Family-friendly vacation rentals in Poughkeepsie

My girlfriend and I had a great stay here. The place was cozy, well-equipped, and perfect for a relaxing getaway. The outdoor area was the true highlight — from the spacious patio to the beautifully maintained landscaping, the property felt peaceful and private. There’s also a pool that looked amazing, even though we couldn’t enjoy it due to the weather. We had some trouble during check-in after a delayed flight and arrived around midnight, but the property owners were just a phone call away and quickly helped us get settled, which we really appreciated. Overall, it was a great experience and we’d absolutely recommend this spot to anyone looking for a quiet, scenic place to unwind.

We were absolutely charmed by this stunning house, surrounded by breathtaking nature and offering incredible views—especially over the lake. Every corner is filled with character and warmth, making it feel like a true hidden gem. A huge thank-you to our wonderful host Sandy, who was incredibly thoughtful and proactive throughout our stay. We couldn’t have asked for a better experience. We’ll be back without a doubt!

This A-frame escape was exactly what I needed — the perfect break from the city. The place is beautifully designed, cozy, and filled with thoughtful touches. The jacuzzi was absolutely incredible, especially under the stars at night, and the A-frame structure made the whole stay feel like a peaceful retreat.

Billy and Rhobin were so helpful and easy to communicate with. The house was so comfortable and peaceful. The property was lovely! 5 Stars all around! Thank you for a fantastic stay!

Beautiful country home, SUPERB location, large grounds with a beautiful pool, and communicative and kind host. We had a wonderful stay.

We had such a great stay at Eugene’s place! The house was perfect for our group — spacious, comfortable, and full of fun things to do. We especially loved the private theatre, the hot tub, and especially the sauna — such a great touch! The volleyball net was a hit, and there were tons of games in the closet that kept us entertained. The kitchen was well-stocked and roomy enough for us to cook meals for our large group, and there were plenty of different areas to hang out in, everyone could find their own space to relax. The towels were plentiful (huge plus) and having access to the washer and dryer came in handy during our stay. Eugene was a fantastic host — super friendly, very responsive, and just really helpful all around. We also got to enjoy a few deer sightings right in the yard, which felt magical. We visited the nearby alpaca farm and did the Beer Mountain hike, which was a nice outing. All in all, a wonderful stay. Would absolutely come back. Thank you Eugene!

We had an amazing stay at the cottage! It's modern and thoughtfully designed, but still feels cozy and inviting. It’s tucked away in a peaceful spot surrounded by trees, yet only a 3-minute drive from town. You feel totally removed and relaxed, but everything you need is right nearby. I worked remotely for part of the trip, and the setup was perfect. There’s a dedicated desk with a view of the mountains, and the Wi-Fi was fast and reliable. Natural light poured into the cottage through the skylights. It was spotless and comfortable. The bed and linens were top notch, water pressure was great and hot—little details that make a difference. The pool was a highlight. It’s heated, with plenty of loungers and umbrellas, and it felt totally private and calm. We ended up spending an entire day out there just soaking it in. The hosts were lovely. They were helpful when we needed them, but also gave us complete privacy. We’d absolutely come back and highly recommend this place to anyone!

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.***

An incredibly charming, rustic, simple and comfortable small cottage, in a gorgeous rural setting. Just as advertised. It was perfect. Right across the road is Tivoli Bays, with beautiful trails for walking and hiking, and a small waterfall too. If you like, it's just a short walk to Broadway, the main strip in the village of Tivoli. You'll find a few restaurant options, a small market, sandwich shop, excellent coffee, and homemade ice cream. I met Yuko who couldn't be nicer and was a pleasure to chat with. A great experience all around - highly recommend booking a stay!

Our stay was pleasant and soothing. Kathie was very responsive to any concerns and personally ensured they were addressed. The location of the house added a beautiful charm to the overall experience. She even arranged a bassinet for our 2-month-old after the booking, which made our stay much more convenient. I would highly recommend this place to anyone visiting the area. Suggestions: Since Kathie is environmentally conscious, one suggestion would be to consider installing a bidet or jet spray in the bathroom to help reduce toilet paper usage. Thank you

My fiancé and I stayed at Lambs hill to celebrate our anniversary. We had the most wonderful time. The views are breathtaking. The wrap around deck with jacuzzi and hammock made our stay calming and serene. I loved seeing the horses and donkeys throughout the day. They made the experience even more special and unique. Charlotte was super responsive and accommodating. We took cabs to Main Street at night for dinner and drinks and it was so close and convenient. I left my heart in lambs hill and can’t wait to return one day.

Beautiful location on the lake. We enjoyed using the kayak, deck, grill, kitchen, and pool table. Excellent communication from Scott. Plenty of room for the whole family. Thank you!

This cottage was very lovely, cozy, clean, and just a few minutes from the town of Woodstock, but very secluded and peaceful on a beautiful property. The home was exactly as described and had everything you could need for a short stay. I do recommend having 4-wheel drive and a car with good suspension to get up the gravel road leading to the house. Cayenne is a wonderful host - she was extremely kind and easy to communicate with. I would definitely stay here again!

Porter & Sara run an amazing cabin. Their container cabins are well equipped for a fun, romantic stay. The layout of the cabin lends itself to a warm welcome and the positioning of the couch, bed, and table make perfect use of the landscape - all facing the beautiful pristine meadow that hosts a ton of wonderful sights including deer, flowers and interesting insects! One thing that stood out was the lack of mosquitoes. Given the clearing and the amount of other wildlife, we were pleasantly surprised how comfortable it was to stay outside and not worry about being eaten alive. There are plenty of lounging accommodations, from nicely kept hammocks, to comfortable lounging chairs to a lovely hot tub . The low lights outside make the hot tub and patio a fun place to hang all night. When getting into bed, you’re greeted by the beautiful stary night. It was amazing to lay down and feel like we were all alone in the woods. We will absolutely be coming back for another romantic adventure.

The cabin is beautiful and the perfect place to disconnect any time of year! It truly feels like a home away from home. We did run into a water issue during our stay, but Danielle took quick and thoughtful steps to resolve it and offered a very customer-centered solution. That really showed us how much she cares about her guests and takes her hosting responsibilities seriously. We had a wonderful time and definitely plan to be back soon!

Such a beautiful house. Way better than the pictures. Tons of space and everyone had a great time. Kids didn’t want to leave!

We loved our stay at Frank's place - the house is so cosy and characterful, and the location is beautiful. It's a really easy walk to the shops and restaurants of lovely Rhinebeck. The small balcony around the back was a very nice surprise. Frank is a really friendly and helpful host and has equipped the apartment so well. Thanks for a great stay!

Great cozy cabin in a perfect spot for Catskills exploration. Super close to places to eat in Phoenicia and surrounding area. Easy to find just off a main road but far enough away to be quiet. Very pleased, would book again.

Peaceful and private cottage in the woods. Perfect for relaxing and enjoying the quiet. We saw deer and a bear. Screened in porch a plus for listening to the sounds of the stream as you take in the night air.

The charming house is in the most beautiful settings - tall trees with a creek running through. So peaceful! Secluded, but a short drive to cute shops and restaurants.

The house itself was a quiet and comfy stay with spacious rooms but the real attraction for us was location — we loved being able to leave the car safely on the street and walk to Rosie’s, Half Moon, Brunette, and Mariner’s Harbor in less than 7 minutes. Bonus: There were waters in the fridge and fans in the bedrooms which was a welcome touch for Summer. Highly recommend for a Hudson Valley getaway in the heart of charming Kingston!

Dan's place was lovely. Lots of light, beautiful views of the Hudson River and dog friendly. Dan himself was responsive, flexible and helpful. I don't think I'll stay anywhere else when visiting family.

One of the most magical stays ever for me and my girlfriend. Beautiful space surrounded by nature that felt safe and private. Extremely warm and welcoming hosts. Will 100% be back!!

By far the best Airbnb experience I've ever had! Joni was an amazing host, and I also had the pleasure of meeting her husband Rob/seeing their unique, beautiful home. She was responsive and very helpful throughout my stay, and even taught this "non tech savvy" person how to operate the TV! The location is perfect- and in my case even more so, as I attended a family wedding at the Colony just a block away! Its a 5 minute walk to town, and at the same time very peaceful/private- a perfect combination. I fell in love with Woodstock and wish I could have stayed longer. I'll definitely be back, as there is much more to explore in the area- will definitely stay at Logstock when I return!