Chalet holiday rentals in Hudson Valley

We were very comfortable at King’s Cottage. We had everything we needed. It was so quiet, private, comfortable and well appointed. Messages from the host were friendly and helpful. Great stay in a beautiful spot!

We had the most amazing weekend at Camp Shady with our family. The space was perfect for our family and the cabin was clean with all of the essentials. The mill creek in the back yard and the entire yard space was amazing. We grilled burgers over the fire pit and fished in the creek for trout. My kids loved the playhouse! Mark was so helpful and accommodating and flexible for our one night stay. I want to go back next weekend! 🤣

The house is so beautiful and unique, and there is art everywhere you look. It inspires creativity! The hot tub and pool are incredible. The house has everything you need to feel at home. It's quiet and peaceful, and the view is out of this world. This is such a wonderful place for a getaway. Our family had a great time, and we can't wait to visit again soon! Olia made sure we had everything we needed and provided great suggestions for things to do in the area. It was an amazing holiday getaway!

Great place that was clean, comfortable and cozy. There were excellent instructions for everything and my family loved the hot tub!

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!

Mary was a super good hostess and she even left us a welcome basket full of goodies including Bogle red wine (cabernet), coffee, and other treats plus homebred brownies in the fridge! We loved the chalet and the beauty of it inside and out with the greenery of the forest and the brook which our dog, Beau, got right into it and loved it! We all enjoyed the area and the cozy home with the room to spread out and hear the rain as we were snug inside. The bed we chose to sleep in was comfy and warm and I (Carolyn) loved having coffee on the deck of a morning with Beau. We enjoyed our long walks down the road and the town of Dover was fun to visit as well as the beautiful wedding we attended over Wilmington not far away. It was a wonderful stay and we certainly love Vermont! This was our 4th stay in Vermont between the years of 2004 - now. Our first "Dog Vacation" took us to Brattleboro, Middlebury, Willoughvale with Lake Willoughby, and last summer to White River Junction and Barre. Fun!

We spent a couple days here for my birthday weekend, and it was really chill and quiet! The house itself is very cozy, extremely clean, and comes with all the basics you’d need for a weekend away. The hiking trails and views in the area are gorgeous. I will absolutely be revisiting this little spot!

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.

Marry is a saint she was extremely helpful with an issue I had booking. The place is absolutely brilliant, coming from a carpenter by trade. Definitely will not be the last time I stay at her beautiful home.

The cabin is warm, cozy and comfortable. It was a perfect location for a couples weekend. The kitchen is loaded with great appliances and tools so we had a great time cooking. The sauna and hot tub are an attractive addition too, we barely left the cabin all weekend. Thanks Jermaine!

We love this place. We had such a great experience last year that we had to come back. The house has everything you need to have a good time. The living room is so big that you can have a large group and not feel on top of each other. There's a pool table, foosball table and a hot tub, What else do you need! I definitely would recommend this house. Thanks again Dave for an awesome time. We are looking forward to next year!!

We had a fantastic stay at this Airbnb! I visited with my two daughters and two of their friends, it was the perfect spot for a relaxing family getaway. The home was clean, cozy, and well-stocked with everything we needed. We especially loved the hot tub, sauna, and fire pit—such fun and relaxing amenities that made our stay feel extra special. The neighborhood was quiet and safe, and the host was incredibly thoughtful and responsive, which made the whole experience smooth and enjoyable. Highly recommend for families or anyone looking to unwind in comfort—we’d absolutely stay again!

The house was spacious, clean, beautiful and private. We loved the view of Windham Mt from the second floor! The fireplace, expansive but cozy couch and downstairs game room were a hit! Half of my family skied and half stayed at the house to relax. Being 5 minutes from the mountain was fantastic and the house was perfect. Great restaurants nearby, where we had lunch, but the rest of the time we cooked in. Well equipped open kitchen! Hope to be back many times!

Peaceful, Serene location just 10 minutes from Stratton. We enjoyed the use of the new hot tub, and roomy kitchen. This space is surrounded by nature with plenty of space for you and your group. Would definitely stay here again!

Our stay at Boris and Tina’s place was fantastic! The house was impeccably clean and well-stocked with everything we needed. Tina was very accommodating and was flexible with check in time. She provided all the instructions very clearly before we checked in. We can’t wait to come back again!

Nice place. A very clean and comfortable house. Everything you need for cooking can be found in the kitchen. Great playroom. The children liked the arcades and, of course, the jacuzzi. Nature and silence around, just what you need after a noisy city.

Beautiful house in a beautiful location! We loved all the space and amenities, especially the hot tub and sauna. The host was very helpful and responsive as we were planning our trip. Half of our party had stayed there before and wanted to go back. Thanks for a great stay!

We had a great stay. Very convenient check-in and check-put process. Enjoyed having a lot of things to do at the house and in the community. Thanks!

We enjoyed our stay! The game room was really a the highlight for us. Whitney’s very responsive and made sure we had a great time during our stay! Definitely recommended !

3rd times the charm!!! This was 3rd straight year myself & my crew(family), plus Charlie(Golden Retriever) have been to Alyson & Rob's house! Even though Mother Nature wasn't on our side all weekend, we still had an awesome weekend! Daytime down by the lake, then spending nights around the fire with a few cocktails is a great weekend! Rob & Alyson are quick with a reply to any questions! Looking forward to next year for Round 4! Highly recommend!

We had a wonderful time staying here! The fall foliage was beautiful, and it was still warm enough to take the boat out on the lake. Arek’s place had everything we needed. Great place for a Pocono getaway.

What a relaxing stay for our mini getaway. I will start with the responsiveness and friendliness! Great hosts. When we checked in, we saw a bday balloon (for my bf’s bday), water, a bday glass, and pretzels. Totally sweet and welcoming! House was spotless. We loved the view, fireplace, and hot tub. We cooked some great meals on the grill. We took out the paddleboat for a quick trip which was so much fun. We also enjoyed watching movies on the huge tv downstairs. It was a quick, relaxing time away. Thank you for having everything that made our time away worth it!

I cannot recommend Wylda's place enough! This was absolutely nothing short of a 5 star stay. Accurate listing, a beautiful and comfy home, and an unbelievably stunning, secluded, and private property tucked into nature, between two lakes no less!! I came here to get away from it all, and this property exceeded my expectations. The amount of birds you'll hear singing through all parts of the day almost doesn't even feel real. Not to mention, Wylda is a wonderful host. I will absolutely be back here again!!

This is a Stellar house, and property! The house was spotless. Check-in was simple, and the communication was excellent throughout the process. The only downside is having to take care of your own garbage by brining it to the local dump. When you have your family packed up for the weekend, it’s not very convenient to bring trash with you. Other than that single issue, this house is five stars across the board!