Apartment holiday rentals in Poughkeepsie

We had such a great stay, such a relaxing space with really lovely views. We enjoyed having dinner in the backyard and the kitchen was really great. Host was very thoughtful and had everything well stocked and that helped make the trip a lot easier! We didn’t even have to rent a car because most of what we wanted to see + the train was in walking distance. Also great water pressure in the shower!

My husband and I had a great stay at Andrea’s place. It’s well located, quiet, and well decorated. Andrea was very communicative, kind, and thoughtful. Her check-in instructions were also very clear and she made herself available for us to ask for any recommendations, if we desired. Highly recommend!

Great stay! Super clean and tidy. Minimal but has everything you would need. Location couldn't be more perfect!

Great location, right in the heart of rondout. Trolley Museum is right there for the kids to check out. Great Restaurants nearby, Half Moon Rondout Cafe is a must go-to for hit donuts and coffee in the morning. Less than 5 min walk to the Rondout Creek with beautiful views of the water and a small park for the kids to runaround. The Strand House was full of history and amazing the renovations that were done to save this building and restore it to is glory. I commend the owners for doing this and doing it in a classy way. I would highly recommend to anyone wanting to stay in upstate.

Great location close to shops and restaurants in the stockade district. Kaz was very responsive and had lots of good local recommendations.

Exactly as listed, had a great weekend stay here!

We are repeating guests and find Lisa’s place consistently clean and comfortable. She and her husband are friendly and easy to communicate with. We always feel safe and at home when we stay here. We find it suits our needs well and is a good value for the area. Thank you, Lisa, for another great stay!

Charming and cozy, while being well priced. This was perfect for what we needed it to be. Would stay again.

Clover Brooke Farm is a working farm with various animals you can admire from a public deck. Llamas, sheep, chickens & roosters. There may have been others but unfortunately we didn’t have the time to explore. The farm offers tours and various programs and classes like hiking with the llamas and soap making. A small store provides various items and/or souvenirs. My two day stay was filled with nearby family activities and a wedding so I was unable to attend the Llama activities or classes offered. The apt was clean, fully furnished and quite comfortable with excellent parking available. This is definitely a location I will enjoy again in the future when time permits me to take advantage of all the property has to offer.

5 stars all the way. The location, the interiors, the equipment, linens, provisions were all top notch. Nick and Mar were generous and responsive hosts. One of the best stays I’ve had!

great place , very clean. perfect for what we needed . walking distance from headless horseman

So glad I found this home away from home. I stayed for 2 months and was pleased with my 1st time experience. Chris's place was sunny, roomy, and central to all the places I needed to get to. The outdoor area was lovely on warm days and the beds were super comfy. The washer and dryer was a hug plus for me. Hope to come back!!

The Airbnb is on a small hill looking out towards a small pond and an open field. The sunset in particular was very nice. The home is in a very private location. Inside, the space was well decorated - simple yet tasteful. The space itself is on the smaller end but the decor opens up the space. Michael answered all questions within 24-hours. Easy to communicate with. Overall a good stay

In a simple word… terrific! Cornelia’s place was wonderful! It was very clean, updated, private and welcoming! I would HIGHLY recommend staying here if you are in the area. Excellent host & property!

This was a wonderful, comfortable apartment with a nice backyard area, close to the train station and a very short drive to Vassar College. A lovely spot to enjoy exploring the Hudson Valley from! The hosts are communicative, had a bottle of wine waiting for us, and everything was very clean. They were also kindly flexible about adjusting our check in time. Thank you for a great stay!

I had a very nice stay at Heather's place! The apartment was lovely and a comfortable place to spend time between different activities in Poughkeepsie. Very walkable to the convention center and to a main drag with restaurants and coffee shops. Definitely recommend and would stay there again if I found myself in the area!

Trisha’s place was the one that completely changed my perspective on air bnb, I really loved and enjoyed my entire experience as a whole. I’d definitely come back again thanks Trisha.

I had a great time staying here. A lovely and quiet retreat. Douglas and his family were very friendly and responsive to any needs I had. The place was tidy and clean and the grounds around the house were beautiful! Will definitely be back!

Theresa was an amazing host, she clearly communicated with us along the way, and made sure we had our privacy & provided the upmost comfort. Her space was well kept and full of considerate touches to facilitate a relaxing stay, the subtleties go a long way. We enjoyed the hot tub in the snow, shared a few stories of skiing adventures & loved the friendly visits from Ben. The views were picturesque to boot, we definitely plan to come stay in other seasons.

Very quaint little spot! Located in a very quiet, serene area. We absolutely loved the yard and the trails behind the house, my dog felt right at home! Renee was very responsive when needed but otherwise felt we had plenty of privacy despite being on the same property. Space was clean and charming and everything we needed for a quick wedding weekend! Would definitely recommend for a relaxing quiet weekend!

We had an absolutely amazing stay at John’s Airbnb in Newburgh! From the moment we arrived, John’s warm hospitality and attention to detail were evident. The place itself was spotless, and incredibly cozy—truly a home away from home. Every little detail, from the well-equipped kitchen to the thoughtful local recommendations, showed the care John puts into ensuring his guests have a memorable experience. The location was perfect for exploring the area, and John went above and beyond to make us feel welcome. It’s clear that he genuinely cares about his guests, and it made our trip even more special. We especially loved relaxing in the jacuzzi and taking in the stunning view of the Hudson River. I can’t recommend John and his Airbnb enough! We’ll definitely be returning on our next visit to Newburgh. Thank you, John, for creating such a wonderful space and for being such a fantastic host!

We had a great stay! This was the perfect spot for us, as we were attending a wedding nearby. Everything was as expected from the listing and it was easy to find and easy to get inside. My wife was obsessed with how comfy the bed was, too! All around a great experience and we'd stay here again.

The place was wonderful. Clean, updated and right in town. So cute, I would definitely go back!!! Was a pleasure

Melissa was an amazing host from the minute we booked the reservation. Her home was beautiful and provided a sense of peace. The binder with local activities as well as restaurants was extremely helpful and although it rained our whole weekend we didn't mind because the hot tub area was so nice. Will definitely be back again!