House holiday rentals in Windham

Yanna's house exceeded all expectations. Immaculate throughout the spacious layout offered plenty of room for two families with children. My 10yo son said the bed was the most comfortable bed he ever slept in. Master bedrooms far enough apart so adults can have some privacy. Large kitchen with dining table perfect to cook and hang out. We skied at Belleayre both days (easy drive on 28) and less than 10 min from Woodstock if you want to go out. Also very close to a large grocery store. Would love to stay there again!

My group loved our stay at Alan and Cara’s place for the Sheep & Wool festival. Great space for a large group; we especially loved how comfortable the living room couches were and how there was space for everyone there to gather. The place was immaculately clean. We’d love to come back again!

An amazing location when you want to get slightly off the grid for peace and tranquility. Everything you need to truly slow down, dial out and get peace, quiet and rest. An amazing spot for a weekend getaway. If you want to find yourself amongst serene surroundings and a quiet, private wooded area, this is the place. Just enough modern amenities to be comfortable, but just basic enough to make you slow down. Tanner the host was the most responsive and helpful host of any of the airbnbs we've ever stayed. Truly went above and beyond at every turn to make our stay as comfortable as possible. More than accommodating with every request.

Beautiful home with amazing views. The house was very clean and spacious, the views were amazing. Susanna was very responsive and gave clear instructions. We had a very relaxing weekend and enjoyed very much staying at the house. We would love to come back.

Great place. As described. Met our expectations.

We had a terrific stay. The house was exactly as advertised.

We loved this cute studio cabin at the end of a quiet lane in the woods. The host was accommodating and left a welcome basket with tea & muffins for our arrival. The whole unit was clean and well maintained with basic equipment for cooking. We enjoyed sitting on the veranda watching the wildlife. Convenient location for Woodstock for coffee and food, & Ashokan reservoir for walking and cycling. There were a few potholes on the access road to the property which deer use to drink from (☺️). We loved that the cabin was bug free and did not have any trace of bug spray! (We get very bad reactions to that stuff). Thank you for hosting & being respive. Recommend for a weekend 👍🏼

We had such a peaceful and beautiful stay here. We came with our young kids and it was perfect. The home is incredibly warm, thoughtfully decorated, and fully furnished, a lot of care and intention went into every detail. Beyond what others have shared, we appreciated the sound system in the dining and living room (perfect for cooking vibes), the nightlights for the kids, a fully stocked kitchen, —plenty of towels, wine stoppers, even a cocktail kit!. Our kids were obsessed with the play area—they spent hours outside every day! They also have an arcade shed! Since we visited in the winter, we didn’t get to use the pool, hot tub was a hit. The house is in a peaceful, private area with a view of the mountains, and in the mornings we saw deer in the fields. The natural light that pours into the home was one of my favorite parts—it made everything feel calm. It’s a beautiful home-The hosts were also incredibly responsive and kind. We can’t wait to visit again.

A beautiful and thoughtfully reconstructed house. It has everything you could need to enjoy a very chill time at the house indoors and outdoors or even cook a meal in. Kid friendly.Beautiful light. Beautiful views. Very convenient location. Kind hosts. We have stayed at a few places around town but this was by far our favorite house.

A lovely place, with clear and reasonable guidelines, fit to purpose. Would absolutely return.

Scott is amazing! The airbnb was incredible! Lovely placed filled for immense and loving memories. He allowed me a late Check-Out which was wonderful. Definitely recommend you guys coming more often!

Absolutely gorgeous! Co-workers and family stayed together with plenty of space!

We had an incredible weekend at Vanda’s home. It was even more spacious and beautiful than the photos and very comfortably accommodated our group of 13. We all fit at the long dining table and there were plenty of beds. The upstairs living room was our main hangout spot, it was cozy (multiple stoves in the house and a beautiful fireplace) and the view through the windows was stunning. And it was very warm despite the cold weather outside! The kitchen had everything you’d need as well. We didn’t have to go anywhere! I would definitely emphasize cars with 4wd for winter visits, the driveway was steep and the snow/freezing rain we got made it difficult even with 4wd. Our hosts kindly sent someone to plow for us, recommended someone to help us tow a car out that got stuck at the bottom of the driveway, and were very flexible and responsive. Be prepared for winter conditions but it’s worth the trip! Overall our stay was really awesome, I’d highly recommend this house for large groups.

What a beautiful place to spend Christmas!! Before moving to Australia next year we wanted one more cold snowy holiday. While we didn’t have as much snow as we’d hoped, it was still an amazing stay. The house is so homey and comfortable. With two young neurodivergent kids it’s hard being in a new place and the kids room was absolutely essential to our time there. The mattress in the primary bedroom is heavenly, and the overall decor and vibe of the house were incredible with enough room for everyone to have their own space (MIL included!). The kitchen was perfectly stocked and felt like we were right at home. We made a day trip out to Hunter Mountain to go tubing and a trip down to Kingston to Aldi and Target as well. Noah and Brandon were absolutely amazing hosts, Noah was extremely responsive even before we booked, and made sure we had what we need as our trip got closer. I would absolutely make the trip again and am so thankful for the memories we made!

Paula's house is epic. It is beautiful, large and perfectly equipped for a large group. Plenty of bedrooms to accommodate everyone with very comfortable beds, amazing large kitchen with two ovens, beautiful dining table and very large living room. Spent a weekend celebrating a birthday with friends and we never left! Not to mention the hot tub....

We have been to the Catskills numerous times but our stay here outshined all the rest. The home was amazing, the bathrooms were stunning and the location was very private. Clearly Paul and Michael put a lot of time and effort into decorating and making the place feel like home. There was also a guide with recommended restaurants, hikes, nearby farms, and things to do that was so helpful. We would 100% come back just to stay here again.

This Airbnb is completely amazing. It is beautiful. It is spacious. It is great for a group. It comes fully stocked with most of the basic things you need like a fully functional kitchen with things like syrup and jam and all of that in there. The host was completely responsive. If you are planning to go to ski, it is close to the mountain. I completely enjoyed our stay.

We loved our stay here!! It is very accessible to a lot of hikes in upstate. The place was super clean. You would find most amenities in the house for your stay. Loved it.

Thank you for your lovely house in the countryside! It was perfect for the whole family, pups included - quiet, nice yard, set back from a very small road, spacious and beautiful living space, well stocked kitchen, great to have two bathrooms, wonderful carriage trails for walks, close to parks and Woodstock area, and a very friendly host.

A quiet and private area. A neighbor on one side but never heard or seen anybody. Plenty of room for the dogs to run and hiking trails across the street. It is well stocked but does need some updating.

When I first pulled up to Kliment's, I literally teared up - that's how breath-taking his spot is. It was just what the doctor ordered... if doctors actually treated your mind, body, and soul and not just your body :) Seriously though, Kliment's place was an oasis for me: private, quiet, peaceful, with amazing views of the Catskill mountains. His home itself was beautifully decorated, simple yet super cozy, and had everything I needed and then some. (And the chickens were lovely company as well!) Kliment is one of the best Airbnb hosts I have ever had, hands down. With a very hectic schedule, Kliment was flexible, responsive, kind and patient with accommodating my many change requests and needs throughout my stay. Kliment is not just a wonderful host, but also a truly wonderful person - the world needs more people like him. In short: I can't recommend Kliment's home or him as a host enough! If you are hovering over the "Reserve Now" button, book it!!! You won't regret it! :)

Amazing cabin in a remote location with all necessary amenities far away from the city. Our best AirBnB experience so far and would love to go back

Great stay at Amy and Joshua’s place, they were amazing hosts! - the home was clean and well stocked with linens and basic necessities. The views were amazing and the stay was comfortable, would highly recommend for families looking for a quick getaway. The pictures are true to life and would love to visit again.

Enjoyed our stay, the house was very clean and neat! Perfect weekend to unplug and spend time with family. We also enjoyed the Indian Hills state park nearby and their cidery.