House holiday rentals in Poughkeepsie

This beautiful property has a special place in our hearts. We stayed in the A frame during COVID and we always wanted to come back. This time we stayed in the main house and it was phenomenal. Wish the weather was better for us to use the pool, but next time! It well worth the price. Only an hr from the city and it feels like a full vacation. Wonderful way to lose time time for a few days. We will be back!

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

Cozy home, on a beautiful property. The natural pool is really special, and we loved staying here. Hope to be back.

We truly enjoyed our stay at Wilderkill Barn. Maria Cristina and William were exceptional hosts—warm, attentive, and genuinely committed to making our visit special. They went above and beyond to make us feel welcome. The home was a haven, with a hot tub, sauna, pool, fire pit, pool table, and immersive sound and movie systems—all of which made our stay delightful despite the cold, dreary May weather. We can't thank them enough. ***That said, we feel it's necessary to address a serious issue with Airbnb itself that arose while booking this property, unrelated to the property itself. An unexpected tax was added after booking, and Airbnb has yet to provide a clear explanation. After years of loyalty, we were disappointed by their evasive and unhelpful customer support. This experience has made us reconsider using the platform in the future. We urge potential users to scrutinize all fees carefully and be aware that Airbnb’s support may be difficult to navigate if problems arise.***

This house absolutely reminded me of home and my childhood ! So lovely and clean. Absolutely love the heated pool ! This was the perfect house for our wedding at the Mohonk mountain house . Close and such a comfortable stay . We really enjoyed the outdoor porch sitting room . Thank you for a comfortable and wonderful stay .

Beautiful place with lovely views. Close to lots of restaurants, hikes, parks, and quaint villages. Plenty of room for our extended family.

We had a great stay at Tiffany’s place! Everything was exactly as described and she was great at communicating throughout the stay.

We had the best weekend at the house with our two young children and dog. We loved the house, we loved exploring the property and close by water. We couldn't be closer to town. I can't wait to go back again!

It was a great stay and beautiful home. Really appreciated the ease of entry and amazing scenery.

Loved every part of our stay with Kristine. Perfect for a romantic weekend away - gorgeous cabin, well appointed, and great kitchen for cooking-in. Her recommendations for local spots were also so thoughtful. Thank you again!

What a perfect place to stay! We were very comfortable in Hazel’s little retreat… we slept well in the king sized bed, had plenty of hot water, loved the bucolic green space and the creek nearby. Our dogs had great walks under the canopy of huge trees surrounding the property. I especially enjoyed watching and hearing the ducks, geese and swans across the street as they paddled to the pond! Thank you, Hunter for providing a perfect getaway spot for your guests!

Bruce was a superlative host. Communicative and flexible, and we were greeted with a thoughtful (and abundant) welcome basket. The house clearly has been updated recently and is maintained immaculately yet comfortably. It did feel like there were a lot of rules -- but having spoken with Bruce, they were eminently understandable; I only mention it because if you're someone who's not good with following directions and/or honoring rules, it might not be the most favorable conditions for a good guest-host outcome, but IMHO that would be the guest's loss. We felt it was good value. Really nice front porch conducive to lounging. Details attended to well also, such as large, absorbent bath towels. Wish all hosts had their acts together like Bruce and a comportment like him.

Even better than the pictures! This was one of our favorite Airbnb experiences, super cute and eclectic house. We loved the style, the bathrooms made me want to renovate my own, and the beds were too comfortable if that’s possible lol. Perfect for vacation. The house was centrally located to the airport and the Bible museums and printery we booked to tour. Overall, we had just a lovely stay and cannot wait to go back!

This is a lovely house, which is much larger on the inside than it appears from the outside. It would be perfect for a family or a girls weekend or a few couples. Marisa was very responsive when we had any questions.

Olga's beautiful modern house in Upstate New York is a real gem nestled near a wild forest. The spacious house offers plenty of room to relax and unwind after a day exploring the area. The location offers a perfect blend of tranquility and adventure, with plenty of things to do in the surrounding area. Olga was a fantastic host – incredibly responsive and flexible, which made our stay even more enjoyable. The house itself is stunning, with modern amenities and stylish decor. We had a wonderful stay and highly recommend this Airbnb!

We had a nice time staying. It has a Well stocked kitchen. It is near to grocery and shopping in Stone Ridge. It has Great fireflies at night and a good view of the sunset.

Lovely place. There were 7 ladies celebrating their 40th college reunion. Spacious and clean and beds were comfortable (we did double up on two beds.) Great place for relaxing and catching up.

This was a wonderful find and stay. We are very thankful to have found it. The attention to detail in this home is beyond appreciated. From the light switches to the furnishings and beyond it was perfect for us. Thank you so much. We will definitely return when in area.

I can’t say enough good things about our stay at Claudia’s place. We were in Poughkeepsie for our daughter’s graduation from Marist University. It was a great location to get back and forth while packing her apartment and attending graduation. Claudia’s restaurant recommendations were excellent and we really enjoyed the food at Lolita’s and the fact it was walkable. We also enjoyed the walkway over the Hudson. I’m not sure when I will be back in Poughkeepsie but I would definitely stay here again. My one regret is I didn’t find Claudia’s place 3 years ago!❤️

Great home very close to Vassar. Walkable, safe , clean. Easy to check in. Very responsive host. Will plan to stay here again!

A beautiful, comfortable house right on the Hudson with stunning views. We loved watching all the life on the river, herons and loons and ducks, as well as boats from tiny crafts to massive barges. There are great hikes just a short distance away. It is a perfect place to rest, write, draw, and make music.

Lau-Rene was a great host and very friendly! She answered all my questions before arriving and helped out with a couple of things once we got there! The house was in a great location for Vassar related activities, beautiful neighborhood. I would stay there again!

Maria's home was charming, spotless, beautifully furnished, well-located for visiting our Vassar kiddo, and super comfortable. Maria was friendly and responsive always. The roomy living room, screen porch, and back yard were lovely to relax in. If we had to find anything imperfect, the bathroom is showing its age somewhat, with a not-new paint job and some rusting on the sconces and radiator... but it was squeaky clean, and the shower has fantastic water pressure. And Maria left us plenty of fluffy towels. Overall it was a very pleasant and comfortable stay. We would happily return.

We had a wonderful stay at Zahra’s home. The home was just as described and was the perfect cozy sanctuary we needed. Nicely located and close to all . Appointed with all one could want for a month long stay. Zahra is truly a five star host and went well above, with quick responses and furnishing us with a tree for the holidays. Can’t recommend enough if you’re planning a trip to the Hudson Valley area.