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Vacation Homes in Windham County

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Our top choices for Windham County holiday homes

Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews

Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews
Wilmington
10.0 out of 10, Exceptional, (229)
"Spectacular view and very peaceful."
United States
Beth B.
Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews

500ft across the street to Carnitha. Gromet to main lift or take Moover to Base

500ft across the street to Carnitha. Gromet to main lift or take Moover to Base
Dover
9.8 out of 10, Exceptional, (50)
"Overall a nice stay, thanks Jen!"
United States
Anonymous traveller
500ft across the street to Carnitha. Gromet to main lift or take Moover to Base

Ski in Ski out Condo! Pool access

Ski in Ski out Condo! Pool access
Stratton
9.2 out of 10, Wonderful, (5)
"Great location with plenty of space for the whole family. Highly recommend!"
United States
Joseph S.
The price is HK$2,382
HK$5,223 total
includes taxes & fees
12 Jan - 13 Jan
Ski in Ski out Condo! Pool access

Beautiful Custom Built Timber Frame Home, Sleeps 11

Beautiful Custom Built Timber Frame Home, Sleeps 11
Wilmington
10.0 out of 10, Exceptional, (108)
"Met family here and was a fantastic place for get together "
United States
Melissa C.
Beautiful Custom Built Timber Frame Home, Sleeps 11

Luxury Renovated Mount Snow Chalet with Upscale Amenities– Sleeps 12!

Luxury Renovated Mount Snow Chalet with Upscale Amenities– Sleeps 12!
West Dover Vermont
9.6 out of 10, Exceptional, (27)
"Perfect location to walk to slopes. The host was phenomenal! Very responsive and helpful. Can’t wait to stay again soon!"
United States
R B.
Luxury Renovated Mount Snow Chalet with Upscale Amenities– Sleeps 12!

Spacious Riverfront Home 7 Minutes to Stratton!

Spacious Riverfront Home 7 Minutes to Stratton!
Jamaica
10.0 out of 10, Exceptional, (37)
"Had a great time in VT, a perfect place to relax and enjoy time with family."
United States
Sue T.
Spacious Riverfront Home 7 Minutes to Stratton!

Luxury prop, Stunning views, private setting,pet friendly, fire pit ,WIFI,AC,EV

Luxury prop, Stunning views, private setting,pet friendly, fire pit ,WIFI,AC,EV
Townshend
10.0 out of 10, Exceptional, (9)
"Had a great time . Excellent communication Very clean .Would definitely stay there again. "
United States
Chris R.
Luxury prop, Stunning views, private setting,pet friendly, fire pit ,WIFI,AC,EV

Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.
Dover
10.0 out of 10, Exceptional, (15)
"Very clean and comfortable. Host was very responsive! Really enjoyable time with friends. "
United States
Sarah A.
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

Beautiful dog-friendly house w/ fireplace, firepit, bbq, deck, patio, w/d, wifi

Beautiful dog-friendly house w/ fireplace, firepit, bbq, deck, patio, w/d, wifi
Mountain Acres
9.6 out of 10, Exceptional, (4)
"We had an amazing time in Vermont and really enjoyed our stay. All of the bathrooms are updated and the home is clean and big. Rooms are separated giving privacy throughout. Thank you!!"
United States
Anonymous traveller
Beautiful dog-friendly house w/ fireplace, firepit, bbq, deck, patio, w/d, wifi

Extraordinary Stratton Ski On/Ski Off Home

Extraordinary Stratton Ski On/Ski Off Home
Stratton
10.0 out of 10, Exceptional, (27)
"Wonderful host. Condo was well stocked with almost anything we needed. Lots of board games. "
United States
Reed T.
Extraordinary Stratton Ski On/Ski Off Home

Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included

Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
Whitingham
10.0 out of 10, Exceptional, (50)
"Great stay perfect for 2 people, relax on then porch and look at the lake! "
United States
Keith D.
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included

Stratton; Ski on/off, hot tub, King beds, 2 FPs, Office, Foosball

Stratton; Ski on/off, hot tub, King beds, 2 FPs, Office, Foosball
Stratton
Stratton; Ski on/off, hot tub, King beds, 2 FPs, Office, Foosball

Six Bedroom Mountain Estate with Internet Access

Six Bedroom Mountain Estate with Internet Access
West Dover
9.6 out of 10, Exceptional, (17)
"This house was great for a family gathering! It had a lot of space, has a great game room for the kids, is very clean and comfortable, and is close to Mt. Snow! It checked off all the boxes we were looking for-"
United States
Steven Z.
Six Bedroom Mountain Estate with Internet Access

Bears Den Chalet | Ski Home Trail, Moover Shuttle, Outdoor Hot Tub!

Bears Den Chalet | Ski Home Trail, Moover Shuttle, Outdoor Hot Tub!
West Dover
10.0 out of 10, Exceptional, (16)
"The house is located conveniently close to everything you need to enjoy the mountain and surrounding amenities. Perfectly laid out home to enjoy apres ski with family and friends."
United States
Robert C.
Bears Den Chalet | Ski Home Trail, Moover Shuttle, Outdoor Hot Tub!

Pet Friendly Ski House, Game Rm, 4 Mins to Mt Snow

Pet Friendly Ski House, Game Rm, 4 Mins to Mt Snow
2.0 star property
Dover
9.0 out of 10, Wonderful, (2)
"Weekend stay.Clean, comfortable, well equipped. Was as advertised.I would stay there again"
United States
Noah K.
The price is HK$3,067
HK$6,236 total
includes taxes & fees
2 Feb - 3 Feb
Pet Friendly Ski House, Game Rm, 4 Mins to Mt Snow

Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes

Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes
West Wardsboro
9.8 out of 10, Exceptional, (26)
"Enjoyed our time together at this home and in this area of Vermont."
United States
Patricia C.
Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes

Spyglass village- Golf & Ski

Spyglass village- Golf & Ski
Wilmington
10.0 out of 10, Exceptional, (3)
"Great location, close to Mount Snow, ideal for skiing. Property is newly renovated, very functional and well appointed. We really enjoyed our stay."
United States
Emmanouhl T.
Spyglass village- Golf & Ski

Modern Mount Snow Gnarvana - Walk to Lodge & Lifts, Balcony, Loft

Modern Mount Snow Gnarvana - Walk to Lodge & Lifts, Balcony, Loft
Dover
10.0 out of 10, Exceptional, (22)
"Super nice place (very clean and modern) in a quiet area."
United States
Pete N.
Modern Mount Snow Gnarvana - Walk to Lodge & Lifts, Balcony, Loft

Chimney Hill Charmer for Four Seasons of Fun!

Chimney Hill Charmer for Four Seasons of Fun!
Wilmington
10.0 out of 10, Exceptional, (2)
"The host is very nice and great communication, the house is cozy, clean. Great stay"
United States
Olivia D.
Chimney Hill Charmer for Four Seasons of Fun!

Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!

Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!
Dover
10.0 out of 10, Exceptional, (9)
"Nice in all respects,"
United States
Ken
The price is HK$4,870
HK$10,421 total
includes taxes & fees
9 Jan - 10 Jan
Brand New Listing! Amazing 4 Bedroom Townhome with your own private 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

Find out more about Windham County

Windham County Vacation Homes information

Number of reviews
598
Accommodation
440 Vacation Homes
Lowest Price
HK$5,223
Highest Price
HK$10,421

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