Vacation rentals with a pool in Windham
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Windham
Guests agree: these homes with a pool 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 rentals with a pool
House rentals with a pool
Home in Hunter
4.92 out of 5 average rating, 158 reviewsCharming cabin with Hunter Mountain views
May 21 – 28
Home in Woodstock
4.91 out of 5 average rating, 212 reviewsJapanese Teahouse & Onsen, outside shower, tennis
Dec 31 – Jan 7
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 Hudson
4.93 out of 5 average rating, 227 reviewsCasa Luna Country Retreat with Pool, Hudson, NY
Sep 13 – 20
Home in Catskill
4.95 out of 5 average rating, 175 reviewsDaydream Mountain Art-Chateau '73 | I ❤️ Catskill
Jun 12 – 19
Home in Saugerties
5.0 out of 5 average rating, 132 reviewsUpstate Modern Scandinavian Barn in the Catskills
Sep 17 – 24
Home in Catskill
4.93 out of 5 average rating, 164 reviewsThe Grandview | Catskill, NY
Jun 24 – Jul 1
Home in woodstock
4.86 out of 5 average rating, 486 reviewsCABIN WITH HOT TUB OUTDOOR FIREPLACE PIZZA OVEN
Mar 23 – 30
Condo rentals with a pool
Condo in Windham
4.74 out of 5 average rating, 243 reviewsSummer getaway w/Pool & Tennis Court
Sep 29 – Oct 6
Condo in Windham
4.95 out of 5 average rating, 22 reviewsLovely stylish 2-bedroom condo with community pool
Aug 24 – 31
Condo in Tannersville
5.0 out of 5 average rating, 34 reviewsModern 3BR Townhouse Minutes from Ski & Trails
Aug 4 – 11
Condo in East Jewett
4.97 out of 5 average rating, 94 reviewsMountainView2BRCondo/Deck/Fireplace
Jan 1 – 8
Condo in Windham
4.81 out of 5 average rating, 27 reviewsCozy Getaway Gem for 2 at Windham Quads.
Jan 19 – 26
Condo in East Jewett
4.95 out of 5 average rating, 22 reviewsHunter & Windham: Ski, Hike, 2BR + Mountain View
Jun 18 – 25
Condo in Hunter
4.84 out of 5 average rating, 69 reviewsCozy Gem with Mountain Views
May 27 – Jun 3
Condo in Hunter
4.93 out of 5 average rating, 27 reviewsCozy Mt. Getaway/community pool!
May 19 – 26
Home rentals with a private pool
Villa in Coxsackie
4.99 out of 5 average rating, 80 reviewsMagnificent Hudson River Estate with Infinity Pool and Spa
Jan 19 – 26
Farm stay in Fleischmanns
4.91 out of 5 average rating, 11 reviewsEscape to a Dreamy 1857 Farmhouse in Fleischmanns
Nov 3 – 10
Home in Lanesville
4.77 out of 5 average rating, 205 reviewsGo Hiking and Skiing from a Family-Friendly Farmhouse
Nov 6 – 13
Home in Woodstock
4.6 out of 5 average rating, 10 reviewsLuxury Retreat in the Catskills
Sep 4 – 11
Quick stats about vacation rentals with a pool in Windham
Total rentals
20 properties
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
610 reviews
Nightly prices starting at
€ 130 before taxes and fees
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