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Check prices for these dates

In two weeks
17 Apr - 19 Apr
In two months
29 May - 31 May
In three months
26 Jun - 28 Jun
In four months
24 Jul - 26 Jul

Our top choices for Windham holiday homes

Exterior

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 HK$1,552
HK$2,404 total
includes taxes & fees
2 Apr - 3 Apr
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
TV, fireplace

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)
The price is HK$1,729
HK$4,407 total
includes taxes & fees
15 Apr - 16 Apr
Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
Exterior

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 HK$1,066
HK$3,640 total
includes taxes & fees
6 Apr - 7 Apr
Pines Vignette • Modern 3BR Home in Windham
Dining

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 HK$1,376
HK$3,992 total
includes taxes & fees
8 Apr - 9 Apr
2 Min Walk to Windham Town | Hot Tub | Fire Pit
TV, fireplace

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 HK$5,017
HK$9,104 total
includes taxes & fees
8 Apr - 9 Apr
Ask about Spring Specials!
Microwave, oven, stovetop, dishwasher

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 HK$5,017
HK$9,104 total
includes taxes & fees
6 Apr - 7 Apr
Ask about Spring Specials!
TV, fireplace

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 traveller
The price is HK$5,017
HK$9,206 total
includes taxes & fees
6 Apr - 7 Apr
Ask about Spring Specials!
Games room

Lux Windham Getaway | Views & Indoor Heated Pool

Lux Windham Getaway | Views & Indoor Heated Pool
Windham
10.0 out of 10, Exceptional, (3 reviews)
"The facilities were excellent "
United States
Remo C.
Lux Windham Getaway | Views & Indoor Heated Pool
Interior

Catskill Cottage Walk to Downtown & River Views

Catskill Cottage Walk to Downtown & River Views
Catskill
10.0 out of 10, Exceptional, (20 reviews)
"Great little place to stay at right in downtown!!"
United States
Bryan S.
Catskill Cottage Walk to Downtown & River Views
Interior

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 HK$1,411
HK$2,590 total
includes taxes & fees
2 Apr - 3 Apr
2-bedroom in Peaceful Middleburgh Vroman’s Nose View
Sauna

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, (35 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 HK$1,261
HK$2,783 total
includes taxes & fees
2 Apr - 3 Apr
1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard
Exterior

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 HK$1,254
HK$2,675 total
includes taxes & fees
8 Apr - 9 Apr
Modern Luxurious Cabin, Catskills - The Tiny Nook
Interior

West Kill Barnhouse: Ski, Work & Unwind

West Kill Barnhouse: Ski, Work & Unwind
West Kill
10.0 out of 10, Exceptional, (18 reviews)
"Great stay"
United States
Vijay S.
The price is HK$1,145
HK$3,302 total
includes taxes & fees
4 Apr - 5 Apr
West Kill Barnhouse: Ski, Work & Unwind
Smart TV, video games, offices

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 HK$723
HK$2,169 total
includes taxes & fees
15 Apr - 16 Apr
Peaceful Cabin w/ Fire Pit & Creek Access
2 bedrooms, free WiFi, bed sheets

Luxury Tiny Home Ski Cabin with Barrel Sauna Room!

Luxury Tiny Home Ski Cabin with Barrel Sauna Room!
Arkville
10.0 out of 10, Exceptional, (25 reviews)
"A cozy and comfortable place , We had a pleasant time, Definitely worth another visit."
United States
Anonymous traveller
The price is HK$1,756
HK$3,656 total
includes taxes & fees
2 Apr - 3 Apr
Luxury Tiny Home Ski Cabin with Barrel Sauna Room!
Smart TV, fireplace

Cozy Waterfall Oasis + Firepit

Cozy Waterfall Oasis + Firepit
East Durham
9.4 out of 10, Exceptional, (15 reviews)
"I loved explore this area. The interior of the rental property is clean, spacious, and cozy. "
United States
Andrea K.
The price is HK$908
HK$2,530 total
includes taxes & fees
2 Apr - 3 Apr
Cozy Waterfall Oasis + Firepit
Property grounds

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 HK$1,094
HK$2,476 total
includes taxes & fees
2 Apr - 3 Apr
Brand New 2 Bdr. Townhome Minutes from Windham Mtn
Outdoor dining

Cozy Home, Wood-burning Fireplace, Ski Belleayre

Cozy Home, Wood-burning Fireplace, Ski Belleayre
Margaretville
9.8 out of 10, Exceptional, (16 reviews)
"Dunraven River House was perfect for our weekend away. The house was clean, comfortable and exactly as listed. The property so was peaceful and I loved having the sounds of the river right outside the door! We’d definitely stay again! "
United States
Angela P.
The price is HK$716
HK$2,616 total
includes taxes & fees
5 Apr - 6 Apr
Cozy Home, Wood-burning Fireplace, Ski Belleayre
Interior

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 HK$1,795
HK$3,377 total
includes taxes & fees
5 Apr - 6 Apr
Midnight Fox
Interior

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 HK$1,638
HK$4,860 total
includes taxes & fees
6 Apr - 7 Apr
Spacious 5 BR w/Mountaintop Views-2 Min to Hunter
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

AutoCamp Catskills

AutoCamp Catskills

10/10 Excellent
"Clean and nice place and nice staff"
Clarissa 1-night trip
Posted 5 hours ago
AutoCamp Catskills

Find out more about Windham

Windham Vacation Homes information

Number of reviews
259
Accommodation
676 Vacation Homes
Lowest Price
HK$2,169
Highest Price
HK$9,206

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