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Compare 72 Apartments in Windham with updated reviews, rates, and availability.

Living area
Suites on Main
3.0 star property
7.4 out of 10, Good, (69)
"one bedroom suite was very nice and spacious. The heat and hot water were great. Upstairs occupants could be heard but they were quiet after 10 pm. Access into the apt was easy. Apt needs a deep clean and dusting. The night stand in the bedroom does not reach the bed height. Only 1 tv but we moved it and it worked fine in the bedroom. The queen size bed was very comfortable. Close to supermarket, CVS, restaurants, shops and of course skiing."
The price is AED 364
AED 540 total
includes taxes & fees
30 May - 31 May
Suites on Main
Bathroom
Romantic sky loft with steam shower/giant tub. Minutes to the slopes.
10.0 out of 10, Exceptional, (10)
"This property was perfect for a quick weekend getaway with my partner. The place was clean and inviting. There were a few snacks along with coffee and tea provided by the hosts. The bathroom was well stocked. The town itself is adorable with some good restaurants within close driving/walking distance and lots of outdoor activities. I definitely recommend staying here!"
Romantic sky loft with steam shower/giant tub. Minutes to the slopes.
A 50 mile view  and beautiful garden
A Spectacular 50 Mile View of the Hudson Valley in all seasons
9.8 out of 10, Exceptional, (78)
"I rented Big Sky for the weekend to celebrate my girlfriend’s birthday. This place was everything I could have asked for and more. Myra and Jerry were very accommodating and made sure we had everything we needed. The place itself was very charming and the views were as incredible as they described. It was an overall awesome experience, and I’m very thankful we rented Big Sky!"
A Spectacular 50 Mile View of the Hudson Valley in all seasons
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Large pool for guests  to use May-September
CHARMING LARGE STUDIO WITH POOL AND MOUNTAIN VIEWS ON FIVE ACRES
10.0 out of 10, Exceptional, (63)
"We loved our stay! It was a perfect get away, being in the middle of the woods with zero noise and a beautiful mountain view. Yet, less than a 1.5 miles from the center of Woodstock, with lots of cozy restaurants and other attractions. The property itself was very clean and well equipped. There was also a pool. It was so relaxing, we’ll definitely come back!"
CHARMING LARGE STUDIO WITH POOL AND MOUNTAIN VIEWS ON FIVE ACRES
Living area
Chic Prattsville Studio w/ Private Hot Tub!
3.0 star property
Chic Prattsville Studio w/ Private Hot Tub!
Living area
Windham Mountain Vacation Rental ~3 Mi to Lifts!
3.0 star property
Windham Mountain Vacation Rental ~3 Mi to Lifts!
Private kitchen
Bright Main St Condo ~ Half Mi to Windham Mtn
3.5 star property
6.0 out of 10, (1)
"Struttura molto bella e comoda purtroppo molto complessa la metodologia per poterci entrare non essendoci nessuno presso la struttura.perse un paio d’ore per cercare la chiave nella cassetta esterna su una staccionata coperta da una pianta una volta trovata chiamare per poter farci aprire la porta dell’appartamento e infine un’altra cassetta da aprire per prendere la chiave della porta veramente troppo complesso "
Bright Main St Condo ~ Half Mi to Windham Mtn
Rock City Writer's Studio is nestled in the heart of a bucolic property
NEW! Rock City Writer's Studio: Bucolic Setting, Nordic Sauna, Walk to Town!
9.8 out of 10, Exceptional, (111)
"This is a great cabin in relatively close proximity to downtown Woodstock."
NEW! Rock City Writer's Studio: Bucolic Setting, Nordic Sauna, Walk to Town!
Property grounds
Elmhurst House - Gnd Floor - 3bd Catskill Mtn View
9.6 out of 10, Exceptional, (5)
"Had a great stay here for a couple of nights with some friends. The place was spacious and clean and the owners live right next door and were very nice and responsive. Would definitely stay here again!"
Elmhurst House - Gnd Floor - 3bd Catskill Mtn View
Lovely new table and chairs to enjoy a game or a  meal on The furnished patio
Homesteading at 55 Main Street
10.0 out of 10, Exceptional, (7)
"Cozy and comfortable. We'd rent it again if we had plans to return to the area."
The price is AED 404
AED 477 total
includes taxes & fees
31 May - 1 Jun
Homesteading at 55 Main Street
Exterior
Cozy Apt close to the Catskill Park,Skiing, Hiking and more!
9.8 out of 10, Exceptional, (7)
"Overall a great place to stay, just didn't love having to do a rental agreement for the property and having to do an extremely large deposit for the stay is a big deterrent to coming back here. But the sleep loft and kitchen were awesome, very cute."
Cozy Apt close to the Catskill Park,Skiing, Hiking and more!
Living room View from stairs up to sleeping loft.
Binnekill Chill Apartment#4
9.8 out of 10, Exceptional, (8)
"Great clean spot , nice area , easy access. Stayed here with a friend for the weekend had a great time. Only very minor issue were very old mattresses"
Binnekill Chill Apartment#4
Prattsville Vacation Rental | Studio | 1BA | Stairs Required | 750 Sq Ft
Chic Prattsville Studio w/ Private Hot Tub!
10.0 out of 10, Exceptional, (1)
"We had a great time carving pumpkins, going on hikes, fishing, and eating at the local diner!"
Chic Prattsville Studio w/ Private Hot Tub!
Exterior
Ski in Ski out trailside lockout
9.8 out of 10, Exceptional, (29)
"Perfect location right on the mountain."
Ski in Ski out trailside lockout
Living area
The Butterfly suite 20 minutes from Hunter Mountain Palenville NY
9.6 out of 10, Exceptional, (12)
"Giving a lower rating because the house was infested with roaches. I woke up every morning to see a roach in the bathroom or the kitchen. It made me very uncomfortable and I was going through all of our belongings when packing and unpacking to make sure I don't bring them home."
The Butterfly suite 20 minutes from Hunter Mountain Palenville NY
Property grounds
Catskills Hideaway - West
8.0 out of 10, Very Good, (1)
Catskills Hideaway - West
Queen Sized bed in the spacious Studio Apartment
Cozy Studio in Margaretville, close to Skiing and More!
10.0 out of 10, Exceptional, (3)
"Awesome and Sue is very responsive . We will stay again if available."
Cozy Studio in Margaretville, close to Skiing and More!
Living area
Hunter Mountain Ski Retreat - Steps to Lift!
3.0 star property
Hunter Mountain Ski Retreat - Steps to Lift!
Living room
3 miles from Windham Mountain and only 7 miles from Hunter Mountain.
10.0 out of 10, Exceptional, (1)
"We had a great time staying at the Quail. The size was perfect for the 5 of us, including my 3 small kids. Clean, cozy, and close to the mountain!"
3 miles from Windham Mountain and only 7 miles from Hunter Mountain.
Spacious living room w wood burning fireplace.
Cabin Fever Too Catskills
10.0 out of 10, Exceptional, (4)
"I can't say enough about the accomodations and host of this rental. He goes above and beyond giving gold standard service. He was away on a special vacation and was not only there immediately by text for any ? I had, but provided an amazing welcome basket, guest toiletries, detailed recommendations of restaurants and things to do and a back up # should I not be able to reach him immediately. We were told he even has sleds in his outdoor ski locker for spontaneous sledding at nearby CD lane park....
Cabin Fever Too Catskills
Don't see what you're looking for?
See all available properties in Windham
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.

Other property types in Windham

Dancing Horse Farm Lodge | Spring
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
10.0 out of 10, Exceptional, (131)
"We had a great time at Greg’s property. The house is huge and easily accommodated the 25 guests we had. It is very conveniently located for those that like to take advantage of skiing between Hunter and Windham mountains. Greg was extremely responsive and very easy to work with anytime we had questions arise. I would definitely recommend to others and will most certainly keep this place in mind for future trips! Thanks again!"
The price is AED 4,022
AED 6,468 total
includes taxes & fees
23 May - 24 May
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
Exterior
SOLAR ECLIPSE SPECIAL. Tuscan Year Round Beauty / Pickle Ball.
9.8 out of 10, Exceptional, (86)
"Stayed here with a group of friends, and loved it! We had terrible weather, but the house was the best place to be stuck inside. We made pizzas in the outdoor oven, and enjoyed the hot tub. Can't recommend enough! The property manager Alan was awesome."
SOLAR ECLIPSE SPECIAL. Tuscan Year Round Beauty / Pickle Ball.
exterior
GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.
GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.
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.

Frequently asked questions

What's it like to stay at an apartment in Windham?
You can choose from 14 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.
How many apartments can I expect to find in Windham?
Expedia has 14 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 April, 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. While exploring the area, visit family-friendly sights like Zoom Flume, or get outside and enjoy nature at Ashland Park. 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.

Recent reviews of Windham hotels
Expedia verified reviews