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) ![Terrace/patio](https://images.trvl-media.com/lodging/82000000/81730000/81724200/81724178/dd4dbaba.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/82000000/81730000/81724200/81724178/960e983d.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) 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) 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) 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 ![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 2/10 Terrible "WARNING! Expect "damage fee" upcharge! Hotel was fine, seemed like a good value. We always take care to clean up our hotel rooms before we leave/bag all trash/leave a tip etc. We have NEVER been charged a damage fee because we don't damage the property! A few days after check out I was charged a $125 damage fee. I contacted the hotel and got a total run around...told we stained sheets and was told the manager would send me pictures, then the manager wasn't there but would send me the pictures of the supposed destroyed sheets. Of course no one contacted me so when I reached out again was told they couldn't send me pictures of the supposed damage, then told I needed to contact Expedia etc. I think this is their scam and many people probably don't notice the sneaky extra charge. I would absolutely avoid this place! Who knows what other shady things they might try? " [](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) ![Woodstock Way Hotel](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/a7440a5e_y.jpg) ### Woodstock Way Hotel 8/10 Good "Room was clean and staff was friendly " [](https://expedia.com/Woodstock-Hotels-Woodstock-Way-Hotel.h91577819.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) - 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[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) - 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