Title: Windham Vacation Rentals from CA $181: Short-Term Rentals for 2026 | Expedia.ca

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![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

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## Check prices for these dates

In two weeks

[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 months

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2026-04-03&endDate=2026-04-05&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 rentals

![Exterior](https://images.trvl-media.com/lodging/30000000/29490000/29486900/29486819/w953h720x164y0-fef4ea98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/30000000/29490000/29486900/29486819/31106394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/30000000/29490000/29486900/29486819/91bb7626.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/30000000/29490000/29486900/29486819/f2d80de8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Windham

[](https://www.expedia.ca/Windham-Hotels-Studio-3-BEDS-SLEEPS-3.h29486819.Hotel-Information)

9.2/10

Wonderful

(40)

"Great place for an incredible price. We would definitely stay here again."

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

Jason

CA $118

CA $203 total

includes taxes & fees

Dec 11 - Dec 12

[](https://www.expedia.ca/Windham-Hotels-Studio-3-BEDS-SLEEPS-3.h29486819.Hotel-Information)

![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 $485

CA $755 total

includes taxes & fees

Dec 16 - Dec 17

[](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)

![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/24000000/23600000/23593000/23592940/270-0079bb56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

(54)

"Check in & checkout and communication super easy. Location is excellent. A/C and hot water great. For 4 guys on a 2 day golf trip it worked fine. "

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

david d.

CA $181

CA $309 total

includes taxes & fees

Dec 11 - Dec 12

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

![Dining](https://images.trvl-media.com/lodging/120000000/119410000/119408000/119407919/2022f4c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, foosball](https://images.trvl-media.com/lodging/120000000/119410000/119408000/119407919/4d761d90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119410000/119408000/119407919/96c6eccf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/120000000/119410000/119408000/119407919/a94fe796.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Windham

[](https://www.expedia.ca/Windham-Hotels-Unwind-Windham-Your-Luxurious-Mountain-Escape-In-Windham.h119407919.Hotel-Information)

10/10

Exceptional

(2)

"We stayed only one night and we thought that should stay more nights because of the comfort of the house, the location, the amenities and the Property Host was there for answer any question. Definitely we come back now with the conviction that we have everything we need for an escape from New York city. I recommend this place in a 100% for sure. "

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

Karla R.

CA $341

CA $900 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Windham-Hotels-Unwind-Windham-Your-Luxurious-Mountain-Escape-In-Windham.h119407919.Hotel-Information)

![1 bedroom, free WiFi](https://images.trvl-media.com/lodging/100000000/99570000/99562300/99562228/eba35020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Snow and ski sports](https://images.trvl-media.com/lodging/100000000/99570000/99562300/99562228/0524eb38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels](https://images.trvl-media.com/lodging/100000000/99570000/99562300/99562228/w1024h1365x0y2-255817c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/100000000/99570000/99562300/99562228/73f478ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Windham

[](https://www.expedia.ca/Windham-Hotels-LUXURY-SUITE-WITH-2-FULL-BEDS.h99562228.Hotel-Information)

CA $209

CA $269 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Windham-Hotels-LUXURY-SUITE-WITH-2-FULL-BEDS.h99562228.Hotel-Information)

![Room](https://images.trvl-media.com/lodging/117000000/116740000/116731200/116731180/w1623h1080x143y0-ca28f5c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116740000/116731200/116731180/cdf9ed8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/117000000/116740000/116731200/116731180/35fbcc7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/117000000/116740000/116731200/116731180/0c80b1bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Windham

[](https://www.expedia.ca/Windham-Hotels-MIRROR-CABIN-IN-THE-FOREST-WITH-HOT-TUB.h116731180.Hotel-Information)

8.0/10

Very good

(2)

"This was a unique and fun VRBO experience. The cabin was cozy and comfortable.So delightful to wake up to deer walking right by the window! Absolutely a gem of a property!"

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

Erin J.

CA $490

CA $627 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Windham-Hotels-MIRROR-CABIN-IN-THE-FOREST-WITH-HOT-TUB.h116731180.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108940000/108935400/108935357/w1061h1067x9y0-f2cb2ce1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/109000000/108940000/108935400/108935357/42f80bab_edited_992c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/109000000/108940000/108935400/108935357/5eadc5e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108940000/108935400/108935357/3c0b4dc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Ashland

[](https://www.expedia.ca/Windham-Hotels-Tiny-House-On-Walnut-Grove.h108935357.Hotel-Information)

4.0/10

(2)

"Many problems with this listing, first the fire alarm was low on battery, I had to physically climb to reach the smoke detector to detach and remove the battery, a sharp beeping noise went off every 90 seconds and we wouldn’t have been able to sleep without stopping it. There were no spare batteries to change. There were spiders everywhere. My friend used the shower and saw 11 of them moving around the ceiling. They were in the main bed and on the counter and sink as well. The tenant was nice...

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

Trevor C.

CA $182

CA $353 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Windham-Hotels-Tiny-House-On-Walnut-Grove.h108935357.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 $256

CA $715 total

includes taxes & fees

Dec 15 - Dec 16

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

![Dining](https://images.trvl-media.com/lodging/112000000/111590000/111585700/111585672/d4ed943f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/112000000/111590000/111585700/111585672/30995893.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111590000/111585700/111585672/5314e9f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/112000000/111590000/111585700/111585672/c3080178.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chalet in Windham

[](https://www.expedia.ca/Windham-Hotels-Luxury-3300-Sqft-Chalet.h111585672.Hotel-Information)

10/10

Exceptional

(3)

"Great for two families. The main room is awesome to hang out in. The house is clean, and the owner super helpful."

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

Michael L.

CA $1,038

CA $2,107 total

includes taxes & fees

Dec 11 - Dec 12

[](https://www.expedia.ca/Windham-Hotels-Luxury-3300-Sqft-Chalet.h111585672.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)

![Pool](https://images.trvl-media.com/lodging/123000000/122310000/122309300/122309290/w1430h949x0y0-ddefed88.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)

### 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 $227

CA $664 total

includes taxes & fees

Dec 11 - Dec 12

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

![Interior](https://images.trvl-media.com/lodging/101000000/100700000/100699700/100699683/0eda035c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100700000/100699700/100699683/91e12868.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/101000000/100700000/100699700/100699683/4249a8de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/101000000/100700000/100699700/100699683/14e52595.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Windham

[](https://www.expedia.ca/Windham-Hotels-5-Min-To-Skiing-Hot-Tub-Fire-Pit-Pool-Table.h100699683.Hotel-Information)

10/10

Exceptional

(5)

"Beautiful property, very accurately represented in listing photos. Very well stocked with every thing you need to host. Lots of fun activities to do in the home. Would definitely recommend"

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

Andrea S.

CA $568

CA $647 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Windham-Hotels-5-Min-To-Skiing-Hot-Tub-Fire-Pit-Pool-Table.h100699683.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/120000000/119930000/119929900/119929844/767a3876.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/120000000/119930000/119929900/119929844/aabf8f56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/120000000/119930000/119929900/119929844/4ad24e0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/120000000/119930000/119929900/119929844/10a863f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Windham

[](https://www.expedia.ca/Windham-Hotels-Drift-Haus45BR-Mountain-Lodge.h119929844.Hotel-Information)

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 $395

CA $1,040 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Windham-Hotels-Drift-Haus45BR-Mountain-Lodge.h119929844.Hotel-Information)

![1 bedroom, free WiFi](https://images.trvl-media.com/lodging/98000000/97060000/97052700/97052672/b1dc0f09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/98000000/97060000/97052700/97052672/a773d454_edited_d594.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/98000000/97060000/97052700/97052672/963247ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/98000000/97060000/97052700/97052672/736aa857.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Windham

[](https://www.expedia.ca/Windham-Hotels-GLASS-MIRROR-CABIN-HAUS-WINDHAM.h97052672.Hotel-Information)

8.0/10

Very good

(1)

CA $385

CA $494 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Windham-Hotels-GLASS-MIRROR-CABIN-HAUS-WINDHAM.h97052672.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)

![TV, fireplace](https://images.trvl-media.com/lodging/113000000/112670000/112666400/112666385/75bc74cd.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 $969

CA $2,036 total

includes taxes & fees

Dec 15 - Dec 16

[](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/113000000/112150000/112140600/112140512/42c9bda7.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)

![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)

### 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 $969

CA $2,036 total

includes taxes & fees

Dec 15 - Dec 16

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

![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)

![TV, fireplace](https://images.trvl-media.com/lodging/111000000/110610000/110601100/110601011/4723cb40.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 $969

CA $2,036 total

includes taxes & fees

Dec 15 - Dec 16

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

![Interior](https://images.trvl-media.com/lodging/110000000/109690000/109683300/109683297/90406fe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, foosball](https://images.trvl-media.com/lodging/110000000/109690000/109683300/109683297/3e572be0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109690000/109683300/109683297/0d597bff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109690000/109683300/109683297/42e43312.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Windham

[](https://www.expedia.ca/Windham-Hotels-Spacious-6-Bedroom-Cabin-In-Cool-Windham-With-AC.h109683297.Hotel-Information)

10/10

Exceptional

(1)

"Great spacious property, inside and out. Great host, Communicative and organized. Special place."

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

Bryan F.

CA $3,115

CA $4,649 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Windham-Hotels-Spacious-6-Bedroom-Cabin-In-Cool-Windham-With-AC.h109683297.Hotel-Information)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/73000000/72540000/72533300/72533237/b1665fd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/73000000/72540000/72533300/72533237/w1170h876x0y33-83e5059b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/73000000/72540000/72533300/72533237/ba972182.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/73000000/72540000/72533300/72533237/2570a747.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Windham

[](https://www.expedia.ca/Windham-Hotels-Condo-In-Windham-Mountain-Village.h72533237.Hotel-Information)

10/10

Exceptional

(14)

"We had a great time staying at this home. Catherine has been so accommodating to all of us. We look forward to staying at their property again!"

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

Pamela C.

CA $658

CA $1,096 total

includes taxes & fees

Dec 11 - Dec 12

[](https://www.expedia.ca/Windham-Hotels-Condo-In-Windham-Mountain-Village.h72533237.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/98000000/97060000/97052400/97052335/6a214ee7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/98000000/97060000/97052400/97052335/61b431ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/98000000/97060000/97052400/97052335/d1a75149.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi](https://images.trvl-media.com/lodging/98000000/97060000/97052400/97052335/2c753868.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Windham

[](https://www.expedia.ca/Windham-Hotels-The-Haus-Windham-Luxury-2-Bedroom-Suite.h97052335.Hotel-Information)

8.0/10

Very good

(2)

"There is obviously a lot to of remodeling and upgrades going on. New hot tub was not installed. Bathrooms, beds and kitchen were nice. Floors and windows were very dirty. There were no bath washcloths. Perhaps they are not included. The wood exterior side walk is dangerous and needs replaced."

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

Jackie S.

CA $362

CA $464 total

includes taxes & fees

Dec 11 - Dec 12

[](https://www.expedia.ca/Windham-Hotels-The-Haus-Windham-Luxury-2-Bedroom-Suite.h97052335.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/98000000/97060000/97052700/97052664/1b39ec49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/98000000/97060000/97052700/97052664/81f377fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/98000000/97060000/97052700/97052664/0ef21f9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/98000000/97060000/97052700/97052664/d2f6892d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Windham

[](https://www.expedia.ca/Windham-Hotels-1-Bedroom-Luxury-Suite-Full-Kitch-Haus-Windham.h97052664.Hotel-Information)

7.6/10

Good

(5)

"Excellent accommodations, close to everything you could need. My wife and I had a perfect evening "

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

Anthony M.

CA $282

CA $366 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Windham-Hotels-1-Bedroom-Luxury-Suite-Full-Kitch-Haus-Windham.h97052664.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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## 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

"Cute lodge near Hunter Mountain. Totally recommend!"

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

![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

"Beautiful resort. "

[](https://expedia.ca/Kingston-Hotels-Hunter-Mountain-Resort.h57228597.Hotel-Information)

![Woodstock Way Hotel](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/a7440a5e_y.jpg)

### Woodstock Way Hotel

10/10 Excellent

"Lovely place. Very comfortable beds. The only draw back was that our room was right by the drive way. Felt as if we were in a fish bowl. Maybe get some sheer drapes. Also, no coffee making facilities in our room, and no food offered at the foyer space, only coffee."

[](https://expedia.ca/Woodstock-Hotels-Woodstock-Way-Hotel.h91577819.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)

![Hotel Vienna](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/75609405_y.jpg)

### Hotel Vienna

10/10 Excellent

"Great place for local skiing. Very little local wifi coverage so make sure you have all your check-in details in advance. Nice spot."

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

![Wylder Hotel Windham](https://images.trvl-media.com/lodging/103000000/102240000/102239500/102239431/247f19f2_y.jpg)

### Wylder Hotel Windham

10/10 Excellent

"everything was clean and new. gorgeous pillows, mattress and bedding. Restaurant was wonderful. Loved the balcony view of mountains and stream. Too cold to go bike riding but they had electric bikes."

[](https://expedia.ca/Windham-Hotels-Wylder-Hotel-Windham.h102239431.Hotel-Information)

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

### Eastwind Windham

10/10 Excellent

"Would absolutely stay here again. Place was clean, the amenities were great and the staff was the best!"

[](https://expedia.ca/Windham-Hotels-Eastwind-Windham.h91907167.Hotel-Information)

## Find out more about Windham

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Windham. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Vacation Homes in Windham ](https://expedia.ca/Windham-Private-Vacation-Homes.d175529-aaPrivateVacationHomes.Travel-Guide-Accommodation)
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- [Chalets in Windham ](https://expedia.ca/Windham-Chalets.d175529-aaChalets.Travel-Guide-Accommodation)
- [Condo Rentals in Windham ](https://expedia.ca/Windham-Condos.d175529-aaCondos.Travel-Guide-Accommodation)
- [B&B in Windham ](https://expedia.ca/Windham-Bed-And-Breakfast.d175529-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Farmstay in Windham ](https://expedia.ca/Windham-Agritourism.d175529-aaAgritourism.Travel-Guide-Accommodation)
- [Lodges in Windham ](https://expedia.ca/Windham-Lodges.d175529-aaLodges.Travel-Guide-Accommodation)
- [Motels in Windham ](https://expedia.ca/Windham-Motels.d175529-aaMotels.Travel-Guide-Accommodation)
- [Guest Houses in Windham ](https://expedia.ca/Windham-Guest-Houses.d175529-aaGuestHouses.Travel-Guide-Accommodation)
- [Villas in Windham ](https://expedia.ca/Windham-Villas.d175529-aaVillas.Travel-Guide-Accommodation)
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## Frequently asked questions

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