East Windham Vacation Rentals

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Browse Select East Windham Vacation Homes

Cozy year round retreat! Close to skiing, hiking and swimming.

10.0 out of 10, Exceptional, (48)
"Summer in the Catskills is a treat and these are the accommodations to enjoy it to its fullest. Can’t wait to stay again!"
Cozy year round retreat! Close to skiing, hiking and swimming.

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

9.0 out of 10, Wonderful, (48)
"Great for in town stays"
The price is CA $155
CA $277 total
includes taxes & fees
Aug 11 - Aug 12
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

Private Waterfront on 6 Acres w/Swimming. Boats.Hot Tub.Fire Pit.Views. Hiking.

9.8 out of 10, Exceptional, (78)
"Location is great; close to a lot of hiking opportunities and right in the middle of breathtaking scenery. The house was clean and provided excellent accomodations."
The price is CA $557
CA $972 total
includes taxes & fees
Aug 10 - Aug 11
Private Waterfront on 6 Acres w/Swimming. Boats.Hot Tub.Fire Pit.Views. Hiking.

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

2.0 star property
8.8 out of 10, Excellent, (17)
"Thank you so much for an amazing stay"
The price is CA $206
CA $475 total
includes taxes & fees
Aug 12 - Aug 13
1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard

Charming Catskill getaway walking distance to Main St. Pet-friendly!

10.0 out of 10, Exceptional, (3)
"We had a great stay here! The check in process was super easy and Jiyon was very communicative. The house was super comfortable and conveniently located for a weekend of hiking. Would definitely stay here again!"
Charming Catskill getaway walking distance to Main St. Pet-friendly!

STUNNING VACATION AND SKI HOME - Hudson Valley, Woodstock, Hunter

10.0 out of 10, Exceptional, (48)
"We loved our time out here and hope to be back soon!"
STUNNING VACATION AND SKI HOME - Hudson Valley, Woodstock, Hunter

Heart of Woodstock — Unique Arts-and-Crafts Home: Outdoor Room and Heated Pool!

10.0 out of 10, Exceptional, (63)
"This was an excellent place to stay in such a beautiful area."
Heart of Woodstock — Unique Arts-and-Crafts Home: Outdoor Room and Heated Pool!

Heart of Hunter Village; across MT!FaLL Special3rd nt half OFF!”wknd stay

9.6 out of 10, Exceptional, (76)
"House was very clean. Property managers were very responsive to check in and check out time and anything we needed during our stay. Very close to the mountain and beautiful location. Would highly recommend."
Heart of Hunter Village; across MT!FaLL Special3rd nt half OFF!”wknd stay

Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit

4.0 star property
10.0 out of 10, Exceptional, (1)
"Excellent house, very clean and great location. Host Henry was phenomenal at communicating and very helpful with any questions. Will definitely stay again."
The price is CA $179
CA $559 total
includes taxes & fees
Sep 9 - Sep 10
Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit

Beautiful new house 3/4 mile from Hunter Mountain

9.6 out of 10, Exceptional, (130)
"Great location! Perfect size house for a large family. Had a great time!"
Beautiful new house 3/4 mile from Hunter Mountain

CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.

9.8 out of 10, Exceptional, (46)
"The perfect family getaway"
CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.

LOCATION! Location! Walking distance to Hunter MT! FALL 3rd nt SPECIAL!

9.4 out of 10, Exceptional, (50)
"Comfortable stay with plenty of room and very close to Hunter Mountain for skiing. Views of the slopes from the hot tub were fantastic "
LOCATION! Location! Walking distance to Hunter MT! FALL 3rd nt SPECIAL!

2025 Log Home- Ski Chalet w/ Luxury Amenities. direct Views of Hunter Slopes

2025 Log Home- Ski Chalet w/ Luxury Amenities. direct Views of Hunter Slopes

Luxury Log Cabin-Windham Mountain. Amazing sunsets, large lawn, deck, fireplace

10.0 out of 10, Exceptional, (43)
"Excellent log cabin home, perfect home base for a ski weekend at Windham. "
Luxury Log Cabin-Windham Mountain. Amazing sunsets, large lawn, deck, fireplace

Beautiful, Tranquil Woodstock Mountain House in the Middle of 4 Wooded Acres

10.0 out of 10, Exceptional, (183)
"The property was perfect! Beautiful, secluded & very welcoming "
Beautiful, Tranquil Woodstock Mountain House in the Middle of 4 Wooded Acres

Blackbear Lodge - Luxury Cabin, Kid-Friendly

10.0 out of 10, Exceptional, (4)
"We had a great stay here! Everything was comfortable and just all around easy. The location is amazing—we loved that it's tucked away and private without being so out of the way. "
Blackbear Lodge - Luxury Cabin, Kid-Friendly

New Luxuary Hunter Ski Resort&Lake Chalet, Hot Tub, Sauna, Fireplace, Mountains

10.0 out of 10, Exceptional, (9)
"Tons of activities in house beautiful area."
The price is CA $898
CA $1,589 total
includes taxes & fees
Aug 20 - Aug 21
New Luxuary Hunter Ski Resort&Lake Chalet, Hot Tub, Sauna, Fireplace, Mountains

Your peaceful, private retreat, escape with friends & family! Incredible views!

10.0 out of 10, Exceptional, (38)
"Clean, comfortable, well-appointed and cozy, We had a wonderful stay. We had all kinds of weather while we were there and were able to enjoy the beautiful grounds, the hot tub, the sunny front porch and the cozy living room. The beds were comfortable and the kitchen stocked with everything you might need. Will definitely be returning."
Your peaceful, private retreat, escape with friends & family! Incredible views!

SPECTACULAR Hunter Mountain Views, INCREDIBLE LOCATION-2 minutes to slopes !!

9.6 out of 10, Exceptional, (30)
"Had a great 2 night stay. Location is close to Hunter. "
SPECTACULAR Hunter Mountain Views, INCREDIBLE LOCATION-2 minutes to slopes !!

Best rated cabin in Hunter cozy 4 Bedrooms 3 full baths AC close to everything

10.0 out of 10, Exceptional, (52)
"Our family had an excellent winter getaway at this cabin. The check-in process was easy and access to the mountain and the towns made for a great stay. Highly recommend for families with multiple young children."
Best rated cabin in Hunter cozy 4 Bedrooms 3 full baths AC close to everything
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 East Windham Hotel Reviews