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

[Mar 6 - Mar 8](https://www.expedia.com/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 two months

[Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=175529&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=175529&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=175529&startDate=2026-06-12&endDate=2026-06-14&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/f2d80de8.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

(42 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

$156 total

Feb 23 - Feb 24

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)

![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)

![Property grounds](https://images.trvl-media.com/lodging/24000000/23600000/23593000/23592940/a7de5b45.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.

$211 nightly

$228 total

Mar 1 - Mar 2

Total with taxes and fees

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

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

![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.com/Windham-Hotels-LUXURY-SUITE-WITH-2-FULL-BEDS.h99562228.Hotel-Information)

Windham

$167 nightly

$189 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Windham-Hotels-LUXURY-SUITE-WITH-2-FULL-BEDS.h99562228.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/f78e3d55.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)

![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

$238 nightly

$270 total

Mar 11 - Mar 12

Total with taxes and fees

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

![Room](https://images.trvl-media.com/lodging/117000000/116740000/116731200/116731180/faf0b015.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.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 23 - Feb 24

Total with taxes and fees

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

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

![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 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.

$626 nightly

$676 total

Mar 4 - Mar 5

Total with taxes and fees

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

$439 nightly

$474 total

Feb 23 - Feb 24

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/102000000/101950000/101941000/101940961/bf45e7cb.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)

![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)

### Waterfront Mansion on 20 acres Windham Ski Resort

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

$1,358 nightly

$1,467 total

Feb 24 - Feb 25

Total with taxes and fees

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

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

### 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.

$539 nightly

$582 total

Mar 22 - Mar 23

Total with taxes and fees

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

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

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

![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.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)

![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)

### 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)

![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)

![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)

![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)

### 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 26 - Feb 27

Total with taxes and fees

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

![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)

![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)

### 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

(5 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.

$1,360 nightly

$1,468 total

Feb 23 - Feb 24

Total with taxes and fees

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

![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)

### 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.

$478 nightly

$516 total

Mar 23 - Mar 24

Total with taxes and fees

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

![TV, fireplace](https://images.trvl-media.com/lodging/123000000/122310000/122309300/122309290/8dac696b.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)

![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)

### 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

9.4/10

Exceptional

(3 reviews)

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

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

Cristina L.

$518 nightly

$559 total

Mar 24 - Mar 25

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)

![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)

![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.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 28 - Mar 1

Total with taxes and fees

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

![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/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.

$208 nightly

$236 total

Mar 2 - Mar 3

Total with taxes and fees

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

### 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)

$282 nightly

$321 total

Mar 17 - Mar 18

Total with taxes and fees

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

![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)

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

![Hair dryer, towels](https://images.trvl-media.com/lodging/98000000/97060000/97052400/97052335/689e7ab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NEW OUTDOOR HOT TUB! Luxury 2 Bedroom Suite -The Haüs Windham

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

Windham

8.0/10

Very Good

(2 reviews)

"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.

$287 nightly

$326 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Windham-Hotels-The-Haus-Windham-Luxury-2-Bedroom-Suite.h97052335.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

[](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=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&lodging=CABIN)

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=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&lodging=VACATION_HOME)

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=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&lodging=COTTAGE)

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=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&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=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&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=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&lodging=APARTMENT)

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=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&lodging=APART_HOTEL)

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=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&lodging=VILLA)

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=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&lodging=HOUSE_BOAT)

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## Top Windham Hotel Reviews

![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

"Ok"

[](https://expedia.com/Kingston-Hotels-Holiday-Inn-Express-Suites-Saugerties-Hudson-Valley.h34864714.Hotel-Information)

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

10/10 Excellent

"Absolutely amazing! The place was wonderful and so peaceful! "

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

![AutoCamp Catskills](https://images.trvl-media.com/lodging/73000000/72590000/72584900/72584897/24c057a8_y.jpg)

### AutoCamp Catskills

10/10 Excellent

"Room was very spacious and clean I loved it it’s my second time there "

[](https://expedia.com/Saugerties-Hotels-AutoCamp-Catskills.h72584897.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

"room was very clean, the whole place including staff was great would defiantly stay there again."

[](https://expedia.com/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

"Our stay was comfortable and lovely. The owner helped us a lot with recommendations on where and when to go for dinner, warned us about long lines, and even gave us great advice for skiing. The room was very comfortable, and the breakfast was delicious!"

[](https://expedia.com/Kingston-Hotels-Antique-Rose-Inn-Windham.h10117699.Hotel-Information)

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

### Hotel Vienna

10/10 Excellent

"Very clean, modern, great amenities. Breakfast croissants were excellent. Very friendly staff. We will definitely visit again. "

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

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

![Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres,  Ski Lodge](https://images.trvl-media.com/lodging/34000000/33570000/33562300/33562299/6479a253_y.jpg)

### Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge

10/10 Excellent

"The house was perfectly clean and so very comfortable. And the host was very responsive. EXCELLENT experience all around!"

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

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

### Eastwind Windham

10/10 Excellent

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

[](https://expedia.com/Windham-Hotels-Eastwind-Windham.h91907167.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.

## Explore a world of travel with Expedia

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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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