Best Apartments in Windham, NY for Your Vacation from $146

A winding road through a forest with autumn foliage, a rocky cliff on the right, and a mountain in the background.

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Our top choices for Windham apartments

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

Windham

Ahmad O.

$135 nightly

Sep 14 - Sep 15

Total with taxes and fees

2. Cabin on Mtn, Seasonal Pool Access w Panoramic Views! Hike, Golf, Swim, Relax!

Hunter Highlands

Elizabeth C.

$212 nightly

Sep 16 - Sep 17

Total with taxes and fees

3. Cabin on Mtn, Seasonal Pool Access w Panoramic Views! Hike, Golf, Swim, Unwind!

Lanesville

Krista F.

$246 nightly

Oct 6 - Oct 7

Total with taxes and fees

4. Tannersville 1BR on Main Street, sleeps 3

Tannersville

Ed P.

$239 nightly

Sep 9 - Sep 10

Total with taxes and fees

5. Elegant Studio on Tannersville Main Street

Tannersville

Edward P.

$218 nightly

Sep 9 - Sep 10

Total with taxes and fees

6. Tannersville 1BR on Main Street

Tannersville

jared c.

$228 nightly

Sep 9 - Sep 10

Total with taxes and fees

7. Stylish Studio on Main Street in Tannersville

Tannersville

Mohamed H.

$221 nightly

Sep 14 - Sep 15

Total with taxes and fees

8. Cozy Hunter Mountain Studio | Queen Bed & WiFi

Hunter

$251 nightly

Sep 10 - Sep 11

Total with taxes and fees

9. Suites on Main

Margaretville

"You get what you pay for - cheap, not value. Spent the first 2 hours cleaning because it was barely touched - even dining table and chairs had crumbs and spill stains. The coffee maker was black inside the water compartment. I had to pick up silverware and dish soap from the dollar store because there was only 2 forks and spoons for a place advertised for 6 and no dish soap to clean dishes. I’m confident my cleaning and items I left behind for the next guests will be reimbursed by karma. Oh,...

Jonathan

$144 nightly

Sep 9 - Sep 10

Total with taxes and fees

10. Artist's Retreat! 1-bedroom apartment with WiFi, AC in quaint Greenville

Greenville

Ellia H. L.

$209 nightly

Sep 9 - Sep 10

Total with taxes and fees

11. Mtn House @ Scribners w/ Pool and Private Sauna

Tannersville

Cathryn S.

$578 nightly

Sep 9 - Sep 10

Total with taxes and fees

12. Charming 1-bedroom apartment in peaceful Palenville with WiFi, AC

Palenville

$260 nightly

Sep 15 - Sep 16

Total with taxes and fees

13. Hunter Mtn Deluxe Studio | Fireplace & Kitchen

Hunter

$283 nightly

Sep 10 - Sep 11

Total with taxes and fees

14. 1.5 Bedroom Suite with Den

Mt Tremper

$362 nightly

Sep 14 - Sep 15

Total with taxes and fees

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Top Windham Hotel Reviews

Kaatskill Mountain Club & Condos by Vail Resorts

10/10 Excellent

"It was a wonderful hotel. Although it had gotten quite chilly, the pool was heated and there was also a hot tub, so the kids really enjoyed swimming and relaxing in the pool after our trek. Since it was the off-season, the hotel was quiet and not crowded. The restaurant was excellent, with great service and delicious food that truly impressed us. All of the staff were friendly and helpful, and we appreciated how well the property was maintained. We had a really enjoyable stay and would love to come back during the ski season next time!"

Jimmy OConnors Windham Mountain Inn

10/10 Excellent

"Jimmy Conner Inn is truly one of the best places to stay if you’re looking for somewhere quiet, peaceful, and surrounded by nature. Everything is so convenient you have a bar and restaurant right on the property, so you don’t even need to leave. It’s incredibly peaceful and the perfect place to decompress from all the noise and craziness of the city. The service was excellent, and the whole experience made us feel so welcomed and taken care of. They even have a beautiful fire pit where you can relax and enjoy the evening. Highly recommend this place if you’re looking to disconnect, reconnect with nature, and just enjoy some peace and quiet! 🔥🌲"

Hotel Vienna

10/10 Excellent

"We vacationed and traveled for 11 days and stayed at 10 different hotels in upstate NY. This hotel was the BEST. It was spacious, very clean, with an excellent breakfast. The host was polite, professional, and a lot of fun to visit with. We found an excellent place to wrap up with our sightseeing adventure. You will not be disappointed!!"

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

10/10 Excellent

"This house was great! We had 20 people stay here comfortably and never really left the house! Greg was very responsive to all of my messages and the house was equipped with a lot of things!"

Find out more about Windham

Windham Apartments information

Number of reviews	187
Accommodation	101 Apartments
Lowest Price	$146
Highest Price	$629

Frequently asked questions

What's it like to stay at an apartment in Windham?

You can choose from 18 apartments in Windham for your trip. Why not visit the ski slopes and take time to enjoy the mountain landscape while you're in this relaxing area?

How do you know if an apartment is a good option for your stay?

An apartment is often more spacious than a traditional hotel room and comes equipped with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home but also for solo travelers who want to stay in a quieter area.

What's the top apartment for my stay in Windham?

Below are some of the top apartments in the area: Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter: Located 0.1 mi/0.1 km away in Windham. Amenities include private balconies. Cozy Apt close to the Catskill Park,Skiing, Hiking and more!: It's situated in Margaretville, 23.1 mi/37.1 km away. Includes free WiFi, private patios, and sofa beds. Groovy 1 Bedroom Apartment in Woodstock - AC & WiFi!: It's located in Woodstock, 19.6 mi/31.5 km from Windham. Includes private balconies.

How many apartments can I expect to find in Windham?

Expedia has 18 apartments to book in Windham.

What can I expect from the weather when I travel to Windham?

Though weather is just one factor, it can really affect your travel plans, especially when you're planning an extended stay in Windham. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Windham are January, March, December, and November, with each month seeing an average of 7 inches of snowfall.

What should I see in Windham?

Windham is known for its mountain landscape and ski slopes. Elm Ridge Wild Forest and Ashland Park are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Windham Country Club and Windham Mountain Resort.

What's the best way to get to and around Windham?

Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Hudson, NY (HCC-Columbia County), which is located 27.6 mi (44.4 km) away from the city center. If you'd like to explore around the area, you may want a rental car for your journey.

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Windham Vacation Rentals

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Check prices for these dates

Our top choices for Windham apartments

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

2. Cabin on Mtn, Seasonal Pool Access w Panoramic Views! Hike, Golf, Swim, Relax!

3. Cabin on Mtn, Seasonal Pool Access w Panoramic Views! Hike, Golf, Swim, Unwind!

4. Tannersville 1BR on Main Street, sleeps 3