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 Hunter
4.99 out of 5 average rating, 112 reviewsEmbrace Hunter Mountain in style
Jan 6 – 13
Home in Jewett
4.79 out of 5 average rating, 102 reviewsTwin Cabin I- Hot Tub & Fireplace Hiking Retreat
Jul 20 – 27
Home in Jewett
4.81 out of 5 average rating, 114 reviewsCozy Cabin Retreat with Hot Tub & Fire Pit
Aug 9 – 16
Home in Hunter
4.99 out of 5 average rating, 125 reviewsMountain Magic awaits you!
Sep 26 – Oct 3
Home in Catskill
4.96 out of 5 average rating, 136 reviewsHEAVEN ON EARTH - Hudson Riverfront Home
Sep 26 – Oct 3
Home in Windham
4.87 out of 5 average rating, 127 reviewsLive the Slow Life at an All-Season Mountain Escape
May 10 – 17
Home in Round Top
4.96 out of 5 average rating, 161 reviewsEscape in the Catskills w/hottub
May 28 – Jun 4
Home in Roxbury
4.99 out of 5 average rating, 225 reviewsCharming Cottage on 12 Secluded Acres + Hot Tub
Sep 2 – 9
House rentals with free parking
Home in Roxbury
4.96 out of 5 average rating, 103 reviewsMountain and tree view cabin on 12 private acres
Dec 27 – Jan 3
Home in Woodstock
4.94 out of 5 average rating, 271 reviewsWoodstock Historic Artist Estate - The Pond House
Mar 18 – 25
Home in Shandaken
4.97 out of 5 average rating, 119 reviewsBalsam Mountain House
Nov 5 – 12
Home in Durham
4.95 out of 5 average rating, 20 reviewsCharming retreat near Windham NY
Jan 6 – 13
Home in Hensonville
4.8 out of 5 average rating, 5 reviewsThe Happy Hideaway
Jun 10 – 17
Home in Windham
4.96 out of 5 average rating, 54 reviewsThe Ski Ranch – 5min from Windham Mountain
May 13 – 20
Home in Gilboa
4.86 out of 5 average rating, 42 reviewsGreat for hunters-skiers-hikers close to Windham
Aug 21 – 28
Home in Windham
4.85 out of 5 average rating, 13 reviewsThe Lost Toboggan
Sep 18 – 25
House rentals with a pool
Home in Prattsville
4.91 out of 5 average rating, 125 reviewsLuxury Retreat in Lexington
Jun 21 – 28
Home in Hunter
4.92 out of 5 average rating, 158 reviewsCharming cabin with Hunter Mountain views
May 21 – 28
Home in Ghent
4.87 out of 5 average rating, 271 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
Jan 1 – 8
Home in Woodstock
4.91 out of 5 average rating, 212 reviewsJapanese Teahouse & Onsen, outside shower, tennis
Sep 27 – Oct 4
Home in Hudson
4.93 out of 5 average rating, 227 reviewsCasa Luna Country Retreat with Pool, Hudson, NY
Sep 13 – 20
Home in Catskill
4.93 out of 5 average rating, 164 reviewsThe Grandview | Catskill, NY
Jun 24 – Jul 1
Home in Catskill
4.95 out of 5 average rating, 175 reviewsDaydream Mountain Art-Chateau '73 | I ❤️ Catskill
Jun 14 – 21
Home in Saugerties
5.0 out of 5 average rating, 132 reviewsUpstate Modern Scandinavian Barn in the Catskills
Sep 17 – 24
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
ﺩ.ﺇ514 before taxes and fees
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