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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, (60 reviews)
"Good size space in a great location. Would definitely stay here again "
United States
Michael C.
The price is ¥20,801
¥34,562 total
includes taxes & fees
Jun 21 - Jun 22
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 ¥32,849
¥86,876 total
includes taxes & fees
Jul 7 - Jul 8
Pines Vignette • Modern 3BR Home in Windham

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 ¥32,002
¥86,578 total
includes taxes & fees
Jun 14 - Jun 15
2 Min Walk to Windham Town | Hot Tub | Fire Pit

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 ¥50,858
¥120,421 total
includes taxes & fees
Jul 12 - Jul 13
Hot Tub, Fire pit, Fireplace - Large Chalet Just Minutes to Town + WMC

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 ¥31,842
¥84,504 total
includes taxes & fees
Jun 14 - Jun 15
Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome

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 ¥50,403
¥80,875 total
includes taxes & fees
Jun 14 - Jun 15
Ski retreat near Hunter and Windham. Mountain views! Family and pet friendly!

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 ¥102,406
¥139,693 total
includes taxes & fees
Jun 15 - Jun 16
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.
The price is ¥72,005
¥104,724 total
includes taxes & fees
Jul 1 - Jul 2
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

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 ¥102,406
¥137,792 total
includes taxes & fees
Jun 15 - Jun 16
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 ¥102,406
¥137,792 total
includes taxes & fees
Jun 15 - Jun 16
Ask about Spring Specials!

Spacious 5 BR w/Mountaintop Views-2 Min to Hunter

Spacious 5 BR w/Mountaintop Views-2 Min to Hunter
Tannersville
10.0 out of 10, Exceptional, (3 reviews)
"Excellent place, we loved the house and it had everything we needed to avoid getting out of the house since we had to go after a snowstorm. A very homey house and the hosts were very attentive and responded very quickly to our inquiries."
United States
Monica O.
The price is ¥36,802
¥104,205 total
includes taxes & fees
Jun 17 - Jun 18
Spacious 5 BR w/Mountaintop Views-2 Min to Hunter

Peaceful Cabin w/ Fire Pit & Creek Access

Peaceful Cabin w/ Fire Pit & Creek Access
Saugerties
9.8 out of 10, Exceptional, (17 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 ¥13,738
¥44,420 total
includes taxes & fees
Jun 16 - Jun 17
Peaceful Cabin w/ Fire Pit & Creek Access

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 ¥25,602
¥54,436 total
includes taxes & fees
Jul 8 - Jul 9
Modern Luxurious Cabin, Catskills - The Tiny Nook

Upgraded! Perfect location seconds from Hunter Mtn! Incredible views! King bed!

Upgraded! Perfect location seconds from Hunter Mtn! Incredible views! King bed!
Hunter
9.8 out of 10, Exceptional, (18 reviews)
"Nice home, spacious, and conveniently located minutes from Hunter. I would stay here again. "
United States
Jim D.
The price is ¥30,293
¥66,289 total
includes taxes & fees
Jun 15 - Jun 16
Upgraded! Perfect location seconds from Hunter Mtn! Incredible views! King bed!

A world where time stands still, close to Belleayre Ski & Wedding venues.

A world where time stands still, close to Belleayre Ski & Wedding venues.
City Roxbury
9.6 out of 10, Exceptional, (46 reviews)
"This was a fantastic stay in a beautiful cabin with close access to Belleayre!"
United States
Neil V.
The price is ¥18,027
¥72,180 total
includes taxes & fees
Jun 18 - Jun 19
A world where time stands still, close to Belleayre Ski & Wedding venues.

Luxury Tiny Home Ski Cabin with Barrel Sauna Room!

Luxury Tiny Home Ski Cabin with Barrel Sauna Room!
Arkville
9.8 out of 10, Exceptional, (27 reviews)
"We are so happy we had a peaceful and relax time we love the sauna what a great place "
United States
Christian
The price is ¥43,203
¥83,430 total
includes taxes & fees
Jun 15 - Jun 16
Luxury Tiny Home Ski Cabin with Barrel Sauna Room!

Cozy Waterfall Oasis + Firepit

Cozy Waterfall Oasis + Firepit
East Durham
9.4 out of 10, Exceptional, (16 reviews)
"Everything was perfect!"
United States
Jen C.
The price is ¥18,534
¥51,813 total
includes taxes & fees
Jun 14 - Jun 15
Cozy Waterfall Oasis + Firepit

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, (3 reviews)
"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 ¥36,002
¥62,186 total
includes taxes & fees
Jun 28 - Jun 29
2-bedroom in Peaceful Middleburgh Vroman’s Nose View

1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard

1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard
Phoenicia
9.2 out of 10, Wonderful, (40 reviews)
"Excellent location close to everything we needed. The property was clean and comfortable, and the WiFi was strong and dependable throughout our stay."
United States
Jessica P.
The price is ¥25,749
¥59,306 total
includes taxes & fees
Jun 17 - Jun 18
1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard
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

Find out more about Windham

Windham Vacation Homes information

Number of reviews
7,289
Accommodation
711 Vacation Homes
Lowest Price
¥14,549
Highest Price
¥77,765