Holiday rentals with a patio in Pine Plains

Beautiful studio with everything you need for a trip to Hudson! I wish I could have stayed longer. Janet was a wonderful, responsive host.

Our 2nd time staying here and it was as fantastic as the first!

John and Emma's place is exactly as described. It is neat and comfortable. You can tell they put a lot of care into making the place feel welcoming. It is on a busy corner so that might be off-putting to some, but it was fairly quiet on the days we were there. You are able to walk to town to many restaurants, shops, and ice cream and there is a big grocery store just down the road.

My new go-to place in the berkshires! I love the berkshires for hiking , my favorite spa (mend), and all the cute shops/food outings! This spot was perfect - it's well-decorated, the bathroom is nice, and the location is GREAT! Loved the back patio for morning coffee. Washer/dryer was fast. Host is very responsive and helpful. Looking forward to my next stay & would love to bring my dog next time :)

Ivy on the Stone is a gem. We will definitely return. The bed was very comfortable, the bathroom large and there is even a large screened porch for relaxing on comfy chairs, a sofa as well as a table for eating. Area restaurants are great, walkable to coffee shops and a large bakery in addition to a charming downtown with boutiques etc. Katherine is extremely attentive and we plan to return. MOST HIGHLY RECOMMENDED!

The location was absolutely stunning! The river in the backyard created a very relaxing atmosphere. The bed was comfortable, and the space was clean. At one point, it rained, and I enjoyed sitting on the patio.

We had a great say. Beautiful area. Tremendous lake which we enjoyed by kayak. Rooms were clean and comfortable. Nice sitting area outside and another on the front porch. We were here early June and so the eatery next store and another up the road were not open for the season quite yet. Great communication.

Great hiking base, just short walk to trails. So convenient to main st, supermarket, restaurants etc but is a bit noisy due to the convenient location it’s a trade off- no driving required though which was great for us. Loved sauna and grill outside esp after long hike!

I was in town for a show at Bearsville Theater and spent the afternoon in Woodstock. The location was perfect. It was a short drive to the show and the center of Woodstock. I didn’t get to take advantage of the outdoor area due to the rain but it looked very peaceful and private. It’s a lovely space and I would be happy to book again in the future.

This was a gorgeous place with beautiful furnishings, warmth and charm! We will travel out of our way for a revisit. Very highly recommended!

This was a perfect vacation home for our family trip. Spacious house with beautiful indoor and outdoor spaces, a well equipped kitchen, luxurious and extremely comfortable furnishings and a location that makes visits to surrounding charming towns so easy.

Great communicator. Quickly responses. Great place. Thank you!

Wonderful peaceful place Zach was very nice to talk to and responded quickly to any concerns we had

Great little place in a great location! It’s an easy walk to all of downtown New Paltz, with the added bonus of a convenience store and local coffee shop just around the corner. The Empire State Trail is also just right across the street. The house itself is small, the perfect size for a couple. It is a unique and charming place, and well stocked with books and movies to keep you occupied. There’s also a few chargers hanging around in case you forgot yours at home. I wish it had a bigger bed, but that’s really my only complaint!

The home was very comfortable and clean. We had a very nice time. We were there visiting the Wassaic Project for our daughter who is an artist. We were surprised to find some wonderful restaurants and activities in the area because it seems to be off the beaten path. The inside photos of the home were very accurate. Thank you, to our hosts!

What an excellent stay - this airbnb was incredibly well stocked with kitchen supplies, games, extra linens, really anything that one could want. Amenities were high quality and very thoughtful.

The house was beautiful. My friends and i had a great stay. The hang out place on third floor was best. The rooms were cozy and the porch was the best part. Would definitely recommend.

Pacers Pasture is on a quiet road giving it a cute country experience in a great small town. The space has an amazing unfenced yard which was great for the dogs. Easy access inside with key entry, and we loved the door entry being toward the back of house for added privacy. The house has very comfortable linens, tons of parking, and the hottest water ever - which was perfect after a cold day adventuring. Aaron provides toiletries, some nice kitchen basics likes spices and teas/coffee, fast wifi-TV streaming, and a cozy space perfect for relaxing. Bonus points for being tastefully decorated and not overly cluttered. Would stay again!

A Perfect Stay at Elisa's! Elisa's place was absolutely magical! Located in a charming yet convenient resort, this beautifully designed space instantly felt like home. Sunlight streams through the windows, illuminating tasteful décor that balances style and comfort. What truly stands out is Elisa's hospitality. Her communication was warm and helpful, and her local recommendations led us to hidden gems throughout the area. The spotless cleanliness and private garden oasis for morning coffee or evening drinks made everything perfect. This place represents exceptional value—not just accommodation but an experience connecting you to the local community.

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.

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.

Yulia's place was the perfect spot for a Memorial Day weekend getaway. Was even great for an infant! It was comfy and cozy! Loved the patisserie downstairs and the town. Highly recommend!

Beautiful location with a very cozy vibe. Great views from the hot tub. Very relaxing time and would recommend!

Ashley has a great place!! It was a fantastic place to visit with my friends and reminisce. Weirdly, this rental turns out to be the place my great grandparents lived and did business as my grandma grew up. I did not have any ghostly contact with my relatives in the apartment (I was kind of hoping and not hoping to see them 😂), but I still had such a meaningful time sitting in the spaces they did so many years ago. Ashley is an excellent host and I will come here again next time I “come home”. 😊