Condo vacation rentals in Windham

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Popular amenities for Windham condo rentals

Weekly condo rentals

Guest favourite
Condo in Hunter
4.93 out of 5 average rating, 14 reviews

Condo on Hunter Mt.

AkankshaRating, 5 stars5 months ago
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.
Superhost
Condo in Windham
4.33 out of 5 average rating, 6 reviews

Outdoor Hot Tub! Luxury 2 Bedroom Suite + Loft

DayannaRating, 5 stars8 months ago
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!!!
Superhost
Condo in Windham
4.78 out of 5 average rating, 40 reviews

Brand New Outdoor Hot Tub - 1 Bedroom Luxury Suite

DevanRating, 5 stars1 month ago
Beautiful location with a very cozy vibe. Great views from the hot tub. Very relaxing time and would recommend!
Condo in Windham
4.33 out of 5 average rating, 3 reviews

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

AmandaRating, 5 stars54 months ago
Great place to stay!
Superhost
Condo in Windham
4.51 out of 5 average rating, 45 reviews

2. Beautiful, Cozy Condo with view of Windham Mtn

PeterRating, 5 stars3 months ago
We had a lovely MLK weekend in Sam’s place very conveniently located just few minutes from Windham Mountain and the town itself.
Condo in Hunter
4.82 out of 5 average rating, 39 reviews

Hunter Mountain Ski Retreat - Steps to Lift!

LjubicaRating, 5 stars2 months ago
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!
Superhost
Condo in Windham
4.89 out of 5 average rating, 9 reviews

Brand New Outdoor Hot Tub - Luxury 2 Bedroom Suite

AaronRating, 5 stars1 month ago
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

Guest favourite
Condo in Lanesville
4.89 out of 5 average rating, 28 reviews

Catskills Rustic Chic 4 Bdrm w/ Wood Stove

AshleyRating, 5 stars3 months ago
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.
Condo in Windham
4.67 out of 5 average rating, 117 reviews

Windham Condo

AlisonRating, 5 stars6 months ago
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!
Guest favourite
Condo in Windham
5 out of 5 average rating, 8 reviews

Luxury 3-bedroom Condo on Windham mountain

BarrettRating, 5 stars1 month ago
Exactly as advertised and very communicative. Had a great stay.
Condo in Lanesville
4.68 out of 5 average rating, 19 reviews

First-Floor Hunter Condo < 1 Mi to Slopes!

KameronRating, 5 stars3 months ago
Great little ski condo right by the slopes
Guest favourite
Private room in Saugerties
4.87 out of 5 average rating, 174 reviews

Hudson Valley Hiker’s Loft-Private Room Queen Bed

JonRating, 5 stars2 weeks ago
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.
Superhost
Condo in Windham
4.75 out of 5 average rating, 4 reviews

*New Outdoor Hot Tub* - 1 Bedroom Luxury Suite!

ShannonRating, 5 stars1 month ago
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.
Condo in Windham
4.8 out of 5 average rating, 15 reviews

Ski Windham Mountain ( Catskills, NY)

RichardRating, 5 stars39 months ago
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!
Top guest favourite
Condo in Hunter
4.95 out of 5 average rating, 60 reviews

Hunter Mountain 2BR Condo - Steps to Slopes!

KellyRating, 5 stars1 month ago
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

Guest favourite
Condo in Hunter
4.87 out of 5 average rating, 86 reviews

Cozy Gem with Mountain Views

VESNARating, 5 stars1 month ago
Super cozy and lovely home. Very well stocked and closed to everything. Would stay again!
Guest favourite
Condo in Windham
5 out of 5 average rating, 21 reviews

Luxury. 5-Star. Ski In/Out, Heated Pool, Hot Tub

JaneRating, 5 stars4 months ago
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!
Guest favourite
Condo in East Jewett
4.97 out of 5 average rating, 29 reviews

Hunter & Windham: Hikes, Lakes, 2BR

LauraRating, 5 stars6 months ago
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.
Condo in Windham
4.92 out of 5 average rating, 59 reviews

4 Bedroom Condo, Close to Golf Courses and Biking

DianeRating, 5 stars17 months ago
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.
Guest favourite
Condo in Windham
5 out of 5 average rating, 5 reviews

Luxury Ski in Ski out Condo + Amenities

AaronRating, 5 stars4 months ago
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!
Guest favourite
Condo in Hunter
4.94 out of 5 average rating, 32 reviews

Cozy Mt. Getaway/community pool!

DanielleRating, 5 stars6 months ago
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.
Condo in Lanesville
New place to stay

Hunter Mountain 3BR | Family Condo with Fireplace

Condo in Lanesville
New place to stay

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

Destinations to explore

  1. Airbnb
  2. United States
  3. New York
  4. Greene County
  5. Windham
  6. Condo rentals