Title: Windham, NY Villas Rentals | Expedia.com [Windham Travel Guide](https://expedia.com/Windham.dx175529)[Hotels in Windham](https://expedia.com/Windham-Hotels.d175529.Travel-Guide-Hotels)[Vacation Rentals in Windham](https://expedia.com/Windham-Vacation-Rentals.d175529.Travel-Guide-VacationRentals)[Flights to Windham](https://expedia.com/Cheap-Flights-To-Windham.d175529.Travel-Guide-Flights)[Things to do in Windham](https://expedia.com/Things-To-Do-In-Windham.d175529.Travel-Guide-Activities)[Car Rentals in Windham](https://expedia.com/Car-Rentals-In-Windham.d175529.Car-Rental-Guide)[Windham Vacation Packages](https://expedia.com/Windham.d175529.Destination-Travel-Guides) ![Amazing foliage upstate New York. Morning sunlight spills over the golden foliage. Windham NY is one of the most popular destination for scenic drives, bike trails, foliage and nature lovers.; Shutter](https://images.trvl-media.com/place/175529/3d9b5210-4eb0-422c-87cb-eedcfc9fa09e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/175529/3d9b5210-4eb0-422c-87cb-eedcfc9fa09e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=175529&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=175529&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=175529&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=175529&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Windham villas ![Exterior](https://images.trvl-media.com/lodging/82000000/81730000/81724200/81724178/w921h682x0y1-fee81bc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/82000000/81730000/81724200/81724178/41f6ec20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/82000000/81730000/81724200/81724178/92206e00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/82000000/81730000/81724200/81724178/960e983d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Prattsville [](https://www.expedia.com/Prattsville-Hotels-Luxury-Catskill-MNTN-5BR-3Bath-Villa-W-Hot-Tub-Next-To-Ski.h81724178.Hotel-Information) 9.4/10 Exceptional (10 reviews) "Perfect!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul G. $1,104 nightly $1,140 total Mar 4 - Mar 5 Total with taxes and fees [](https://www.expedia.com/Prattsville-Hotels-Luxury-Catskill-MNTN-5BR-3Bath-Villa-W-Hot-Tub-Next-To-Ski.h81724178.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-17&endDate=2026-03-18®ionId=175529&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=AA_SPRING_PROMO_175529) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.com/Hotel-Search?destination=Windham%2C+New+York%2C+United+States+of+America®ionId=175529&latLong=42.307308%2C-74.25209&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=CABIN) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Windham%2C+New+York%2C+United+States+of+America®ionId=175529&latLong=42.307308%2C-74.25209&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=VACATION_HOME) Cottages [](https://www.expedia.com/Hotel-Search?destination=Windham%2C+New+York%2C+United+States+of+America®ionId=175529&latLong=42.307308%2C-74.25209&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=COTTAGE) Chalets [](https://www.expedia.com/Hotel-Search?destination=Windham%2C+New+York%2C+United+States+of+America®ionId=175529&latLong=42.307308%2C-74.25209&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=CHALET) Condos [](https://www.expedia.com/Hotel-Search?destination=Windham%2C+New+York%2C+United+States+of+America®ionId=175529&latLong=42.307308%2C-74.25209&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=CONDO) Apartments [](https://www.expedia.com/Hotel-Search?destination=Windham%2C+New+York%2C+United+States+of+America®ionId=175529&latLong=42.307308%2C-74.25209&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=APARTMENT) Villas [](https://www.expedia.com/Hotel-Search?destination=Windham%2C+New+York%2C+United+States+of+America®ionId=175529&latLong=42.307308%2C-74.25209&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=VILLA) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Windham%2C+New+York%2C+United+States+of+America®ionId=175529&latLong=42.307308%2C-74.25209&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=APART_HOTEL) Houseboats [](https://www.expedia.com/Hotel-Search?destination=Windham%2C+New+York%2C+United+States+of+America®ionId=175529&latLong=42.307308%2C-74.25209&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=HOUSE_BOAT) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWindham-Villas.d175529-aaVillas.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindham-Villas.d175529-aaVillas.Travel-Guide-Accommodation) ## Top Windham Hotel Reviews ![Woodstock Way Hotel](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/a7440a5e_y.jpg) ### Woodstock Way Hotel 10/10 Excellent "Had a excellent time on the property. Staff was extremely nice. Room was great!" [](https://expedia.com/Woodstock-Hotels-Woodstock-Way-Hotel.h91577819.Hotel-Information) ![Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG](https://images.trvl-media.com/lodging/35000000/34870000/34864800/34864714/9b72516c_y.jpg) ### Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG 10/10 Excellent "new and clean" [](https://expedia.com/Kingston-Hotels-Holiday-Inn-Express-Suites-Saugerties-Hudson-Valley.h34864714.Hotel-Information) ![Hunter Lodge, a Bluebird by Lark](https://images.trvl-media.com/lodging/65000000/64240000/64238700/64238678/c80f19a7_y.jpg) ### Hunter Lodge, a Bluebird by Lark 2/10 Terrible "The hotel was crawling with inconsiderate families with extremely loud children" [](https://expedia.com/Kingston-Hotels-The-Hunter-Inn.h64238678.Hotel-Information) ### Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy 10/10 Excellent "It was a great place to relaxing and nice view from the window was amazing I would recommend it " [](https://expedia.com/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information) ![AutoCamp Catskills](https://images.trvl-media.com/lodging/73000000/72590000/72584900/72584897/24c057a8_y.jpg) ### AutoCamp Catskills 10/10 Excellent "The staff and eme" [](https://expedia.com/Saugerties-Hotels-AutoCamp-Catskills.h72584897.Hotel-Information) ![A'Neils Windham Ski Lodge & Family Retreat](https://images.trvl-media.com/lodging/61000000/60040000/60036900/60036836/c6d2cb81_y.jpg) ### A'Neils Windham Ski Lodge & Family Retreat 10/10 Excellent "Clean home that accommodated our party of 24 perfectly! Great location 5 min to Windham, 20 to Hunter! Just remember to BYO towels. " [](https://expedia.com/Kingston-Hotels-Aneils-West-Windham-House.h60036836.Hotel-Information) ![Kaatskill Mountain Club at Hunter Mountain](https://images.trvl-media.com/lodging/58000000/57230000/57228600/57228597/d9928411_y.jpg) ### Kaatskill Mountain Club at Hunter Mountain 8/10 Good "This is a lovely location. The staff was very nice, and the amenities were well kept and enjoyable. My only issue is that I sent a message through Expedia to the Club asking about whether or not there was a full kitchen in the unit I booked. I was somewhat confused by the description and pictures on the Expedia site. The response to my message was a stock answer (like part of their FAQ's )that the studios did not have microwaves or refrigerators. As it turned out, I booked the Deluxe Studio, which I knew, and that came with a full kitchen, which is what I thought. As a result, I didn't come with supplies that I might otherwise have used for breakfast. Similarly, the Club offered a "grab and go" breakfast, but I wasn't aware of that in advance either. An individual should have responded to my message to the Club. " [](https://expedia.com/Kingston-Hotels-Hunter-Mountain-Resort.h57228597.Hotel-Information) ![Albergo Allegria Hotel & Breakfast Restaurant](https://images.trvl-media.com/lodging/1000000/40000/37400/37320/25a82e1a_y.jpg) ### Albergo Allegria Hotel & Breakfast Restaurant 10/10 Excellent "Fabulous comfortable room with everything I needed. " [](https://expedia.com/Kingston-Hotels-Albergo-Allegria-Hotel-Breakfast-Restaurant.h37320.Hotel-Information) ![Eastwind Windham](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907167/6052e62a_y.jpg) ### Eastwind Windham 10/10 Excellent "Great ty, sauna was not working unfortunately " [](https://expedia.com/Windham-Hotels-Eastwind-Windham.h91907167.Hotel-Information) ## Find out more about Windham ## Windham Villas information | Number of reviews | 10 | | ----------------- | -------- | | Accommodation | 6 Villas | | Lowest Price | $1,140 | | Highest Price | $1,140 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Hotels near Windham Country Club ](https://www.expedia.com/Windham-Country-Club-Hotels.0-l553248621552322141-0.Travel-Guide-Filter-Hotels) - [Hotels near Windham Mountain Resort ](https://www.expedia.com/Windham-Mountain-Resort-Hotels.0-l6087209-0.Travel-Guide-Filter-Hotels) - [Apartments in Hensonville ](https://www.expedia.com/Hensonville-Apartments.d6023521-aaApartments.Travel-Guide-Accommodation) - 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[East Windham Hotels ](https://www.expedia.com/East-Windham-Hotels.d183666.Travel-Guide-Hotels) - [5 Star Hotels in East Windham ](https://www.expedia.com/5Star-East-Windham-Hotels.s50-0-d183666.Travel-Guide-Filter-Hotels) - [Hotels with Air Conditioning in East Windham ](https://www.expedia.com/East-Windham-Hotels-Hotels-With-Air-Conditioning.0-0-d183666-tHotelswithAirConditioning.Travel-Guide-Filter-Hotels) - [Ashland Hotels ](https://www.expedia.com/Ashland-Hotels.d3000422181.Travel-Guide-Hotels) - [Cabin Rentals in Jewett Center ](https://www.expedia.com/Jewett-Center-Cabins.d6358960-aaCabins.Travel-Guide-Accommodation) - [Jewett Center Hotels ](https://www.expedia.com/Jewett-Center-Hotels.d6358960.Travel-Guide-Hotels) - [Resorts & Hotels with Spas in Jewett Center ](https://www.expedia.com/Jewett-Center-Hotels-Spa-Hotel.0-0-d6358960-tSpaHotel.Travel-Guide-Filter-Hotels) - [Cabin Rentals in Cornwallville ](https://www.expedia.com/Cornwallville-Cabins.d6336215-aaCabins.Travel-Guide-Accommodation) - [B&B in Cornwallville ](https://www.expedia.com/Cornwallville-Bed-And-Breakfast.d6336215-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Hunter ](https://www.expedia.com/Hunter-Cabins.d117507-aaCabins.Travel-Guide-Accommodation) - [B&B in Hunter ](https://www.expedia.com/Hunter-Bed-And-Breakfast.d117507-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Condo Rentals in Hunter ](https://www.expedia.com/Hunter-Condos.d117507-aaCondos.Travel-Guide-Accommodation) - [Vacation Homes in Hunter ](https://www.expedia.com/Hunter-Private-Vacation-Homes.d117507-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Lodges in Hunter ](https://www.expedia.com/Hunter-Lodges.d117507-aaLodges.Travel-Guide-Accommodation) - [Apartments in Hunter ](https://www.expedia.com/Hunter-Apartments.d117507-aaApartments.Travel-Guide-Accommodation) - [Resorts in Hunter ](https://www.expedia.com/Hunter-Resorts.d117507-aaResorts.Travel-Guide-Accommodation) - [Condo Resorts in Hunter ](https://www.expedia.com/Hunter-Condominium-Resort.d117507-aaCondominiumResort.Travel-Guide-Accommodation) - [Hostels in Hunter ](https://www.expedia.com/Hunter-Hostels.d117507-aaHostels.Travel-Guide-Accommodation) - [Cornwallville Hotels ](https://www.expedia.com/Cornwallville-Hotels.d6336215.Travel-Guide-Hotels) - [3 Star Hotels in Cornwallville ](https://www.expedia.com/3Star-Cornwallville-Hotels.s30-0-d6336215.Travel-Guide-Filter-Hotels) - [Hunter Hotels ](https://www.expedia.com/Hunter-Hotels.d117507.Travel-Guide-Hotels) - [Ski Hotels in Hunter ](https://www.expedia.com/Hunter-Hotels-Ski-Hotel.0-0-d117507-tSkiHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Hunter ](https://www.expedia.com/Hunter-Hotels-Pet-Friendly-Hotel.0-0-d117507-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Hunter ](https://www.expedia.com/5Star-Hunter-Hotels.s50-0-d117507.Travel-Guide-Filter-Hotels) - [Family Hotels in Hunter ](https://www.expedia.com/Hunter-Hotels-Family-Hotel.0-0-d117507-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Marriott Hotels & Resorts in Hunter ](https://www.expedia.com/Hunter-Hotels-Marriott-Hotels-Resorts.0-0-d117507--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels) - [Wyndham Hotels in Hunter ](https://www.expedia.com/Hunter-Hotels-Wyndham-Hotels.0-0-d117507--bWyndhamHotels.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Hunter ](https://www.expedia.com/Hunter-Hotels-Romantic-Hotel.0-0-d117507-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Hunter ](https://www.expedia.com/Hunter-Hotels-Hotels-With-Hot-Tubs.0-0-d117507-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Resorts & Hotels with Spas in Hunter ](https://www.expedia.com/Hunter-Hotels-Spa-Hotel.0-0-d117507-tSpaHotel.Travel-Guide-Filter-Hotels) - [Hilton Hotels in Hunter ](https://www.expedia.com/Hunter-Hotels-Hilton-Hotels.0-0-d117507--bHiltonHotels.Travel-Guide-Filter-Hotels) - [Historic Hotels in Hunter ](https://www.expedia.com/Hunter-Hotels-Historic-Hotel.0-0-d117507-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Gay friendly Hotels in Hunter ](https://www.expedia.com/Hunter-Hotels-LGBT-Welcoming-Hotel.0-0-d117507-tLGBTWelcomingHotel.Travel-Guide-Filter-Hotels) - 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