Search Vacation Homes in Windham
Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check availability on Vacation Homes in Windham
Compare Vacation Homes in Windham with updated reviews, rates, and availability.
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
10.0 out of 10, Exceptional, (152)
Iconic Woodstock Home - Private, Walk to Town, Family & Pet friendly
Iconic Woodstock Home - Private, Walk to Town, Family & Pet friendly
10.0 out of 10, Exceptional, (105)
Catskills Getaway: 3BR, Pool, Hot Tub, Firepit, Ping-Pong, minutes from Hudson
Catskills Getaway: 3BR, Pool, Hot Tub, Firepit, Ping-Pong, minutes from Hudson
10.0 out of 10, Exceptional, (1)
Save an average of 15% on thousands of hotels when you're signed in
FOUR SEASON Catskills Home - Secluded & Spacious w/ Secret Waterfall
FOUR SEASON Catskills Home - Secluded & Spacious w/ Secret Waterfall
10.0 out of 10, Exceptional, (29)
Cozy Country Farmhouse Along the Catskill Scenic Trail
Cozy Country Farmhouse Along the Catskill Scenic Trail
10.0 out of 10, Exceptional, (104)
The price is ¥27,262
¥49,616 total
includes taxes & fees
Jun 3 - Jun 4
Catskill Vacation Rental: Private Deck & Fire Pit
Catskill Vacation Rental: Private Deck & Fire Pit
10.0 out of 10, Exceptional, (2)
Brookside Retreat: streamside patio•outdoor fireplace•fenced yard•walk to town!
Brookside Retreat: streamside patio•outdoor fireplace•fenced yard•walk to town!
10.0 out of 10, Exceptional, (82)
Last minute deal!! Scandinavian BBQ hut and Hot tub
Last minute deal!! Scandinavian BBQ hut and Hot tub
10.0 out of 10, Exceptional, (55)
The 212 Escape - Main House
The 212 Escape - Main House
10.0 out of 10, Exceptional, (1)
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
10.0 out of 10, Exceptional, (131)
The price is ¥170,579
¥277,911 total
includes taxes & fees
May 28 - May 29
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace
10.0 out of 10, Exceptional, (27)
7Bdr/5Bth, Amazing View, Lake,1/2 ml Hunter Mountain, Hot Tub/Sauna. Ski, Swim
7Bdr/5Bth, Amazing View, Lake,1/2 ml Hunter Mountain, Hot Tub/Sauna. Ski, Swim
10.0 out of 10, Exceptional, (208)
The price is ¥50,629
¥109,358 total
includes taxes & fees
May 15 - May 16
Tannersville Retreat w/ Pool, 6 Mi to Hunter Mtn!
Tannersville Retreat w/ Pool, 6 Mi to Hunter Mtn!
10.0 out of 10, Exceptional, (48)
Your peaceful, private retreat to get away with friends & family!
Your peaceful, private retreat to get away with friends & family!
10.0 out of 10, Exceptional, (22)
Birch Creek Retreat ~ Rustic & Secluded ~ 8br, 8ba 3min Lake+Ski, NEW SAUNA!
Birch Creek Retreat ~ Rustic & Secluded ~ 8br, 8ba 3min Lake+Ski, NEW SAUNA!
10.0 out of 10, Exceptional, (82)
Private Cabin by River with Fireplace | By Summer
Private Cabin by River with Fireplace | By Summer
10.0 out of 10, Exceptional, (4)
The price is ¥35,051
¥94,465 total
includes taxes & fees
May 17 - May 18
Waterfront home w/swimming, kayaking and more; plus Hot Tub!!
Waterfront home w/swimming, kayaking and more; plus Hot Tub!!
9.8 out of 10, Exceptional, (67)
Luxury Tiny Home Ski Cabin with Barrel Sauna Room!
Luxury Tiny Home Ski Cabin with Barrel Sauna Room!
9.8 out of 10, Exceptional, (19)
The price is ¥30,377
¥61,072 total
includes taxes & fees
May 15 - May 16
THE LAKEFRONT CHALET - SKI, RIDE, GOLF, BIKE, HIKE
THE LAKEFRONT CHALET - SKI, RIDE, GOLF, BIKE, HIKE
9.8 out of 10, Exceptional, (80)
The price is ¥62,312
¥105,930 total
includes taxes & fees
May 15 - May 16
Private Contemporary Cottage with heated pool, hot tub and wide mountain views.
Private Contemporary Cottage with heated pool, hot tub and wide mountain views.
9.8 out of 10, Exceptional, (70)
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.
Other property types in Windham
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
10.0 out of 10, Exceptional, (131)
The price is ¥170,579
¥277,911 total
includes taxes & fees
May 28 - May 29
Ski retreat near Hunter and Windham. Mountain views! Family and pet friendly!
Ski retreat near Hunter and Windham. Mountain views! Family and pet friendly!
10.0 out of 10, Exceptional, (1)
The price is ¥31,000
¥39,724 total
includes taxes & fees
Jun 5 - Jun 6
SOLAR ECLIPSE SPECIAL. Tuscan Year Round Beauty / Pickle Ball.
SOLAR ECLIPSE SPECIAL. Tuscan Year Round Beauty / Pickle Ball.
9.8 out of 10, Exceptional, (86)
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.
Recent reviews of Windham hotels
Recent reviews of Windham hotels
5/5 Excellent
"The room was clean and quiet and the bed was very comfortable. Convenient for getting on and off the highway and to getting to Woodstock."
A verified traveler stayed at Holiday Inn Express & Suites Saugerties - Hudson Valley, an IHG Hotel
Posted 1 day ago
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Top Vacation Homes in Other Destinations
More Accommodation Types in Windham
All Accommodation Types
Be inspired: Top Vacation Homes destinations in 2024
- Vacation Homes in Tokyo
- Vacation Homes in Osaka
- Vacation Homes in Kyoto
- Vacation Homes in Okinawa
- Vacation Homes in Nagoya
- Vacation Homes in Fukuoka
- Vacation Homes in Hatsushima
- Vacation Homes in Sapporo
- Vacation Homes in Yokohama
- Vacation Homes in Karuizawa
- Vacation Homes in Hiroshima
- Vacation Homes in Kamakura
- Vacation Homes in North Okinawa
- Vacation Homes in Izu Peninsula
- Vacation Homes in Ishigaki
- Vacation Homes in Awaji Island
- Vacation Homes in Urayasu
- Vacation Homes in Naha
- Vacation Homes in Asahikawa
- Vacation Homes in Kanto