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Cottages in Windham

Streamside Cottage Half Mile to Town of Woodstock
Property grounds

Streamside Cottage Half Mile to Town of Woodstock

10.0 out of 10, Exceptional, (246)
"A beautiful quiet setting! "
$301 nightly
The price is $337
Sep 2 - Sep 3
Total includes taxes and fees
Streamside Cottage Half Mile to Town of Woodstock
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
Set amidst a serene wooded area, this two-story house offers a retreat with a well-manicured lawn and a small deck.

Junebug Cottage: peace, love and privacy a short walk to Woodstock village green

10.0 out of 10, Exceptional, (71)
"We were in Woodstock for a wedding. Junebug Cottage was perfect for our stay! "
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
Rose Cottage
Situated in a forested area, this cabin features a simple design with a flat roof and a front porch with a railing, perfect for outdoor dining and grilling.

Rose Cottage

9.6 out of 10, Exceptional, (5)
"It's so peaceful there. It was lovely."
Rose Cottage
Private Home ~ All Yours ~ In town ~ fenced in yard ~ Hot Tub ~ Pets welcome!
Experience serenity in this traditional Tibetan temple, featuring a central statue surrounded by ornate decorations and prayer flags.

Private Home ~ All Yours ~ In town ~ fenced in yard ~ Hot Tub ~ Pets welcome!

9.8 out of 10, Exceptional, (116)
"The location was exceptional, close to restaurants and shops, quiet neighborhood, comfortable bed and the house was well stocked with everything you’d need."
Private Home ~ All Yours ~ In town ~ fenced in yard ~ Hot Tub ~ Pets welcome!
Romantic cottage with hot tub . Close to hiking and breweries . Pet friendly!
Relax in a serene hot tub surrounded by lush greenery and an outdoor space.

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

9.8 out of 10, Exceptional, (18)
"cute fun place. loved the hot tub "
Romantic cottage with hot tub . Close to hiking and breweries . Pet friendly!
Charming Artist's Retreat
Exterior

Charming Artist's Retreat

9.8 out of 10, Exceptional, (140)
"Enjoyed our stay!"
Charming Artist's Retreat
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!
Relax in this inviting living room with a bookshelf, sofas, and a coffee table.

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!
TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage
Enjoy outdoor dining or relaxation on the upper-floor balcony overlooking a beautifully maintained garden.

TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage

10.0 out of 10, Exceptional, (166)
"The hosts had thought of everything to make our stay comfortable - lovely bright rooms, well stocked kitchen, plush linens and towels, within walking distance of all restaurants and shops and a beautiful stream and lawn outside! Excellent!"
TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage
Charming Cottage in Private Lake Community (Pet-Friendly!)
Fully equipped kitchen with refrigerator, microwave, oven, sink, and window.

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!)
Charming Cottage in the Heart of Catskill & Pet Friendly
Enjoy outdoor dining at The New York Restaurant with tables and chairs set amidst lush greenery.

Charming Cottage in the Heart of Catskill & Pet Friendly

10.0 out of 10, Exceptional, (14)
"Really enjoyed my stay! Very thoughtful host. "
Charming Cottage in the Heart of Catskill & Pet Friendly
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Two houses nestled among lush greenery, surrounded by a park with a play structure.

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

9.0 out of 10, Wonderful, (42)
"This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation."
$275 nightly
The price is $308
Aug 24 - Aug 25
Total includes taxes and fees
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Country Cottage with beautiful views and easy access to Catskills activities.
Cozy cabin with a porch, featuring a front door, window, and chimney, surrounded by a grassy lawn and stone pathway.

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

10.0 out of 10, Exceptional, (10)
"Great spot!"
$159 nightly
The price is $178
Aug 18 - Aug 19
Total includes taxes and fees
Country Cottage with beautiful views and easy access to Catskills activities.
4 Mi to Dtwn Catskill: Mtn-view Home
House (4 Bedrooms) | Interior

4 Mi to Dtwn Catskill: Mtn-view Home

3.0 star property
4 Mi to Dtwn Catskill: Mtn-view Home
TOP-RATED! Pristine style+romantic luxury+firepit+walk to town=Brook Cottage Too
Situated on a corner of Old Forge Rd. and Mill Hill Rd., this traditional building offers a charming garden setting.

TOP-RATED! Pristine style+romantic luxury+firepit+walk to town=Brook Cottage Too

10.0 out of 10, Exceptional, (119)
"The property was lovely, and the perfect location. Chelsea was great to work with!"
TOP-RATED! Pristine style+romantic luxury+firepit+walk to town=Brook Cottage Too
ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi
Enjoy al fresco dining on the deck surrounded by a serene forest.

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
Mountain Views & Brook Access: Home in Arkville!
House (3 Bedrooms) | Interior

Mountain Views & Brook Access: Home in Arkville!

3.0 star property
Mountain Views & Brook Access: Home in Arkville!
Cabin 4 Mi to Belleayre Mountain: Ski, Hike & Fish
Enjoy a spacious room with a high ceiling, dining area, and large window offering a view of the outdoors.

Cabin 4 Mi to Belleayre Mountain: Ski, Hike & Fish

3.0 star property
10.0 out of 10, Exceptional, (1)
"We had a great time during our stay. The house was nicely setup. We would go back again."
Cabin 4 Mi to Belleayre Mountain: Ski, Hike & Fish
Pet-Friendly Catskills Retreat: Fire Pit & Deck!
Enjoy a peaceful retreat with a view of the surrounding greenery from the large windows.

Pet-Friendly Catskills Retreat: Fire Pit & Deck!

10.0 out of 10, Exceptional, (2)
"An adorable little getaway in a beautiful part of NY. Stayed here for a couple of days with my partner. The house is cozy and cute! Not too far away from stores and restaurants. Really close to hiking and other such things. We loved our stay!"
Pet-Friendly Catskills Retreat: Fire Pit & Deck!
Modern Cottage with Private Pond, Spa and Views
Relax on the deck with a view of the surrounding mountains and lush greenery.

Modern Cottage with Private Pond, Spa and Views

9.0 out of 10, Wonderful, (11)
"Loved this place! Will definitely come back!"
Modern Cottage with Private Pond, Spa and Views
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
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 Windham Hotel Reviews

Postcard Cabins Eastern Catskills

Postcard Cabins Eastern Catskills

10/10 Excellent
"Very happy it was amazing ❤️"
Elvis 2-night trip
Posted 13 hours ago
Postcard Cabins Eastern Catskills