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East Windham Vacation Rentals

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Our top choices for East Windham vacation rentals

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, (46 reviews)
"Great, highly recommend"
United States
Rebecca
The price is CA $105
CA $177 total
includes taxes & fees
Nov 8 - Nov 9
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

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, (338 reviews)
"Nice little cabin, well situated to sightseeing"
United States
Darryl
The price is CA $212
CA $290 total
includes taxes & fees
Dec 7 - Dec 8
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

3. 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
8.8 out of 10, Excellent, (66 reviews)
"The pictures are not accurate. The two full and one twin bed are in one room upstairs, they are not separated as pictures would lead you to believe. Then three twins are in the living room with the couch, next to the dining room table and kitchen. The unit was dusty and not swept clean. There were dead bugs on the floor and party poppers from previous guest. I have never experienced something like this with Expedia, this was a zero star experience honestly."
United States
April
The price is CA $154
CA $260 total
includes taxes & fees
Nov 9 - Nov 10
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

4. Cozy Cabin in Catskills

Cozy Cabin in Catskills
Greenville
10.0 out of 10, Exceptional, (2 reviews)
"A stunning location with the sweetest hosts. I loved being there, it was so hard to leave."
United States
Anna W.
The price is CA $155
CA $278 total
includes taxes & fees
Nov 30 - Dec 1
Cozy Cabin in Catskills

5. Jessie's Harvest House

Jessie's Harvest House
Tannersville
8.4 out of 10, Very good, (7 reviews)
"cute little spot! very nice place to stay"
United States
David R.
The price is CA $165
CA $266 total
includes taxes & fees
Nov 8 - Nov 9
Jessie's Harvest House

6. Cozy Waterfall Oasis + Firepit

Cozy Waterfall Oasis + Firepit
East Durham
9.6 out of 10, Exceptional, (19 reviews)
"Great property! Spacious enough for 4 adults, lovely porch, good wifi, clear instructions for check in and out and a responsive host!"
United States
Holly C.
The price is CA $203
CA $448 total
includes taxes & fees
Nov 8 - Nov 9
Cozy Waterfall Oasis + Firepit

7. 1BR Suite with Full Kitchen and Fireplace, 3 Min to Windham Mountain

1BR Suite with Full Kitchen and Fireplace, 3 Min to Windham Mountain
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 CA $214
CA $263 total
includes taxes & fees
Nov 9 - Nov 10
1BR Suite with Full Kitchen and Fireplace, 3 Min to Windham Mountain

8. 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)
"It was a great place to unwind."
United States
Alison D.
The price is CA $250
CA $539 total
includes taxes & fees
Nov 9 - Nov 10
Spacious Catskill Mountains ski cabin with fire pit

9. 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 CA $230
CA $832 total
includes taxes & fees
Nov 9 - Nov 10
Relaxing Mountain Hideaway - Hot Tub & Outdoors

10. Modern Main Street Studio in Tannersville

Modern Main Street Studio in Tannersville
Tannersville
10.0 out of 10, Exceptional, (9 reviews)
"The place is clean, well maintained, easy to find and right in town by the main road."
United States
Mohamed H.
The price is CA $180
CA $320 total
includes taxes & fees
Nov 11 - Nov 12
Modern Main Street Studio in Tannersville

11. Jessie's Harvest House Suite

Jessie's Harvest House Suite
Tannersville
9.0 out of 10, Wonderful, (8 reviews)
"Perfect, clean space for a quick overnight. Very close proximity to all that the area has to offer."
United States
Matthew M.
The price is CA $159
CA $255 total
includes taxes & fees
Nov 24 - Nov 25
Jessie's Harvest House Suite

12. Hunter Mountain`s Only True Ski In Ski Out Condo

Hunter Mountain`s Only True Ski In Ski Out Condo
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 CA $174
CA $339 total
includes taxes & fees
Nov 11 - Nov 12
Hunter Mountain`s Only True Ski In Ski Out Condo

13. Steps to Slopes | Hunter Mountain Ski In and Out

Steps to Slopes | Hunter Mountain Ski In and Out
Lanesville
8.6 out of 10, Excellent, (7 reviews)
"Had a wonderful weekend getaway here. The property is just as described, awesome communication and recs, and VERY convenient to the mountain. Would highly recommend if you are looking to relax and unwind away from the crowds that the nearby hotels have. Very conveniently located to some great restaurants and cafes. Thoroughly enjoyed ourselves! "
United States
Krista F.
The price is CA $158
CA $333 total
includes taxes & fees
Dec 1 - Dec 2
Steps to Slopes | Hunter Mountain Ski In and Out

14. Cozy Cabin-Catskills secluded Mountain retreat

Cozy Cabin-Catskills secluded Mountain retreat
Gilboa
9.8 out of 10, Exceptional, (11 reviews)
"Secluded yet convenient. Homey. Quaint. Loved it! Will stay again!"
United States
Amber C.
The price is CA $168
CA $383 total
includes taxes & fees
Nov 9 - Nov 10
Cozy Cabin-Catskills secluded Mountain retreat

15. Elegant Main Street Studio in Tannersville

Elegant Main Street Studio in Tannersville
Tannersville
10.0 out of 10, Exceptional, (20 reviews)
"Great location."
United States
Edward P.
The price is CA $179
CA $318 total
includes taxes & fees
Nov 7 - Nov 8
Elegant Main Street Studio in Tannersville

16. 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)
"Fantastic property. Especially good for families or groups. So much to do right on property, almost no need to leave. Place was exactly as described."
United States
David H.
The price is CA $368
CA $1,071 total
includes taxes & fees
Nov 16 - Nov 17
The Hensonville Honeypot - Hottub, Movie Theatre & Mountain Bikes!

17. 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 CA $338
CA $1,017 total
includes taxes & fees
Nov 9 - Nov 10
Catskills Windham Hunter Mountain Cabin Getaway

18. Tannersville 1BR on Main Street

Tannersville 1BR on Main Street
Tannersville
10.0 out of 10, Exceptional, (3 reviews)
"Super awesome. Would stay again."
United States
jared c.
The price is CA $211
CA $359 total
includes taxes & fees
Nov 11 - Nov 12
Tannersville 1BR on Main Street

19. Secluded Catskills cabin on a private road.

Secluded Catskills cabin on a private road.
Greenville
10.0 out of 10, Exceptional, (30 reviews)
"Great spot to relax, super clean, good communication. "
United States
Philip S.
The price is CA $279
CA $480 total
includes taxes & fees
Nov 9 - Nov 10
Secluded Catskills cabin on a private road.
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

Find out more about East Windham

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with East Windham. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Modern Luxurious Cabin, Catskills - The Tiny Nook: This vacation home near East Windham is located in a rural location and offers a patio, air-conditioning, and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

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.