Title: Windham Vacation Rentals from CA $190: 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)

![](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 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/f2d80de8.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)

![Interior](https://images.trvl-media.com/lodging/30000000/29490000/29486900/29486819/b0ffaa8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

###  Studio 3 BEDS-SLP 3\. Downtown Windham. Next to the Ski Resort. Close to Hunter

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

Windham

9.2/10

Wonderful

(41 reviews)

"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 $116

CA $198 total

includes taxes & fees

Feb 12 - Feb 13

[](https://www.expedia.ca/Windham-Hotels-Studio-3-BEDS-SLEEPS-3.h29486819.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/24000000/23600000/23593000/23592940/6a211d29.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)

![Interior](https://images.trvl-media.com/lodging/24000000/23600000/23593000/23592940/270-0079bb56.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 $183

CA $308 total

includes taxes & fees

Feb 11 - Feb 12

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

![Interior](https://images.trvl-media.com/lodging/124000000/123300000/123297000/123296996/f5875a14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123300000/123297000/123296996/96cfd01a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/124000000/123300000/123297000/123296996/9988ac43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123300000/123297000/123296996/86f744d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 1-bedroom studio in peaceful Ashland with AC

[](https://www.expedia.ca/Windham-Hotels-Cozy-1-Bedroom-Studio-In-Peaceful-Ashland-With-AC.h123296996.Hotel-Information)

Ashland

CA $201

CA $413 total

includes taxes & fees

Feb 11 - Feb 12

[](https://www.expedia.ca/Windham-Hotels-Cozy-1-Bedroom-Studio-In-Peaceful-Ashland-With-AC.h123296996.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)

![Interior](https://images.trvl-media.com/lodging/126000000/125440000/125431400/125431338/6b19b7ac.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)

![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

Feb 11 - Feb 12

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

![Marina](https://images.trvl-media.com/lodging/100000000/99570000/99562300/99562228/57dc7630.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)

### LUXURY SUITE WITH 2 FULL BEDS

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

Windham

CA $198

CA $255 total

includes taxes & fees

Mar 3 - Mar 4

[](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)

![Room](https://images.trvl-media.com/lodging/117000000/116740000/116731200/116731180/faf0b015.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/117000000/116740000/116731200/116731180/0c80b1bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### MIRROR CABIN IN THE FOREST WITH HOT TUB

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

Windham

8.0/10

Very good

(2 reviews)

"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 $406

CA $523 total

includes taxes & fees

Mar 9 - Mar 10

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

![1 bedroom, free WiFi](https://images.trvl-media.com/lodging/98000000/97060000/97052700/97052664/96da97c2.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)

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

### NEW OUTDOOR HOT TUB! 1-Bedroom Luxury Suite + Full Kitch - Haus Windham

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

Windham

7.6/10

Good

(5 reviews)

"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 $255

CA $328 total

includes taxes & fees

Mar 3 - Mar 4

[](https://www.expedia.ca/Windham-Hotels-1-Bedroom-Luxury-Suite-Full-Kitch-Haus-Windham.h97052664.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/116000000/115880000/115873700/115873639/5d53790d.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/eb2ff1dd.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 $285

CA $754 total

includes taxes & fees

Mar 11 - Mar 12

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

![Exterior](https://images.trvl-media.com/lodging/110000000/109690000/109683300/109683297/42e43312.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109690000/109683300/109683297/634ad661.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious Cabin near Hunter & Windham Mountains - 5-25-minute drive - 6 Bedrooms

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

Windham

10/10

Exceptional

(1 review)

"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 $3,051

CA $4,598 total

includes taxes & fees

Feb 17 - Feb 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/116000000/115630000/115627600/115627538/0b0dbf90.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)

![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)

### 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 $407

CA $885 total

includes taxes & fees

Mar 6 - Mar 7

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

![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)

![Terrace/patio](https://images.trvl-media.com/lodging/123000000/122310000/122309300/122309290/f9ba3577.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

9.0/10

Wonderful

(2 reviews)

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

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

Cristina L.

CA $336

CA $805 total

includes taxes & fees

Feb 11 - Feb 12

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

![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)

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108940000/108935400/108935357/w1170h1560x0y3-d8829d9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tiny House on Walnut Grove

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

Ashland

4.0/10

(2 reviews)

"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 $178

CA $346 total

includes taxes & fees

Feb 24 - Feb 25

[](https://www.expedia.ca/Windham-Hotels-Tiny-House-On-Walnut-Grove.h108935357.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/c3080178.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/112000000/111590000/111585700/111585672/30995893.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. Pizza Oven

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

Windham

10/10

Exceptional

(3 reviews)

"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 $974

CA $2,040 total

includes taxes & fees

Mar 1 - Mar 2

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

![TV, fireplace](https://images.trvl-media.com/lodging/113000000/112150000/112140600/112140512/42c9bda7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/113000000/112150000/112140600/112140512/069fe417.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

![Exterior](https://images.trvl-media.com/lodging/113000000/112150000/112140600/112140512/61777073.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 $970

CA $1,622 total

includes taxes & fees

Mar 12 - Mar 13

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

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/113000000/112670000/112666400/112666385/68d96f54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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 $970

CA $1,620 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)

![Dining](https://images.trvl-media.com/lodging/102000000/101950000/101941000/101940961/380700b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101950000/101941000/101940961/bce70544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101950000/101941000/101940961/0a860a44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101950000/101941000/101940961/2d2dbce5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterfront Mansion on 20 acres Windham Ski Resort

[](https://www.expedia.ca/Windham-Hotels-Waterfront-Mansion-On-20-Acres-Windham-Ski-Resort.h101940961.Hotel-Information)

Windham

10/10

Exceptional

(3 reviews)

"The house was exactly as pictured and described. Beautiful home on a huge lot. "

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

Whit M.

CA $1,011

CA $2,083 total

includes taxes & fees

Feb 23 - Feb 24

[](https://www.expedia.ca/Windham-Hotels-Waterfront-Mansion-On-20-Acres-Windham-Ski-Resort.h101940961.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)

![TV, fireplace](https://images.trvl-media.com/lodging/111000000/110610000/110601100/110601011/4723cb40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110610000/110601100/110601011/0763952a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 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 $970

CA $1,620 total

includes taxes & fees

Mar 9 - Mar 10

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

![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)

![Exterior](https://images.trvl-media.com/lodging/73000000/72540000/72533300/72533237/ea784583.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)

### Condo in Windham Mountain Village

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

Windham

10/10

Exceptional

(14 reviews)

"Place was amazing "

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

Erik B.

CA $902

CA $1,406 total

includes taxes & fees

Feb 23 - Feb 24

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

![Dining](https://images.trvl-media.com/lodging/98000000/97060000/97052700/97052672/736aa857.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)

![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)

### GLASS MIRROR CABIN - HAUS WINDHAM

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

Windham

8.0/10

Very good

(1 review)

CA $355

CA $458 total

includes taxes & fees

Feb 11 - Feb 12

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

![TV](https://images.trvl-media.com/lodging/98000000/97060000/97052700/97052666/6f698b2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/98000000/97060000/97052700/97052666/1d1068ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels](https://images.trvl-media.com/lodging/98000000/97060000/97052700/97052666/e16e780a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/98000000/97060000/97052700/97052666/f78e3d55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### LUXURY DUPLEX SUITE WITH JACUZZI

[](https://www.expedia.ca/Windham-Hotels-LUXURY-DUPLEX-SUITE-WITH-JACUZZI.h97052666.Hotel-Information)

Windham

CA $283

CA $366 total

includes taxes & fees

Mar 9 - Mar 10

[](https://www.expedia.ca/Windham-Hotels-LUXURY-DUPLEX-SUITE-WITH-JACUZZI.h97052666.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

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Apartments

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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=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&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=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&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=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&lodging=HOUSE_BOAT)

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## Top Windham Hotel Reviews

![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)

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

10/10 Excellent

"The cabin was very clean and cozy"

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

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

### Hotel Vienna

10/10 Excellent

"Excellent room and shower"

[](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

"The room was very clean and spacious, and the bathroom looked newly renovated. The decor had a country/ mountain vibe. A little dark, but got a good night sleep on the comfortable mattress and pillows. Appreciated the amenities like coffee station in the front and fireplace with area to hang out. "

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

![NEW LISTING! Heated Pool + Sauna + Hot Tub + Game Room + Jungle Gym + Fire Pit](https://images.trvl-media.com/lodging/122000000/121190000/121186500/121186492/b3165af9_y.jpg)

### NEW LISTING! Heated Pool + Sauna + Hot Tub + Game Room + Jungle Gym + Fire Pit

10/10 Excellent

"The owner of this house is absolutely wonderful!! Any small issue we had she was right on it. The house was beautiful, big and so cozy. We can’t wait to come back. I highly recommend l!!"

[](https://expedia.ca/Windham-Hotels-NEW-LISTING-Heated-Pool-Sauna-Hot-Tub-Game-Room-Jungle-Gym-Fire-Pit.h121186492.Hotel-Information)

![A'Neils Windham Ski Lodge & Family Retreat](https://images.trvl-media.com/lodging/61000000/60040000/60036900/60036836/c6d2cb81_y.jpg)

### A'Neils Windham Ski Lodge & Family Retreat

10/10 Excellent

"Kind host, clear communication! House was great, lots of fun games and spaces to hang out. The hot water did run out fairly quickly, but that is our only area of improvement. Overall, we had a really good experience and would recommend to others. "

[](https://expedia.ca/Kingston-Hotels-Aneils-West-Windham-House.h60036836.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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- [Hotels in Utica](https://expedia.ca/Utica-Hotels.d6055801.Travel-Guide-Hotels)
- [Hotels in Lake George](https://expedia.ca/Lake-George-Hotels.d6055969.Travel-Guide-Hotels)
- [Hotels in Massena](https://expedia.ca/Massena-Hotels.d2429.Travel-Guide-Hotels)
- [Hotels in Watertown](https://expedia.ca/Watertown-Hotels.d417.Travel-Guide-Hotels)
- [Hotels in Orchard Park](https://expedia.ca/Orchard-Park-Hotels.d6047844.Travel-Guide-Hotels)
- [Hotels in Binghamton](https://expedia.ca/Binghamton-Hotels.d6034018.Travel-Guide-Hotels)
- [Hotels in Alexandria Bay](https://expedia.ca/Alexandria-Bay-Hotels.d10739.Travel-Guide-Hotels)
- [Hotels in Syracuse](https://expedia.ca/Syracuse-Hotels.d601764.Travel-Guide-Hotels)
- [Hotels in Saratoga Springs](https://expedia.ca/Saratoga-Springs-Hotels.d9775.Travel-Guide-Hotels)
- [Hotels in Lake Placid](https://expedia.ca/Lake-Placid-Hotels.d6055989.Travel-Guide-Hotels)
- [Hotels in Plattsburgh](https://expedia.ca/Plattsburgh-Hotels.d2816.Travel-Guide-Hotels)
- [Hotels in Albany](https://expedia.ca/Albany-Hotels.d603260.Travel-Guide-Hotels)
- [Hotels in Ellicottville](https://expedia.ca/Ellicottville-Hotels.d183669.Travel-Guide-Hotels)
- [Hotels in Watkins Glen](https://expedia.ca/Watkins-Glen-Hotels.d183731.Travel-Guide-Hotels)
- [Hotels in Ithaca](https://expedia.ca/Ithaca-Hotels.d6056124.Travel-Guide-Hotels)
- [Beach Hotel in Plattsburgh](https://expedia.ca/Plattsburgh-Hotels-Beach-Hotel.0-0-d2816-tBeachHotel.Travel-Guide-Filter-Hotels)
- [Hotels in Corning](https://expedia.ca/Corning-Hotels.d6045.Travel-Guide-Hotels)

Flights

- [Cheap Flights from Plattsburgh](https://expedia.ca/lp/flights/2816/flights-from-plattsburgh)
- [Cheap Flights from Syracuse](https://expedia.ca/lp/flights/601764/flights-from-syracuse)

Activities

- [Things to do in Albany](https://expedia.ca/Things-To-Do-In-Albany.d603260.Travel-Guide-Activities)
- [Things to do in Syracuse](https://expedia.ca/Things-To-Do-In-Syracuse.d601764.Travel-Guide-Activities)
- [Things to do in Niagara Falls](https://expedia.ca/Things-To-Do-In-Niagara-Falls.d602721.Travel-Guide-Activities)
- [Things to do in Alexandria Bay](https://expedia.ca/Things-To-Do-In-Alexandria-Bay.d10739.Travel-Guide-Activities)

Packages

- [Niagara Falls Vacations](https://expedia.ca/Niagara-Falls.d602721.Destination-Travel-Guides)

General

- [Visit Ellicottville](https://expedia.ca/Ellicottville.dx183669)
- [Visit Saratoga Springs](https://expedia.ca/Saratoga-Springs.dx9775)
- [Visit Niagara Falls](https://expedia.ca/Niagara-Falls.dx602721)
- [Visit Montauk](https://expedia.ca/Montauk.dx10637)
- [Visit Lake Placid](https://expedia.ca/Lake-Placid.dx6055989)

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