Title: Windham Vacation Rentals from $140: Search Short-Term Rentals | Expedia.com

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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 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=175529&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 3 - Apr 5](https://www.expedia.com/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)

In three months

[May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=175529&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=175529&startDate=2026-05-29&endDate=2026-05-31&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)

![Interior](https://images.trvl-media.com/lodging/30000000/29490000/29486900/29486819/b0ffaa8a.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)

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

[](https://www.expedia.com/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

$145 nightly

$157 total

Feb 11 - Feb 12

Total with taxes and fees

[](https://www.expedia.com/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.com/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.

$212 nightly

$229 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/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)

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

![Exterior](https://images.trvl-media.com/lodging/124000000/123300000/123297000/123296996/6f5f156a.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)

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

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

Ashland

$284 nightly

$307 total

Feb 7 - Feb 8

Total with taxes and fees

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

![Property grounds](https://images.trvl-media.com/lodging/100000000/99570000/99562300/99562228/73f478ed.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)

### LUXURY SUITE WITH 2 FULL BEDS

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

Windham

$167 nightly

$189 total

Feb 9 - Feb 10

Total with taxes and fees

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

![Property grounds](https://images.trvl-media.com/lodging/126000000/125440000/125431400/125431338/3cb45411.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)

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

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

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

Windham

$429 nightly

$464 total

Feb 9 - Feb 10

Total with taxes and fees

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

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

[](https://www.expedia.com/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.

$215 nightly

$244 total

Feb 10 - Feb 11

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/110000000/109690000/109683300/109683297/0d597bff.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)

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

$3,116 nightly

$3,365 total

Feb 12 - Feb 13

Total with taxes and fees

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

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

### MIRROR CABIN IN THE FOREST WITH HOT TUB

[](https://www.expedia.com/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.

$342 nightly

$388 total

Feb 10 - Feb 11

Total with taxes and fees

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

![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)

![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)

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

[](https://www.expedia.com/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.

$502 nightly

$542 total

Feb 9 - Feb 10

Total with taxes and fees

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

$236 nightly

$255 total

Feb 9 - Feb 10

Total with taxes and fees

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

![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)

![Property grounds](https://images.trvl-media.com/lodging/116000000/115630000/115627600/115627538/f3108864.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.com/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.

$598 nightly

$646 total

Mar 2 - Mar 3

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/112000000/111590000/111585700/111585672/94231047.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.com/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.

$1,380 nightly

$1,490 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/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)

![TV, fireplace](https://images.trvl-media.com/lodging/123000000/122310000/122309300/122309290/w1430h949x0y0-4269ec88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

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

[](https://www.expedia.com/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.

$546 nightly

$590 total

Feb 11 - Feb 12

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/73000000/72540000/72533300/72533237/ba972182.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)

### Condo in Windham Mountain Village

[](https://www.expedia.com/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.

$959 nightly

$1,036 total

Feb 9 - Feb 10

Total with taxes and fees

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

![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)

![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)

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

[](https://www.expedia.com/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 traveler

$1,120 nightly

$1,197 total

Mar 2 - Mar 3

Total with taxes and fees

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

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

![Exterior](https://images.trvl-media.com/lodging/113000000/112670000/112666400/112666385/a813f9bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/113000000/112670000/112666400/112666385/75bc74cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

$1,120 nightly

$1,197 total

Mar 2 - Mar 3

Total with taxes and fees

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

![TV, fireplace](https://images.trvl-media.com/lodging/111000000/110610000/110601100/110601011/d7e5b127.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/111000000/110610000/110601100/110601011/fad10320.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

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

[](https://www.expedia.com/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.

$1,120 nightly

$1,197 total

Mar 2 - Mar 3

Total with taxes and fees

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

![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)

![1 bedroom, free WiFi](https://images.trvl-media.com/lodging/98000000/97060000/97052700/97052666/87388d6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### LUXURY DUPLEX SUITE WITH JACUZZI

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

Windham

$232 nightly

$264 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Windham-Hotels-LUXURY-DUPLEX-SUITE-WITH-JACUZZI.h97052666.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/bd845f52.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.com/Windham-Hotels-GLASS-MIRROR-CABIN-HAUS-WINDHAM.h97052672.Hotel-Information)

Windham

8.0/10

Very Good

(1 review)

$299 nightly

$340 total

Feb 9 - Feb 10

Total with taxes and fees

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

![Outdoor spa tub](https://images.trvl-media.com/lodging/98000000/97060000/97052700/97052670/a66f38ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/98000000/97060000/97052700/97052670/660c2cd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi](https://images.trvl-media.com/lodging/98000000/97060000/97052700/97052670/d4dbd950.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/98000000/97060000/97052700/97052670/1816d211.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Windham-Hotels-1-Bedroom-Luxury-Suite-Full-Kitchen-Dining-Haus-Windham.h97052670.Hotel-Information)

Windham

$215 nightly

$244 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Windham-Hotels-1-Bedroom-Luxury-Suite-Full-Kitchen-Dining-Haus-Windham.h97052670.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-02-20&endDate=2026-02-21&regionId=175529&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Windham%2C+New+York%2C+United+States+of+America&regionId=175529&latLong=42.307308%2C-74.25209&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CABIN)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Windham%2C+New+York%2C+United+States+of+America&regionId=175529&latLong=42.307308%2C-74.25209&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Windham%2C+New+York%2C+United+States+of+America&regionId=175529&latLong=42.307308%2C-74.25209&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=VACATION_HOME)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Windham%2C+New+York%2C+United+States+of+America&regionId=175529&latLong=42.307308%2C-74.25209&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CHALET)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Windham%2C+New+York%2C+United+States+of+America&regionId=175529&latLong=42.307308%2C-74.25209&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CONDO)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Windham%2C+New+York%2C+United+States+of+America&regionId=175529&latLong=42.307308%2C-74.25209&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=APARTMENT)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Windham%2C+New+York%2C+United+States+of+America&regionId=175529&latLong=42.307308%2C-74.25209&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=VILLA)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Windham%2C+New+York%2C+United+States+of+America&regionId=175529&latLong=42.307308%2C-74.25209&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=APART_HOTEL)

Houseboats

[](https://www.expedia.com/Hotel-Search?destination=Windham%2C+New+York%2C+United+States+of+America&regionId=175529&latLong=42.307308%2C-74.25209&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=HOUSE_BOAT)

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## Top Windham Hotel Reviews

![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.com/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.com/Kingston-Hotels-The-Hunter-Inn.h64238678.Hotel-Information)

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

10/10 Excellent

"It was an amazing experience. Finding the cabin was a little difficult because I arrived at night time. "

[](https://expedia.com/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.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.com/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.com/Kingston-Hotels-Albergo-Allegria-Hotel-Breakfast-Restaurant.h37320.Hotel-Information)

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

### Eastwind Windham

10/10 Excellent

"Great time, Candace was AWESOME! This hotel is super lucky to have her. The entire crew took great care of the hotel and guests during a wild snow storm. Was our second time staying and even more blown away this time but how cozy and special this little place can be. "

[](https://expedia.com/Windham-Hotels-Eastwind-Windham.h91907167.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.com/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.com/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.com/Kingston-Hotels-Aneils-West-Windham-House.h60036836.Hotel-Information)

## Find out more about Windham

**Everything you need to know about Windham vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Windham vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windham vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Windham vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Windham. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Windham in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $140 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Windham rentals**

At Expedia, we put the best Windham vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Windham rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windham vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windham. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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- [Vacation Homes in Windham ](https://expedia.com/Windham-Private-Vacation-Homes.d175529-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cabin Rentals in Windham ](https://expedia.com/Windham-Cabins.d175529-aaCabins.Travel-Guide-Accommodation)
- [Cottages in Windham ](https://expedia.com/Windham-Cottages.d175529-aaCottages.Travel-Guide-Accommodation)
- [Apartments in Windham ](https://expedia.com/Windham-Apartments.d175529-aaApartments.Travel-Guide-Accommodation)
- [Chalets in Windham ](https://expedia.com/Windham-Chalets.d175529-aaChalets.Travel-Guide-Accommodation)
- [Condo Rentals in Windham ](https://expedia.com/Windham-Condos.d175529-aaCondos.Travel-Guide-Accommodation)
- [B&B in Windham ](https://expedia.com/Windham-Bed-And-Breakfast.d175529-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Farmstay in Windham ](https://expedia.com/Windham-Agritourism.d175529-aaAgritourism.Travel-Guide-Accommodation)
- [Lodges in Windham ](https://expedia.com/Windham-Lodges.d175529-aaLodges.Travel-Guide-Accommodation)
- [Motels in Windham ](https://expedia.com/Windham-Motels.d175529-aaMotels.Travel-Guide-Accommodation)
- [Guest Houses in Windham ](https://expedia.com/Windham-Guest-Houses.d175529-aaGuestHouses.Travel-Guide-Accommodation)
- [Villas in Windham ](https://expedia.com/Windham-Villas.d175529-aaVillas.Travel-Guide-Accommodation)
- [Houseboats in Windham ](https://expedia.com/Windham-Houseboats.d175529-aaHouseboats.Travel-Guide-Accommodation)
- [Aparthotels in Windham ](https://expedia.com/Windham-Apart-Hotels.d175529-aaApartHotels.Travel-Guide-Accommodation)
- [RV Parks in Windham ](https://expedia.com/Windham-RV-Parks.d175529-aaRVParks.Travel-Guide-Accommodation)
- [Inns in Windham ](https://expedia.com/Windham-Inns.d175529-aaInns.Travel-Guide-Accommodation)
- [Country Houses in Windham ](https://expedia.com/Windham-Country-House.d175529-aaCountryHouse.Travel-Guide-Accommodation)
- [Holiday Park Resorts in Windham ](https://expedia.com/Windham-Holiday-Parks.d175529-aaHolidayParks.Travel-Guide-Accommodation)

## Frequently asked questions

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Hotels

- [Top Hotels in Montauk](https://expedia.com/Montauk-Hotels.d10637.Travel-Guide-Hotels)
- [Top Hotels in Lake Placid](https://expedia.com/Lake-Placid-Hotels.d6055989.Travel-Guide-Hotels)
- [Top Hotels in Saratoga Springs](https://expedia.com/Saratoga-Springs-Hotels.d9775.Travel-Guide-Hotels)
- [Top Hotels in Geneva](https://expedia.com/Geneva-Hotels.d7974.Travel-Guide-Hotels)
- [Top Hotels in Albany](https://expedia.com/Albany-Hotels.d603260.Travel-Guide-Hotels)
- [Top Hotels in Beacon](https://expedia.com/Beacon-Hotels.d6173904.Travel-Guide-Hotels)
- [Top Hotels in White Plains](https://expedia.com/White-Plains-Hotels.d603214.Travel-Guide-Hotels)
- [Top Hotels in Watkins Glen](https://expedia.com/Watkins-Glen-Hotels.d183731.Travel-Guide-Hotels)
- [Top Hotels in Plattsburgh](https://expedia.com/Plattsburgh-Hotels.d2816.Travel-Guide-Hotels)
- [Top Hotels in Ithaca](https://expedia.com/Ithaca-Hotels.d6056124.Travel-Guide-Hotels)
- [Top Hotels in Syracuse](https://expedia.com/Syracuse-Hotels.d601764.Travel-Guide-Hotels)
- [Niagara Falls Hotels with a View](https://expedia.com/Niagara-Falls-Hotels-Hotels-With-View.0-0-d602721-tHotelswithView.Travel-Guide-Filter-Hotels)
- [Top Hotels in Binghamton](https://expedia.com/Binghamton-Hotels.d6034018.Travel-Guide-Hotels)
- [Top Hotels in Lake George](https://expedia.com/Lake-George-Hotels.d6055969.Travel-Guide-Hotels)
- [Top Hotels in Rhinebeck](https://expedia.com/Rhinebeck-Hotels.d55927.Travel-Guide-Hotels)
- [Top Hotels in Poughkeepsie](https://expedia.com/Poughkeepsie-Hotels.d6056317.Travel-Guide-Hotels)
- [Top Hotels in Middletown](https://expedia.com/Middletown-Hotels.d8864.Travel-Guide-Hotels)
- [Top Hotels in Hudson](https://expedia.com/Hudson-Hotels.d55762.Travel-Guide-Hotels)
- [Top Hotels in Niagara Falls](https://expedia.com/Niagara-Falls-Hotels.d602721.Travel-Guide-Hotels)
- [Top Hotels in Cooperstown](https://expedia.com/Cooperstown-Hotels.d6487.Travel-Guide-Hotels)
- [Top Hotels in Utica](https://expedia.com/Utica-Hotels.d6055801.Travel-Guide-Hotels)
- [Top Hotels in Yonkers](https://expedia.com/Yonkers-Hotels.d7789.Travel-Guide-Hotels)

Flights

- [Flights to ALB](https://expedia.com/Cheap-Flights-To-Albany.d603260.Travel-Guide-Flights)
- [Flights to BUF](https://expedia.com/Cheap-Flights-To-Niagara-Falls.d602721.Travel-Guide-Flights)
- [Syracuse Cheap Flights](https://expedia.com/lp/flights/601764/flights-from-syracuse)
- [Flights to SYR](https://expedia.com/Cheap-Flights-To-Syracuse.d601764.Travel-Guide-Flights)

Cars

- [Car rentals in Albany](https://expedia.com/Car-Rentals-In-Albany.d603260.Car-Rental-Guide)
- [Car rentals in Syracuse](https://expedia.com/Car-Rentals-In-Syracuse.d601764.Car-Rental-Guide)

Activities

- [Things to do in Niagara Falls](https://expedia.com/Things-To-Do-In-Niagara-Falls.d602721.Travel-Guide-Activities)

Packages

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

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