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 hot tub
Home in Jewett
4.96 out of 5 average rating, 156 reviewsLast minute deal! BBQ hut, She shed, Pizza oven
Home in Catskill
4.96 out of 5 average rating, 136 reviewsHEAVEN ON EARTH - Hudson Riverfront Home
Home in Jewett
4.79 out of 5 average rating, 102 reviewsTwin Cabin I- Hot Tub & Fireplace Hiking Retreat
Home in Hunter
4.99 out of 5 average rating, 125 reviewsMountain Magic awaits you!
Home in Jewett
4.81 out of 5 average rating, 114 reviewsCozy Cabin Retreat with Hot Tub & Fire Pit
Home in Windham
4.87 out of 5 average rating, 127 reviewsLive the Slow Life at an All-Season Mountain Escape
Home in Roxbury
4.99 out of 5 average rating, 225 reviewsCharming Cottage on 12 Secluded Acres + Hot Tub
Home in Round Top
4.96 out of 5 average rating, 161 reviewsEscape in the Catskills w/hottub
House rentals with free parking
Home in Woodstock
4.98 out of 5 average rating, 101 reviewsWoodstock Historic Artist Estate- The Museum House
Home in Shandaken
4.97 out of 5 average rating, 119 reviewsBalsam Mountain House
Home in Catskill
4.99 out of 5 average rating, 135 reviewsAthens, NY House - 1 Bedroom "Want to Get Away"?
Home in Durham
4.95 out of 5 average rating, 20 reviewsCharming retreat near Windham NY
Home in Hensonville
4.83 out of 5 average rating, 6 reviewsThe Happy Hideaway- 2
Home in Windham
4.96 out of 5 average rating, 54 reviewsThe Ski Ranch – 5min from Windham Mountain
Home in Windham
4.92 out of 5 average rating, 59 reviewsModern Ski House Minutes From The Slopes
Home in Gilboa
4.86 out of 5 average rating, 42 reviewsGreat for hunters-skiers-hikers close to Windham
House rentals with a pool
Home in Prattsville
4.91 out of 5 average rating, 125 reviewsLuxury Retreat in Lexington
Home in Hunter
4.92 out of 5 average rating, 158 reviewsCharming cabin with Hunter Mountain views
Home in Saugerties
4.96 out of 5 average rating, 150 reviewsLux 1800's renovated farmhouse w/hot tub+pool
Home in Ghent
4.87 out of 5 average rating, 271 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
Home in Kerhonkson
4.94 out of 5 average rating, 325 reviewsCountry House: Rustic Charm With Modern Feel
Home in Woodstock
4.91 out of 5 average rating, 211 reviewsJapanese Teahouse & Onsen, outside shower, tennis
Home in Hudson
4.93 out of 5 average rating, 227 reviewsCasa Luna Country Retreat with Pool, Hudson, NY
Home in Saugerties
5.0 out of 5 average rating, 132 reviewsUpstate Modern Scandinavian Barn in the Catskills
Quick stats about house rentals in Windham
Total rentals
70 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
70 properties are a good fit for families
Total number of reviews
2.2K reviews
Nightly prices starting at
$140 before taxes and fees
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- Family travel hub Tips and inspiration
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