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

Vacation Homes in Windham County

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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Windham County holiday homes

Dining

Starry Skies: 7min to SkiStratton+PikesFalls+DogOK

Starry Skies: 7min to SkiStratton+PikesFalls+DogOK
Pikes Falls
9.4 out of 10, Exceptional, (17 reviews)
"Great! "
United States
Christina P.
Starry Skies: 7min to SkiStratton+PikesFalls+DogOK
Indoor pool, a heated pool

Everything you need - swim, relax, play outside!

Everything you need - swim, relax, play outside!
Londonderry
9.6 out of 10, Exceptional, (57 reviews)
"Wonderful house to stay at- the kids loved the pool! "
United States
Lily M.
Everything you need - swim, relax, play outside!
TV, fireplace, books

Bright three-level home with water views, jetted tub, firepit, and pool table

Bright three-level home with water views, jetted tub, firepit, and pool table
Jacksonville
8.6 out of 10, Excellent, (38 reviews)
"Mitchell and team were great!"
United States
Edwin
Bright three-level home with water views, jetted tub, firepit, and pool table
Coffee/tea maker, fridge, microwave, stovetop

West Dover Home - 3 Miles to Mount Snow Resort!

West Dover Home - 3 Miles to Mount Snow Resort!
West Dover
9.2 out of 10, Wonderful, (28 reviews)
"Awesome house!!!"
United States
Ewa L.
West Dover Home - 3 Miles to Mount Snow Resort!
Exterior

Charming and secluded 3-bedroom house in beautiful Townshend, Vermont with WiFi

Charming and secluded 3-bedroom house in beautiful Townshend, Vermont with WiFi
Townshend
10.0 out of 10, Exceptional, (3 reviews)
"We've been coming up to VT annually for a weekend w friends at Rock River. This home was among our favorites. Very comfortable for 3 couples, gorgeous wrap around porch. Convenient to Newfane and Brattleboro. We will definitely be back. "
United States
Ryan L.
Charming and secluded 3-bedroom house in beautiful Townshend, Vermont with WiFi
TV, fireplace

Deerfield Retreat | Shuttle to Mt.Snow w/Fireplace

Deerfield Retreat | Shuttle to Mt.Snow w/Fireplace
Dover
10.0 out of 10, Exceptional, (2 reviews)
"Very clean, comfortable and close to the mountain. Thanks Greg!"
United States
Stephen S.
Deerfield Retreat | Shuttle to Mt.Snow w/Fireplace
Property grounds

Quiet Country 2 Bedroom Home Near Bellows Falls & Walpole — Easy I-91 Access

Quiet Country 2 Bedroom Home Near Bellows Falls & Walpole — Easy I-91 Access
Westminster
10.0 out of 10, Exceptional, (2 reviews)
"Nice, clean home with everything you need. Great communication. Would definitely stay again. "
United States
tina w.
Quiet Country 2 Bedroom Home Near Bellows Falls & Walpole — Easy I-91 Access
Smart TV, fireplace

Spyglass village- Golf & Ski

Spyglass village- Golf & Ski
Wilmington
10.0 out of 10, Exceptional, (3 reviews)
"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
Exterior

South Londonderry Home, Walk to Magic Mtn Ski Area

South Londonderry Home, Walk to Magic Mtn Ski Area
S Londonderry
8.6 out of 10, Excellent, (13 reviews)
"Tough to get much closer to the mountain. Our family had a great weekend staying at "Magic Moments" and the location ensured we were on the slopes bright and early."
United States
Dean N.
South Londonderry Home, Walk to Magic Mtn Ski Area
Property grounds

Woodsy Getaway! Shuttle or Ski-home from Mt. Snow

Woodsy Getaway! Shuttle or Ski-home from Mt. Snow
West Dover
10.0 out of 10, Exceptional, (4 reviews)
"Great location and easy access to Mt Snow! All the conveniences of home!"
United States
Tina K.
Woodsy Getaway! Shuttle or Ski-home from Mt. Snow
Smart TV, fireplace, table football, ping pong

Luxury Two-Home Vermont Retreat Near Ski Resorts – Pool, Hot Tub & Sauna

Luxury Two-Home Vermont Retreat Near Ski Resorts – Pool, Hot Tub & Sauna
Windham
10.0 out of 10, Exceptional, (61 reviews)
"We had the best time at this beautiful house. Very clean and perfect for a large group "
United States
Shab B.
Luxury Two-Home Vermont Retreat Near Ski Resorts – Pool, Hot Tub & Sauna
Property grounds

Family Friendly Hilltop House In Putney Vermont

Family Friendly Hilltop House In Putney Vermont
Putney
9.4 out of 10, Exceptional, (61 reviews)
"The host and her daughter were lovely and kind and very quick with all communication."
United States
Susan O.
The price is HK$1,411
HK$2,563 total
includes taxes & fees
20 Jul - 21 Jul
Family Friendly Hilltop House In Putney Vermont
Smart TV

Outdoor Enthusiasts Paradise in Beautiful Vermont!

Outdoor Enthusiasts Paradise in Beautiful Vermont!
Wilmington
10.0 out of 10, Exceptional, (23 reviews)
"We loved our stay, thank you!!"
United States
Mark R.
Outdoor Enthusiasts Paradise in Beautiful Vermont!
Interior

Cozy cottage tucked away in the woods

Cozy cottage tucked away in the woods
Townshend
9.8 out of 10, Exceptional, (58 reviews)
"Very cozy and comfortable bedrooms, living room kitchen and bathroom. Loved the movies, games, fireplace and records. Everything worked well for our winter ski getaway. "
United States
Jennifer E.
Cozy cottage tucked away in the woods
Outdoor dining

The Jelly Mill-A Peaceful River Retreat

The Jelly Mill-A Peaceful River Retreat
Guilford
10.0 out of 10, Exceptional, (71 reviews)
"Very cozy stay"
United States
Jayvonte M.
The Jelly Mill-A Peaceful River Retreat
Interior

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, (236 reviews)
"Everything was well stocked!"
United States
Anne K.
Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews
Outdoor dining

Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow

Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow
Wilmington
10.0 out of 10, Exceptional, (142 reviews)
"Awesome house - everything we needed was there - comfy - well stocked - super clean - great communication from host - we would definitely come back !"
United States
Sara G.
Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow
Exterior

5 Bdrm Lakehouse, sleeps 18, private dock, hot tub, 15 minutes to Mount Snow

5 Bdrm Lakehouse, sleeps 18, private dock, hot tub, 15 minutes to Mount Snow
Wilmington
9.8 out of 10, Exceptional, (104 reviews)
"Perfect spot for a group of friends with kids. Beautiful view, all the basics you need."
United States
Kelly B.
5 Bdrm Lakehouse, sleeps 18, private dock, hot tub, 15 minutes to Mount Snow
Smart TV, fireplace, video games, DVD player

Walk To Town, Hottub, Firepit, Games, Mt Snow

Walk To Town, Hottub, Firepit, Games, Mt Snow
Wilmington
10.0 out of 10, Exceptional, (60 reviews)
"Great communication by owners. House was charming with plenty of room for a large family."
United States
Kathleen S.
The price is HK$2,838
HK$6,555 total
includes taxes & fees
19 Jul - 20 Jul
Walk To Town, Hottub, Firepit, Games, Mt Snow
Outdoor dining

Beautiful, private log cabin with huge, relaxing screened porch

Beautiful, private log cabin with huge, relaxing screened porch
Townshend
10.0 out of 10, Exceptional, (48 reviews)
"We had such a great stay at Beth’s home. It was such a cozy log cabin! Beth was an incredible too! We can’t wait to go back. "
United States
Tyla G.
Beautiful, private log cabin with huge, relaxing screened porch
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
"Beautiful place, extraordinary, Christina was so kind and accommodating."
Wagner 1-night trip
Posted 9 hours ago
Vikings Villages Resort

Find out more about Windham County

Windham County Vacation Homes information

Number of reviews
1,031
Accommodation
498 Vacation Homes
Lowest Price
HK$2,563
Highest Price
HK$6,555

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