Chalet vacation rentals in Woodstock

We had a magical weekend away and our stay was everything we hoped it would be, and more. Olia was incredibly responsive, friendly, and all around wonderful to connect with. The house was a magical time capsule holding the best of energy and a glimpse into the 70s - so fun. The pool and patio were awesome, with open and friendly spaces inside too, all made for the best of entertaining spaces. We could not have asked for a better weekend away, and we cannot wait to plan our next trip! Thank you!

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

We enjoyed our stay so much that I booked another night for the following weekend. The place is simple and beautiful. Secluded, surrounded by a pine forest, with a cozy meadow. The house has everything you need. While we were having dinner, a deer mama and her little Bambi were grazing right outside the windows. A wonderful experience in every way.

I can’t say enough good things about this rental. The space was clean, inviting, well appointed, and with a magnificent mountain view from the living spaces and deck. We happened to go during a record heat wave and didn’t expect to spend most of our time inside, but having that great space AND excellent ac made the trip so enjoyable. If I had three thumbs I would give it a triple thumbs up!

Simone is a very responsive and helpful host! Her place is also very clean and cozy with lots of entertainment for a good getaway. Would consider going back here for a weekend retreat.

Beautiful chalet with even better views - perfect for a calm and peaceful get away from the city, near hiking trails and 7 min from town for restaurants, had a great weekend and hope to be back soon

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.

The house was a great Memorial weekend spot for my family & pet. The garden was beautifully maintained, and the living space open and inviting. We found lots of do in the area, including the Bash Bish waterfall, the old taconic railway turned hiking path, and the Berkshire botanic gardens. There were bunnies hopping around the lawn and plentiful birdsong. Really an idyllic escape from the city. Would love to stay again!

This Airbnb in the Catskills was absolutely perfect, especially for such a special weekend—we got engaged in the area and couldn’t have asked for a better place to come back to and celebrate! The house is beautiful, with a stunning backyard, an amazing hot tub, and a basement full of games that kept everyone entertained. There were plenty of beds, so it was super comfortable for our group. Stephanie was incredible—she made everything so easy and was super responsive anytime we needed anything. You can tell she puts so much thought into making sure guests have a great experience. This is honestly the best Airbnb I’ve ever stayed at. It felt like a mix of cozy and fun, with everything we needed to make the weekend unforgettable. Hoping to come back in the future!

Wonderful! The house is really beautiful, with large windows and stunning views of the birch forest and a meandering stream. It is very clean, nicely decorated, and cozy. We especially enjoyed the hot tub and fireplace. The kitchen has everything you could possibly need. Nik is friendly and responsive. The location is great too, feels like a nature retreat but an easy drive to restaurants and skiing at Hunter Mountain.

Jeff was a great Host for my family's New Year's getaway. He ensured we knew how to operate the fireplaces in the cold beforehand and was always very responsive to any questions. Thank you, Jeff!

This home was absolutely perfect! The host was incredibly responsive and the house was spotless. She truly thought of everything—even welcoming us with a bottle of wine, which was such a thoughtful touch. Thank you for a wonderful stay!

Melanie was a fantastic host. She was responsive and helpful. The house is beautiful, nestled in the trees on your own little piece of the mountain. There are many great hikes and restaurants close by. There is a great little coffee shop and breakfast spot within five minutes. The property even has some little waterfalls and areas to explore. Our daughters had fun playing games in the game room and have developed a love of shuffleboard. We were able to cook dinners and have a nice fire outside under the stars with everything we needed. This is a great house for a mountain getaway.

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!

We were a family of 8 plus a baby and had a wonderful weekend getaway. The house was nice, quiet, and exactly what we needed for a relaxing stay. The hosts were very kind and responsive. Highly recommend for a peaceful family trip!

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!

This was such a relaxing home to spend a celebratory weekend in! We had a great time at Adnan's home over the weekend. The setting is so peaceful, right on the water and we enjoyed the fire pit one evening. The space is large, with plenty of room for all. The house is a little bit dated, but with that said, it had everything we needed for a lake-weekend! On top of that, Adnan could not have been more accommodating and responsive.

Teddy’s home was welcoming and comfortable with all the amenities we needed to have a great Girls Weekend! The house was clean and there was so much for us to do; we enjoyed kayaking, the pool, and sitting on the dock to relax.

I had an amazing stay at this cozy retreat in the Catskills! The house was exactly as described and more—clean, well-equipped, and tucked away in a peaceful, scenic location. Waking up to the sounds of nature and sipping coffee on the porch was the perfect way to start each day. The host was incredibly responsive and thoughtful, providing quick responses and making check-in a breeze. Whether you're looking to hike, unwind by the fire pit, or just enjoy the quiet beauty of the mountains, this place is ideal. Highly recommend for anyone looking to escape the city and recharge in nature. I’ll definitely be coming back!

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!

Great stay away from busy nyc. Private and warm

Great location so peaceful and serene!

Henri's home is a very serene, cool and lovely space. The river and setting made it feel like a tree house, Communication was easy and we would definitely stay again!