Family-friendly holiday rentals in Poughkeepsie

We had a wonderful time at this place for our mini moon. It was relaxing, beautifully decorated, well stocked with everything you need! The hosts were very responsive. We would stay here again in a heartbeat! For anyone coming from NYC we stoped at Pho Tibet in New Paltz for lunch on the way home and the food was amazing!

Great Airbnb, I would highly recommend. I appreciate the flexibility on the check in and check out times. The kitchen was very well stocked as well.

Abigail is an incredible host. She is super accommodating and communicative. She is the sweetest and her home is incredible. This place is definitely worth it. Beautiful space and a wonderful experience.

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.

Perfect location — it’s directly in the middle of Minnewaska State Park and downtown New Paltz. Stargazing in the hot tub was a perfect way to relax after a long hike.

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.***

It is clear Adam and Chrissy take care of this place like their own home. I cannot emphasize enough how wonderful this place is. Perfectly equipped, yet doesn’t feel cluttered. Cozy, tasteful, full of wonderful little details, clear instructions and good vibes overall. Location is amazing and perfect for days of reflection / retreat in the mountains. Has all you need in the kitchen, plenty of books, board games, movies, records, even Atari and an AMAZING outdoor spa. Best of all is the water stream running below: natural forest + running water sounds - not even headspace can give you this to perfection. Outdoor seating area also lovely. I felt at home from beginning to end. Hosts incredibly responsive and helpful. Can’t wait to return !

Linda is such a great host! She is SUPER organized from the very beginning giving us clear instructions about the check in, the rules at the house, leaving printed version of all of that in different sides of the house, and even to the way she organized and provided everything we ever needed at that house. And the house itself is soooo gorgeous and peaceful I felt right at home. The only flaw is that it has bad reception in the area since it is surrounded by woods. But Linda provided us with strong wifi in the house, so I guess that settled it.

If you're looking for a private retreat in a gorgeous setting, this is your place. The property is stunning, super walkable grounds, and a gorgeous back patio. S.A. is a super host, and when we ran into an issue, he was quick to respond and help. We recommend this place, and intend to stay again in the future.

Great location for our weekend getaway, close to shops, supermarket, restaurants. Lisa went above and beyond filling mini fridge with drinks, breakfast supplies, fresh fruit and snacks. Couch in the living room is comfy to sleep on for a couple of days. If you are light sensitive, bring an eye mask. Space is pretty bright in the morning due to small window on the ceiling above the bed.

Beautiful place to stay in Rhinebeck Village! Walkable to shops and restaurants. Located in a very pretty neighborhood, and being close to a beautiful creek, is a wonderful setting! Very clean inside and nicely decorated. There is no basic cable TV so be sure to bring your Roku stick or anything else you need, assuming you want access TV during your stay.

We lived in the Hudson Valley before retiring to Maine. For the past 4 years, Sarah and Jonathan’s home has provided the perfect spot for return visits with family and friends and a comfortable place away from home. The house is tastefully decorated and provides all that we require for an extended stay. The kitchen is well appointed with utensils, dishware, pans, and a large assortment of appliances. A special feature in the home is the lower level room with a huge wrap-around couch, large screen tv and toys for the kids. In addition, the grounds are beautiful. The outside deck allows for time to enjoy the gorgeous view and the large yard is fun for romps with our little Havanese. Being close to the town is an added bonus: The Tribute Gardens, Marona’s Market, the little French restaurant (Cafe Les Beaux), Stewart’s for ice cream, The Merritt Bookstore + Toystore, various antique shops are places we frequent. Innisfree Gardens and Dover Stone Church are nearby. We love it here!

What a beautiful place to stay in the Hudson Valley. The view from the property is just breathtaking. Dan’s place is very clean, open and beautifully furnished. We can’t wait to come back!

My husband and I had a wonderful weekend trip at Tony’s lakeside cabin to celebrate our anniversary. The setting was idyllic, and the cabin was cozy and comfortable. We loved waking up to the beautiful view of the lake! Tony was a friendly and helpful host, and the whole weekend went very smoothly, from check in to check out. We would definitely come back!

We had an amazing time! Danielle and Ely were very accommodating and went out of their way to make our stay special. They answered all our questions, helped us book a table at Matilda, and even surprised us with complimentary wine. It was so thoughtful!

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!

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.

I stayed in this apartment for a month and loved it. The location is gorgeous, the apartment is a great size for the price, the hosts are just truly lovely people who made me feel totally welcome. You will hear the ceiling creak when they walk around above you in the main house and the dogs bark, but not alot and the owners are very quick to quiet them down. I slept so well there. I never felt awkward sitting outside admiring the flowers and the trees, even when Sherrill and Clark were going about their yard chores. I loved being greeted when I arrived and sent off when I left. I felt like I truly mattered as a guest and a person. This is what airbnb hospitality should be! Thank you!! I'd stay again and highly recommend.

This is a beautiful place. Second time we’ve stayed there and I would like to come again next year!

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!

Three friends met at this beautiful carriage house with the feel of a French chalet! We stayed two nights with varied weather conditions. The house, grounds and location was perfect. Hot tub was used and so relaxing. The surroundings were beautiful and peaceful. The host, Diane was very helpful and friendly. What host makes scones each morning and delivers them warm?! Visited the Ashokan Reservoir trail, Opus 40, and Woodstock. Recommend this home highly. You won’t be disappointed!

We loved this cute studio cabin at the end of a quiet lane in the woods. The host was accommodating and left a welcome basket with tea & muffins for our arrival. The whole unit was clean and well maintained with basic equipment for cooking. We enjoyed sitting on the veranda watching the wildlife. Convenient location for Woodstock for coffee and food, & Ashokan reservoir for walking and cycling. There were a few potholes on the access road to the property which deer use to drink from (☺️). We loved that the cabin was bug free and did not have any trace of bug spray! (We get very bad reactions to that stuff). Thank you for hosting & being respive. Recommend for a weekend 👍🏼

We had a beautiful stay in Kerhonkson for a relaxing bachelorette weekend! Lillian’s place is absolutely beautiful and was so comfortable for my friends and I. Everything was as described, extremely clean, plenty of linens and had everything we needed in the kitchen to cook a few meals. We enjoyed sitting by the pool when it was sunny. Lillian was very communicative and flexible with check in time. Thank you!

Richard and Sheila were wonderful hosts, and we very much enjoyed our stay at their cabin. After receiving a very warm welcome, we enterer a modern but cozy cabin. We especially loved the view of the creek from the bedroom, in addition to the several spots to sit outdoors. The kitchen and outdoor grill were very functional. Richard and Sheila were always responsive and attentive to our needs during our stay, and managed to make our stay unforgettable despite the rainy start and cooler weather. We cannot wait to return!