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Compare 122 Cottages in East Windham with updated reviews, rates, and availability.

Charming Artist's Retreat
10.0 out of 10, Exceptional, (124)
"We had a lovely time relaxing at Maureen’e cottage for the weekend. Sitting in the garden, taking in the mountain view, and listening to the surrounding wildlife was the perfect respite from hectic city life. As artists, we felt right at home among the artwork and vintage treasures around the house. We enjoyed a hearty breakfast at the Village Diner, and loved exploring the Saugerties Lighthouse Trail - only ten minutes away! Thank you Maureen for a wonderful stay. - Dave and Alie"
Charming Artist's Retreat
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!
9.8 out of 10, Exceptional, (129)
"The location was perfect. The history of the residence fascinating. The hosts most accommodating. We had a problem that was quickly attended to and solved. Everything we needed was on hand and our dog loved walking about in the yard. Elder visitors alert: the top step is tough to negotiate, but we did."
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!
Loblolly Cottage - Enchanting Retreat set among towering pines.
10.0 out of 10, Exceptional, (34)
"Finally, we can rave about a home rental!! Loblolly is a quaint cabin with all of the amenities you could wish for. We cancelled dinner reservations twice because we just wanted to bring in food and enjoy the stay. Relaxing on the hammock with the firepit and outdoor kitchen was superb! Very clean, cozy and private. The homeowner lives next door but the backyard is secluded so we didn’t see him other than check-in. He checked in to be sure we had everything we needed. Otto’s Market is right up...
Loblolly Cottage - Enchanting Retreat set among towering pines.
The Cabin at Chichester in the Catskills Mountains
9.8 out of 10, Exceptional, (169)
"That was the good stay. We enjoy it"
The Cabin at Chichester in the Catskills Mountains
Charming Cottage in Private Lake Community (Pet-Friendly!)
9.8 out of 10, Exceptional, (20)
"Cute cottage in upstate New York. Clean and stocked with the basics made it a great choice for our quick trip. Easy to find. Lovely yard with fire pit and grill. We did not have any questions or concerns but the hosts sent clear check in/out info. Highly recommend! "
Charming Cottage in Private Lake Community (Pet-Friendly!)
Country Cottage with beautiful views and easy access to Catskills activities.
10.0 out of 10, Exceptional, (5)
"My daughter and I stayed in this adorable little cottage while she was showing at Hits. Great location and only 6 minutes from the show grounds!"
The price is SAR 413
SAR 662 total
includes taxes & fees
7 Oct - 8 Oct
Country Cottage with beautiful views and easy access to Catskills activities.
Charming Cottage in the Heart of Catskill & Pet Friendly
10.0 out of 10, Exceptional, (10)
"We loved everything about this stylish and super clean cottage! The decor is lovely, it is well stocked with everything you need, and is in a quiet neighborhood, perfect for dog walking. We walked each morning up the hill to the convent and enjoyed looking at the older homes and gardens. You could walk into town from this place but we drove and parked along the street. There is a waterfront park nearby too. The hosts were wonderful and provided such clear instructions. The house looks completely...
Charming Cottage in the Heart of Catskill & Pet Friendly
THE HIDDEN COTTAGE Private, Relaxing, Great Location, Has Everything You Need
9.6 out of 10, Exceptional, (4)
"We really enjoyed our stay and will definitely come back. Highly recommended!"
THE HIDDEN COTTAGE Private, Relaxing, Great Location, Has Everything You Need
Rose Cottage
10.0 out of 10, Exceptional, (2)
"It's so peaceful there. It was lovely."
Rose Cottage
Catskill Cottage, Walk to Downtown & River Views
10.0 out of 10, Exceptional, (5)
"We rented the cottage "
The price is SAR 544
SAR 818 total
includes taxes & fees
24 Oct - 25 Oct
Catskill Cottage, Walk to Downtown & River Views
Experience Peace in this Beautiful country cottage nestled beneath the mountains
10.0 out of 10, Exceptional, (2)
"I have nothing but wonderful things to say about the property, my stay and Bridget. Inside anything you might need is right there for you. The beds are very comfy and the energy is warm and inviting. The outside is so well thought out! The firepit is perfect there is lots of room for games and fun! Plenty of wood and privacy makes for lots of outdoor fun! The deck was a favorite spot for me, so comfy and catching the morning sun on the couch is delightful! I cannot recommend this little gem...
The price is SAR 559
SAR 1,328 total
includes taxes & fees
24 Sep - 25 Sep
Experience Peace in this Beautiful country cottage nestled beneath the mountains
Modern Country Cottage
10.0 out of 10, Exceptional, (2)
"We were looking for a quiet getaway and found it! The house is updated, immaculate and fully appointed. It is well laid out with very comfortable furniture. There is a deck with a forest and a pond in the backyard, and a short walk through the forest to a creek. Very peaceful, with things to do in the area."
Modern Country Cottage
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
9.8 out of 10, Exceptional, (13)
"The cabin was airy and lovely. The back deck was awesome in the afternoon and into the evening. Would stay here again."
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi
10.0 out of 10, Exceptional, (72)
"Charming cottage situated in the woods, close to main road, but not so close as to be bothered by road noise. it was clean and well-stocked and would definitely stay there again."
ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi
Sunset Cottage: 3 bedrooms, sleeps 6, views, pet friendly, firepit, media room!
9.8 out of 10, Exceptional, (6)
"Our family of four stayed here for the weekend after picking up our daughter from Hawthorne Valley Farm Camp, and this property was perfect for us! The home was immaculate and cool when we arrived. Rudy communicated a few days ahead of time about an issue with the fridge and provided coolers and ice for us to use. We loved eating dinner out on the porch and playing board games down in the media room. The beds were clean and comfortable without being too soft. It made a huge difference that our...
Sunset Cottage: 3 bedrooms, sleeps 6, views, pet friendly, firepit, media room!
Modern Cottage 1 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham
9.0 out of 10, Wonderful, (8)
"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
Romantic cottage w/hot tub . Close to skiing and breweries . Pet friendly!
10.0 out of 10, Exceptional, (6)
"Pro: spacious studio with high ceilings, private and quiet surroundings, well-stocked kitchen and bath, friendly host (Kerry), rustic theme suited me just fine. Con: can be difficult to find at night (no street lights), might be time to upgrade the electrical wiring that relies on several extension cords."
Romantic cottage w/hot tub . Close to skiing and breweries . Pet friendly!
Magical cottage in the Woodstock woods with with heated pool and firepit
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!"
Magical cottage in the Woodstock woods with with heated pool and firepit
Saugerties Cabin Rental w/ Fire Pit & Creek Access
3.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful, clean and peaceful property close to all the hikes we wanted to do. Deer in the yard evening & morning. We also saw small, cotton tale rabbits. "
Saugerties Cabin Rental w/ Fire Pit & Creek Access
Cozy Getaway: King bed/ Game Room/ Out Door Patio
9.6 out of 10, Exceptional, (11)
"If you're planning a getaway trip just for a weekend or for a few days. This home is perfect. My family and I enjoyed our stay here for the weekends, it was quiet and a bit isolated. Place is clean and organized. Loved the binder they left with things to do and contact information for emergency. Would definitely stay here again during the summer."
Cozy Getaway: King bed/ Game Room/ Out Door Patio
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Other property types in East Windham

Tuscan Year Round Beauty - Pickleball Court
10.0 out of 10, Exceptional, (94)
"Rick was an amazing host and the property exceeded expectations and the views are amazing. Well worth it. "
Tuscan Year Round Beauty - Pickleball Court
Romantic sky loft with steam shower/giant tub. Minutes to the slopes.
10.0 out of 10, Exceptional, (13)
"We really enjoyed our stay at the loft! We went to see a show at the Bearsville Theater in Woodstock and this place was under 20 mins from the venue. Very comfortable king size bed, loved the rustic boho vibes. The bathroom was a dream, highly recommend indulging in the steam shower and doing a cold tub plunge afterwards! Overall this was a beautiful spot tucked in the mountains and we can’t wait to come back and check out the town that’s just a short walk down the road."
Romantic sky loft with steam shower/giant tub. Minutes to the slopes.
THE LAKEFRONT RETREAT - SKI, RIDE, GOLF, BIKE, HIKE
10.0 out of 10, Exceptional, (85)
"Each year we go on vacation with our daughter, son in law and his family. We are a group of 12 and loved this lake house. We all want to make this our yearly trip. Great place"
The price is SAR 1,501
SAR 2,661 total
includes taxes & fees
14 Oct - 15 Oct
THE LAKEFRONT RETREAT - SKI, RIDE, GOLF, BIKE, HIKE
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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