Title: Windham Vacation Home Rentals from CA $310: 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)

![](https://images.trvl-media.com/place/175529/3d9b5210-4eb0-422c-87cb-eedcfc9fa09e.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 5 - Jun 7](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2026-06-05&endDate=2026-06-07&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

![Exterior](https://images.trvl-media.com/lodging/24000000/23600000/23593000/23592940/w953h720x164y0-af85ec27.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)

![Property grounds](https://images.trvl-media.com/lodging/24000000/23600000/23593000/23592940/6a211d29.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

[](https://www.expedia.ca/Kingston-Hotels-Townhouse-Loft-30-Ft-Balcony-Mt-View6-Beds-Sleeps-6.h23592940.Hotel-Information)

Windham

9.0/10

Wonderful

(56 reviews)

"Nice place and great little town "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

PAUL V.

CA $184

CA $310 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Kingston-Hotels-Townhouse-Loft-30-Ft-Balcony-Mt-View6-Beds-Sleeps-6.h23592940.Hotel-Information)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/126000000/125440000/125431400/125431338/f87926e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/126000000/125440000/125431400/125431338/8ca3c70c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125440000/125431400/125431338/6b19b7ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/126000000/125440000/125431400/125431338/ba378f0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pines Vignette • Modern 3BR Home in Windham

[](https://www.expedia.ca/Windham-Hotels-Pines-Vignette-Modern-3BR-Home-In-Windham.h125431338.Hotel-Information)

Windham

CA $184

CA $627 total

includes taxes & fees

Mar 16 - Mar 17

[](https://www.expedia.ca/Windham-Hotels-Pines-Vignette-Modern-3BR-Home-In-Windham.h125431338.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)

![Outdoor spa tub](https://images.trvl-media.com/lodging/116000000/115880000/115873700/115873639/323c6735.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)

![TV, fireplace](https://images.trvl-media.com/lodging/116000000/115880000/115873700/115873639/5d53790d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2 Min Walk to Windham Town | Hot Tub | Fire Pit

[](https://www.expedia.ca/Windham-Hotels-2-Min-Walk-To-Windham-Town-Hot-Tub-Fire-Pit.h115873639.Hotel-Information)

Windham

10/10

Exceptional

(1 review)

"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 $272

CA $744 total

includes taxes & fees

Mar 3 - Mar 4

[](https://www.expedia.ca/Windham-Hotels-2-Min-Walk-To-Windham-Town-Hot-Tub-Fire-Pit.h115873639.Hotel-Information)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/116000000/115630000/115627600/115627538/0b0dbf90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/116000000/115630000/115627600/115627538/b8fe5b4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/116000000/115630000/115627600/115627538/9eba7679.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/116000000/115630000/115627600/115627538/cb9c0279.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stylish 3BR Getaway – 3 Minutes to Windham Mountain Resort, AC & WiFi Included!

[](https://www.expedia.ca/Windham-Hotels-Charming-3-Bedroom-House-With-AC.h115627538.Hotel-Information)

Windham

10/10

Exceptional

(3 reviews)

"Beautiful location amazing townhouse. I will definitely be coming back."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Marquise D.

CA $409

CA $891 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/Windham-Hotels-Charming-3-Bedroom-House-With-AC.h115627538.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)

![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)

![Interior](https://images.trvl-media.com/lodging/113000000/112670000/112666400/112666385/f0994578.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)

### Newly Constructed Modern Farmhouse -- 4 BR / 4.5 Baths, High-end Furnishings!

[](https://www.expedia.ca/Windham-Hotels-Reduced-May-Rates-Plus-Special-Culinary-Promotion-Details-Below.h112666385.Hotel-Information)

Windham

10/10

Exceptional

(2 reviews)

"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 $974

CA $1,627 total

includes taxes & fees

Mar 2 - Mar 3

[](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)

![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)

![Exterior](https://images.trvl-media.com/lodging/111000000/110610000/110601100/110601011/fad10320.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)

### Newly Constructed Modern Farmhouse -- 4 BR / 4.5 Baths, High-end Furnishings!

[](https://www.expedia.ca/Windham-Hotels-Reduced-May-Rates-Plus-Special-Culinary-Promotion-Details-Below.h110601011.Hotel-Information)

Windham

10/10

Exceptional

(4 reviews)

"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 $974

CA $1,627 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/Windham-Hotels-Reduced-May-Rates-Plus-Special-Culinary-Promotion-Details-Below.h110601011.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)

![TV, fireplace](https://images.trvl-media.com/lodging/113000000/112150000/112140600/112140512/dd234479.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)

![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)

### Newly Constructed Modern Farmhouse -- 4 BR / 4.5 Baths, High-end Furnishings!

[](https://www.expedia.ca/Windham-Hotels-Breathtaking-Design.h112140512.Hotel-Information)

Windham

10/10

Exceptional

(1 review)

"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 $974

CA $1,627 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/Windham-Hotels-Breathtaking-Design.h112140512.Hotel-Information)

![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/122000000/121410000/121400400/121400397/0caf5258.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)

![Property grounds](https://images.trvl-media.com/lodging/122000000/121410000/121400400/121400397/9a7b95a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/122000000/121410000/121400400/121400397/8f1f5000.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 2-bedroom townhome in lovely Windham Mountain Village. Walk to skiing.

[](https://www.expedia.ca/Windham-Hotels-Charming-2-Bedroom-Townhome-In-Lovely-Windham-Mountain-Village-Walk-To-Skiing.h121400397.Hotel-Information)

Windham

[](https://www.expedia.ca/Windham-Hotels-Charming-2-Bedroom-Townhome-In-Lovely-Windham-Mountain-Village-Walk-To-Skiing.h121400397.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)

![Interior](https://images.trvl-media.com/lodging/123000000/122310000/122309300/122309290/44062bf6.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)

### Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome

[](https://www.expedia.ca/Windham-Hotels-Windham-Mountain-Slope-Side-Escape-W-Private-Hot-Tub-Pets-Welcome.h122309290.Hotel-Information)

Windham

9.4/10

Exceptional

(3 reviews)

"We loved ,.. place was very clean and organized "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cristina L.

CA $361

CA $834 total

includes taxes & fees

Mar 10 - Mar 11

[](https://www.expedia.ca/Windham-Hotels-Windham-Mountain-Slope-Side-Escape-W-Private-Hot-Tub-Pets-Welcome.h122309290.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)

![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108920000/108910900/108910854/da8ff557.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard

[](https://www.expedia.ca/Phoenicia-Hotels-Cozy-Chic-2-Bdroom-Bungalow-With-Sauna.h108910854.Hotel-Information)

Phoenicia

9.2/10

Wonderful

(35 reviews)

"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 $204

CA $471 total

includes taxes & fees

Feb 17 - Feb 18

[](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)

![Interior](https://images.trvl-media.com/lodging/97000000/96180000/96178600/96178561/8863db27.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)

![Living area](https://images.trvl-media.com/lodging/97000000/96180000/96178600/96178561/w1319h900x18y0-a92b9cf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Catskill Modern Tiny Escape Hot Tub Sauna Outdoor Theatre

[](https://www.expedia.ca/Jefferson-Hotels-Catskill-Modern-Tiny-Escape-Hot-Tub-Pizza-Oven.h96178561.Hotel-Information)

Jefferson

10/10

Exceptional

(4 reviews)

"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 $271

CA $628 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Jefferson-Hotels-Catskill-Modern-Tiny-Escape-Hot-Tub-Pizza-Oven.h96178561.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)

![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)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/104000000/103820000/103820000/103819908/0afecb87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Luxurious Cabin, Catskills - The Tiny Nook

[](https://www.expedia.ca/Catskill-Hotels-The-Tiny-Nook-Escape-The-City-Life-Relaxing-Getaway-Tucked-In-Catskills.h103819908.Hotel-Information)

Catskill

10/10

Exceptional

(8 reviews)

"Great place. Exactly like the pictures. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

robert a.

CA $218

CA $469 total

includes taxes & fees

Feb 23 - Feb 24

[](https://www.expedia.ca/Catskill-Hotels-The-Tiny-Nook-Escape-The-City-Life-Relaxing-Getaway-Tucked-In-Catskills.h103819908.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/122000000/121350000/121341200/121341174/703a8da2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121350000/121341200/121341174/303bdc78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/122000000/121350000/121341200/121341174/w3024h3604x0y0-fb1d7c5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, stereo](https://images.trvl-media.com/lodging/122000000/121350000/121341200/121341174/c2f17232.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2-bedroom in Peaceful Middleburgh Vroman’s Nose View

[](https://www.expedia.ca/Middleburgh-Hotels-Charming-2-Bedroom-House-In-Brilliant-Middleburgh-With-Steam-Sauna.h121341174.Hotel-Information)

Middleburgh

10/10

Exceptional

(1 review)

"Janelle was very welcoming and accommodating. The house was decorated for the holidays and very clean, comfy, and cozy. There are wonderful amenities such as pool, fire pit, grilling area, if the weather allows for outdoor activities. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lisa C.

CA $245

CA $448 total

includes taxes & fees

Feb 19 - Feb 20

[](https://www.expedia.ca/Middleburgh-Hotels-Charming-2-Bedroom-House-In-Brilliant-Middleburgh-With-Steam-Sauna.h121341174.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)

![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)

![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)

### Peaceful Cabin w/ Fire Pit & Creek Access

[](https://www.expedia.ca/Saugerties-Hotels-Peaceful-Cabin-W-Fire-Pit-Creek-Access.h113894307.Hotel-Information)

Saugerties

9.6/10

Exceptional

(15 reviews)

"House was very clean, host was welcoming "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

David C.

CA $115

CA $376 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/Saugerties-Hotels-Peaceful-Cabin-W-Fire-Pit-Creek-Access.h113894307.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/34000000/33510000/33502600/33502518/8ca88739.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33510000/33502600/33502518/3bc953c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33510000/33502600/33502518/719e6a32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33510000/33502600/33502518/0a8a05b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Country Farmhouse Along the Catskill Scenic Trail

[](https://www.expedia.ca/Hobart-Hotels-Cozy-Country-Farmhouse-Along-The-Catskill-Scenic-Trail.h33502518.Hotel-Information)

Hobart

10/10

Exceptional

(127 reviews)

"We stay here year after year! It is always clean, quiet, and well stocked. It feels like home away from home. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Andrea P.

CA $238

CA $469 total

includes taxes & fees

Feb 23 - Feb 24

[](https://www.expedia.ca/Hobart-Hotels-Cozy-Country-Farmhouse-Along-The-Catskill-Scenic-Trail.h33502518.Hotel-Information)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/94000000/93850000/93840400/93840334/974ac705.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/94000000/93850000/93840400/93840334/b2963ab7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, toaster](https://images.trvl-media.com/lodging/94000000/93850000/93840400/93840334/b31f741a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/94000000/93850000/93840400/93840334/b04f43c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Waterfall Oasis + Firepit

[](https://www.expedia.ca/East-Durham-Hotels-Cozy-Waterfall-Oasis-Firepit.h93840334.Hotel-Information)

East Durham

9.4/10

Exceptional

(15 reviews)

"Good place with close proximity to Greyfox"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Joseph M.

CA $174

CA $464 total

includes taxes & fees

Feb 23 - Feb 24

[](https://www.expedia.ca/East-Durham-Hotels-Cozy-Waterfall-Oasis-Firepit.h93840334.Hotel-Information)

![TV, fireplace, stereo](https://images.trvl-media.com/lodging/77000000/76890000/76880200/76880150/35dde22b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76890000/76880200/76880150/557bc9ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, stereo](https://images.trvl-media.com/lodging/77000000/76890000/76880200/76880150/ff6073ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/77000000/76890000/76880200/76880150/0eaec0e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### West Elm Lodge near Skiing • Waterfront • Groups • Breweries

[](https://www.expedia.ca/West-Kill-Hotels-Comeback-Lodge-Newly-Designed-Waterfront-Groups-Breweries.h76880150.Hotel-Information)

West Kill

9.8/10

Exceptional

(10 reviews)

"Great home, great host and we enjoyed our time there. Will plan to stay there again next year!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

dominick s.

CA $480

CA $1,045 total

includes taxes & fees

Feb 17 - Feb 18

[](https://www.expedia.ca/West-Kill-Hotels-Comeback-Lodge-Newly-Designed-Waterfront-Groups-Breweries.h76880150.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102070000/102060200/102060163/d8325d47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102070000/102060200/102060163/3b804042.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102070000/102060200/102060163/8775a3bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102070000/102060200/102060163/d63c2c43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Bend: Stony Clove Suite • Pool • Sauna • Creek

[](https://www.expedia.ca/Phoenicia-Hotels-The-Bend-Stony-Clove-Suite.h102060163.Hotel-Information)

Phoenicia

CA $291

CA $498 total

includes taxes & fees

Mar 3 - Mar 4

[](https://www.expedia.ca/Phoenicia-Hotels-The-Bend-Stony-Clove-Suite.h102060163.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/79000000/78090000/78084300/78084253/b3db0757.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/79000000/78090000/78084300/78084253/w1440h1897x0y5-29f33d7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78090000/78084300/78084253/3fbdaaad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/79000000/78090000/78084300/78084253/4faff5bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tao Estate in Catskills : Close to Hiking & Nature & Pet Friendly

[](https://www.expedia.ca/Catskill-Hotels-Tao-Estate.h78084253.Hotel-Information)

CATSKILL

9.4/10

Exceptional

(3 reviews)

"Lovely short weekend in the countryside. Calm zen retreat surrounded by nature and animals."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

sarah j.

CA $490

CA $1,025 total

includes taxes & fees

Feb 23 - Feb 24

[](https://www.expedia.ca/Catskill-Hotels-Tao-Estate.h78084253.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/84000000/83240000/83232500/83232489/65cbeb90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83240000/83232500/83232489/5dec8767.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/84000000/83240000/83232500/83232489/49bd2266.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/84000000/83240000/83232500/83232489/a5187290.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### COZY COTTAGE WITH MOUNTAIN VIEW AT LAKEFRONT LOT

[](https://www.expedia.ca/Stamford-Hotels-COZY-COTTAGE-WITH-MOUNTAIN-VIEW-AT-LAKEFRONT-LOT.h83232489.Hotel-Information)

Stamford

9.4/10

Exceptional

(11 reviews)

"We enjoyed our stay and would book the house again"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lisa M.

CA $493

CA $887 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Stamford-Hotels-COZY-COTTAGE-WITH-MOUNTAIN-VIEW-AT-LAKEFRONT-LOT.h83232489.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.

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## Find vacation rentals that suit your style

Cabins

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Cottages

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Private vacation homes

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Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Windham%2C+New+York%2C+United+States+of+America&regionId=175529&latLong=42.307308%2C-74.25209&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=CHALET)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Windham%2C+New+York%2C+United+States+of+America&regionId=175529&latLong=42.307308%2C-74.25209&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=APARTMENT)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Windham%2C+New+York%2C+United+States+of+America&regionId=175529&latLong=42.307308%2C-74.25209&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=CONDO)

Aparthotels

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Villas

[](https://www.expedia.ca/Hotel-Search?destination=Windham%2C+New+York%2C+United+States+of+America&regionId=175529&latLong=42.307308%2C-74.25209&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=VILLA)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Windham%2C+New+York%2C+United+States+of+America&regionId=175529&latLong=42.307308%2C-74.25209&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=HOUSE_BOAT)

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## Top Windham Hotel Reviews

![Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres,  Ski Lodge](https://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 house was perfectly clean and so very comfortable. And the host was very responsive. EXCELLENT experience all around!"

[](https://expedia.ca/Windham-Hotels-Dancing-Horse-Farm-In-Windham-Spectacular-9-Bedroom-Home.h33562299.Hotel-Information)

### Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent

"Incredible. The cabin was so cozy, clean, and the amenities were great! The host was so easy to communicate with and so responsive. We had an incredible view from our cabin, and just had the most relaxing time all round. "

[](https://expedia.ca/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information)

![Eastwind Windham](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907167/6052e62a_y.jpg)

### Eastwind Windham

10/10 Excellent

"Remarkably comfortable clean AND warm (sooo cold outside). Fun and warm poncho robes. Nice little seating area by the window. Very happy to have stayed here."

[](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

"The costumer service was more than great! Everyone was very friendly, easy to communicate with and helped me set up the sauna. Thank you for all the great work. Can’t wait to visit again. "

[](https://expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.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

10/10 Excellent

"Great room. Good continental breakfast. "

[](https://expedia.ca/Kingston-Hotels-The-Hunter-Inn.h64238678.Hotel-Information)

![Cave Mountain Motel](https://images.trvl-media.com/lodging/22000000/21080000/21075800/21075738/d953a56c_y.jpg)

### Cave Mountain Motel

10/10 Excellent

"friendly host. Clean room basic breakfast"

[](https://expedia.ca/Kingston-Hotels-Cave-Mountain-Motel.h21075738.Hotel-Information)

![Antique Rose Inn Windham](https://images.trvl-media.com/lodging/11000000/10120000/10117700/10117699/0ea806f5_y.jpg)

### Antique Rose Inn Windham

10/10 Excellent

"Cool historic home with a nice host. Great breakfast. "

[](https://expedia.ca/Kingston-Hotels-Antique-Rose-Inn-Windham.h10117699.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

"Lovely hotel and a friendly welcome by the owners. Some small issues arose which we were not affected by, but we were always kept informed. Sadly, we couldn't enjoy the breakfast due to a bereavement in the family but am looking forward to it on our next visit. Thank you and here's hoping to come back soon. "

[](https://expedia.ca/Kingston-Hotels-Albergo-Allegria-Hotel-Breakfast-Restaurant.h37320.Hotel-Information)

![Winwood Condominiums by Windham Mountain Club ](https://images.trvl-media.com/lodging/16000000/15410000/15409800/15409739/9a683bd4_y.jpg)

### Winwood Condominiums by Windham Mountain Club 

10/10 Excellent

"Great staff, shuttle to mountain "

[](https://expedia.ca/Kingston-Hotels-Winwood-Inn-Condominiums.h15409739.Hotel-Information)

## Find out more about Windham

## Windham Vacation Homes information

| Number of reviews | 254                |
| ----------------- | ------------------ |
| Accommodation     | 711 Vacation Homes |
| Lowest Price      | CA $310            |
| Highest Price     | CA $1,627          |

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- [Flights to Hunter ](https://www.expedia.ca/Cheap-Flights-To-Hunter.d117507.Travel-Guide-Flights)
- [Flights from Hunter ](https://www.expedia.ca/lp/flights/117507/flights-from-hunter)
- [Flights from Toronto (YYZ) to New York (NYC) ](https://www.expedia.ca/lp/flights/yyz/nyc/toronto-to-new-york)

- [Visit East Jewett ](https://www.expedia.ca/East-Jewett.dx500709)
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- [Windham Mountain Resort ](https://www.expedia.ca/Windham-Mountain-Resort-Windham.d6087209.Vacation-Attraction)
- [Zoom Flume ](https://www.expedia.ca/Zoom-Flume-Cornwallville.d6218025.Vacation-Attraction)

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- [Things to do in Maplecrest ](https://www.expedia.ca/Things-To-Do-In-Maplecrest.d6268398.Travel-Guide-Activities)

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