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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Top Windham Extended Stay Hotels | Reserve now, pay later

Our top choices for Windham hotels with a kitchen

A bedroom with a large window, a bed, and a view of a forest.

1. The Haüs Windham

The Haüs Windham
2.0 star property
Windham
8.0 out of 10, Very good, (40 reviews)
"Easy check in, nice layout of the apt, comfortable bed, nice to have a kitchen. Nearby lots of restaurants and mountain access. "
United States
Erica
$326 nightly
The price is $352
Nov 3 - Nov 4
Total with taxes and fees
The Haüs Windham
A two-story building with large windows and a storefront.

2. 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
8.8 out of 10, Excellent, (66 reviews)
"The pictures are not accurate. The two full and one twin bed are in one room upstairs, they are not separated as pictures would lead you to believe. Then three twins are in the living room with the couch, next to the dining room table and kitchen. The unit was dusty and not swept clean. There were dead bugs on the floor and party poppers from previous guest. I have never experienced something like this with Expedia, this was a zero star experience honestly."
United States
April
$182 nightly
The price is $197
Nov 2 - Nov 3
Total with taxes and fees
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
A hot tub on a wooden deck with a view of a forest and mountains.

3. 1 Bedroom Luxury Suite + Full Kitchen | Haus Windham

1 Bedroom Luxury Suite + Full Kitchen | Haus Windham
Windham
7.6 out of 10, Good, (5 reviews)
"Excellent accommodations, close to everything you could need. My wife and I had a perfect evening "
United States
Anthony M.
$171 nightly
The price is $195
Nov 3 - Nov 4
Total with taxes and fees
1 Bedroom Luxury Suite + Full Kitchen | Haus Windham
A spacious living area with a wooden dining table, a sofa, a fireplace, and a view of the outdoors.

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

Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
Windham
9.0 out of 10, Wonderful, (9 reviews)
"What a great stay. I rented the space with my teenage son and dog. The place was very clean and spacious. All questions were answered in a timely fashion. We will definitely be back."
United States
Natasha M.
$491 nightly
The price is $530
Nov 16 - Nov 17
Total with taxes and fees
Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
A two-story cabin with a balcony and a chimney, surrounded by a snowy forest.

5. Pines Vignette • Modern 3BR Home in Windham

Pines Vignette • Modern 3BR Home in Windham
Windham
10.0 out of 10, Exceptional, (2 reviews)
"House is cozy and has everything you need. We enjoyed our stay."
United States
William H.
$478 nightly
The price is $516
Oct 28 - Oct 29
Total with taxes and fees
Pines Vignette • Modern 3BR Home in Windham
A large, two-story house with a stone facade, a wooden deck, and a clear sky.

6. Large Chalet w/ Hot Tub, Fire Pit & 2 Living Rooms + Mins to Town & WMC

Large Chalet w/ Hot Tub, Fire Pit & 2 Living Rooms + Mins to Town & WMC
Windham
10.0 out of 10, Exceptional, (1 review)
"My stay was very short but we maximized our time by enjoying the properties endless offerings. Lots of things to do and board games were available. Plenty of room and beds every one. View from jacuzzi was phenomenal to see the stars at night. I’d recommend definitely and will revisit during winter"
United States
Lobid C.
$686 nightly
The price is $741
Oct 28 - Oct 29
Total with taxes and fees
Large Chalet w/ Hot Tub, Fire Pit & 2 Living Rooms + Mins to Town & WMC
A cozy living room with wooden walls, a stone fireplace, and a television.

7. Beautiful Windham Chalet 2 minutes to Town and the Mountain

Beautiful Windham Chalet 2 minutes to Town and the Mountain
Windham
10.0 out of 10, Exceptional, (3 reviews)
"Very easy to check in and check out. Very excellent instructions and welcoming atmosphere. "
United States
John K.
$625 nightly
The price is $675
Nov 3 - Nov 4
Total with taxes and fees
Beautiful Windham Chalet 2 minutes to Town and the Mountain
A living room with a sectional sofa, a wooden coffee table, and a view through large arched windows to an outdoor deck.

8. Luxury Windham Retreat w/ Hot Tub & Fireplace, Mins to Slopes

Luxury Windham Retreat w/ Hot Tub & Fireplace, Mins to Slopes
Windham
$837 nightly
The price is $904
Oct 28 - Oct 29
Total with taxes and fees
Luxury Windham Retreat w/ Hot Tub & Fireplace, Mins to Slopes
A two-story house with a stone chimney, wooden deck, and a stone staircase leading to the entrance.

9. Luxury Windham Escape w/ Hot Tub, Views & Walk to Mountain

Luxury Windham Escape w/ Hot Tub, Views & Walk to Mountain
Windham
$937 nightly
The price is $1,012
Nov 16 - Nov 17
Total with taxes and fees
Luxury Windham Escape w/ Hot Tub, Views & Walk to Mountain
An outdoor patio area with a pergola, seating, and a barbecue grill.

10. Tiny House on Walnut Grove

Tiny House on Walnut Grove
Ashland
4.0 out of 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
Trevor C.
$398 nightly
The price is $429
Oct 28 - Oct 29
Total with taxes and fees
Tiny House on Walnut Grove
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 offers a variety of exciting activities and attractions that cater to adventurous travelers and families alike. For outdoor enthusiasts, the stunning landscapes provide ample opportunities for hiking and nature exploration, with well-marked trails that showcase the region's natural beauty. If you enjoy winter sports, the nearby slopes deliver thrilling skiing experiences, perfect for both beginners and seasoned pros looking to carve fresh tracks. Families will love the vibrant local festivals that celebrate the area's rich culture, featuring craft vendors, live music, and delicious local cuisine. Additionally, art lovers can immerse themselves in the local art scene, with galleries showcasing works from talented local artists. Finally, the charm of Windham's downtown area invites you to wander through unique shops and boutiques, allowing you to discover one-of-a-kind treasures. With a range of quality accommodations nearby, you can unwind in comfort after a day of exploration, ensuring that your stay is both enjoyable and memorable.

Find the best extended stay hotels in Windham

For travelers looking to enjoy a culinary experience while staying in Windham, these hotels with kitchen amenities will make your stay comfortable and convenient. Each hotel offers a unique blend of kitchen facilities that cater to your cooking needs.

Georgian Garden Inn

  • Why it's great for an extended stay: The Georgian Garden Inn offers an inviting atmosphere for travelers who enjoy shared kitchen facilities. Rated 9 out of 10 by travelers and holding a 3-star rating, this charming inn features a shared kitchen equipped with essentials such as a microwave, toaster, and cookware, making it easy for travelers to prepare their favorite meals during their stay.
  • Other amenities: Alongside the shared kitchen, travelers can unwind on the terrace with river views, explore the onsite art gallery, or relax by the fireplace. The hotel also provides complimentary WiFi, free self-parking, and designer toiletries, ensuring a memorable and comfortable experience for every traveler.
  • Nearby attractions: Windham Country Club - less than 1 mile, Ashland Park - 7 miles

The Winwood Condominiums

  • Why it's great for an extended stay: The Winwood Condominiums is an excellent choice for travelers who appreciate the convenience of kitchen facilities. With a solid traveler review rating of 9 out of 10 and a 3-star rating, this hotel features a fully equipped kitchen, complete with a stovetop, full-size refrigerator, oven, and cookware, allowing travelers to prepare meals with ease in a home-like setting.
  • Other amenities: In addition to the kitchen amenities, travelers can enjoy a variety of features such as premium bedding for a restful night’s sleep, an arcade game room for entertainment, and an outdoor pool with accessible options. The hotel also provides complimentary WiFi, daily housekeeping, and free self-parking, ensuring a comfortable and straightforward stay for all travelers.

The Haüs Windham

  • Why it's great for an extended stay: The Haüs Windham is perfect for travelers wanting a private kitchen experience. With a traveler review rating of 8 out of 10 and a budget-friendly price point, this hotel features a fully equipped kitchen with a dining table, full-size refrigerator, oven, and dishwasher, allowing travelers to prepare and enjoy meals in the comfort of their accommodations.
  • Other amenities: In addition to the kitchen, travelers can enjoy a private hot tub, a furnished patio, and stunning mountain views. The hotel also offers complimentary WiFi, daily housekeeping, and free self-parking. With its excellent amenities, The Haüs Windham is an ideal choice for travelers seeking a home-away-from-home experience.
  • Nearby attractions: Windham Country Club - less than 1 mile, Dolans Lake - 11 miles

Expand your search

Most booked related extended stays in Windham in 2026

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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

Albergo Allegria Hotel

10/10 Excellent
"What a find!! Impeccably clean. Beautiful Victorian architecture, super friendly and helpful owners. So many cozy nooks to hang out and relax. Restaurants within walking distance. I wish we came this way more often so I could stay again."
Staci 1-night trip
Posted 2 weeks ago
Albergo Allegria Hotel

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