
House vacation rentals in Windham
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Top-rated house rentals in Windham
Guests agree: these houses 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 house rentals
House rentals with a pool

Shaggerties - fun cozy catskill mountain getaway

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

4Br Mountain Brook House on 130 acres w/ trails

Modern Barn on 12 acres w Sauna, FirePit+swimming

Hawk View

Upstate Modern Scandinavian Barn in the Catskills

Pool*Hot Tub*Pirate Ship*Fire Pit*Luxury Farmhouse

Peace & Privacy - High Falls (hot tub & salt pool)
Weekly house rentals

EAT, DRINK, PLAY ... and Relax in Windham

Scenic Mountain Retreat • Hot Tub & Fireplace

Chalet with HotTub 5 min to Windham, 15 min Hunter

Arcade|Music|BBQ|Fire Pit|Acres|Batavia House!

The Ski Ranch – 5min from Windham Mountain

Creekside Lodge

Luxury Retreat Experience Modern Mountain Hideaway

Private 5 acre Windham Mountain Ski Retreat
Private house rentals

Windham Villa - 6 bedrooms, movie room, hot tub

Windham Farmhouse Escape

Walk to town | 2 Mins to Ski | Windham Mill House

4 Bdrm Home w/Hot Tub + Mtn. Views @Hotel Vienna

Windham Mountain View Chalet

6-Acres Lux Oasis with 3BR/2BA - Hunter Mnt Views

Bearadise-Hunter/Windham - Hot Tub (Equipped)

CreeksideHome, 2-5min to Ski,Hiking,Lake,Cafe&Bars
Quick stats about house rentals in Windham
Total rentals
80 properties
Nightly prices starting at
$191 CAD before taxes and fees
Total number of reviews
2.5K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool
Destinations to explore
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- Hunter Mountain
- Minnewaska State Park Preserve
- Belleayre Mountain Ski Center
- Howe Caverns
- The Kartrite Resort & Indoor Waterpark
- Glimmerglass State Park
- John Boyd Thacher State Park
- Taconic State Park
- Resorts World Catskills
- Albany Center Gallery
- Zoom Flume
- Walkway Over the Hudson State Historic Park
- Bash Bish Falls State Park
- Catamount Mountain Ski Resort
- Norman Rockwell Museum
- Windham Mountain
- Hancock Shaker Village
- Opus 40
- Pineridge Cross Country Ski Area
- Naumkeag
- Hunter Mountain Resort
- Butternut Ski Area and Tubing Center
- Thaddeus Hait Farm
- Plattekill Mountain