Farmstay holiday rentals in Dutchess County

Gorgeous place in a beautiful town. About a thirty minute walk (or 4 minute drive!) right into downtown with cute shops and restaurants. The cottage is beautiful, clean and so cozy. Highly recommend.

I was looking for a place to experience fall, get some quiet time and experience upstate NY. I got all of that and more. Anne & Tosso were great hosts; always there when I had questions or needed help. I appreciate their concern and flexibility. I was looking for solitude but I could also see bringing my family here. It would be very fun to hang out, cook together, plays games and chill. I can't recommend it enough.

This place was a breath of fresh air. I've noticed a trend on AirBNB of rentals that are obviously flipped investment properties with no character and no evidence of life: this place is the opposite! Charming, comfortable, with hosts who actually know the area and live in the area. This is a great family option when visiting the surrounding Hudson Valley towns. I hope I can get back here soon!

William was very responsive and quick to answer any questions. The Airbnb was great just as it’s described. It’s a nice spot that feels secluded but is still close to nearby towns. I went up with some friends for the weekend and it’s not far from some nice hiking trails.

This is a beautiful place and exactly what my wife and I needed for a long weekend away! The barn is so cozy and we felt right at home . The hot tub was a nice treat on the cool evenings and the beautiful view. But by far the best part was the animals living below us that we could give snacks to throughout the day and see through the living space windows. Would definitely recommend this to anyone that loves horses and donkeys!

Tara’s place is super clean. Most of Airbnb we have been staying at, there always can find dead spot in the house, such as bathroom, under beds, corner of sofa. But Tara’s place is not any. Very roomy for 8 adults, nice dinning areas where we enjoy our home cook meals. Nice neighborhood will have good view when spring comes. Closed to Mohawk ski resort about 25 mints drive. Only one little thing out of control is at night when the heater on , you can heard some noise from the top floor, which makes we keep wake up at first night! If you have hard time sleeping you can bring some earbuds to help you. Overall worth the price and nice place will come back again in the future.

We really enjoyed our stay at the cottage on Morehouse Farm. It's so cozy and quaint, hearing cows moo in the morning and watching the sheep over a cup of coffee. We always feel totally welcome and at home. The kitchen has everything necessary to make simple meals and you can enjoy relaxing in the living room on a media detox (no TV!).

My stay at The GlassHouse was nothing short of magical. The house is absolutely stunning — every little detail is so well thought out, cozy, and beautiful. The views, the comfort, the peace — everything exceeded my expectations. Seth and the team were incredibly kind, responsive, and welcoming throughout my stay. I couldn’t have asked for better hosts. I felt truly cared for, and it made the whole experience unforgettable. I can’t wait to return. Highly recommend to anyone looking for a peaceful escape in a truly special place!🥹❤️✨ Also, for fellow horse lovers like me — there’s a wonderful horse farm (Crotta Farm, home of Applejack Stables) just a short walk away. It felt like a dream being able to spend time near horses in such a peaceful setting.🥰✨✨

The other reviews are spot on. This place is lovely. The house looks and smells fantastic. The town is very close by and Richard is a great host. Everything was exactly as desired and very cozy. We were even treated to a winter snow storm which made the place even more magical. Would love to return in the future!

This is the loveliest short-term rental in Rhinebeck, in my opinion. It’s like a perfectly laid out ski house: a central kitchen/dining/couch area with bedrooms front, back and above. The view is enchanting: trees and an open field, with mountains beyond. The property is clean and well maintained. The kitchen is well equipped. Close to Amtrak (too far to walk) and downtown Rhinebeck. Access and “how to leave” instructions clear. We loved our stay.

Georgia’s home is the perfect place for a relaxing getaway. Even though it was a rainy weekend and we couldn’t enjoy the outdoor space as much as we wanted, the indoors were just as great. The linens are fresh and cozy, the open-concept layout is great for a group, the kitchen has much of what you need, and the views are spectacular. Also, Georgia is very responsive if you need anything. My group loved our stay.

We had a great time at Josh’s place. It’s such a beautiful spot and wonderful home. Josh was super helpful and responsive. He made it so easy. Would definitely come back and recommend!

The house is so well preserved yet the updates make it feel comfortable and modern. The fireplace was awesome to share with our family on a cold and rainy night. Being close to the waterfall/river was also lovely. We were there between seasons, and in the summer it must be divine.

We booked this trip last minute during our daughter’s spring break. It was a little under 2 hours from NYC and felt like a world away. The hosts were always available and helpful with everything down to local suggestions. Every detail of the cabin is thoughtfully laid out and provided. We slept four comfortably, but mostly spent our time outside. The property alone offers many trails to explore and made us feel entirely off the grid. The porch around the cabin had locks which would be great for young kids or pets. The surrounding towns were cute and restaurants were excellent. Everything including a supermarket seems to be 10 minutes or under, but we mainly liked staying on the property. We can’t wait to come back in warmer months to go tubing!

We loved our stay at Cheryl’s place. So much so that we booked it again for the future! The house is super cozy and comfortable, with lots of room to spread out. It has all the amenities you would need. Cheryl even left some snacks for us to enjoy on arrival, including some carrots that we were able to feed the goats and horses with! Definitely a highlight. It’s a very short drive to the town of Cold Spring, with lots of restaurants and hikes and fun things to do. However the house also felt secluded and private with beautiful surroundings. Cheryl was immediately responsive and kind. Highly recommend!

Loved our stay, celebrated my 30th birthday and really enjoyed the A frame vibe! Perfect place to hide out in rainy weather, but we were able to do the recommend Thompson pond preserve hike and it exceeded expectations. Such a cool yet easy hike.

We had the absolute best stay at Jeanie’s home! It was beautiful, spacious, and so well decorated, and the property couldn’t be more peaceful. The chickens and ducks in the backyard were so fun to watch, and really made the stay so magical. Jeanie was so helpful too, with lots of local recommendations and made our whole trip so easy! The house oozes with charm and character, and we couldn’t have loved it more!

The cottage was so warm and inviting. We felt right at home. And the setting was beautiful. Never saw so many brilliant stars in my life.

A girlfriend and I spent the long weekend here with our combined 5 kids. The set up was great, everything was clean and we had everything we needed to make meals, coffee, etc. The older kids loved the game room (air hockey and Pac-Man machine especially). There was a snowstorm during our stay and Stephen shared in advance information and his plan to clear the snow if we wanted to leave the property. He was always responsive and friendly. Highly recommend this place, especially if you have little ones.

We loved our stay here! Super comfortable, clean, and beautiful. Lots of great art objects, a lovely wood burning stove, and a big record collection. Easy to walk to Rhinebeck for food and activities.

A lovely home for a super cozy winter weekend away in the country! For folks who like to cook, the full kitchen has everything you need, and for those with little ones, lots of great kid-friendly amenities throughout the house as well. A short, scenic drive from downtown Pine Plains, and an easy shot up to Hudson or over to Rhinebeck. Super responsive and congenial host! Would definitely stay again!

4 humans and 2 dogs, we all had a fantastic time at this house! The house itself is very. large, spacious and interior is so cute, everything is functioning well, to stay comfortably. It is actually amazing for EVERYTHING to be working in a large house like this! Also all the details about stay is written in the manual - well organized binder, so you can always refer back to it in case you have any questions. The owners are also very responsive via email too :) I esp loved the landscape of the huge garden, it is beautifully taken care of, with nice lighting at night. Kids enjoyed trampoline, and we all soaked in hot tub outside in the snow, it was amazing! I just wanted to stay in a spacious beautiful comfortable house and relax, read, play board games, cook, stroll, - quality time with love ones, so it was absolutely perfect for that !

I had a wonderful stay! The host was incredibly welcoming and went above and beyond to make sure I felt at home. I especially enjoyed exploring the property – it was beautiful to walk around and take in the surroundings. A highlight was definitely the farm fresh eggs, which were a lovely touch and made my mornings extra special. I would highly recommend this place to anyone looking for a peaceful and relaxing getaway. Thank you for a fantastic experience!

We recently stayed at Casa Lobato with a group of five friends and a two-year-old, and we had an absolutely wonderful time. The house is incredibly spacious and equipped with all the necessary facilities. We particularly loved the expansive view from the house overlooking the valley—it was truly breathtaking. The location is perfect, with easy access to the town, making our stay even more convenient. The hosts were responsive and accommodating, offering us a flexible check-in time and providing valuable information about the nearby areas. Overall, Casa Lobato exceeded our expectations, and we highly recommend it for anyone looking for a comfortable and scenic getaway.