Holiday rentals with outdoor seating in Windham

We had a lovely long weekend with our 20 year old daughters and our dog. We celebrated a birthday and midsummer and really relaxed. The house was comfortable, clean and offered an relaxing environment. The Sauna, hot tub and She Shed were fan favorites with our family! Highly recommend for a family of 4-6.

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!

Beautiful home! Very convenient to Windham mountain/town. We would definitely stay again

Great place to stay! Catherine was communicative and prompt to reply. We went during a snow storm, but it was easy to get in/out. The roads and driveway were plowed. Needless to say, everything was very clean. I would recommend staying there without hesitation.

Taylor has gone above and beyond to create a really special place. My boyfriend and I had a really lovely weekend away with our pups and everything was perfect. We were able to cozy up after long days of hiking, cooking in was just as fun as eating out and we felt right at home. Checking in and out couldn’t be easier and Taylor is very gracious about making sure you enjoy your stay. Would definitely book again!

The view is everything!! A great weekend getaway

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!

Another review said it was more beautiful than the pictures and I agree! The home and space was so serene even though it was a bit rainy. My partner and I felt safe and visited some food recommendations. We highly recommend mornings! And We hope to go back! Paul was truly an amazing and responsive host

My 3 friends and I stayed here while attending Mountain Jam and felt comfortable and at home. There was plenty of room for us to spread out between the living room, dining area and back porch. The kitchen was well-supplied with appliances, cookware and dishes. Their property is so beautiful and the apartment is even nicer in person than in the photos. It is a garage apartment offering complete privacy. It was just a 15-20 minute drive from Belleayre. Bob and Jackie are wonderful hosts, very attentive and responsive. I would not hesitate to stay here again!

Very quaint. Peaceful. Right in the middle of everything but also private. The balcony and driveway were tucked away and secluded. Certainly enjoyed my stay!

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.

Great spot to get out of the city for a few days. Perfect location for us as it was very close to friends we were visiting in the area. Walkable to a local coffee shop, cafe, deli/market, wine store, and gas station. The apt was very clean, bright, and had a wonderful historic charm to it. Very quiet, even for being on the main street. Highly recommend staying here for a central location to lots of lovely small towns, hiking, skiing, swimming, fishing, beautiful drives, and good local food. Jen and Caroline gave us great instructions and there was plenty of info in the apt when we got there on how to use the locks, lights, and whatnot.

Our time away at Janet's for our anniversary, fun and R&R was just perfect. The Catskill Mountains are just beautiful and emerald green. We enjoyed local events, restaurants as well as traveling to other towns and areas for outdoors enjoyment, meals and a bit of shopping. Lots of diversity of choices abound. We most definitely would like to return and explore even more of the area. The location of Janet's airbnb was a great homebase to traveling around and exploring each day:)

I had an amazing stay at Lisa's place and felt so comfortable that didn't want to leave. but definitely booking again for next catskills adventure. Thank you Lisa for allowing my stay at your wonderful retreat from the norm of life.

within reach was just perfect for my quick trip to the catskills for a special event. I loved the downtown location. parking was available right out front, and lockbox/key access was easy. the place was set up very well, with everything I needed. I really liked the aesthetic, and the streamlined decor. the street out front was lively at night, but the bedroom was very quiet. I had an ideal and very enjoyable stay.

This was a great weekend getaway! The place is very clean, safe, and close to local restaurants and Haines Fall! I would recommend to anyone. The hot tub made it magical, it was perfect at the end of a long day of hiking. The hosts respond quickly and I didn’t need to ask any questions because everything was explained well and there were helpful tips throughout the room. No complaints!

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

Daria and Justin were lovely, responsive hosts. It’s a great little apartment — super clean, well equipped with all the basic necessities, tasteful, well thought out decor, a really pleasant place to be, right on the mountain. Small, but perfect for a couple or small family ski weekend. I would definitely recommend and would love to go back.

Perfectly set up and spotless. The unit is supplied with everything you could possibly need. By far the best organized, supplied and clean Airbnb we have ever stayed in.

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!

5 stars, 5 stars, 5 stars!! I would just like to say I’ve stayed in many Air B&Bs before, and this one is by far one of my favorites. The hosts are absolutely amazing. They are proactive in responding and really want you be be comfortable and making sure you have no issues. The price was 100% worth it. I love that they included board games as a part of the space, such a nice touch. The bathrooms and bedrooms were also so clean, and we enjoyed our stay. You can really tell the hosts put a lot of love and care into this place. I can’t say enough good things about them!

Loved the house! I don’t drive, but there are local cabbies in the area. You will see a bear or two as expected so try to take garbage out during the day, not in the evening or at night. The neighbors were pleasant, and I felt very safe. Loved how quiet the community is and really appreciated having a washer and dryer. Bed is super comfy. My only note is that the couch has some spots on it that give me the ick, but I used the extra sheets to cover it up and was fine. Plenty of linens, blankets etc. I love the area so much. I stayed a month for a writing retreat.

Robert's place was a delight! Spotless with many thoughtful touches. We went for a spring snowboard trip to Hunter and didn't try to walk to the lifts (due to the conditions), but the drive was only a few minutes and super convenient. Robert was very responsive and friendly, and made sure we had everything we needed. The property is great with a lovely deck and well equipped. Highly recommend this property; we hope to be back!

We had an amazing stay! The home was exactly as pictured. The location was perfect—just a 30 min drive to Kaaterskill Falls and 5 mins to the local restaurants, but tucked away enough to enjoy peace and quiet. Michael was responsive and made check-in a breeze. We especially loved the beautiful views from the hot tub and how comfortable the space felt after a day of hiking and exploring. The sauna was a great surprise! Highly recommend this place for anyone looking for a peaceful escape to the Catskills. We’d absolutely stay again!