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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)
"Everything was perfect! Great location!"
United States
Susan I.
The price is ¥17,185
¥30,589 total
includes taxes & fees
Apr 29 - Apr 30
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

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, (5 reviews)
"We loved ,.. place was very clean and organized "
United States
Cristina L.
The price is ¥29,983
¥81,896 total
includes taxes & fees
Apr 20 - Apr 21
Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome

Pines Vignette • Modern 3BR Home in Windham

Pines Vignette • Modern 3BR Home in Windham
Windham
10.0 out of 10, Exceptional, (2 reviews)
"Staying at this property was an absolute delight. The space was spotless, beautifully decorated, and felt even better in person than in the photos. Every detail - from the comfortable bedding to the amenities - made my stay feel effortless and relaxing. Check in was smooth. Overall an outstanding experience. Highly recommend this property! "
United States
Dikaury G.
The price is ¥21,575
¥72,644 total
includes taxes & fees
Apr 20 - Apr 21
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 ¥29,348
¥84,295 total
includes taxes & fees
May 19 - May 20
2 Min Walk to Windham Town | Hot Tub | Fire Pit

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 ¥101,530
¥186,296 total
includes taxes & fees
Apr 20 - Apr 21
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 ¥101,530
¥183,897 total
includes taxes & fees
Apr 20 - Apr 21
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 ¥101,530
¥186,296 total
includes taxes & fees
Apr 28 - Apr 29
Ask about Spring Specials!

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 ¥22,130
¥49,771 total
includes taxes & fees
Apr 20 - Apr 21
Brand New 2 Bdr. Townhome Minutes from Windham Mtn

The Bend: Stony Clove Suite • Pool • Sauna • Creek

The Bend: Stony Clove Suite • Pool • Sauna • Creek
Phoenicia
The price is ¥30,840
¥54,086 total
includes taxes & fees
Apr 21 - Apr 22
The Bend: Stony Clove Suite • Pool • Sauna • Creek

Modern Luxurious Cabin, Catskills - The Tiny Nook

Modern Luxurious Cabin, Catskills - The Tiny Nook
Catskill
10.0 out of 10, Exceptional, (10 reviews)
"Great place. Exactly like the pictures. "
United States
robert a.
The price is ¥25,382
¥54,140 total
includes taxes & fees
Apr 21 - Apr 22
Modern Luxurious Cabin, Catskills - The Tiny Nook

Midnight Fox

Midnight Fox
Hunter
10.0 out of 10, Exceptional, (12 reviews)
"Very clean and convenient location. Would stay again. Host was very communicative. "
United States
Shawn K.
The price is ¥36,329
¥68,520 total
includes taxes & fees
Apr 20 - Apr 21
Midnight Fox

Cozy Home, Wood-burning Fireplace, Ski Belleayre

Cozy Home, Wood-burning Fireplace, Ski Belleayre
Margaretville
9.8 out of 10, Exceptional, (16 reviews)
"The Dunraven house was perfect for our weekend getaway ski trip. It came with all the necessities for a nights stay. The kitchen was fully equipped for a full breakfast to be made. The beds were very comfortable. Overall it’s an extremely cozy home and I would definitely book again."
United States
Chris K.
The price is ¥14,495
¥52,415 total
includes taxes & fees
Apr 22 - Apr 23
Cozy Home, Wood-burning Fireplace, Ski Belleayre

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 ¥18,375
¥51,026 total
includes taxes & fees
Apr 21 - Apr 22
Cozy Waterfall Oasis + Firepit

The Bend: Trout Lily Suite • Pool • Sauna • Fire Pits

The Bend: Trout Lily Suite • Pool • Sauna • Fire Pits
Phoenicia
The price is ¥34,168
¥63,854 total
includes taxes & fees
Apr 20 - Apr 21
The Bend: Trout Lily Suite • Pool • Sauna • Fire Pits

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 ¥31,728
¥56,146 total
includes taxes & fees
Apr 19 - Apr 20
2-bedroom in Peaceful Middleburgh Vroman’s Nose View

Fantastic 3-bedroom house right near Belleayre mountain ski center in Highmount

Fantastic 3-bedroom house right near Belleayre mountain ski center in Highmount
Pine Hill
10.0 out of 10, Exceptional, (1 review)
"The host were great communicating with us and answered all our questions. The house was super cute, well equipped with anything we needed (towels, kitchen appliances, dishes, coffee maker, etc)We would definitely stay again if we are in the area "
United States
Patricia F.
The price is ¥42,833
¥84,219 total
includes taxes & fees
Apr 19 - Apr 20
Fantastic 3-bedroom house right near Belleayre mountain ski center in Highmount

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 ¥27,762
¥54,096 total
includes taxes & fees
May 6 - May 7
Cozy Country Farmhouse Along the Catskill Scenic Trail

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 ¥36,487
¥103,827 total
includes taxes & fees
Apr 23 - Apr 24
Spacious 5 BR w/Mountaintop Views-2 Min to Hunter

Modern Catskills Mountain Retreat with Rooftop Hot Tub on 22 Private Acres

Modern Catskills Mountain Retreat with Rooftop Hot Tub on 22 Private Acres
Denver
The price is ¥36,329
¥77,655 total
includes taxes & fees
Apr 20 - Apr 21
Modern Catskills Mountain Retreat with Rooftop Hot Tub on 22 Private Acres

Peaceful Cabin w/ Fire Pit & Creek Access

Peaceful Cabin w/ Fire Pit & Creek Access
Saugerties
9.6 out of 10, Exceptional, (15 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 ¥11,771
¥41,510 total
includes taxes & fees
Apr 22 - Apr 23
Peaceful Cabin w/ Fire Pit & Creek Access
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
286
Accommodation
710 Vacation Homes
Lowest Price
¥30,589
Highest Price
¥186,296