Search East Windham Cottage Rentals from CA $136

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Check prices for these dates

Next weekend
Aug 15 - Aug 17
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Aug 22 - Aug 24
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Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select East Windham Cottages

Romantic cottage with hot tub . Close to hiking and breweries . Pet friendly!
Experience the charm of Pinewood Inn, featuring a covered porch and a cozy gazebo.

Romantic cottage with hot tub . Close to hiking and breweries . Pet friendly!

9.8 out of 10, Exceptional, (18)
"Had a wonderful "
Romantic cottage with hot tub . Close to hiking and breweries . Pet friendly!
Charming Cottage in Private Lake Community (Pet-Friendly!)
Experience rural living at this serene farmstead, surrounded by open fields and a simple, functional architecture.

Charming Cottage in Private Lake Community (Pet-Friendly!)

10.0 out of 10, Exceptional, (31)
"We enjoyed ourselves,relaxed,visited had a very enjoyable bisit"
Charming Cottage in Private Lake Community (Pet-Friendly!)
Rose Cottage
Escape to a serene cabin nestled in a wooded area, surrounded by lush greenery and a charming front porch.

Rose Cottage

9.6 out of 10, Exceptional, (5)
"It's so peaceful there. It was lovely."
Rose Cottage
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!
Traditional architecture meets serene gardens in this charming two-story building with a welcoming porch.

NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!

9.8 out of 10, Exceptional, (134)
"We had a marvelous visit!"
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!
The Cabin at Chichester in the Catskills Mountains
Situated in a serene landscape, this charming home offers a peaceful retreat.

The Cabin at Chichester in the Catskills Mountains

9.8 out of 10, Exceptional, (185)
"This is a great little cottage! It’s super clean and has everything you need and plenty of space inside and out. Host was terrific to deal with and made the process seamless and simple. Would definitely stay here again as a great place to stay while enjoying all the area has to offer!! "
The Cabin at Chichester in the Catskills Mountains
Charming Artist's Retreat
Exterior

Charming Artist's Retreat

9.8 out of 10, Exceptional, (140)
"Enjoyed our stay!"
Charming Artist's Retreat
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
Enjoy al fresco dining on the deck with a barbecue grill and comfortable seating.

Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn

9.6 out of 10, Exceptional, (17)
"We loved the stay at this cabin."
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
4 Mi to Dtwn Catskill: Mtn-view Home
House (4 Bedrooms) | Front of property

4 Mi to Dtwn Catskill: Mtn-view Home

3.0 star property
4 Mi to Dtwn Catskill: Mtn-view Home
ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi
Escape to a secluded cabin surrounded by tall trees and a gravel path, offering a peaceful retreat.

ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi

10.0 out of 10, Exceptional, (80)
"This was just what we were looking for. The host was very quick to respond to any of my questions. We enjoyed the location and all the amenities. The outdoor grill, outdoor firepit and inside fireplace were enjoyed and it was a nice bonus that there was plenty of firewood."
ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi
THE HIDDEN COTTAGE Private, Relaxing, Great Location, Has Everything You Need
Cozy cabin with a central double door and two smaller windows, set amidst a serene natural landscape.

THE HIDDEN COTTAGE Private, Relaxing, Great Location, Has Everything You Need

9.0 out of 10, Wonderful, (8)
"We really enjoyed our stay and will definitely come back. Highly recommended!"
THE HIDDEN COTTAGE Private, Relaxing, Great Location, Has Everything You Need
Hits Adjacent | Pet Friendly | Caraway Cottage
Cozy single-story house with a gabled roof, featuring a front door with glass panels and a small window above.

Hits Adjacent | Pet Friendly | Caraway Cottage

10.0 out of 10, Exceptional, (9)
"It was super cozy and very comfortable. It really is a lovely cottage. Perfect getaway. "
The price is CA $303
CA $627 total
includes taxes & fees
Aug 31 - Sep 1
Hits Adjacent | Pet Friendly | Caraway Cottage
Catskills Mtn Retreat w/ Panoramic View & Fire Pit
House (3 Bedrooms) | Interior

Catskills Mtn Retreat w/ Panoramic View & Fire Pit

3.0 star property
Catskills Mtn Retreat w/ Panoramic View & Fire Pit
Cozy Cottage with Stunning Mountain Views
Situated in a peaceful natural setting, this house features a small lawn and a wooden deck.

Cozy Cottage with Stunning Mountain Views

10.0 out of 10, Exceptional, (95)
"Great location only 15 minutes from Belleayre. Paul was a great host and checked in with us to make sure everything was ok. Beautiful mountain views. "
Cozy Cottage with Stunning Mountain Views
Saugerties Cottage - relaxing home in nature, close to downtown, HITS & hikes
Stroll up to the inviting front porch and enter through the main entrance.

Saugerties Cottage - relaxing home in nature, close to downtown, HITS & hikes

10.0 out of 10, Exceptional, (5)
"quiet sanctuary close to Woodstock and saugerties"
Saugerties Cottage - relaxing home in nature, close to downtown, HITS & hikes
Modern Country Cottage
Stroll up the charming porch to this two-story home, surrounded by a beautifully maintained garden with vibrant flowering bushes.

Modern Country Cottage

10.0 out of 10, Exceptional, (2)
Modern Country Cottage
Country Cottage with beautiful views and easy access to Catskills activities.
Situated in a wooded area, this charming cottage features a gravel path leading to the front door, a wooden deck with outdoor seating, and a sign reading 'The Cottage'.

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

10.0 out of 10, Exceptional, (10)
"Great spot!"
The price is CA $136
CA $245 total
includes taxes & fees
Aug 18 - Aug 19
Country Cottage with beautiful views and easy access to Catskills activities.
Tiny House on Walnut Grove
Guests can enjoy a warm welcome at this charming B&B, where a cozy porch beckons with a bench and a sign.

Tiny House on Walnut Grove

2.0 star property
4.0 out of 10, (1)
The price is CA $180
CA $350 total
includes taxes & fees
Aug 14 - Aug 15
Tiny House on Walnut Grove
Charming Cottage Rental Near Woodstock Heated Pool, Fire Pit, Screened Porch
Relax by the serene pool surrounded by lush greenery and tall trees.

Charming Cottage Rental Near Woodstock Heated Pool, Fire Pit, Screened Porch

9.0 out of 10, Wonderful, (6)
"Beautiful property. The guest house is tucked back behind the main house with good privacy and separate entrance to the pool. The guest house has everything you need. The huge screened in porch was the highlight for me!"
Charming Cottage Rental Near Woodstock Heated Pool, Fire Pit, Screened Porch
Catskills Home, 5 Mins to Windham Mtn Resort!
House (2 Bedrooms) | Interior

Catskills Home, 5 Mins to Windham Mtn Resort!

3.0 star property
10.0 out of 10, Exceptional, (4)
"This place was awesome. Very clean, nicely appointed, very welcoming. Highly recommend and would definitely stay again. Only downside is that it is a second floor unit and the stairs are a little steep but still totally worth it "
Catskills Home, 5 Mins to Windham Mtn Resort!
Modern Cottage 1 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham
Cozy living area with a stone fireplace, wooden bench, and dining table.

Modern Cottage 1 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham

9.2 out of 10, Wonderful, (9)
"Definitely enjoyed my stay at the Lorca. It was clean, neat and tidy and was close to Belleayre. Peakamoose restaurant served an amazing dinner apres ski. Available grill and firepit provided a perfect getaway long weekend for us."
Modern Cottage 1 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham
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

The Colonial Motel

The Colonial Motel

10/10 Excellent
"First time in NY and loved this stay. Even though it was one night I slept like a baby. Favorite thing was the confortable bed and pillows. Absolutely loved the sheets and cover. Truly felt at home. Plus Josh, was very friendly and made us feel really welcomed! "
Adriele 1-night trip
Posted 15 hours ago
The Colonial Motel