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East Windham Vacation Rentals

Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for East Windham vacation rentals

Front of property

1. Windham NY Escape

Windham NY Escape
3.0 star property
Hensonville
10.0 out of 10, Exceptional, (1 review)
"The best "
United States
Miguel
$502 nightly
The price is $542
Sep 22 - Sep 23
Total with taxes and fees
Windham NY Escape
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, (305 reviews)
"Excellent quiet getaway"
United States
Justin
$209 nightly
The price is $226
Sep 22 - Sep 23
Total with taxes and fees
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
$371 nightly
The price is $401
Sep 22 - Sep 23
Total with taxes and fees
Spacious Catskill Mountains ski cabin with fire pit
Property grounds

4. Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants

Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants
Maplecrest
10.0 out of 10, Exceptional, (24 reviews)
"Great stay, lovely place, friendly host. Everything was perfect!"
United States
Taylor
$518 nightly
The price is $559
Sep 22 - Sep 23
Total with taxes and fees
Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants
Exterior

5. 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.
$668 nightly
The price is $722
Sep 22 - Sep 23
Total with taxes and fees
Catskills Windham Hunter Mountain Cabin Getaway
Dining

6. Catskills Views & Hot Tub | Hilltop Horizons

Catskills Views & Hot Tub | Hilltop Horizons
Cornwallville
10.0 out of 10, Exceptional, (2 reviews)
"the house was fantastic. Extremely clean and convenient, would certainly recommend"
United States
chris g.
$955 nightly
The price is $1,031
Sep 22 - Sep 23
Total with taxes and fees
Catskills Views & Hot Tub | Hilltop Horizons
Interior

7. Luxe Catskills Retreat, Hot Tub, Pond, Fire Pit, Dogs Free, Skiing

Luxe Catskills Retreat, Hot Tub, Pond, Fire Pit, Dogs Free, Skiing
Cairo
10.0 out of 10, Exceptional, (13 reviews)
"A great house, perfect base for activities in the Catskills! Well stocked with kitchen tools, upgraded bathrooms, comfortable beds and games!"
United States
Andy F.
$675 nightly
The price is $729
Sep 22 - Sep 23
Total with taxes and fees
Luxe Catskills Retreat, Hot Tub, Pond, Fire Pit, Dogs Free, Skiing
Exterior

8. 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.
$496 nightly
The price is $536
Sep 22 - Sep 23
Total with taxes and fees
Pines Vignette • Modern 3BR Home in Windham
Exterior

9. 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
$239 nightly
The price is $258
Sep 24 - Sep 25
Total with taxes and fees
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Property grounds

10. 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.
$723 nightly
The price is $780
Sep 22 - Sep 23
Total with taxes and fees
Relaxing Mountain Hideaway - Hot Tub & Outdoors
Property grounds

11. 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, (10 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.
$339 nightly
The price is $366
Sep 22 - Sep 23
Total with taxes and fees
Brand New 2 Bdr. Townhome Minutes from Windham Mtn
Smart TV, fireplace

12. Condo in Windham Mountain Village

Condo in Windham Mountain Village
Windham
10.0 out of 10, Exceptional, (16 reviews)
"Location is great"
United States
Jennifer M.
$733 nightly
The price is $792
Sep 22 - Sep 23
Total with taxes and fees
Condo in Windham Mountain Village
Dining

13. Ski Chalet with Pool, Hot tub, Sauna, Pizza Oven, 2 Fireplaces & Outdoor Firepit

Ski Chalet with Pool, Hot tub, Sauna, Pizza Oven, 2 Fireplaces & Outdoor Firepit
Windham
10.0 out of 10, Exceptional, (9 reviews)
"Great for two families. The main room is awesome to hang out in. The house is clean, and the owner super helpful."
United States
Michael L.
$1,630 nightly
The price is $1,760
Sep 22 - Sep 23
Total with taxes and fees
Ski Chalet with Pool, Hot tub, Sauna, Pizza Oven, 2 Fireplaces & Outdoor Firepit
Interior

14. Midnight Fox

Midnight Fox
Hunter
10.0 out of 10, Exceptional, (15 reviews)
"House was very clean and beds were super comfy after a day of skiing ! "
United States
Caroline I.
$439 nightly
The price is $443
Sep 23 - Sep 24
Total with taxes and fees
Midnight Fox
Terrace/patio

15. 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.
$676 nightly
The price is $730
Oct 20 - Oct 21
Total with taxes and fees
The Hensonville Honeypot - Hottub, Movie Theatre & Mountain Bikes!
Dining

16. Hot Tub • Game Room • Fire Pit • 15 Private Acres

Hot Tub • Game Room • Fire Pit • 15 Private Acres
East Jewett
10.0 out of 10, Exceptional, (7 reviews)
"My family and I had a wonderful experience at this property. The house was clean, nicely decorated and had everything you need to feel at home! Jeff, the host , was so helpful and accommodating. We will definitely be back!"
United States
Beth C.
$702 nightly
The price is $758
Sep 22 - Sep 23
Total with taxes and fees
Hot Tub • Game Room • Fire Pit • 15 Private Acres
Exterior

17. 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, (33 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
$205 nightly
The price is $221
Sep 22 - Sep 23
Total with taxes and fees
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Smart TV, fireplace, books

18. Catskill Mountain Hideaway with Amazing Hunter Mountain Views

Catskill Mountain Hideaway with Amazing Hunter Mountain Views
Hunter
10.0 out of 10, Exceptional, (15 reviews)
"Very clean and comfy place to stay. Communication with owner is quick and easy. Highly recommendations "
United States
ching yi t.
$661 nightly
The price is $713
Sep 22 - Sep 23
Total with taxes and fees
Catskill Mountain Hideaway with Amazing Hunter Mountain Views
Exterior

19. 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.
$127 nightly
The price is $137
Sep 22 - Sep 23
Total with taxes and fees
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Smart TV, fireplace

20. 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.
$294 nightly
The price is $317
Sep 22 - Sep 23
Total with taxes and fees
Cozy Waterfall Oasis + Firepit
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

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent
"Although I stayed one night I had a great stay! After a long day hiking Kaaterskill Falls it was so nice to come back, relax, grill, and enjoy the peacefulness of the cabin and the beautiful surroundings. The cabin was cozy and clean. A perfect getaway from the city. I loved being surrounded by nature and have the chance to slow down and enjoy peace and quiet. The only thing I wish was different was having a slightly later check-out time since check-in isn't until after 4 PM, I would have loved a slightly later check-out so we could enjoy a slower morning and have a nice morning grill without having to wake up so early to pack up and leave."
Karen 1-night trip
Posted 2 hours ago
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Find out more about East Windham

Everything you need to know about East Windham vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the East Windham vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect East Windham vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

East Windham vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in East Windham. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit East Windham in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $148 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on East Windham rentals

At Expedia, we put the best East Windham vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top East Windham rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream East Windham vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around East Windham. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.