Chalet vacation rentals in Ulster County

Cozy Silo Home is a perfect description of Olga's home! The silo is really unusual, with lots of windows/lighting and is comfortable and nicely decorated. It's a short drive from Woodstock, which is a fantastic area with lots of shopping, restaurants, etc. It's also very close to great hiking and other outdoor activities. At the house, we spent most of our time outside on the large balcony/patio and cooking meals on the outdoor grill. We booked last-minute and Olga was very responsive, answered all our questions and made things very easy for us. We live in NYC and a weekend in/around Woodstock is a great way to recharge and reconnect with nature. We definitely recommend Olga's silo home for a weekend or longer!! Note: stairs are required to enter into the home and to get to the bedrooms/bathrooms, so don't bring anything too bulky or heavy.

We had a spectacular long weekend here. We enjoyed the clean and simple spaces and especially enjoyed looking at the stars at night from the hot tub. It was so peaceful to be surrounded by woods and yet a short drive to downtown Woodstock. We’d definitely stay here again!

Could not be more impressed with both the house and host. They made our trip a wonderful special experience.

A splendid time was had by all! We thoroughly enjoyed the Lodge. A beautiful and peaceful setting, a great space with a great feel; well equipped. Instructions, guides and responsiveness provided by Kevin were excellent. If only he could have strategically placed a couple of brookies in the stream at the end of the property! We’d certainly consider another visit.

This place was lovely! Super cozy, very well decorated, and hosts a wonderful view! Judi’s was kind, understanding, responsive, and all around a wonderful host. We came here for a friend’s birthday and he was blown away. Thank you for everything, and we plan to come again soon!

Cozy home with amazing views and yard. Living room was perfect for board games.

Justin’s place was great! Beautiful views, comfortable space with everything you need, and pretty centrally situated for exploring the region. Hope to come back again!

My family loved spending a couple of nights here for a weekend getaway. Hosts were very proactive and shared a detailed website about the property which was so helpful and answered all questions upfront. We did have a couple of questions while on site, and the host responded right away. And although the weather was not optimal for the pool, our kids were still able to enjoy it because of flexibility of check in

Thank you James for accommodating a last minute stay~ it was a perfect, quiet retreat for me and my husband. Cozy home, very responsive and great location!

Liana home was very inviting. We loved 🥰 it from the moment we walked through the door. It was spacious for our family of 5. The sunroom was our favorite spot to relax and reflect on the beautiful surroundings. We would definitely stay in Lianas place again.

I absolutely loved the property! It was spacious, private, and perfect for our large group, with plenty of living rooms for relaxation. The host was very responsive, and we appreciated the late check out. The weather didn’t favor us to swim in the pool but we made the most of hot tub by relaxing in the hot tub with a beautiful view. Overall, it was a wonderful experience!

It was a beautiful place for sure! Even with the rain that weekend, we had plenty to do around the huge home and surrounding area. The nature was beautiful, and the view of the mountains from the porch as well. We turned off all the lights at night and could see the stars so clearly one night.

I spent a week at Fouz and Chris's place with my family (8 adults, a toddler and two dogs) and we had very relaxing, enjoyable, comfortable stay. The house is in a quiet, private area and a short distance from places of interest for hikes, restaurants, museums, historical sites, etc. We received great recommendations from the hosts.

Enrique was super helpful on my queries. The property stands out and my only regret is not spending longer to check out the fantastic trails in that area. Lots of space in the house. The fender guitar and the instruments were a nice surprise!

This was the perfect place to stay for our weekend girls trip to Belleayre mountain. Everything was exactly as expected. We hope to stay again next year!

Margies place was exactly what our family needed! The games downstairs kept the kids busy during the rain we had. The view is absolutely breathtaking and the hot tub, so relaxing! Definitely highly recommend coming here!

Henri’s communications are excellent and his place is beautiful. Upon arrival, you hear the sound of nature and smell of cedar from the cabin. The view from open space is so tranquil and relaxing. The trees, rivers and sunshine made me forget the time. The bathroom and bedroom are spotless clean with high end amenities. And not to forget the heated floor in the Bathrooms! Kitchen is well stocked and cleanly maintained. Climate and humidity are controlled throughout the entire house to feel comfortable at all time. The mattress is firm and can sleep well. The bedroom view is private and something you can only get from here. It feels so cozy. I had a great time with my fiancé during my 3 day stay. I’m a tennis fanatic, and Henri gave me detailed instructions of the courts nearby, so we could play tennis every day! He welcomed us with wine and coffee. Easy access to nearby shops and restaurants, such as Adam’s and Silvia. I’d love to come back for a longer vacation next time!

We thoroughly enjoyed our stay at the A-frame. We loved that the house was cozy with exposed wood beams and natural wood. There were plenty of board games to enjoy. The water pressure in the shower was great and plenty of hot water. Our hosts were very accommodating. We absolutely loved all the goats. We had a few favorites we got to spend time with. They were so calm and lovable, each with their own personality. We definitely will be visiting again!

Great stay away from busy nyc. Private and warm