
Holiday houses in Windham
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Top-rated holiday rentals in Windham
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for Windham holiday rentals
Other great holiday rentals in Windham
Guest favourite

Chalet in Windham
4.89 out of 5 average rating, 56 reviewsRustic Mountain view Cabin 5 mins to Ski Area!
Top Guest favourite

Cabin in Jewett
5 out of 5 average rating, 30 reviewsEverwylde | Stunning Retreat in the Mountains
Top Guest favourite

Home in Prattsville
4.98 out of 5 average rating, 58 reviewsScandi A-Frame w/Hot Tub & Sauna
Top Guest favourite

Home in Hensonville
4.97 out of 5 average rating, 31 reviewsRenovated Home in Prime Windham Location
Top Guest favourite

Townhouse in Windham
5 out of 5 average rating, 10 reviewsAll-Season Condo-Ski Windham | Pool | Hike | Fish
Guest favourite

Home in Windham
4.95 out of 5 average rating, 58 reviewsThe Hensonville Honeypot- HotTub/Game Room/Bikes
Top Guest favourite

Home in East Jewett
4.98 out of 5 average rating, 46 reviewsCreekside Couple's Retreat w/Hot tub, Sauna & More
Guest favourite

Home in Windham
4.95 out of 5 average rating, 40 reviewsWindham MtView House•2 Mins to Main•Hike & Swim
Quick stats about holiday rentals in Windham
Total rentals
160 properties
Nightly prices starting at
$123 AUD before taxes and fees
Total number of reviews
6.2K reviews
Family-friendly rentals
150 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
30 properties have a pool
Destinations to explore
- Hudson Valley Holiday rentals
- Pocono Mountains Holiday rentals
- East River Holiday rentals
- New York Holiday rentals
- Plainview Holiday rentals
- Long Island Holiday rentals
- The Hamptons Holiday rentals
- Jersey Shore Holiday rentals
- Boston Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Montreal Holiday rentals
- Ski-in/ski-out rentals Windham
- Rentals with outdoor seating Windham
- Rentals with a patio Windham
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- Rentals with a washing machine and dryer Windham
- Rentals with a hot tub Windham
- Chalet rentals Windham
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- Rentals with pools Windham
- Cabin rentals Windham
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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