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Check prices for these dates

Next weekend
7 Feb - 9 Feb
In two weeks
14 Feb - 16 Feb
In one month
28 Feb - 2 Mar
In two months
28 Mar - 30 Mar

Compare 533 Vacation Homes in East Windham with updated reviews, rates, and availability.

Lakefront Luxe: Private Dock, Game Rm, Near Hudson & Ski/Tubing
view of the back decks and steps down to our private dock

Lakefront Luxe: Private Dock, Game Rm, Near Hudson & Ski/Tubing

10.0 out of 10, Exceptional, (128)
"Stayed at the house over Christmas with family. The house is well-appointed with excellent heat. Hosts were excellent at communicating with us when we had questions."
Lakefront Luxe: Private Dock, Game Rm, Near Hudson & Ski/Tubing
Magical Home Located in Windham and Catskills
Exterior

Magical Home Located in Windham and Catskills

2.0 star property
10.0 out of 10, Exceptional, (8)
"Great location and clean and owner was generous. "
Magical Home Located in Windham and Catskills
The Tipsy Gypsy
Exterior

The Tipsy Gypsy

9.8 out of 10, Exceptional, (20)
"Great location. Very clean and cozy. Very nice people to work with. My kids loved it as well."
The price is AED 826
AED 1,667 total
includes taxes & fees
3 Feb - 4 Feb
The Tipsy Gypsy
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
View from the balcony

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

9.4 out of 10, Exceptional, (28)
"Wonderful coszy spot perfect location for singles and couples even family "
The price is AED 349
AED 533 total
includes taxes & fees
3 Feb - 4 Feb
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge
Dancing Horse Farm Lodge | Spring

Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge

10.0 out of 10, Exceptional, (148)
"We went with 3 families (kids 4-14) and had the best time !! Great house for a group. We were 18 total. Awesome location. The kids loved playing in the snow and visiting with the cows! The grounds were really beautiful. The house had plenty of room. The bunk rooms were awesome for kids. Upstairs master has a tiny room a one single bed off of it, perfect for a toddler or baby. Two living rooms for multiple sports game watching. Short drive to the mountain and restaurants. We even brought food...
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge
SPECTACULAR CATSKILL OASIS with Hunter Mountain Views, INCREDIBLE LOCATION!!!
Living area

SPECTACULAR CATSKILL OASIS with Hunter Mountain Views, INCREDIBLE LOCATION!!!

9.6 out of 10, Exceptional, (21)
"Had a great 2 night stay. Location is close to Hunter. "
The price is AED 657
AED 1,583 total
includes taxes & fees
18 Feb - 19 Feb
SPECTACULAR CATSKILL OASIS with Hunter Mountain Views, INCREDIBLE LOCATION!!!
Inviting, Cozy Catskills Home - Primed for Fall!
Living area

Inviting, Cozy Catskills Home - Primed for Fall!

10.0 out of 10, Exceptional, (3)
"Charming house near skiing. Well decorated, with many amenities (including Nespresso!). Very comfortable beds and top notch linens. Would stay again in a heart beat"
Inviting, Cozy Catskills Home - Primed for Fall!
Cortland by AvantStay | Charming Heritage Estate w/ Private Lake & Pool
The Hudson Valley is calling!

Cortland by AvantStay | Charming Heritage Estate w/ Private Lake & Pool

9.4 out of 10, Exceptional, (13)
"We had a lovely stay for our family of 5 during the week before xmas. The home was well appointed, with all the normal needs we have to cook, etc... The house was very quiet despite 5 of us being there. Everyone had their own space. Very cozy. Loved that there were games to play, we had a great family round of monopoly!The property manager was so responsive. We felt very supported and attended to. Despite the cold weather the house stayed plenty warm as well!We highly recommend this home and...
Cortland by AvantStay | Charming Heritage Estate w/ Private Lake & Pool
7Bdr/5Bth, Amazing View, Lake,1/2 ml Ski Hunter Mountain, Hot Tub/Sauna. Swim
Exterior

7Bdr/5Bth, Amazing View, Lake,1/2 ml Ski Hunter Mountain, Hot Tub/Sauna. Swim

10.0 out of 10, Exceptional, (213)
"Excellent communication. Cozy home. Really enjoyed our stay. "
The price is AED 1,465
AED 2,887 total
includes taxes & fees
4 Feb - 5 Feb
7Bdr/5Bth, Amazing View, Lake,1/2 ml Ski Hunter Mountain, Hot Tub/Sauna. Swim
River House by AvantStay | Historic & Secluded Estate on the Hudson River w/Pool
Welcome to River House!

River House by AvantStay | Historic & Secluded Estate on the Hudson River w/Pool

9.8 out of 10, Exceptional, (14)
"Master bath needs a taller toilet for older people Master shower needs an upgrade.."
River House by AvantStay | Historic & Secluded Estate on the Hudson River w/Pool
Modern Cabin CLOSE to skiing, w/mountain & pond views, Hot Tub, games and more!!
Our backyard In winter; view of mountains and frozen pond!!!

Modern Cabin CLOSE to skiing, w/mountain & pond views, Hot Tub, games and more!!

9.8 out of 10, Exceptional, (73)
"We had a great time. Nice house. Quiet and comfortable. Thank you. "
Modern Cabin CLOSE to skiing, w/mountain & pond views, Hot Tub, games and more!!
THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE
Exterior

THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE

10.0 out of 10, Exceptional, (262)
"The property was great for our family of 15. Everyone had enough space. The kids enjoyed the bunk room and the games. Our only issue was there was dog hair on a large rug in the kitchen which was dealt with very quickly once the host received my message but it was also in the master bedroom. We had someone in our party who is highly allergic to dogs and the house is not pet friendly in the listing. All in all, great weekend away with the whole family. "
The price is AED 1,462
AED 2,817 total
includes taxes & fees
3 Feb - 4 Feb
THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE
Cozy chic 2-bdroom bungalow with Sauna, Fireplace, Fast WiFi in quaint Phoenicia
living room with smartTV and wood burning fireplace

Cozy chic 2-bdroom bungalow with Sauna, Fireplace, Fast WiFi in quaint Phoenicia

2.0 star property
7.8 out of 10, Good, (6)
"We loved spending the weekend at Mommom"
The price is AED 551
AED 1,139 total
includes taxes & fees
3 Feb - 4 Feb
Cozy chic 2-bdroom bungalow with Sauna, Fireplace, Fast WiFi in quaint Phoenicia
Beautiful new house 3/4 mile from Hunter Mountain
Exterior

Beautiful new house 3/4 mile from Hunter Mountain

9.6 out of 10, Exceptional, (127)
"Clean, "
Beautiful new house 3/4 mile from Hunter Mountain
Beautiful House 1 Mile From Hunter Mountain
Exterior

Beautiful House 1 Mile From Hunter Mountain

9.6 out of 10, Exceptional, (121)
"My family really enjoyed their stay at this house. The kids were super excited about the game room. The house is very clean and in a perfect location for the activities you want to do. They have everything you need to make your vacation as enjoyable as possible. Communication with the host was excellent, he was an accessible person. Highly recommended."
Beautiful House 1 Mile From Hunter Mountain
Winter Ski House with gym +spa access
Exterior

Winter Ski House with gym +spa access

9.6 out of 10, Exceptional, (13)
"We loved our stay for the holidays. Home is warm, inviting, and clean. Host was accommodating. Beds are comfy and the kitchen was big and modern. Will definitely be back! "
Winter Ski House with gym +spa access
Hunter Mountain Home w/ Game Room: 1 Mi to Skiing!
Hunter Vacation Rental | 3BR | 2BA | 1,860 Sq Ft | Stairs Required

Hunter Mountain Home w/ Game Room: 1 Mi to Skiing!

10.0 out of 10, Exceptional, (3)
"The cabin is perfect…cozy yet sleeps 13, clean, nice decor, minutes to Hunter Mtn, and lots games to entertain the teens (pool, ping pong, darts, shuffle board, etc)! Would definitely recommend this property! "
Hunter Mountain Home w/ Game Room: 1 Mi to Skiing!
Mountaintop Lookout with Hot Tub under the Stars - Ultimate Family Getaway!
Welcome to The Mountaintop Lookout. Inspired by Nature, crafted with Love

Mountaintop Lookout with Hot Tub under the Stars - Ultimate Family Getaway!

9.8 out of 10, Exceptional, (19)
"We had a wonderful stay- 3 families with 6 adults and 3 kids. Clean and fun and great area- we hiked and went to hunter mountain!"
Mountaintop Lookout with Hot Tub under the Stars - Ultimate Family Getaway!
Tuscan Year Round Beauty - Pickleball Court
Exterior

Tuscan Year Round Beauty - Pickleball Court

10.0 out of 10, Exceptional, (98)
"Awesome"
Tuscan Year Round Beauty - Pickleball Court
THE LAKEFRONT RETREAT - SKI, RIDE, GOLF, BIKE, HIKE
Exterior

THE LAKEFRONT RETREAT - SKI, RIDE, GOLF, BIKE, HIKE

10.0 out of 10, Exceptional, (98)
"This place is very unique to the location near the slopes, the house is beautiful and the decoration is very homely … my family and I will be back again "
The price is AED 1,091
AED 2,156 total
includes taxes & fees
3 Feb - 4 Feb
THE LAKEFRONT RETREAT - SKI, RIDE, GOLF, BIKE, HIKE
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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Other property types in East Windham

True Ski On - Ski Off Four Seasons Luxury Mountain Retreat!
Living area

True Ski On - Ski Off Four Seasons Luxury Mountain Retreat!

2.0 star property
9.8 out of 10, Exceptional, (28)
"Great place to stay for skiing hunter mt and would do it again ….thanks "
The price is AED 577
AED 995 total
includes taxes & fees
4 Feb - 5 Feb
True Ski On - Ski Off Four Seasons Luxury Mountain Retreat!
Postcard Cabins Eastern Catskills
Exterior

Postcard Cabins Eastern Catskills

2.0 star property
7.4 out of 10, Good, (3)
"This tiny cabin was a dream. It has everything you need for a cozy, nature getaway. "
The price is AED 367
AED 397 total
includes taxes & fees
4 Feb - 5 Feb
Postcard Cabins Eastern Catskills
Lakefront Luxe: Private Dock, Game Rm, Near Hudson & Ski/Tubing
view of the back decks and steps down to our private dock

Lakefront Luxe: Private Dock, Game Rm, Near Hudson & Ski/Tubing

10.0 out of 10, Exceptional, (128)
"Stayed at the house over Christmas with family. The house is well-appointed with excellent heat. Hosts were excellent at communicating with us when we had questions."
Lakefront Luxe: Private Dock, Game Rm, Near Hudson & Ski/Tubing
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.