
Condo vacation rentals in Windham
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Top-rated condo rentals in Windham
Guests agree: these condos are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Windham condo rentals
Weekly condo rentals

Condo on Hunter Mt.
The house was beautiful. My friends and i had a great stay. The hang out place on third floor was best. The rooms were cozy and the porch was the best part. Would definitely recommend.

Outdoor Hot Tub! Luxury 2 Bedroom Suite + Loft
Beautiful property and views. The place is super cozy and just like the photos on the listing. The host is very responsive and accommodating. Communication was excellent and the location was excellent. Lots of things to do just a short drive away, the hot tub was a nice added amenity and the beds were extremely comfortable. Would definitely return again!!!

Brand New Outdoor Hot Tub - 1 Bedroom Luxury Suite
Beautiful location with a very cozy vibe. Great views from the hot tub. Very relaxing time and would recommend!

Condo w/ Loft: 2 Mi to Windham Mountain Ski!
Great place to stay!

2. Beautiful, Cozy Condo with view of Windham Mtn
We had a lovely MLK weekend in Sam’s place very conveniently located just few minutes from Windham Mountain and the town itself.

Hunter Mountain Ski Retreat - Steps to Lift!
We had a wonderful stay at the Liftside Condominiums at Hunter Mountain. The condo was clean, comfortable, and just a short walk to the main lifts, making it incredibly convenient for accessing the slopes. The gas fireplace added a cozy touch, perfect for relaxing after a day outdoors. The fully equipped kitchen allowed us to prepare meals easily, and the deck offered beautiful views of the surrounding area. We also greatly appreciated the host letting us check in early, especially since the day we arrived was so windy and cold that we decided not to ski. Traveling with a child, this flexibility made a huge difference and allowed us to settle in comfortably. Overall, we highly recommend this condo and would definitely stay here again!

Brand New Outdoor Hot Tub - Luxury 2 Bedroom Suite
What a beautiful Airbnb! The space was spotless, stylish, and incredibly comfortable. I loved every minute of my stay — it truly felt like a home away from home. The host was responsive and thoughtful, which made the experience even better. I’ll definitely be back!
Pet-friendly condo rentals

Catskills Rustic Chic 4 Bdrm w/ Wood Stove
Our stay was fantastic for our family of four - more than enough space! The photos don't do it justice; the living room / kitchen / dining / games area is far larger than I expected and we loved the open concept. Bedrooms had large, comfortable beds with extra blankets to keep us warm during the cold weather. Minutes from Hunter Mountain and walkable to Ronnie MacGregor's, M&J Bagel Shop, MaMa's Pizza and Jagerberg Beer Hall. Short drive to other restaurants (Hunter Brewery, Hunter Tavern, Scribner's, etc.). Awesome location to ski and explore the surrounding area. Hanna was incredible responsive and flexible. All around fantastic stay.

Windham Condo
We had an amazing stay at Kristen’s condo with our family—my husband, our toddler, and our dog. The location was perfect—secluded and peaceful, but still close to hiking trails and charming small towns. The condo was cozy, clean, and well-equipped with everything we needed for a relaxing weekend. Kristen was responsive and helpful, making our stay even better. Highly recommend for a family getaway!

Luxury 3-bedroom Condo on Windham mountain
Exactly as advertised and very communicative. Had a great stay.

First-Floor Hunter Condo < 1 Mi to Slopes!
Great little ski condo right by the slopes

Hudson Valley Hiker’s Loft-Private Room Queen Bed
This is a wonderful stay in a cozy private room. The hosts were incredibly kind and welcoming and made me feel right at home. The room itself was very comfortable and well-appointed. I was encouraged to use the shared spaces, such as the living room and kitchen, which added to the warm and inviting atmosphere. I’d recommend this listing if you’re looking for a friendly and comfortable stay.

*New Outdoor Hot Tub* - 1 Bedroom Luxury Suite!
This place was exactly as pictured and had everything we needed to live comfortably for the duration of our stay. Plenty of space, quiet surroundings while still being close to town.

Ski Windham Mountain ( Catskills, NY)
We had a wonderful long ski weekend and thoroughly enjoyed this property. Philip was a wonderful and communicative host and we would absolutely come for a visit again. Highly recommended!

Hunter Mountain 2BR Condo - Steps to Slopes!
This is my second stay at Daniel’s, and it was just as good as the first! I love the location of his place in relation to the mountain. It’s a quick walk up the parking lot to the trails/lifts. Most importantly, my pups feel right at home, and they know his place now! His home is always clean and the linens/towels always smell fresh! I told him I will be coming back multiple times throughout the snow season to go boarding. He is very responsive and helpful and would go out of his way if need be! Overall, 12/10 recommend Daniel’s spot!
Condo rentals with a pool

Cozy Gem with Mountain Views
Super cozy and lovely home. Very well stocked and closed to everything. Would stay again!

Luxury. 5-Star. Ski In/Out, Heated Pool, Hot Tub
I had an amazing stay! The home was spotlessly clean, beautifully furnished, and fully stocked with everything I needed for a comfortable stay. It was the perfect place to relax and unwind—definitely a gem!

Hunter & Windham: Hikes, Lakes, 2BR
My friends and I really enjoyed our stay. We hiked the devils path trail and Dimitry’s place was perfectly close to the trail and the restaurants around it. His place was great to go back to with a great shower and bath, a beautiful view and very cozy place, with coffee and a coffee maker. Very clean and Dimitry was responsive the whole way through and checkin and out was very easy. Would highly recommend and would stay again.

4 Bedroom Condo, Close to Golf Courses and Biking
Fit our needs for attending a weekend wedding in the area. Appreciated the 3 full bathrooms. Hosts were very responsive when entry code didn’t work and in providing 2 missing items right away. Wish it was warm enough outside to enjoy the large deck but it was November. Enjoyed our stay.

Luxury Ski in Ski out Condo + Amenities
We worked through a bit of calendar scheduling snafu quickly. Scott was accommodating, proactive, and responsive. The condo was in a great location, maintained well, and clean. We very much enjoyed our quick weekend getaway. Thank you!

Cozy Mt. Getaway/community pool!
Anne was such an amazing host, she responded incredibly fast to messages and had great suggestions for hiking and eateries. There is a restaurant with outdoor seating, bar, fire pit, and other fun things set up less than 100yards from the front door. The condo was spotless and had all new SS appliances. Its location was close to everything.

Hunter Mountain 3BR | Family Condo with Fireplace

Hunter Mountain 1BR Suite | Jacuzzi & Fireplace
Quick stats about condo rentals in Windham
Total rentals
10 properties
Nightly prices starting at
$111 CAD before taxes and fees
Total number of reviews
450 reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
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- Belleayre Mountain Ski Center
- Windham Mountain
- Catamount Mountain Ski Resort
- Minnewaska State Park Preserve
- Howe Caverns
- Albany Center Gallery
- The Kartrite Resort & Indoor Waterpark
- Resorts World Catskills
- Taconic State Park
- Glimmerglass State Park
- Walkway Over the Hudson State Historic Park
- Zoom Flume
- John Boyd Thacher State Park
- Bash Bish Falls State Park
- Norman Rockwell Museum
- Opus 40
- Naumkeag
- Thaddeus Hait Farm
- Butternut Ski Area and Tubing Center
- Plattekill Mountain
- Huck Finn’s Playland, Albany
- Peebles Island State Park
- Pineridge Cross Country Ski Area
- Hancock Shaker Village