Title: Windham Vacation Home Rentals from CA $357: Search Top Private Vacation Homes for Rent | Expedia.ca [Windham Travel Guide](https://expedia.ca/Windham.dx175529)[Hotels in Windham](https://expedia.ca/Windham-Hotels.d175529.Travel-Guide-Hotels)[Vacation Rentals in Windham](https://expedia.ca/Windham-Vacation-Rentals.d175529.Travel-Guide-VacationRentals)[Flights to Windham](https://expedia.ca/Cheap-Flights-To-Windham.d175529.Travel-Guide-Flights)[Things to do in Windham](https://expedia.ca/Things-To-Do-In-Windham.d175529.Travel-Guide-Activities)[Windham Car Rentals](https://expedia.ca/Car-Rentals-In-Windham.d175529.Car-Rental-Guide)[Windham Vacation Packages](https://expedia.ca/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) # Windham Vacation Rentals - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Windham vacation homes ![Interior](https://images.trvl-media.com/lodging/103000000/102070000/102061000/102060982/180-e71c45cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102070000/102061000/102060982/c11936ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/103000000/102070000/102061000/102060982/f50dbac8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, printers](https://images.trvl-media.com/lodging/103000000/102070000/102061000/102060982/6283e52a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Ashland [](https://www.expedia.ca/Windham-Hotels-Ski-Retreat-Near-Hunter-And-Windham-Mountain-Views-Family-And-Pet-Friendly.h102060982.Hotel-Information) 9.2/10 Wonderful (5) "Great place to stay very accommodating more than expected " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julia M. CA $313 CA $550 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Windham-Hotels-Ski-Retreat-Near-Hunter-And-Windham-Mountain-Views-Family-And-Pet-Friendly.h102060982.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/24000000/23600000/23593000/23592940/w953h720x164y0-af85ec27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/24000000/23600000/23593000/23592940/270-0079bb56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23600000/23593000/23592940/a7de5b45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/24000000/23600000/23593000/23592940/f4ba4cfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Windham [](https://www.expedia.ca/Kingston-Hotels-Townhouse-Loft-30-Ft-Balcony-Mt-View6-Beds-Sleeps-6.h23592940.Hotel-Information) 9.0/10 Wonderful (55) "Nice place and great little town " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) PAUL V. CA $220 CA $357 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Kingston-Hotels-Townhouse-Loft-30-Ft-Balcony-Mt-View6-Beds-Sleeps-6.h23592940.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/113000000/112150000/112140600/112140512/42c9bda7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/113000000/112150000/112140600/112140512/069fe417.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/113000000/112150000/112140600/112140512/dd234479.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112150000/112140600/112140512/310853eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Windham [](https://www.expedia.ca/Windham-Hotels-Breathtaking-Design.h112140512.Hotel-Information) 10/10 Exceptional (1) "We had an amazing time in this magnificent, beautiful home. Our family books ski trips throughout the northeast twice a year as a group of 10 for the past 10 years. This house has by far ranked #1 as the best house we have stayed in. 10 minutes away from the mountain (Windham). 4 large sized bedrooms each with their own large bathrooms. A beautiful dream kitchen with all the essentials. We did plenty of cooking. We loved the open layout of the home. We will definitely be back for sure. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $1,054 CA $1,734 total includes taxes & fees Jan 20 - Jan 21, 2026 [](https://www.expedia.ca/Windham-Hotels-Breathtaking-Design.h112140512.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/113000000/112670000/112666400/112666385/68d96f54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112670000/112666400/112666385/a813f9bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/113000000/112670000/112666400/112666385/75bc74cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112670000/112666400/112666385/b8b5a693.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Windham [](https://www.expedia.ca/Windham-Hotels-Reduced-May-Rates-Plus-Special-Culinary-Promotion-Details-Below.h112666385.Hotel-Information) 10/10 Exceptional (2) "I really enjoyed my time here. The house was comfortable, modern and well taken care of, and the property it was on was beautiful. Good access to town as well, and the full kitchen was well appointed. I had a really relaxing weekend, I'd book this again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert G. CA $1,054 CA $1,734 total includes taxes & fees Jan 20 - Jan 21, 2026 [](https://www.expedia.ca/Windham-Hotels-Reduced-May-Rates-Plus-Special-Culinary-Promotion-Details-Below.h112666385.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/111000000/110610000/110601100/110601011/d7e5b127.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/111000000/110610000/110601100/110601011/4723cb40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110610000/110601100/110601011/0763952a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/111000000/110610000/110601100/110601011/w7987h5332x13y0-cbc295d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Windham [](https://www.expedia.ca/Windham-Hotels-Reduced-May-Rates-Plus-Special-Culinary-Promotion-Details-Below.h110601011.Hotel-Information) 10/10 Exceptional (4) "We had a great three day getaway in Windham. The house was a great spot for a ski getaway in the mountains. Nice open floor plan and every bedroom had a bathroom which was great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jim V. CA $1,054 CA $1,734 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Windham-Hotels-Reduced-May-Rates-Plus-Special-Culinary-Promotion-Details-Below.h110601011.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/116000000/115880000/115873700/115873639/8c9496ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/116000000/115880000/115873700/115873639/eb2ff1dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115880000/115873700/115873639/931dd79b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/116000000/115880000/115873700/115873639/5d53790d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Windham [](https://www.expedia.ca/Windham-Hotels-2-Min-Walk-To-Windham-Town-Hot-Tub-Fire-Pit.h115873639.Hotel-Information) 10/10 Exceptional (1) "It was amazing for a big family! Tons of space, and everything was very clean! The hosts were also very pleasant to deal with." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hadassah S. CA $297 CA $774 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Windham-Hotels-2-Min-Walk-To-Windham-Town-Hot-Tub-Fire-Pit.h115873639.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/123000000/122310000/122309300/122309290/8dac696b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/123000000/122310000/122309300/122309290/f9ba3577.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/123000000/122310000/122309300/122309290/w1430h949x0y0-4269ec88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/123000000/122310000/122309300/122309290/w1430h949x0y0-ddefed88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Windham [](https://www.expedia.ca/Windham-Hotels-Windham-Mountain-Slope-Side-Escape-W-Private-Hot-Tub-Pets-Welcome.h122309290.Hotel-Information) CA $254 CA $705 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Windham-Hotels-Windham-Mountain-Slope-Side-Escape-W-Private-Hot-Tub-Pets-Welcome.h122309290.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/122000000/121410000/121400400/121400397/9a7b95a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/122000000/121410000/121400400/121400397/8afee851.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/122000000/121410000/121400400/121400397/8fbb9f86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/122000000/121410000/121400400/121400397/239eadb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Windham [](https://www.expedia.ca/Windham-Hotels-Charming-2-Bedroom-Townhome-In-Lovely-Windham-Mountain-Village-Walk-To-Skiing.h121400397.Hotel-Information) CA $1,035 CA $1,447 total includes taxes & fees Dec 26 - Dec 27 [](https://www.expedia.ca/Windham-Hotels-Charming-2-Bedroom-Townhome-In-Lovely-Windham-Mountain-Village-Walk-To-Skiing.h121400397.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/94000000/93840000/93840000/93839934/8b01a890.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/94000000/93840000/93840000/93839934/ea351363.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93840000/93840000/93839934/ad4a42f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/94000000/93840000/93840000/93839934/effeb224.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in East Durham [](https://www.expedia.ca/East-Durham-Hotels-Cozy-Waterfall-Home-Close-To-All-MountainsHikes.h93839934.Hotel-Information) 10/10 Exceptional (3) "The host is very responsive and the listing is accurate about what to expect with the property." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John K. CA $166 CA $454 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/East-Durham-Hotels-Cozy-Waterfall-Home-Close-To-All-MountainsHikes.h93839934.Hotel-Information) ![Smart TV, video games, offices](https://images.trvl-media.com/lodging/114000000/113900000/113894400/113894307/1b4ce88d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113900000/113894400/113894307/5a6ef9df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113900000/113894400/113894307/9ebaa690.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, offices](https://images.trvl-media.com/lodging/114000000/113900000/113894400/113894307/b20ce093.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Saugerties [](https://www.expedia.ca/Saugerties-Hotels-Peaceful-Cabin-W-Fire-Pit-Creek-Access.h113894307.Hotel-Information) 10/10 Exceptional (13) "Lovely home! Easy check in and in a quiet area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachel B. CA $120 CA $374 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Saugerties-Hotels-Peaceful-Cabin-W-Fire-Pit-Creek-Access.h113894307.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/76000000/75800000/75790100/75790021/489a6e0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75800000/75790100/75790021/24ba6032.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/76000000/75800000/75790100/75790021/321aadb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/76000000/75800000/75790100/75790021/13b171f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Margaretville [](https://www.expedia.ca/Margaretville-Hotels-Dunraven-River-House-Private-River-Fireplace-Ski-Belleayre.h75790021.Hotel-Information) 9.8/10 Exceptional (10) "Dunraven River House was perfect for our weekend away. The house was clean, comfortable and exactly as listed. The property so was peaceful and I loved having the sounds of the river right outside the door! We’d definitely stay again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angela P. CA $157 CA $499 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Margaretville-Hotels-Dunraven-River-House-Private-River-Fireplace-Ski-Belleayre.h75790021.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/124000000/123350000/123341200/123341128/b204d9f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123350000/123341200/123341128/0f614543.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/124000000/123350000/123341200/123341128/bd20067a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/124000000/123350000/123341200/123341128/25e06588.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Halcott Center [](https://www.expedia.ca/Fleischmanns-Hotels-Large-Cooks-Kitchen-15-Min-To-Belleayre-Ski-Center-1st-Fl-Bedroom-W-Ensuite.h123341128.Hotel-Information) 10/10 Exceptional (1) "Perfectly done! Kids loved it!!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jasmina CA $173 CA $610 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Fleischmanns-Hotels-Large-Cooks-Kitchen-15-Min-To-Belleayre-Ski-Center-1st-Fl-Bedroom-W-Ensuite.h123341128.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/124000000/123270000/123260700/123260649/28a8e29c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123270000/123260700/123260649/34815278.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/124000000/123270000/123260700/123260649/c6469257.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123270000/123260700/123260649/d21a557f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Catskill [](https://www.expedia.ca/Catskill-Hotels-1-Bedroom-Cozy-Lounge-Spacious.h123260649.Hotel-Information) [](https://www.expedia.ca/Catskill-Hotels-1-Bedroom-Cozy-Lounge-Spacious.h123260649.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/104000000/103820000/103820000/103819908/d16bb4cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/103820000/103820000/103819908/c945b9f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/104000000/103820000/103820000/103819908/c363e795.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/104000000/103820000/103820000/103819908/fee8af1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Catskill [](https://www.expedia.ca/Catskill-Hotels-The-Tiny-Nook-Escape-The-City-Life-Relaxing-Getaway-Tucked-In-Catskills.h103819908.Hotel-Information) 10/10 Exceptional (7) "Great place. Exactly like the pictures. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) robert a. CA $221 CA $465 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Catskill-Hotels-The-Tiny-Nook-Escape-The-City-Life-Relaxing-Getaway-Tucked-In-Catskills.h103819908.Hotel-Information) ![Sauna](https://images.trvl-media.com/lodging/109000000/108920000/108910900/108910854/c0edb5fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/109000000/108920000/108910900/108910854/f75b692c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/109000000/108920000/108910900/108910854/df01f890.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108920000/108910900/108910854/87a8191b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Phoenicia [](https://www.expedia.ca/Phoenicia-Hotels-Cozy-Chic-2-Bdroom-Bungalow-With-Sauna.h108910854.Hotel-Information) 9.2/10 Wonderful (31) "The furnishings were cute and quaint. The beds were very comfy." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jan CA $211 CA $467 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Phoenicia-Hotels-Cozy-Chic-2-Bdroom-Bungalow-With-Sauna.h108910854.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/97000000/96180000/96178600/96178561/f1bce89b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96180000/96178600/96178561/c9b26358.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96180000/96178600/96178561/88335e6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/97000000/96180000/96178600/96178561/cf5b7bae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Jefferson [](https://www.expedia.ca/Jefferson-Hotels-Catskill-Modern-Tiny-Escape-Hot-Tub-Pizza-Oven.h96178561.Hotel-Information) 10/10 Exceptional (4) "It was just as described and just what we needed!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lawrence J. CA $218 CA $562 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Jefferson-Hotels-Catskill-Modern-Tiny-Escape-Hot-Tub-Pizza-Oven.h96178561.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/114000000/113460000/113458600/113458505/3b1fbe89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113460000/113458600/113458505/7bba5480.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113460000/113458600/113458505/27cdb89c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113460000/113458600/113458505/093082ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in East Durham [](https://www.expedia.ca/East-Durham-Hotels-Hot-Tub-23-Min-To-Windham-Mtn.h113458505.Hotel-Information) 10/10 Exceptional (2) "The unit was extremely clean,nice, everything we needed for a great time it was well stocked with all you needed close to town. Getting in touch with checking in was as easy as it could be. I would definitely visi again. Than you" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew E. CA $298 CA $1,027 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/East-Durham-Hotels-Hot-Tub-23-Min-To-Windham-Mtn.h113458505.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/79000000/78710000/78701500/78701469/f8572601.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78710000/78701500/78701469/5aac9241.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/79000000/78710000/78701500/78701469/8e1b2f3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78710000/78701500/78701469/54d4fe5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Mount Tremper [](https://www.expedia.ca/Mount-Tremper-Hotels-Quaint-Cottage-W-Peloton.h78701469.Hotel-Information) 9.2/10 Wonderful (29) "A very nice, quiet property. Property owner was very communicative and the stay was pleasant." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Arisa K. CA $214 CA $465 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Mount-Tremper-Hotels-Quaint-Cottage-W-Peloton.h78701469.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/35000000/34150000/34140400/34140381/ea042489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/35000000/34150000/34140400/34140381/b0dd449b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/35000000/34150000/34140400/34140381/f04e0001.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34150000/34140400/34140381/79479d46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Tannersville [](https://www.expedia.ca/Tannersville-Hotels-Cozy-Townhouse-Near-Hunter-Mountain.h34140381.Hotel-Information) 10/10 Exceptional (14) "Super cozy accommodation with everything you might need to hangout and cook at home. Otherwise, a great location close to fun towns and delicious restaurants while being in beautiful country. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Kees CA $207 CA $471 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Tannersville-Hotels-Cozy-Townhouse-Near-Hunter-Mountain.h34140381.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/84000000/83510000/83501200/83501157/b7df0223.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/84000000/83510000/83501200/83501157/d864ef5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83510000/83501200/83501157/bc63f12e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83510000/83501200/83501157/6d8410d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Durham [](https://www.expedia.ca/East-Durham-Hotels-Mountain-RetreatHot-TubSkiHikeWater-ParkWIFIFire-Pit.h83501157.Hotel-Information) 10/10 Exceptional (2) "Was close to where we were attending a wedding and big enough to house us all!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul m. CA $338 CA $768 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/East-Durham-Hotels-Mountain-RetreatHot-TubSkiHikeWater-ParkWIFIFire-Pit.h83501157.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.ca/Hotel-Search?startDate=2026-01-03&endDate=2026-01-04®ionId=175529&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWindham-Private-Vacation-Homes.d175529-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindham-Private-Vacation-Homes.d175529-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Windham Hotel Reviews ![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 10/10 Excellent "Great quick and easy, receptionist was awesome" [](https://expedia.ca/Kingston-Hotels-The-Hunter-Inn.h64238678.Hotel-Information) ![Eastwind Windham](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907167/6052e62a_y.jpg) ### Eastwind Windham 10/10 Excellent "Staffs are very nice. Specialty the manager.😘thank you for beautiful stay.. " [](https://expedia.ca/Windham-Hotels-Eastwind-Windham.h91907167.Hotel-Information) ![Hotel Vienna](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/75609405_y.jpg) ### Hotel Vienna 10/10 Excellent "Staff was extremely helpful and friendly The room was very clean as well as the rest of the hotel" [](https://expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.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 10/10 Excellent "Nice" [](https://expedia.ca/Kingston-Hotels-Hunter-Mountain-Resort.h57228597.Hotel-Information) ### Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy 10/10 Excellent "Everything has exceeded expectations!!!" [](https://expedia.ca/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information) ![Urban Cowboy Lodge](https://images.trvl-media.com/lodging/43000000/42570000/42566500/42566439/a8a403ae_y.jpg) ### Urban Cowboy Lodge 10/10 Excellent "In room 205 at Forest Haus, there is no curtain over the balcony door window. Because of this it got very bright in the room as soon as the sun came up. There were also lady bugs all over the room. They didn’t really bother us but also didn’t expect that. " [](https://expedia.ca/Big-Indian-Hotels-Urban-Cowboy-Lodge.h42566439.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 "The whole hotel was spotless! The staff were over the top friendly!!" [](https://expedia.ca/Kingston-Hotels-Holiday-Inn-Express-Suites-Saugerties-Hudson-Valley.h34864714.Hotel-Information) ![The Haüs Windham](https://images.trvl-media.com/lodging/92000000/91140000/91133200/91133132/4ed9e2e4_y.jpg) ### The Haüs Windham 10/10 Excellent "Clean and excellent space. We love it." [](https://expedia.ca/Windham-Hotels-The-Haus-Windham.h91133132.Hotel-Information) ![AutoCamp Catskills](https://images.trvl-media.com/lodging/73000000/72590000/72584900/72584897/24c057a8_y.jpg) ### AutoCamp Catskills 10/10 Excellent "Superb experience. Definitely will come back. From amenities to staff, everything is amazing." [](https://expedia.ca/Saugerties-Hotels-AutoCamp-Catskills.h72584897.Hotel-Information) ## Find out more about Windham ## Windham Vacation Homes information | Number of reviews | 169 | | ----------------- | ------------------ | | Accommodation | 711 Vacation Homes | | Lowest Price | CA $357 | | Highest Price | CA $1,734 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [4 Star Hotels in East Windham ](https://www.expedia.ca/4Star-East-Windham-Hotels.s40-0-d183666.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Hensonville ](https://www.expedia.ca/4Star-Hensonville-Hotels.s40-0-d6023521.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Hunter ](https://www.expedia.ca/5Star-Hunter-Hotels.s50-0-d117507.Travel-Guide-Filter-Hotels) - [B&B in Ashland ](https://www.expedia.ca/Ashland-Bed-And-Breakfast.d3000422181-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Luxury Hotels in Ashland ](https://www.expedia.ca/Ashland-Hotels-Luxury-Hotel.0-0-d3000422181-tLuxuryHotel.Travel-Guide-Filter-Hotels) - 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