Find Extended Stay Hotels in Windham, NY

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Top Windham Extended Stay Hotels | Reserve now, pay later

Presidential Duplex, Fireplace, Mountain View | Premium bedding, down comforters, memory foam beds, free WiFi
The Haüs Windham

The Haüs Windham

2.0 star property
Windham
8.6 out of 10, Excellent, (17)
"Great place nice and clean"
United States
henry
$217 nightly
The price is $235
Dec 2 - Dec 3
Total with taxes and fees
The Haüs Windham
Property grounds
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

Windham
9.0 out of 10, Wonderful, (54)
"Check in & checkout and communication super easy. Location is excellent. A/C and hot water great. For 4 guys on a 2 day golf trip it worked fine. "
United States
david d.
$171 nightly
The price is $185
Nov 30 - Dec 1
Total with taxes and fees
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Exterior
Unwind Windham, Chalet

Unwind Windham, Chalet

Windham
10.0 out of 10, Exceptional, (2)
"We stayed only one night and we thought that should stay more nights because of the comfort of the house, the location, the amenities and the Property Host was there for answer any question. Definitely we come back now with the conviction that we have everything we need for an escape from New York city. I recommend this place in a 100% for sure. "
United States
Karla R.
$609 nightly
The price is $614
Dec 15 - Dec 16
Total with taxes and fees
Unwind Windham, Chalet
Terrace/patio
Drift Haus|4.5BR+ Mountain Lodge

Drift Haus|4.5BR+ Mountain Lodge

Windham
8.0 out of 10, Very Good, (1)
"The property was beautiful and peaceful. The kitchen was amazing and there were so many common areas that were great to socialize in. We did encounter some garbage left by the previous guests, but Will was responsive when we flagged it. There were a few repairs needed on the sliding doors, but overall it was a luxurious place to stay while we enjoyed the nature. "
United States
Grace H.
$673 nightly
The price is $680
Dec 1 - Dec 2
Total with taxes and fees
Drift Haus|4.5BR+ Mountain Lodge
Terrace/patio
Tiny House on Walnut Grove

Tiny House on Walnut Grove

2.0 star property
Ashland
4.0 out of 10, (2)
"Many problems with this listing, first the fire alarm was low on battery, I had to physically climb to reach the smoke detector to detach and remove the battery, a sharp beeping noise went off every 90 seconds and we wouldn’t have been able to sleep without stopping it. There were no spare batteries to change. There were spiders everywhere. My friend used the shower and saw 11 of them moving around the ceiling. They were in the main bed and on the counter and sink as well. The tenant was nice...
United States
Trevor C.
$253 nightly
The price is $273
Dec 22 - Dec 23
Total with taxes and fees
Tiny House on Walnut Grove
Terrace/patio
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table

5 Min to Skiing | Hot Tub | Fire Pit | Pool Table

Windham
10.0 out of 10, Exceptional, (5)
"Beautiful property, very accurately represented in listing photos. Very well stocked with every thing you need to host. Lots of fun activities to do in the home. Would definitely recommend"
United States
Andrea S.
$341 nightly
The price is $344
Dec 3 - Dec 4
Total with taxes and fees
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
Microwave, oven, stovetop, dishwasher
Newly Constructed Modern Farmhouse -- 4 BR / 4.5 Baths, High-end Furnishings!

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

Windham
10.0 out of 10, Exceptional, (1)
"We had an amazing time in this magnificent, beautiful home. Our family books ski trips throughout the northeast twice a year as a group of 10 for the past 10 years. This house has by far ranked #1 as the best house we have stayed in. 10 minutes away from the mountain (Windham). 4 large sized bedrooms each with their own large bathrooms. A beautiful dream kitchen with all the essentials. We did plenty of cooking. We loved the open layout of the home. We will definitely be back for sure. "
United States
Anonymous traveler
$1,371 nightly
The price is $1,470
Dec 1 - Dec 2
Total with taxes and fees
Newly Constructed Modern Farmhouse -- 4 BR / 4.5 Baths, High-end Furnishings!
Interior
Newly Constructed Modern Farmhouse -- 4 BR / 4.5 Baths, High-end Furnishings!

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

Windham
10.0 out of 10, Exceptional, (2)
"I really enjoyed my time here. The house was comfortable, modern and well taken care of, and the property it was on was beautiful. Good access to town as well, and the full kitchen was well appointed. I had a really relaxing weekend, I'd book this again."
United States
Robert G.
$1,371 nightly
The price is $1,470
Dec 1 - Dec 2
Total with taxes and fees
Newly Constructed Modern Farmhouse -- 4 BR / 4.5 Baths, High-end Furnishings!
TV, fireplace
Newly Constructed Modern Farmhouse -- 4 BR / 4.5 Baths, High-end Furnishings!

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

Windham
10.0 out of 10, Exceptional, (4)
"We had a great three day getaway in Windham. The house was a great spot for a ski getaway in the mountains. Nice open floor plan and every bedroom had a bathroom which was great"
United States
Jim V.
$1,371 nightly
The price is $1,470
Dec 1 - Dec 2
Total with taxes and fees
Newly Constructed Modern Farmhouse -- 4 BR / 4.5 Baths, High-end Furnishings!
Property grounds
Ski retreat near Hunter and Windham. Mountain views! Family and pet friendly!

Ski retreat near Hunter and Windham. Mountain views! Family and pet friendly!

Ashland
9.2 out of 10, Wonderful, (5)
"Great place to stay very accommodating more than expected "
United States
Julia M.
$468 nightly
The price is $505
Nov 30 - Dec 1
Total with taxes and fees
Ski retreat near Hunter and Windham. Mountain views! Family and pet friendly!
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 out more about Windham

Discover top Windham attractions

Windham, New York, offers a perfect blend of outdoor adventure and cozy charm, making it an excellent choice for travelers seeking quality experiences. Start your journey with a visit to Windham Mountain Resort, where you can embrace thrilling skiing and snowboarding in the winter, or hike scenic trails in the summer, all while enjoying breathtaking views of the Catskills. For family-friendly fun, check out the Windham Farmer's Market, which operates seasonally and features local produce, artisanal goods, and live music—perfect for picking up fresh snacks and souvenirs. History enthusiasts will appreciate a stroll through the charming downtown area, lined with quaint shops and galleries, showcasing local art and crafts. Don't miss the stunning vistas at the nearby Kaaterskill Falls, one of New York's tallest waterfalls, where family hikes can culminate in refreshing views and memorable photo ops. For accommodations, consider staying in the cozy lodges or upscale hotels along Route 23, where attentive service and thoughtful amenities will ensure a pampered experience. Enjoy a warm meal at a nearby restaurant after a day of exploration, and unwind in spacious rooms that reflect the rustic elegance of the Catskills, making your Windham getaway both relaxing and exhilarating.

Find the best extended stay hotels in Windham

For travelers looking to whip up their favorite meals while enjoying the beautiful scenery of Windham, New York, these top hotels offer exceptional kitchen amenities that cater to culinary enthusiasts.

Georgian Garden Inn

  • Why it's great for an extended stay: Perfectly suited for travelers who enjoy shared cooking experiences, the Georgian Garden Inn features a communal kitchen space equipped with essential cooking appliances. With a solid review rating of 9.0, guests can take advantage of the shared kitchen, complete with cookware and utensils, to prepare meals while enjoying the beautiful mountain and river views that surround the hotel.
  • Other amenities: In addition to the kitchen amenities, the inn offers a lovely terrace for relaxation, art gallery onsite, and easy access to skiing and hiking trails. Guests can explore nearby attractions or simply unwind in the peaceful environment. Off-street parking and free toiletries add to the comfort and convenience of guests during their stay.
  • Nearby attractions: Catskill State Park - 0.0 miles, Windham Country Club - 0.74 miles, Windham Mountain Resort - 1.66 miles

Winwood Condominiums by Windham Mountain Club

  • Why it's great for an extended stay: The Winwood Condominiums offer guests a cozy yet functional space perfect for those who love to cook. With an excellent review rating of 8.6, these condominiums feature a well-equipped kitchenette complete with a stovetop, microwave, and full-size refrigerator, allowing travelers to prepare meals at their convenience. The inviting kitchen atmosphere is complemented by an onsite ski shuttle and easy access to outdoor activities, making it a favorite among outdoor enthusiasts.
  • Other amenities: Beyond the kitchen amenities, guests can enjoy a range of facilities including a daily housekeeping service and access to a billiards table. The hotel features an outdoor yard, perfect for relaxing after a day of skiing or hiking in the nearby mountains. Those looking for more adventure can easily access ski lessons, snow tubing, and local attractions with ease thanks to the hotel's close nearby ski lifts and trails.
  • Nearby attractions: Catskill State Park - 0.15 miles, Windham Country Club - 0.99 miles, Windham Mountain Resort - 1.41 miles

Expand your search

Most booked related extended stays in Windham in 2025

Windham apart-hotels
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Vacation homes with a kitchen
Vacation homes with a kitchen

Frequently asked questions

What are the best long-term hotels in Windham?
The most popular long-term hotels in Windham come with plenty of conveniences that let you unwind and enjoy your downtime. For example, Fully Renovated Windham Farm House For Families. Besides a kitchen, it offers streaming services and an oven. Another top pick where you can linger a while is Modern And Cozy Windham Mountain Home: Hike And Tennis. Amenities like a queen bed, a barbecue grill and kitchen facilities will help make your extended stay in Windham even more comfortable.
What are the top pet-friendly extended stay hotels in Windham?
Grab your suitcase, and your dog, and get cozy at Catskills House With Yard, 1mi To Windham Mtn Resort. This extended stay in Windham makes pet owners feel welcome with pet-friendly services, a deck and other useful amenities. A'neils West Windham House is another long-term stay your pup will love as much as you. It offers pet-friendly services, a garden and more.
Are there any extended stay apartments in Windham?
Offering loads of amenities and room to stretch out, an apartment is the perfect choice for your extended stay in Windham. One standout just a short drive from downtown is New Spacious Apt With Yard: 3 Mi To Windham Mountain. Cook a delicious meal in your kitchen and take advantage of other amenities like an oven and a dryer. Another well-located option where you can enjoy the benefits of apartment living is Chic Catskills Getaway: 2 Miles To Windham Mtn. It comes with a kitchen, a deck, a barbecue grill and more.
What's the best extended stay hotel in downtown Windham?
Offering a patio, a deck and more, make yourself comfortable at Fully Renovated Windham Farm House For Families. Its central location makes it popular with guests. Another place that puts you in the downtown area is Great For Families And Groups. A queen bed and a dining table are a couple of the conveniences you'll find at this extended stay hotel.
What are the best extended stay hotels with kitchens in Windham?
Settle in and make home-cooked food at Catskills House With Yard, 1mi To Windham Mtn Resort. Featuring a kitchen and amenities such as a king bed and a deck, it's an ideal choice for families planning to stick around Windham for a while. Or, take advantage of the family-friendly conveniences at Luxe Family Home 2mi To Windham Mountain And Resort. One of our most popular long-term stays, it comes with a deck and a barbecue grill in addition to a kitchen.
Can I find extended stay hotels with pools in Windham?
Whether you're the sort to get a workout in or just float around on a noodle, a pool is the ideal addition to any vacation. Create memories with your loved ones at Windham Private Heated Indoor Pool. This extended stay in Windham also has a patio and a swimming pool. After a day of sightseeing, recline poolside at Wm Village Walking Distance To Windham Mt Hot Tub Pool 3b. This is another popular getaway that features a queen bed and a swimming pool.Windham has a humid continental climate and temperatures range between 55 ºF and 77 ºF in summer. If you'd like to spend a large portion of your vacation splashing around in the water, this is a wonderful time to visit.
What are the top extended stay hotels with 2 bedrooms in Windham?
One of Expedia's popular long-term stays in Windham is Fish, Golf, Bike, Hike; Steps To Windham Ski Resort. Offering two bedrooms and amenities like a kitchen, a queen bed and a washing machine, it's a winning choice for a family escape or nice long break with friends. Redwood Retreat In Windham - Pool Tennis is another good base for discovering Windham. Make happy memories together at this two-bedroom retreat, which includes a washing machine, an oven and more.
Why book an extended stay hotel in Windham through Expedia?
Reserve your extended stay hotel in Windham through Expedia and get access to the best properties at the lowest prices around. Along with our unbeatable offers and reward programs, we make finding the ideal long-term stay a walk in the park. Use our filter tool to search for accommodations according to location, affordability, ratings and more. Some long-term rentals may offer weekly rates to help you keep extra cash in your pocket. Often equipped with homey amenities like a refrigerator and laundry, your next extended stay in Windham is just a few clicks away!
What can I expect from an extended stay hotel?
You can expect to save money and enjoy a few extra perks with an extended stay hotel in Windham. Whether you need a studio for yourself or multi-room accommodations that'll fit the whole gang, these types of properties feature amenities that'll make you feel at home. In addition to standard offerings like a gym and a bar, many extended stay hotels have kitchens and a place to do laundry. This means you can make your own tasty meals and wash your own clothes, letting you keep some extra cash in your wallet. Competitive weekly rates can help you save even more.

Top Windham Hotel Reviews

Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant

10/10 Excellent
"Lovely property"
Tina 1-night trip
Posted 2 months ago
Albergo Allegria Hotel & Breakfast Restaurant

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