Kid-friendly holiday rentals in Windham

Absolutely amazing place and experience. Everything about the place was great and the communication and service was the best. We received 5 inches of snow on our last night and they even had the driveway all plowed for us first thing in the morning. That was a very pleasant surprise. Highly recommend!!

It was a perfect getaway for my family - everyone enjoyed themselves, it was child friendly and very relaxing after a big ski day. It is 3 min from Windham Mountain Club, great restaurants and Markets, and we loved sitting out by the brook and having coffee on the deck. We hope to go back next year!

We stayed for a few days at the zen cottage and it was the most relaxing and peaceful weekend. The cottage is exactly has described and super clean. Alma and James were very helpful and welcoming. Overall had an extremely enjoyable weekend and hope to come back soon

Phil & Allan are great hosts, very responsive and clear. Their spot is the perfect cozy getaway with friends & family with amazing views and ample space. They supplied firewood for the fire pit and were flexible with check in times. A few minutes down the road is a great deli and a few other coffee shops, a brewery, and restaurants. The area is relaxed and perfect for hiking and other outdoor activities. We loved our stay!

We love this house! Every time we come here we feel right at home! It has now become a tradition for our family to come here at least once a year. Perfect place to relax. Pet friendly. Always looking forward to our next visit!

Amazing place and surroundings! Were looking for a peaceful weekend away and it was just perfect - Kitchen had everything we needed for home cooking and a closet full of board games for some great family time - The view is breathtaking and a great firepit and small creek just below.

We spent the weekend in the area and Tim’s place was fantastic. It’s loaded with charm, comfortable and very well appointed and stocked (right down to treats for the dog). The location is beautiful and the views are amazing. Can’t wait to return!

This place is truly magical - there aren’t many place that offer you a private waterfall and creek for the weekend. If you’re looking for peace and quiet near the sound of a running creek and waterfall, this is the place!

We stayed 2 nights at Bob and Jackie's place with our 2 kids. The apartment was clean and prepared for our arrival which we really appreciate (an extra bed was already made for our kids to sleep). There was enough space for the 4 of us, the kitchen is fully equipped too. Although it was raining heavily during our stay, we could enjoy our time outside because of a little covered area on the back of the building with a view to the woods and a grill that we enjoyed using as well. Thanks Bob and Jackie for a nice and peaceful stay!

We loved how quiet and peaceful the location was. We also loved the homey touches- the local books, the honor store out back, the fact that there was the cafe under the apartment. The setting was beautiful and we loved falling asleep to the sound of the brook and the spring peepers!

I truly enjoyed my stay at Susie's place. She was extremely welcoming, warm, and friendly. I loved having a place to stay right on the farm. My dog loved exploring and smelling all around the property. The rooms were spotless and very comfortable. I slept really well. All the animals were wonderful and I loved hearing their stories and having a change of scene from what I do day-to-day. This place and this stay was just what I needed. Easy access to nearby cute towns like Coxsackie, Hudson, and Catskill. I would love to come back again in the future. And I would definitely recommend this place to others.

Theresa was an amazing host, she clearly communicated with us along the way, and made sure we had our privacy & provided the upmost comfort. Her space was well kept and full of considerate touches to facilitate a relaxing stay, the subtleties go a long way. We enjoyed the hot tub in the snow, shared a few stories of skiing adventures & loved the friendly visits from Ben. The views were picturesque to boot, we definitely plan to come stay in other seasons.

Donna's place was immaculate easy to find shes very responsive. For us personally we needed to make adjustments but she is more than willing to work with us. Appreciate the offer to stay. Highly recommend.

Absolutely loved my stay at this amazing place! Anna was incredibly kind, responsive, and made sure everything was perfect during my stay. The location and comfort of the place made my trip unforgettable. I will definitely come back if I ever get the chance to visit again. Highly recommend this place to anyone looking for a wonderful experience!

Jenna’s place worked well for our family reunion in Catskill village, convenient to Main Street shops. The shower set up (curtain in a tub) was a bit tricky.

Very convenient stay traveling with an infant. Interior was very chic and simple. Great location on the main strip and easy access to a lot of beautiful hikes.

This condo is absolutely beautiful and comfy! We especially love the bed and pillows.

The location was very peaceful and comfortable. It has a great view of the mountains in the background. The place had everything you needed and was very clean and had cabin like qualities. Very beautiful inside and outside as well. The host was very kind and responded right away to any questions I had.

Luiza was a wonderful host. She provided detailed check in and out instructions, as well as local recommendations for our stay. Her place was exactly as pictured and cleaned wonderfully for our arrival. We hope to be back for another ski trip!

My husband and I attended a wedding and stayed here for 3 nights. It’s was such a lovely stay! A quiet street (with a street light right across the street), and a warm welcome as we entered the door. The place looked exactly as described and was a cozy place to land after the long days out. The shower pressure was also awesome and helped soak away the day. Anna was the perfect host! She made sure to let us know that we may not have service up there and that we should take down all the information in advance and was super proactive in all communication. We truly enjoyed our stay and would definitely stay here again if we’re in the area.

I highly recommend Suzanne's place for anyone visiting Windham! She was incredibly responsive and helpful throughout the booking process and my stay. As someone who travels constantly for work, my schedule can be quite unpredictable, and Suzanne was unbelievably accommodating and flexible with my changing needs. I truly appreciated her understanding and willingness to work with me. The location is fantastic, right in the heart of Windham, and the view of the ski resort from the back deck was an unexpected bonus! I only wish I could have stayed longer. I'm already looking forward to my next visit, not just for winter skiing, but also to explore the beautiful surroundings throughout the year.

Cozy apartment, walking distance from the water front. Had a great weekend getaway.

first of all, Million Dollars view. You have beautiful mountain right in front of this property. I stayed at this place for a weekend get together with family, and wished we had stayed longer. The place came equipped with all the pots and pans you'd expect from AB&B plus coffee maker and pods. we enjoyed their collection of movies. There are grocery stores within minutes from this place and nice restaurants a short drive. we also enjoyed nearby hiking trails. overall, we had a great time and would definitely come back.

Just a short stay but all was seamless. Beds comfy, bathrooms clean and updated. I would stay again.