needed for our family road trip"
United States
Tracy R.
HotTub&GameRm&Traeger Smoker-15 min 2 Mt Snow, Across from Golf, 5 min to Lake

Cozy & Spacious Ski Condo 1 mile from Mount Snow VT

Cozy & Spacious Ski Condo 1 mile from Mount Snow VT
Dover
Cozy & Spacious Ski Condo 1 mile from Mount Snow VT

Chalet With Mountain View Steps From Shuttle

Chalet With Mountain View Steps From Shuttle
Dover
10.0 out of 10, Exceptional, (1 review)
"Clean, well maintained and a responsive host."
United States
Tim W.
Chalet With Mountain View Steps From Shuttle

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, (7 reviews)
"Impressively clean house! The owners were great to deal with and very responsive. Would certainly recommend to anyone traveling in the area."
United States
Kristen T.
The price is AED 863
AED 2,038 total
includes taxes & fees
11 Mar - 12 Mar
The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!

Stratton Mountain Escape w Hot Tub|Deck|Projector

Stratton Mountain Escape w Hot Tub|Deck|Projector
East Jamaica
10.0 out of 10, Exceptional, (4 reviews)
"Great place. Clean and well taken care of. No issues over 6 days!"
United States
Justin S.
Stratton Mountain Escape w Hot Tub|Deck|Projector

Wine Moose Hot tub Fireplace Sauna 9min to Mt Snow

Wine Moose Hot tub Fireplace Sauna 9min to Mt Snow
Dover
10.0 out of 10, Exceptional, (8 reviews)
"We had a great time at the Wine Moose! The sauna kept us super warm in the super cold temps. Very very close to Mt. Snow and we also hit up Berkshire East and Magic an hour south and north respectively, easily. I'd recommend staying here!"
United States
Zach F.
Wine Moose Hot tub Fireplace Sauna 9min to Mt Snow

Mount Snow Vermont - Ski - Snowboard - 6 miles

Mount Snow Vermont - Ski - Snowboard - 6 miles
Wilmington
10.0 out of 10, Exceptional, (23 reviews)
"Easy accessible, great location , very clean and the hosts have everything to make you feel right at home , with this being said all this made for a very lovely stay "
United States
Bruce W.
Mount Snow Vermont - Ski - Snowboard - 6 miles

Private 6 bedroom Chalet 5min to Mt Snow

Private 6 bedroom Chalet 5min to Mt Snow
Dover
9.8 out of 10, Exceptional, (15 reviews)
"Great stay and successful bachelor party, host was very accommodating with check-in & check-out timing. Several phenomenal golf courses within 10 minutes of the property, gorgeous views! "
United States
Nick B.
Private 6 bedroom Chalet 5min to Mt Snow

Comfy chalet near town, lake, skiing and hiking

Comfy chalet near town, lake, skiing and hiking
Wilmington
10.0 out of 10, Exceptional, (15 reviews)
"Nice property. Accurate listing. Clean and good communication. Had a great time."
United States
tom c.
Comfy chalet near town, lake, skiing and hiking

Chalet at Mt Snow, ski-home, free shuttle

Chalet at Mt Snow, ski-home, free shuttle
Dover
Chalet at Mt Snow, ski-home, free shuttle

Chimney Hill 15 mins to Mt Snow, Clubhouse w/indoor pool, VAST trail to house

Chimney Hill 15 mins to Mt Snow, Clubhouse w/indoor pool, VAST trail to house
Wilmington
9.6 out of 10, Exceptional, (44 reviews)
"Joe was nice and easy to talk to. Neighbors were all friendly and the pool area/clubhouse was nice, clean, and inviting. We enjoyed the duck pond for some small easy fishing. Friendly, cool town center about 14 minutes away. I think this place was perfect for the price. "
United States
David Q.
Chimney Hill 15 mins to Mt Snow, Clubhouse w/indoor pool, VAST trail to house
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