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Our top choices for Windham vacation homes

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Windham
9.0 out of 10, Wonderful, (59 reviews)
"Good size space in a great location. Would definitely stay here again "
United States
Michael C.
The price is ¥19,158
¥33,105 total
includes taxes & fees
Jun 4 - Jun 5
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

Pines Vignette • Modern 3BR Home in Windham

Pines Vignette • Modern 3BR Home in Windham
Windham
10.0 out of 10, Exceptional, (2 reviews)
"House is cozy and has everything you need. We enjoyed our stay."
United States
William H.
The price is ¥29,535
¥81,900 total
includes taxes & fees
Jun 17 - Jun 18
Pines Vignette • Modern 3BR Home in Windham

Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome

Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
Windham
9.6 out of 10, Exceptional, (7 reviews)
"We loved ,.. place was very clean and organized "
United States
Cristina L.
The price is ¥31,770
¥84,314 total
includes taxes & fees
Jun 4 - Jun 5
Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome

2 Min Walk to Windham Town | Hot Tub | Fire Pit

2 Min Walk to Windham Town | Hot Tub | Fire Pit
Windham
10.0 out of 10, Exceptional, (3 reviews)
"Great location, perfect layout and responsive host! Thanks for hosting - would gladly stay again. "
United States
Melissa R.
The price is ¥31,930
¥86,556 total
includes taxes & fees
Jun 15 - Jun 16
2 Min Walk to Windham Town | Hot Tub | Fire Pit

Ski retreat near Hunter and Windham. Mountain views! Family and pet friendly!

Ski retreat near Hunter and Windham. Mountain views! Family and pet friendly!
Ashland
9.2 out of 10, Wonderful, (5 reviews)
"Great place to stay very accommodating more than expected "
United States
Julia M.
The price is ¥50,290
¥80,694 total
includes taxes & fees
Jun 4 - Jun 5
Ski retreat near Hunter and Windham. Mountain views! Family and pet friendly!

Hot Tub, Fire pit, Fireplace - Large Chalet Just Minutes to Town + WMC

Hot Tub, Fire pit, Fireplace - Large Chalet Just Minutes to Town + WMC
Windham
The price is ¥49,812
¥120,524 total
includes taxes & fees
Jun 28 - Jun 29
Hot Tub, Fire pit, Fireplace - Large Chalet Just Minutes to Town + WMC

Ask about Spring Specials!

Ask about Spring Specials!
Windham
10.0 out of 10, Exceptional, (4 reviews)
"We had a great three day getaway in Windham. The house was a great spot for a ski getaway in the mountains. Nice open floor plan and every bedroom had a bathroom which was great"
United States
Jim V.
The price is ¥102,176
¥137,827 total
includes taxes & fees
Jun 8 - Jun 9
Ask about Spring Specials!

Ask about Spring Specials!

Ask about Spring Specials!
Windham
10.0 out of 10, Exceptional, (1 review)
"We had an amazing time in this magnificent, beautiful home. Our family books ski trips throughout the northeast twice a year as a group of 10 for the past 10 years. This house has by far ranked #1 as the best house we have stayed in. 10 minutes away from the mountain (Windham). 4 large sized bedrooms each with their own large bathrooms. A beautiful dream kitchen with all the essentials. We did plenty of cooking. We loved the open layout of the home. We will definitely be back for sure. "
United States
Anonymous traveler
The price is ¥102,176
¥137,827 total
includes taxes & fees
Jun 8 - Jun 9
Ask about Spring Specials!

Ask about Spring Specials!

Ask about Spring Specials!
Windham
10.0 out of 10, Exceptional, (2 reviews)
"I really enjoyed my time here. The house was comfortable, modern and well taken care of, and the property it was on was beautiful. Good access to town as well, and the full kitchen was well appointed. I had a really relaxing weekend, I'd book this again."
United States
Robert G.
The price is ¥102,176
¥138,000 total
includes taxes & fees
Jun 16 - Jun 17
Ask about Spring Specials!

Charming 2-bedroom townhome in lovely Windham Mountain Village. Walk to skiing.

Charming 2-bedroom townhome in lovely Windham Mountain Village. Walk to skiing.
Windham
10.0 out of 10, Exceptional, (1 review)
"Host had an amazing response time. Very easy to talk with via email. She had very clear and easy instructions on check in and check out. The place had lots of bedding, it was warm and inviting, had everything we needed. My daughter thought the “balcony” on the second floor which over looked the kitchen was cool! "
United States
Soonae S.
Charming 2-bedroom townhome in lovely Windham Mountain Village. Walk to skiing.

Catskills Retreat with Theater, Hot Tub and Games

Catskills Retreat with Theater, Hot Tub and Games
Windham
10.0 out of 10, Exceptional, (16 reviews)
"Me and my friends had a lot of fun staying at Bella Vista. The games setup is great. We had something for everyone to play and enjoy. The property was very neat and clean and there was room for everyone."
United States
Sanya P.
Catskills Retreat with Theater, Hot Tub and Games

Cozy Waterfall Oasis + Firepit

Cozy Waterfall Oasis + Firepit
East Durham
9.4 out of 10, Exceptional, (15 reviews)
"Everything was perfect!"
United States
Jen C.
The price is ¥18,492
¥51,696 total
includes taxes & fees
Jun 7 - Jun 8
Cozy Waterfall Oasis + Firepit

Cozy Home, Wood-burning Fireplace, Ski Belleayre

Cozy Home, Wood-burning Fireplace, Ski Belleayre
Margaretville
9.8 out of 10, Exceptional, (17 reviews)
"We only got to stay for one night, but it was lovely, and large! Excellent kitchen equipment, and really close to Belleayre. We'll be back!"
United States
Jack R.
The price is ¥16,294
¥55,328 total
includes taxes & fees
Jun 11 - Jun 12
Cozy Home, Wood-burning Fireplace, Ski Belleayre

Catskill Stay w/ Deck & Fire Pit

Catskill Stay w/ Deck & Fire Pit
Catskill
9.0 out of 10, Wonderful, (4 reviews)
"Clean and comfortable house in a great location — and with fantastic communication. Highly recommend!"
United States
Cha R.
The price is ¥20,646
¥66,127 total
includes taxes & fees
Jun 8 - Jun 9
Catskill Stay w/ Deck & Fire Pit

Modern Luxurious Cabin, Catskills - The Tiny Nook

Modern Luxurious Cabin, Catskills - The Tiny Nook
Catskill
10.0 out of 10, Exceptional, (11 reviews)
"We had an excellent experience. The place was wonderful. A real place to disconnect from everything. We Highly recommend it."
United States
Saul
The price is ¥25,544
¥53,968 total
includes taxes & fees
Jun 8 - Jun 9
Modern Luxurious Cabin, Catskills - The Tiny Nook

Peaceful Cabin w/ Fire Pit & Creek Access

Peaceful Cabin w/ Fire Pit & Creek Access
Saugerties
9.8 out of 10, Exceptional, (16 reviews)
"The home was extremely clean and nicely appointed. Beds were very comfortable and kitchen was nicely equipped."
United States
Nancy B.
The price is ¥15,429
¥46,415 total
includes taxes & fees
Jun 9 - Jun 10
Peaceful Cabin w/ Fire Pit & Creek Access

Cozy Country Farmhouse Along the Catskill Scenic Trail

Cozy Country Farmhouse Along the Catskill Scenic Trail
Hobart
10.0 out of 10, Exceptional, (127 reviews)
"We loved our stay. The house was clean and generously stocked."
United States
Amy W.
The price is ¥27,939
¥54,441 total
includes taxes & fees
Jun 11 - Jun 12
Cozy Country Farmhouse Along the Catskill Scenic Trail

Midnight Fox

Midnight Fox
Hunter
10.0 out of 10, Exceptional, (12 reviews)
"House was very clean and beds were super comfy after a day of skiing ! "
United States
Caroline I.
The price is ¥36,560
¥68,784 total
includes taxes & fees
Jun 4 - Jun 5
Midnight Fox

Brand New 2 Bdr. Townhome Minutes from Windham Mtn

Brand New 2 Bdr. Townhome Minutes from Windham Mtn
Hensonville
10.0 out of 10, Exceptional, (10 reviews)
"This is a very cute, very clean condo near Windham. Perfect for our family of 4. Would definitely stay again. "
United States
Kimberly K.
The price is ¥28,737
¥58,796 total
includes taxes & fees
Jun 8 - Jun 9
Brand New 2 Bdr. Townhome Minutes from Windham Mtn

2-bedroom in Peaceful Middleburgh Vroman’s Nose View

2-bedroom in Peaceful Middleburgh Vroman’s Nose View
Middleburgh
10.0 out of 10, Exceptional, (1 review)
"Janelle was very welcoming and accommodating. The house was decorated for the holidays and very clean, comfy, and cozy. There are wonderful amenities such as pool, fire pit, grilling area, if the weather allows for outdoor activities. "
United States
Lisa C.
The price is ¥35,921
¥61,510 total
includes taxes & fees
Jun 4 - Jun 5
2-bedroom in Peaceful Middleburgh Vroman’s Nose View
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 Hotel Reviews

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Windham Vacation Homes information

Number of reviews
313
Accommodation
710 Vacation Homes
Lowest Price
¥33,105
Highest Price
¥138,000