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East Windham Vacation Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for East Windham vacation rentals

Exterior

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

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Windham
9.2 out of 10, Wonderful, (45 reviews)
"Perfect stay cozy and convenient "
United States
Ahmad O.
The price is AED 281
AED 502 total
includes taxes & fees
28 Sep - 29 Sep
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Exterior

2. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.5 star property
Catskill
9.6 out of 10, Exceptional, (311 reviews)
"Excellent place"
United States
Yeudin
The price is AED 591
AED 797 total
includes taxes & fees
26 Oct - 27 Oct
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Interior

3. Spacious Catskill Mountains ski cabin with fire pit

Spacious Catskill Mountains ski cabin with fire pit
Maplecrest
9.6 out of 10, Exceptional, (31 reviews)
"Lovely property with responsive & attentive host. We enjoyed our cabin getaway!"
United States
Lily
The price is AED 658
AED 1,397 total
includes taxes & fees
28 Sep - 29 Sep
Spacious Catskill Mountains ski cabin with fire pit
Exterior

4. 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, (64 reviews)
"Overall great experience. Very central location. Host lives in building, so is always available. They grow tomato's and cucumbers on the balcony that they invited us to "take as much as you want" My only discomfort with this place was the dust and dirty dishes. The people before us half-washed the things they used and the place seemed like it needed a pass with a vacuum cleaner. The floors were not very clean. In general, I greatly enjoyed my stay here."
United States
David
The price is AED 588
AED 912 total
includes taxes & fees
28 Sep - 29 Sep
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Exterior

5. 1 Mile From Ski Slope and Festivals - 125 Nightly Fee

1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Hunter
9.4 out of 10, Exceptional, (34 reviews)
"Loved how secluded it was ,the quietness the unit was exceptional clean & fresh , The grounds are expertly groomed with a ,firepit and a really nice hot tub will be back again as a 3 &4 bedroom unit is availiblealso"
United States
alain
The price is AED 477
AED 793 total
includes taxes & fees
28 Sep - 29 Sep
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Property grounds

6. 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, (11 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 AED 661
AED 1,273 total
includes taxes & fees
28 Sep - 29 Sep
Brand New 2 Bdr. Townhome Minutes from Windham Mtn
Property grounds

7. Relaxing Mountain Hideaway - Hot Tub & Outdoors

Relaxing Mountain Hideaway - Hot Tub & Outdoors
Hensonville
10.0 out of 10, Exceptional, (3 reviews)
"Great house and great host! Very convenient location particularly to Windham Mountain. "
United States
Kyrill A.
The price is AED 678
AED 2,538 total
includes taxes & fees
28 Sep - 29 Sep
Relaxing Mountain Hideaway - Hot Tub & Outdoors
Coffee/tea maker, fridge, microwave, oven

8. NEW OUTDOOR HOT TUB! 1-Bedroom Luxury Suite + Full Kitch - Haus Windham

NEW OUTDOOR HOT TUB! 1-Bedroom Luxury Suite + Full Kitch - Haus Windham
Windham
7.6 out of 10, Good, (5 reviews)
"Excellent accommodations, close to everything you could need. My wife and I had a perfect evening "
United States
Anthony M.
The price is AED 575
AED 737 total
includes taxes & fees
28 Sep - 29 Sep
NEW OUTDOOR HOT TUB! 1-Bedroom Luxury Suite + Full Kitch - Haus Windham
Exterior

9. Pines Vignette • Modern 3BR Home in Windham

Pines Vignette • Modern 3BR Home in Windham
Windham
10.0 out of 10, Exceptional, (2 reviews)
"House is cozy and has everything you need. We enjoyed our stay."
United States
William H.
The price is AED 735
AED 1,864 total
includes taxes & fees
28 Sep - 29 Sep
Pines Vignette • Modern 3BR Home in Windham
Front of property

10. Windham NY Escape

Windham NY Escape
3.0 star property
Hensonville
10.0 out of 10, Exceptional, (1 review)
"The best "
United States
Miguel
The price is AED 1,576
AED 1,992 total
includes taxes & fees
30 Sep - 1 Oct
Windham NY Escape
Terrace/patio

11. The Hensonville Honeypot - Hottub, Movie Theatre & Mountain Bikes!

The Hensonville Honeypot - Hottub, Movie Theatre & Mountain Bikes!
Hensonville
10.0 out of 10, Exceptional, (8 reviews)
"House had everything, very clean, host very responsive, located close to everything. Great family vacation!"
United States
Jaylyn B.
The price is AED 651
AED 2,421 total
includes taxes & fees
28 Sep - 29 Sep
The Hensonville Honeypot - Hottub, Movie Theatre & Mountain Bikes!
Smart TV, fireplace

12. Cozy Waterfall Oasis + Firepit

Cozy Waterfall Oasis + Firepit
East Durham
9.6 out of 10, Exceptional, (18 reviews)
"Everything was perfect!"
United States
Jen C.
The price is AED 511
AED 1,147 total
includes taxes & fees
5 Oct - 6 Oct
Cozy Waterfall Oasis + Firepit
Bar (on property)

13. Jessie's Harvest House

Jessie's Harvest House
Tannersville
8.8 out of 10, Excellent, (5 reviews)
"cute little spot! very nice place to stay"
United States
David R.
The price is AED 433
AED 731 total
includes taxes & fees
29 Sep - 30 Sep
Jessie's Harvest House
Bar (on property)

14. Jessie's Harvest House Suite

Jessie's Harvest House Suite
Tannersville
9.0 out of 10, Wonderful, (8 reviews)
"Everything's done online and great food within mins from the stay. Very accommodating and pet friendly! Super easy to communicate and fast response no matter the time! "
United States
Jennie D.
The price is AED 345
AED 636 total
includes taxes & fees
28 Sep - 29 Sep
Jessie's Harvest House Suite
Exterior

15. The Homestead at Carter Bridge Estate

The Homestead at Carter Bridge Estate
Freehold
10.0 out of 10, Exceptional, (3 reviews)
"This was an excellent home that we stayed in total of six adults. We went to the Gray Fox music festival and it was very close by. The property manager was very responsive and communicative. Highly recommend this house."
United States
ELIZABETH
The price is AED 536
AED 3,252 total
includes taxes & fees
30 Sep - 1 Oct
The Homestead at Carter Bridge Estate
Exterior

16. Catskills Windham Hunter Mountain Cabin Getaway

Catskills Windham Hunter Mountain Cabin Getaway
Maplecrest
9.0 out of 10, Wonderful, (29 reviews)
"We loved the location, king sized beds in each room and 4 bathrooms. Everything was clean, the kitchen had everything we needed to cook and feed the 11 of us comfortably. The hot tub was a huge hit!"
United States
Barbara G.
The price is AED 889
AED 2,499 total
includes taxes & fees
4 Oct - 5 Oct
Catskills Windham Hunter Mountain Cabin Getaway
TV, fireplace, video games, stereo

17. Cabin on Mtn, Seasonal Pool Access w Panoramic Views! Hike, Golf, Swim, Relax!

Cabin on Mtn, Seasonal Pool Access w Panoramic Views! Hike, Golf, Swim, Relax!
Hunter Highlands
10.0 out of 10, Exceptional, (23 reviews)
"You will definitely return this place is cozy, clean and convenient! "
United States
Elizabeth C.
The price is AED 414
AED 830 total
includes taxes & fees
29 Sep - 30 Sep
Cabin on Mtn, Seasonal Pool Access w Panoramic Views! Hike, Golf, Swim, Relax!
In-room safe, bed sheets

18. MIRROR CABIN IN THE FOREST WITH HOT TUB

MIRROR CABIN IN THE FOREST WITH HOT TUB
Windham
7.6 out of 10, Good, (5 reviews)
"This was a unique and fun VRBO experience. The cabin was cozy and comfortable.So delightful to wake up to deer walking right by the window! Absolutely a gem of a property!"
United States
Erin J.
The price is AED 768
AED 958 total
includes taxes & fees
1 Oct - 2 Oct
MIRROR CABIN IN THE FOREST WITH HOT TUB
Sauna

19. Vintage camper on small farm

Vintage camper on small farm
Greenville
The price is AED 347
AED 613 total
includes taxes & fees
28 Sep - 29 Sep
Vintage camper on small farm
Dining

20. Cozy Cabin-Catskills secluded Mountain retreat

Cozy Cabin-Catskills secluded Mountain retreat
Gilboa
9.8 out of 10, Exceptional, (11 reviews)
"Great place to get away. "
United States
Joshua
The price is AED 441
AED 1,008 total
includes taxes & fees
4 Oct - 5 Oct
Cozy Cabin-Catskills secluded Mountain retreat
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

Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts

10/10 Excellent
"Nice Resort. Helpful friendly staff. Heated pool and 2 hot tubs. Nice workout room. Restaurant with bar had good food and drinks. Wish they would have been open for lunch. Studio had had a decent amount of room with nice views. It had a mini fridge but was lacking a microwave. Resort lacked a good breakfast option. But overall it was a very nice experience"
Alan 3-night trip
Posted 1 hour ago
Kaatskill Mountain Club & Condos by Vail Resorts

Frequently asked questions

Can I find a vacation rental in East Windham?

Yes, we give you a choice of vacation rentals close to top local attractions in East Windham, or you can select a secluded option if you're looking for relaxation. Our travelers say East Windham has a good selection of restaurants. Make sure you have time to check out the mountain views while you're in the area.

What are some of the best vacation home rentals that East Windham has to offer?

Catskill Cottage Walk to Downtown & River Views: This vacation home near East Windham offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What’s there to see and do in East Windham?

Explore the area and family-friendly sights such as Zoom Flume, or get out into nature at a spot like Mountain Top Arboretum. In the larger area, you’ll find Catskill State Park and Windham Country Club.

What’s a vacation rental in East Windham like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in East Windham. Vacation rentals offer amenities like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from public hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for small groups.