Title: Windham Vacation Home Rentals from CA $204: 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) ![](https://mediaim.expedia.com/destination/1/ebf6e8226484742f9fc98bf4b8dfb3d7.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 [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Windham Vacation Homes ![Property grounds](https://images.trvl-media.com/lodging/24000000/23600000/23593000/23592940/128d4637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23600000/23593000/23592940/5f95c0a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/24000000/23600000/23593000/23592940/c1109f42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23600000/23593000/23592940/w953h720x164y0-af85ec27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores Windham 8.8/10 Excellent (53) "Very good location and host." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexander CA $139 CA $260 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Kingston-Hotels-Townhouse-Loft-30-Ft-Balcony-Mt-View6-Beds-Sleeps-6.h23592940.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119410000/119408000/119407919/a94fe796.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119410000/119408000/119407919/ba5666ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/120000000/119410000/119408000/119407919/6573b7d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/120000000/119410000/119408000/119407919/2022f4c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Unwind Windham, Chalet Windham 10/10 Exceptional (1) CA $248 CA $791 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Windham-Hotels-Unwind-Windham-Your-Luxurious-Mountain-Escape-In-Windham.h119407919.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102070000/102061000/102060982/c11936ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/103000000/102070000/102061000/102060982/134182bf_edited_9fed.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) ![Interior](https://images.trvl-media.com/lodging/103000000/102070000/102061000/102060982/180-e71c45cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ski retreat near Hunter and Windham. Mountain views! Family and pet friendly! Ashland 9.2/10 Wonderful (5) "We really enjoyed staying here just because how relaxing it felt, to be outside enjoying the nice weather and having the horses run by. Just overall very soothing and quiet at night." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard S. CA $319 CA $552 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Windham-Hotels-Ski-Retreat-Near-Hunter-And-Windham-Mountain-Views-Family-And-Pet-Friendly.h102060982.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/116000000/115880000/115873700/115873639/6c8aeb85.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/116000000/115880000/115873700/115873639/50392dc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115880000/115873700/115873639/c83fbdf8.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) ### 2 Min Walk to Windham Town | Hot Tub | Fire Pit Windham 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 $189 CA $654 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Windham-Hotels-2-Min-Walk-To-Windham-Town-Hot-Tub-Fire-Pit.h115873639.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/113000000/112150000/112140600/112140512/dc856b45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112150000/112140600/112140512/61777073.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/113000000/112150000/112140600/112140512/0565c23b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly Constructed Modern Farmhouse -- 4 BR / 4.5 Baths, High-end Furnishings! Windham 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 $911 CA $1,970 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Windham-Hotels-Breathtaking-Design.h112140512.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/113000000/112670000/112666400/112666385/f0994578.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/113000000/112670000/112666400/112666385/fd1613ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112670000/112666400/112666385/dfeac06f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly Constructed Modern Farmhouse -- 4 BR / 4.5 Baths, High-end Furnishings! Windham 10/10 Exceptional (2) "We had an absolutely incredible stay at this beautiful Catskills retreat! We booked with Several friends and celebrated their 50th birthday here and it was a wonderful decision. The home was spotless, stylish, and fully equipped with everything we needed for a relaxing and comfortable visit. From the cozy fireplace and spacious deck to the stunning views of the woods and mountains. Set in beautiful and peaceful surroundings, every detail was thoughtfully curated to create the perfect escape.... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carl L. CA $911 CA $1,970 total includes taxes & fees Nov 10 - Nov 11 [](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) ![Exterior](https://images.trvl-media.com/lodging/111000000/110610000/110601100/110601011/fad10320.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) ![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) ### Newly Constructed Modern Farmhouse -- 4 BR / 4.5 Baths, High-end Furnishings! Windham 10/10 Exceptional (4) "Wonderful property. Beautiful house. Great set up for 2 families - one king bedroom and one bedroom with 2 twins upstairs and one king bedroom and one bedroom with 2 twin beds downstairs. Each room has it's own full bathroom. Everything is brand new. First floor is spacious and great for hanging out with open kitchen/dining room/den. Close to Windham and about 25 minute drive from Hunter Mountain. The property manager was very responsive to our concerns and questions. Would definitely rent... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lauren G. CA $911 CA $1,970 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Windham-Hotels-Reduced-May-Rates-Plus-Special-Culinary-Promotion-Details-Below.h110601011.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/84000000/83400000/83394700/83394615/cae8de9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games](https://images.trvl-media.com/lodging/84000000/83400000/83394700/83394615/885afa70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/84000000/83400000/83394700/83394615/b9b47c46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games](https://images.trvl-media.com/lodging/84000000/83400000/83394700/83394615/6c0060a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Serene Catskills Escape: Hot Tub, Pond & Game Room Windham 10/10 Exceptional (16) "Me and my friends had a lot of fun staying at Bella Vista. The games setup is great. We had something for everyone to play and enjoy. The property was very neat and clean and there was room for everyone." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sanya P. CA $937 CA $1,891 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Windham-Hotels-Catskill-Vineyard-Hideaway-Windhams-Cozy-Retreat-Hot-Tub.h83394615.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/116000000/115420000/115414100/115414043/73c81663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115420000/115414100/115414043/203b422e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/116000000/115420000/115414100/115414043/3048427f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115420000/115414100/115414043/e51d46c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Drift Haus|4.5BR+ Mountain Lodge Room only Windham CA $590 CA $1,271 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Windham-Hotels-Drift-Haus45BR-Mountain-Lodge.h115414043.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119930000/119929900/119929844/05a5b109.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119930000/119929900/119929844/fc54011d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119930000/119929900/119929844/767a3876.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119930000/119929900/119929844/e034c6a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Drift Haus|4.5BR+ Mountain Lodge Windham 8.0/10 Very good (1) "The property was beautiful and peaceful. The kitchen was amazing and there were so many common areas that were great to socialize in. We did encounter some garbage left by the previous guests, but Will was responsive when we flagged it. There were a few repairs needed on the sliding doors, but overall it was a luxurious place to stay while we enjoyed the nature. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Grace H. CA $435 CA $1,103 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Windham-Hotels-Drift-Haus45BR-Mountain-Lodge.h119929844.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93840000/93840000/93839934/118ddc2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/94000000/93840000/93840000/93839934/dfc5f3c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93840000/93840000/93839934/8b01a890.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) ### Cozy Waterfall Home | Close to All Mountains/Hikes East Durham 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 $162 CA $455 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/East-Durham-Hotels-Cozy-Waterfall-Home-Close-To-All-MountainsHikes.h93839934.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83510000/83501200/83501157/bc63f12e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/84000000/83510000/83501200/83501157/fba5aab8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83510000/83501200/83501157/cb674c1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83510000/83501200/83501157/3ad69960.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit Durham 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 $152 CA $548 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/East-Durham-Hotels-Mountain-RetreatHot-TubSkiHikeWater-ParkWIFIFire-Pit.h83501157.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/40000000/40000000/39992500/39992472/4bb55136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom](https://images.trvl-media.com/lodging/40000000/40000000/39992500/39992472/30c1c015.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom](https://images.trvl-media.com/lodging/40000000/40000000/39992500/39992472/080b28d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/40000000/40000000/39992500/39992472/6b994e21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sioux Tipi on Chloe's Lake Saugerties 9.8/10 Exceptional (6) "This was such a cool experience Id love to go back! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brandon CA $154 CA $204 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Kingston-Hotels-Sioux-Tipi-On-Chloes-Lake.h39992472.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/76000000/75800000/75790100/75790021/ee8a0599.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75800000/75790100/75790021/1ec691f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/76000000/75800000/75790100/75790021/ad9bb86b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Home, Wood-burning Fireplace, Ski Belleayre Margaretville 9.8/10 Exceptional (10) "The house was a pleasure to stay in. It has the classic old house character which we loved. The property is nice. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel W. CA $143 CA $482 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Margaretville-Hotels-Dunraven-River-House-Private-River-Fireplace-Ski-Belleayre.h75790021.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/101000000/100410000/100403300/100403211/w505h683x260y0-3a69e826.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/101000000/100410000/100403300/100403211/w507h683x259y0-688268e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, stereo](https://images.trvl-media.com/lodging/101000000/100410000/100403300/100403211/w507h683x258y0-0efe6b2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100410000/100403300/100403211/w905h683x61y0-a710155b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly Renovated Ski House in Windham Hensonville 10/10 Exceptional (5) "House was amazing!!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tina B. CA $198 CA $587 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Hensonville-Hotels-Newly-Renovated-Ski-House-In-Windham-Just-3min-To-Slopes.h100403211.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/112000000/111630000/111622200/111622120/9fbd1aae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111630000/111622200/111622120/dc887243.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111630000/111622200/111622120/ce44c28d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/112000000/111630000/111622200/111622120/48f7815c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 4BR - Hot Tub - Tennis Court - Pond Freehold 10/10 Exceptional (2) "This was an excellent home that we stayed in total of six adults. We went to the Gray Fox music festival and it was very close by. The property manager was very responsive and communicative. Highly recommend this house." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ELIZABETH CA $235 CA $969 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Freehold-Hotels-Spacious-4BR-Home-Hot-Tub-Close-To-Skiing.h111622120.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/104000000/103820000/103820000/103819908/c945b9f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103820000/103820000/103819908/6b996d30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/103820000/103820000/103819908/d16bb4cb.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) ### Modern Luxurious Cabin, Catskills - The Tiny Nook Catskill 10/10 Exceptional (6) "Great place. Exactly like the pictures. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) robert a. CA $224 CA $478 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Catskill-Hotels-The-Tiny-Nook-Escape-The-City-Life-Relaxing-Getaway-Tucked-In-Catskills.h103819908.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/110000000/109080000/109080000/109079908/a727838f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/110000000/109080000/109080000/109079908/d95667b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109080000/109080000/109079908/f832d612.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109080000/109080000/109079908/78d66b51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fantastic 3-bedroom house right near Belleayre mountain ski center in Highmount Pine Hill 10/10 Exceptional (1) "The host were great communicating with us and answered all our questions. The house was super cute, well equipped with anything we needed (towels, kitchen appliances, dishes, coffee maker, etc)We would definitely stay again if we are in the area " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia F. CA $286 CA $633 total includes taxes & fees Nov 8 - Nov 9 [](https://www.expedia.ca/Highmount-Hotels-Fantastic-3-Bedroom-House-Right-Near-Belleayre-Mountain-Ski-Center-In-Highmount.h109079908.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/70000000/69540000/69539700/69539686/4954d099.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/70000000/69540000/69539700/69539686/66874ae2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/70000000/69540000/69539700/69539686/8e57c278.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69540000/69539700/69539686/3c654db3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Free 50 Amp EV Charger Modern New, HotTub, A/C, Webber Grill, 2 Decks, FirePit Fleischmanns 9.6/10 Exceptional (24) "Hidden Gem, very cozy and perfect for a quiet weekend getaway. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nayeli C. CA $201 CA $445 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Fleischmanns-Hotels-Modern-New.h69539686.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/112000000/111630000/111622400/111622326/12ff9923.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111630000/111622400/111622326/838b0a81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111630000/111622400/111622326/714fbd4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111630000/111622400/111622326/70b49f10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 3BR - Pond - Tennis Court Freehold 10/10 Exceptional (4) "Beautiful place and the communication was amazing! We loved it so much!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amanda M. CA $266 CA $838 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Freehold-Hotels-Cozy-Retreat-Hot-Tub.h111622326.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=2025-11-18&endDate=2025-11-19®ionId=175529&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&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 ![Wylder Hotel Windham](//images.trvl-media.com/lodging/103000000/102240000/102239500/102239431/247f19f2_y.jpg) ### Wylder Hotel Windham 10/10 Excellent "Really nice restored resort. Rooms were great, staff was friendly. The food is very good." [](https://expedia.ca/Windham-Hotels-Wylder-Hotel-Windham.h102239431.Hotel-Information) ![Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG](//images.trvl-media.com/lodging/35000000/34870000/34864800/34864714/9b72516c_y.jpg) ### Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG 10/10 Excellent "Excellent service, super friendly staff. Cleanliness, comfort and accessibility throughout the hotel..delicious breakfast. Check-in and check-out easy and fast." [](https://expedia.ca/Kingston-Hotels-Holiday-Inn-Express-Suites-Saugerties-Hudson-Valley.h34864714.Hotel-Information) ![Holiday Inn Express Hotel & Suites West Coxsackie by IHG](//images.trvl-media.com/lodging/3000000/2600000/2591600/2591583/2081618e_y.jpg) ### Holiday Inn Express Hotel & Suites West Coxsackie by IHG 10/10 Excellent "The lady in the cafeteria/ breakfast section and the night receptionist were very pleasant 😊" [](https://expedia.ca/Albany-Hotels-Holiday-Inn-Express-Hotel-Suites-West-Coxsackie.h2591583.Hotel-Information) ![Hotel Vienna](//images.trvl-media.com/lodging/1000000/900000/893300/893228/75609405_y.jpg) ### Hotel Vienna 10/10 Excellent "Nice property. Clean. Liked firepits." [](https://expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) ![Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge](//images.trvl-media.com/lodging/34000000/33570000/33562300/33562299/6479a253_y.jpg) ### Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge 10/10 Excellent "The host was amazing. The amenities are excellent. The location and natural beauty are stunning." [](https://expedia.ca/Windham-Hotels-Dancing-Horse-Farm-In-Windham-Spectacular-9-Bedroom-Home.h33562299.Hotel-Information) ![Urban Cowboy Lodge](//images.trvl-media.com/lodging/43000000/42570000/42566500/42566439/a8a403ae_y.jpg) ### Urban Cowboy Lodge 10/10 Excellent "The room was very clean and well maintained. The staff from the desk to the restaurant were extremely polite and helpful. The location of the hotel is very peaceful and isolated, no cell service, no tv in room, nothing outside but beautiful nature and bright stars at night. The perfect spot to get away from the city life without going too far with your significant other. " [](https://expedia.ca/Big-Indian-Hotels-Urban-Cowboy-Lodge.h42566439.Hotel-Information) ![Cave Mountain Motel](//images.trvl-media.com/lodging/22000000/21080000/21075800/21075738/d953a56c_y.jpg) ### Cave Mountain Motel 10/10 Excellent "Facility was clean and well taken care of. You will not be disappointed." [](https://expedia.ca/Kingston-Hotels-Cave-Mountain-Motel.h21075738.Hotel-Information) ![Howard Johnson by Wyndham Saugerties](//images.trvl-media.com/lodging/1000000/30000/20500/20423/2cdc8bdd_y.jpg) ### Howard Johnson by Wyndham Saugerties 10/10 Excellent "we found the room very clean and the staff was friendly " [](https://expedia.ca/Kingston-Hotels-Howard-Johnson-By-Wyndham-Saugerties.h20423.Hotel-Information) ![Hunter Lodge, a Bluebird by Lark](//images.trvl-media.com/lodging/65000000/64240000/64238700/64238678/c80f19a7_y.jpg) ### Hunter Lodge, a Bluebird by Lark 10/10 Excellent "Will return. This was my 2nd stay. Love this property" [](https://expedia.ca/Kingston-Hotels-The-Hunter-Inn.h64238678.Hotel-Information) ## Find out more about Windham ## Windham Vacation Homes information | Number of reviews | 132 | | --- | --- | | Accommodation | 733 Vacation Homes | | Lowest Price | CA $204 | | Highest Price | CA $1,970 | ## 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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