House vacation rentals in Windham
Find and book unique houses on Airbnb
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
Sep 11 – 18
Home in Jewett
4.96 out of 5 average rating, 156 reviewsLast minute deal! BBQ hut, She shed, Pizza oven
Aug 1 – 8
Home in Jewett
4.81 out of 5 average rating, 114 reviewsCozy Cabin Retreat with Hot Tub & Fire Pit
Aug 3 – 10
Home in Catskill
4.96 out of 5 average rating, 135 reviewsHEAVEN ON EARTH - Hudson Riverfront Home
Jan 21 – 28
Home in Hunter
4.99 out of 5 average rating, 124 reviewsMountain Magic awaits you!
Aug 28 – Sep 4
Home in Windham
4.87 out of 5 average rating, 127 reviewsLive the Slow Life at an All-Season Mountain Escape
Nov 15 – 22
Home in Jewett
4.79 out of 5 average rating, 102 reviewsTwin Cabin I- Hot Tub & Fireplace Hiking Retreat
Jul 18 – 25
Home in Round Top
4.96 out of 5 average rating, 161 reviewsEscape in the Catskills w/hottub
Jul 7 – 14
House rentals with free parking
Home in Woodstock
4.94 out of 5 average rating, 268 reviewsWoodstock Historic Artist Estate - The Pond House
Nov 21 – 28
Home in Shandaken
4.97 out of 5 average rating, 118 reviewsBalsam Mountain House
Nov 9 – 16
Home in Roxbury
5.0 out of 5 average rating, 125 reviewsPrivate 3BR escape w/ sweeping Mt Views & Firepit!
Apr 9 – 16
Home in Durham
4.95 out of 5 average rating, 20 reviewsCharming retreat near Windham NY
Sep 24 – Oct 1
Home in Hensonville
4.83 out of 5 average rating, 6 reviewsThe Happy Hideaway- 2
Jun 27 – Jul 4
Home in Windham
4.96 out of 5 average rating, 54 reviewsThe Ski Ranch – 5min from Windham Mountain
Aug 19 – 26
Home in Prattsville
4.92 out of 5 average rating, 39 reviewsPrivate Catskill Mountain Retreat
Dec 7 – 14
Home in Windham
4.83 out of 5 average rating, 12 reviewsThe Lost Toboggan
May 2 – 9
House rentals with a pool
Home in Prattsville
4.91 out of 5 average rating, 125 reviewsLuxury Retreat in Lexington
Dec 29 – Jan 5
Home in Saugerties
4.96 out of 5 average rating, 150 reviewsLux 1800's renovated farmhouse w/hot tub+pool
Oct 17 – 24
Home in Ghent
4.87 out of 5 average rating, 270 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
Mar 18 – 25
Home in Hunter
4.92 out of 5 average rating, 158 reviewsCharming cabin with Hunter Mountain views
Jun 21 – 28
Home in Woodstock
4.91 out of 5 average rating, 210 reviewsJapanese Teahouse & Onsen, outside shower, tennis
Nov 9 – 16
Home in Saugerties
5.0 out of 5 average rating, 132 reviewsUpstate Modern Scandinavian Barn in the Catskills
Dec 20 – 27
Home in Catskill
4.95 out of 5 average rating, 175 reviewsDaydream Mountain Art-Chateau '73 | I ❤️ Catskill
Jun 6 – 13
Home in woodstock
4.86 out of 5 average rating, 486 reviewsCABIN WITH HOT TUB OUTDOOR FIREPLACE PIZZA OVEN
Nov 6 – 13
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
G$29,275 GYD before taxes and fees
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