Holiday rentals with a patio in Pine Plains

Had a great stay! Very clean, bigger than we thought it would be, very responsive and friendly host, we would stay here again!

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.

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.

This was our second time staying here. It is a beautiful and clean place. The hosts are very friendly and accommodated our stay well. We definitely recommend and would stay here again.

Sarah’s farmhouse was just lovely. Such a peaceful, beautiful stay. The house was so charmingly decorated, you could tell the care that went into it! My mom and I immediately felt at home. I really appreciate how all the home necessities you need were there; extra blankets, iron, salt and pepper and basic kitchen things. It makes a big difference! The beds were comfortable and it was so nice to wake up to the birds and beautiful views. Sarah is kind and helpful and we loved seeing the barn and cows (including a brand new baby cow!). The milk was also delicious! Highly recommend for a peaceful stay.

Very enjoyable time here! Instructions, accommodations, and overall experience was perfect!

Overall a great stay! The home was beautiful and exactly what we needed. Elizabeth was also a great host. We’d be more than glad to visit again in the future!

We were only at Sylvia’s house for one night, but it was a lovely stay. The house was warm and inviting with plenty of space. The loft bedroom was perfect and very comfortable. The shower is fantastic. We would definitely stay here again on another trip to New York.

Vik’s home was perfect for our weekend trip to the Millbrook area with our kids (aged 6 and 4). Clean, well appointed, and cozy, we enjoyed our stay!

We always have a great stay at Matt’s! The amenities are amazing and the view of the Hudson is unbeatable.

Kellen and Samantha's home and property are very special--a wonderful location for a restful retreat in nature that is also a short drive to several charming towns in northwest Connecticut. The hilltop site offers breathtaking views of surrounding mountains, valleys, and forest. The residence sits atop a long driveway off a gravel road so is serenely quiet and private. Inside, the space was immaculate, thoughtfully designed, and very comfortably furnished. The shower, bed, towels, and linens were all particularly fantastic, as was the full kitchen which allowed us to cook nightly. The area is exceptional for hiking, culinary delights, and all sorts of shops. And our hosts were proactive, helpful, and clear in all of their communications. We really loved staying here, as did our dog, and we hope to return. Highly recommended!

Our family had a lovely time at the Creekside Retreat. We arrived to a clean house with clear instructions for entering. Parking was convenient to the front door. We settled in and played scrabble which was provided by the host in the game cabinet. The second day we enjoyed a great breakfast at a local diner and went hiking about 20 miles away at Minnewaska state park. There was also a walking trail much closer we may check out on another trip. There was a park nearby my children walked to play baseball. Our two dogs made themselves at home. The creek was flooded so we weren’t able to enjoy the deck on it or the boat - maybe next time. The hot tub also didn’t work while we were there but we didn’t realize until later in our stay so it may have been a simple solution. The host generously left towels, blankets, and toiletries but we couldn’t find wash cloths. Wood was left out for the fire. Overall, we had what we needed for a great weekend getaway.

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”. 😊