
Cottage vacation rentals in Windham
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Top-rated cottage rentals in Windham
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Windham cottage rentals
Cottage rentals with a hot tub

Charming Mtn Stay | Views, Hot Tub, Prime Location

Sip & Soak in the Heart of the Catskills

Tranquil Cottage in Catskill/Roxbury w/ Hot tub

Country Cottage w/ HOT TUB & Views

Hot Tub & Chic Catskills Woodstock Design Retreat

West Kill Cabin W/Hot Tub Art Flick's Mom's House

Relax in Hot Tub under Catskill Stars

Ashokan ArtHaus, Private Hot Tub, Wags Welcome!
Pet-friendly cottage rentals

Hudson Valley Cottage

Charming creekside cottage in Phoenicia

🌟Riverfront Cottage W/2 Bedrooms Catskills 🌟

Evergreen Escape - Woodsy Artistic Retreat

The Kaaterskill Cottage - views of Hunter Mtn!

Mountain views, mid-century style! 1 mile to town.

Cottage on the creek with wonderful waterfall view

Cozy Catskills Reteat with Geothermal Heat
Private cottage rentals

Catskills Stream-side Home Hike & Relax

Peace Cottage

Kayak, pet a Highland cow, have dinner in Hudson!

Woodstock Dog Friendly Cozy Cottage in Town + Yard

Cozy Catskills Cottage with Mountain Views

Chic cottage retreat: Saugerties/Woodstock & HITS.

Clausterhaus

Hidden Pines - Downtown Woodstock by Millstream!
Destinations to explore
- Plainview Vacation rentals
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- Rentals with a fireplace Windham
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- House rentals Windham
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- Cottage rentals Greene County
- Cottage rentals New York
- Cottage rentals United States
- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- John Boyd Thacher State Park
- Howe Caverns
- The Kartrite Resort & Indoor Waterpark
- Glimmerglass State Park
- Resorts World Catskills
- Bash Bish Falls State Park
- Zoom Flume
- Walkway Over the Hudson State Historic Park
- Catamount Mountain Ski Resort
- Windham Mountain
- Norman Rockwell Museum
- Taconic State Park
- Plattekill Mountain
- Opus 40
- Hunter Mountain Resort
- Albany Center Gallery
- Berkshire Botanical Garden
- Peebles Island State Park
- Hancock Shaker Village
- Huck Finn’s Playland, Albany
- Pineridge Cross Country Ski Area