Vacation rentals in Poughkeepsie

We had a great long weekend staying at Andrea’s place! Amazing location right off of Main Street, convenient and close to everywhere we wanted to go, and easy parking. The apartment was perfect for us and had everything we needed and was very comfortable and cozy. Andrea was also super responsive and accommodating.

The apartment was beautiful and exactly as described. It was newly renovated, clean, easy to locate, and in a prime location. We met Graham when we got there. He was outside working on more renovations, and he became a friendly face and helpful resource throughout our stay. The patio was definitely worth it. It was so peaceful and serene to just sit in the hot tub and stare off at the creek and mountains. The less than 10 minute walk to town on the abandoned tracks was so easy, romantic, and fun. This is a great place to stay for couples or families!

Cute, cozy, clean, and super close to the bike trail! Perfect stay for a weekend exploring the towns along the trail.

Ami’s place was great! Stayed for my birthday and was surprised with a delicious tres leche cake upon my arrival! The view was incredible, amenities were amazing, overall it was everything I hoped for and more. Thanks Ami!

Nichole did a wonderful job with organizing her space, which was clean and homey. She left a binder full of recommendations and helpful information about the area!

We had a wonderful stay! The place was spotless and incredibly well-prepared. The host went above and beyond—there was a bottle of wine and a charcuterie board waiting for us when we arrived, which was such a thoughtful touch. She truly thought of everything we might need, from toiletries to kitchen essentials, including a variety of snacks/breakfast items, coffee and teas. It made our stay comfortable, relaxing and stress-free. Highly recommend and would definitely stay again!

Our group went on a hiking trip to Beacon, and this was a nice stay, though about 20+ minutes to town. But we didn't mind the drive! It felt very safe and the second floor of the farmhouse was a peaceful retreat! The hosts were super responsive. The house was clean, beds were very comfortable, and the house was full of books and character! You can tell the hosts put a lot of love in decorating, making each space feel thought through and unique. The 2.5 bathrooms was nice for our group of 4 ladies! Thanks again!

We had a fantastic stay

We loved our stay at this beautiful, charming, and peaceful barn. The space was cozy and thoughtfully designed—perfect for a relaxing staycation. The property itself is beautiful, and it’s just a short drive to great hikes, bike trails, restaurants, and breweries. A truly lovely spot to unwind and explore. Thank you for such a wonderful experience!

This place was perfect for our family - small & cozy, comfortable, clean and quiet! The location was great for trip either to Hyde Park & north or Poughkeepsie. It was walkable to a few restaurants, shops & groceries. We appreciated the flavored waters & coffee & the kids say thanks for all the snacks! Home was well stocked, top name bath products. Would definitely stay again.

Gretchen’s place was exactly as described. It was such a peaceful week. Being a nurse living in Miami, I really enjoyed my time “off the grid” disconnecting. Gretchen’s place did just that for me. Centrally located between Kingston and New Paltz made it easy to get to places as well. Highly recommend if you’re looking to unwind in a peaceful atmosphere! Thank you, Gretchen! ⭐️⭐️⭐️⭐️⭐️

I cannot say enough great things about this place! Was beautiful and welcoming, peaceful and quiet. The host literally thought of EVERYTHING! I mean, he has creamer for your coffee in the fridge! He has makeup wipes in the bathroom! I truly felt at home and I would stay again in a heartbeat!

Really nice, airy, and comfortable space! Location was convenient with many nice places to eat and cool bars within walking distance and convenient driving to many areas within the hudson valley. Had a great time and would stay here again!

This house is exactly as described, comfortable, cozy and has everything you need for a great visit. The bedrooms were so comfortable. Our weather wasn’t the best so we were disappointed we could not use the outdoor fire pit. There was no parking in the front because there was always cars there so we did have to park quite far up the road, but that’s not any fault of the owners. I would highly recommend this if you are visiting the area Marist, the CIA or Vassar, it’s a great option instead of an overpriced hotel. Highly recommend!

We had a great experience here. Anne has curated such a lovely space and it was the home base we needed to resting and work out of. I’ve rarely a host put so much effort into anticipating the every want and need of their guests - she was responsive and helpful at every turn. Would highly recommend staying at this little oasis!

This was an ideal place for our family of five to stop for a night! Amy & Lloyd were great hosts, and we’d happily return next time we’re in Poughkeepsie.