East Windham Holiday Rentals

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Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Our top choices for East Windham holiday rentals

View from property

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.0 star property
Catskill
9.6 out of 10, Exceptional, (149 reviews)
"I loved every single part of the stay "
United States
Srijana
The price is HK$1,008
HK$1,426 total
includes taxes & fees
11 Feb - 12 Feb
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Bar (on property)

Jessie's Harvest House Suite

Jessie's Harvest House Suite
Tannersville
9.6 out of 10, Exceptional, (4 reviews)
"The room was clean and neat."
United States
Rick D.
The price is HK$734
HK$1,353 total
includes taxes & fees
11 Feb - 12 Feb
Jessie's Harvest House Suite
Exterior

Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill

Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Catskill
9.8 out of 10, Exceptional, (35 reviews)
"Cozy and a great front porch to enjoy morning coffee and the evenings."
United States
Crystal B.
The price is HK$1,160
HK$2,561 total
includes taxes & fees
11 Feb - 12 Feb
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Terrace/patio

Country Cottage with beautiful views and easy access to Catskills activities.

Country Cottage with beautiful views and easy access to Catskills activities.
Saugerties
10.0 out of 10, Exceptional, (15 reviews)
"Great spot!"
United States
Dylan
The price is HK$872
HK$1,502 total
includes taxes & fees
11 Feb - 12 Feb
Country Cottage with beautiful views and easy access to Catskills activities.
Exterior

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Saugerties
8.0 out of 10, Very good, (47 reviews)
"We had an amazing peaceful time at this property. Check in was seamless and we got lots of great recommendations from our hosts that we really enjoyed! It was very private and cozy and really helped us relax and renew! We will definitely be returning. "
United States
Josh M.
The price is HK$977
HK$1,269 total
includes taxes & fees
11 Feb - 12 Feb
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Outdoor dining

Charming Cottage in the Heart of Catskill & Pet Friendly

Charming Cottage in the Heart of Catskill & Pet Friendly
Catskill
10.0 out of 10, Exceptional, (22 reviews)
"Really comfortable and cozy"
Canada
Lynne H.
The price is HK$1,371
HK$2,603 total
includes taxes & fees
13 Feb - 14 Feb
Charming Cottage in the Heart of Catskill & Pet Friendly
Dining

Cozy Cabin-Catskills secluded Mountain retreat

Cozy Cabin-Catskills secluded Mountain retreat
Gilboa
9.6 out of 10, Exceptional, (5 reviews)
"Great place to get away. "
United States
Joshua
The price is HK$922
HK$2,205 total
includes taxes & fees
11 Feb - 12 Feb
Cozy Cabin-Catskills secluded Mountain retreat
Smart TV, fireplace

Relaxing Mountain Hideaway - Hot Tub & Outdoors

Relaxing Mountain Hideaway - Hot Tub & Outdoors
Hensonville
10.0 out of 10, Exceptional, (1 review)
"Good experience the agent saqib was excellent and very helpful "
United States
Rabih
The price is HK$797
HK$4,920 total
includes taxes & fees
11 Feb - 12 Feb
Relaxing Mountain Hideaway - Hot Tub & Outdoors
Interior

Luxury 7BR Ski Retreat Near Hunter & Windham w/ Hot Tub & Epic Mountain Views

Luxury 7BR Ski Retreat Near Hunter & Windham w/ Hot Tub & Epic Mountain Views
Hunter
10.0 out of 10, Exceptional, (1 review)
"The house was absolutely gorgeous and perfect for our large group. It was huge and such a fun spot. There was a bar/game room that we hung out in a lot and the livingrom dinning area was perfect for when we just hung out watching Sunday night football. The hot was the icing on the cake!"
United States
Jaclyn
The price is HK$12,806
HK$18,834 total
includes taxes & fees
17 Feb - 18 Feb
Luxury 7BR Ski Retreat Near Hunter & Windham w/ Hot Tub & Epic Mountain Views
Outdoor dining

Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham

Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham
Shandaken
10.0 out of 10, Exceptional, (1 review)
"10/10 experience. beautiful cabin, super cozy"
United States
Hunter W.
The price is HK$886
HK$1,605 total
includes taxes & fees
3 Mar - 4 Mar
Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham
Property grounds

"A Stone's Throw" Cabin • Creekside • Fires • BBQ • Fishing

"A Stone's Throw" Cabin • Creekside • Fires • BBQ • Fishing
Phoenicia
10.0 out of 10, Exceptional, (2 reviews)
"Very clean and cozy cabin."
United States
Wing C.
The price is HK$1,125
HK$2,223 total
includes taxes & fees
11 Feb - 12 Feb
"A Stone's Throw" Cabin • Creekside • Fires • BBQ • Fishing
Fridge, microwave, oven, stovetop

Mountainscape: Peaceful and Skiing Getaway. Pet-Friendly

Mountainscape: Peaceful and Skiing Getaway. Pet-Friendly
Roxbury
10.0 out of 10, Exceptional, (11 reviews)
"Michael is a great host. Check-in was super easy and the cabin is pretty clean:) "
United States
Bainan X.
The price is HK$1,020
HK$1,921 total
includes taxes & fees
22 Feb - 23 Feb
Mountainscape: Peaceful and Skiing Getaway. Pet-Friendly
Property grounds

"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing

"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing
Phoenicia
The price is HK$1,125
HK$2,223 total
includes taxes & fees
11 Feb - 12 Feb
"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing
Lobby

Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill

Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Catskill
10.0 out of 10, Exceptional, (12 reviews)
"Very comfortable home"
United States
Holly
The price is HK$1,086
HK$2,515 total
includes taxes & fees
11 Feb - 12 Feb
Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Interior

Spacious Cabin near Hunter & Windham Mountains - 5-25-minute drive - 6 Bedrooms

Spacious Cabin near Hunter & Windham Mountains - 5-25-minute drive - 6 Bedrooms
Windham
10.0 out of 10, Exceptional, (1 review)
"Great spacious property, inside and out. Great host, Communicative and organized. Special place."
United States
Bryan F.
The price is HK$17,580
HK$26,361 total
includes taxes & fees
23 Feb - 24 Feb
Spacious Cabin near Hunter & Windham Mountains - 5-25-minute drive - 6 Bedrooms
TV, video games

New! The Den on Denniston, with game room, movie theater, fire pit and more. Close To HITS Horse show & Hunter Mountain skiing

New! The Den on Denniston, with game room, movie theater, fire pit and more. Close To HITS Horse show & Hunter Mountain skiing
Saugerties
10.0 out of 10, Exceptional, (1 review)
"My wife and I spent an evening in this wonderful space and we couldn't have been more pleased! 10/10 would recommend."
United States
Lionel J.
The price is HK$1,441
HK$3,919 total
includes taxes & fees
18 Feb - 19 Feb
New! The Den on Denniston, with game room, movie theater, fire pit and more. Close To HITS Horse show & Hunter Mountain skiing
Exterior

PERFECT ESCAPE For Total Privacy, Rustic Modern Cabin, 15 Pvt. Ac, WiFi, Heat/AC

PERFECT ESCAPE For Total Privacy, Rustic Modern Cabin, 15 Pvt. Ac, WiFi, Heat/AC
Mt. Tremper
9.6 out of 10, Exceptional, (10 reviews)
"Wonderful spot to unwind and take a relaxing getaway."
United States
cheryll s.
The price is HK$1,477
HK$3,290 total
includes taxes & fees
16 Feb - 17 Feb
PERFECT ESCAPE For Total Privacy, Rustic Modern Cabin, 15 Pvt. Ac, WiFi, Heat/AC
TV, fireplace, offices

Hits Adjacent | Pet Friendly | Caraway Cottage

Hits Adjacent | Pet Friendly | Caraway Cottage
Saugerties
9.8 out of 10, Exceptional, (16 reviews)
"Great location, comfortable beds, clean and updated space."
United States
Carolyn S.
The price is HK$1,867
HK$3,686 total
includes taxes & fees
13 Feb - 14 Feb
Hits Adjacent | Pet Friendly | Caraway Cottage
TV, offices

Catskill Stay w/ Deck & Fire Pit

Catskill Stay w/ Deck & Fire Pit
Catskill
8.8 out of 10, Excellent, (3 reviews)
"we had a great stay at this house with a group of friends - rooms were comfortable and kitchen had a lot of things we needed for meals. "
United States
raquel p.
The price is HK$961
HK$3,181 total
includes taxes & fees
11 Feb - 12 Feb
Catskill Stay w/ Deck & Fire Pit
Terrace/patio

Modern & Cozy A-Frame 2BR + Loft, Firepit & Grill

Modern & Cozy A-Frame 2BR + Loft, Firepit & Grill
Catskill
10.0 out of 10, Exceptional, (2 reviews)
"AMAZING HOUSE FOR COUPKES AND 2 couples!!!! Amazing vibes and area. Host responds VERY quickly and is keen to help out all the time"
United States
Michael Z.
The price is HK$1,119
HK$3,031 total
includes taxes & fees
11 Feb - 12 Feb
Modern & Cozy A-Frame 2BR + Loft, Firepit & Grill
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

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

10/10 Excellent
"Great room. Good continental breakfast. "
Clayon 1-night trip
Posted 2 days ago
Hunter Lodge, a Bluebird by Lark

Find out more about East Windham

Search for holiday rentals in East Windham on Expedia! You can easily find your home rentals, villas, holiday apartments in East Windham using one of the methods below:

  • View our selection of featured holiday rentals in East Windham
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  • Enter your travel dates to view the best deals on holiday rentals in East Windham while they last

Look no further and take a look at our great range of rental properties in East Windham!

Frequently asked questions

Can I find a holiday rental in East Windham?

Yes, there are holiday rentals close to the most popular sights in East Windham, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers 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 holiday rentals that East Windham has to offer?

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores: This holiday home rental outside East Windham is located in the city centre, and offers a balcony, air conditioning and cable TV 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 wider area, you’ll find Catskill State Park and Hunter Mountain.

What’s a holiday rental in East Windham like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in East Windham. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a family trip.