Family-friendly holiday rentals in Rhinebeck

Find and book unique family-friendly homes on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Rhinebeck family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favourite
Home in Craryville
4.98 out of 5 average rating, 221 reviews

Modern Home in Woods w/ Hot Tub 10 Miles to Hudson

DavidRating, 5 stars2 weeks ago
Three adults and a toddler spent four great days at Myrhah’s house in Craryville. I have very little to add to all the other enthusiastically positive reviews. They are totally accurate.I will note that one of us is a pastry chef who was at home in Myrhah’s kitchen. It’s stocked with quite a few good baking tools. Another member of our group is a 19-month old toddler who loved the toys and big airy spaces for play. We all enjoyed the home’s aesthetic and appreciated Myrhah’s responsiveness and warmth. I wished we could have stayed longer.
Superhost
Home in Olivebridge
4.92 out of 5 average rating, 458 reviews

Mountain-Top Catskills Getaway Cabin w/hot tub

AmeliaRating, 5 stars1 month ago
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!
Guest favourite
Home in Rosendale
4.91 out of 5 average rating, 282 reviews

Hudson Valley Bali House Retreat

GuoruiRating, 5 stars4 months ago
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.
Guest favourite
Home in Saugerties
5 out of 5 average rating, 152 reviews

Upstate Modern Scandinavian Barn in the Catskills

Zoe StarRating, 5 stars3 weeks ago
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.***
Guest favourite
Home in Red Hook
4.88 out of 5 average rating, 234 reviews

Wooded Retreat w/ Hot Tub and Trout River

DanicaRating, 5 stars2 weeks ago
Just what we needed for a relaxing weekend. Place was clean and comfortable. Situated in the woods- scenic, quiet and relaxing with the sound of the creek down below. Rainy weekend but it was dreamy looking out the large floor to ceiling windows. Highly recommend this place if youre looking for a quiet getaway. Rhinebeck Village and Red Hook shops are within 20-30 min drive.
Guest favourite
Home in Accord
4.96 out of 5 average rating, 141 reviews

Little Minka - Japanese House in the Woods

LekanRating, 5 stars3 weeks ago
The Little Minka was everything that Daniel said it would be. A beautiful, peaceful, quiet, cozy home with an amazing minimalist aesthetic. Definitely a great place for a weekend getaway if you’re looking for a break from the hustle and bustle of the city. Would recommend and look forward to booking again!
Superhost
Home in Woodstock
4.93 out of 5 average rating, 930 reviews

1822 Lewis Cottage - Sauna, Jacuzzi, Swimming Hole

GabrielleRating, 5 stars3 weeks ago
Jonathan’s place was fantastic! Location felt like a secluded oasis, but was only 5 mins to town. Everything was clean, hot tub and sauna included. Our pups greatly appreciated running around in the fenced in yard. Jonathan was quick to respond the one time we messaged. Would absolutely stay there again!
Top guest favourite
Home in Round Top
4.97 out of 5 average rating, 204 reviews

Escape in the Catskills w/hottub

LaurieRating, 5 stars1 week ago
Mary's home was exactly what we hoped for - on a mountain, beautiful scenery, clean, comfortable and quiet! Although we only had two days, it felt like time slowed down while we were there. The views, the hot tub, the comfortable furniture and tasteful decor were all wonderful. AND we were able to bring our dog, Ruah! We hope to visit again in the future! Thank you, Mary & Tim!

Family- and pet-friendly home rentals

Guest favourite
Farm stay in High Falls
4.86 out of 5 average rating, 946 reviews

Dave's Milk Barn

ClaraRating, 5 stars3 weeks ago
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!
Guest favourite
Cottage in Craryville
4.92 out of 5 average rating, 534 reviews

Columbia County Getaway - Raspberry Ridge Cottage

AaronRating, 5 stars1 week ago
Laurence and Ilze were incredible hosts, incredibly helpful and responsive, going above and beyond to sort out our needs. The house was as advertised and we had a a great time at their place. Should we be back in the area we’d definitely try to stay with them again!
Guest favourite
Cottage in West Camp
4.93 out of 5 average rating, 123 reviews

Hudson Valley Cottage

AlexandraRating, 5 stars2 months ago
This was so charming & cozy, while also being conveniently close to nature nails & downtown Woodstock. We thoroughly enjoyed our stay & would recommend!
Top guest favourite
Cabin in Woodstock
4.97 out of 5 average rating, 150 reviews

Pet Friendly Cabin Doh-Ray up at 1450 ft

MariaRating, 5 stars1 month ago
This is the place to go if you want to be immersed in nature. You are definitely in the woods and surrounded by lush green. There is a pond glistening in your view from the back screened in porch. A lovely spot to have a curl up with a good book.!
Top guest favourite
Home in New Paltz
4.97 out of 5 average rating, 752 reviews

Victorian Haven

LaurenRating, 5 stars1 week ago
We had such a lovely weekend staying in this cozy cabin. The views of the river and ridge from the yard were beautiful and calming. We were able to have a late check out with ease! Definitely will be back to stay again!
Superhost
Cabin in Maplecrest
4.96 out of 5 average rating, 231 reviews

The Cabin - Ski House near Windham

CindyRating, 5 starstoday
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!
Top guest favourite
Guest house in Woodstock
5 out of 5 average rating, 388 reviews

Steps toTown/Bus Pet Ok/No Extra Fees! &Five Star

BarbaraRating, 5 stars5 days ago
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!
Top guest favourite
Cabin in Boiceville
4.95 out of 5 average rating, 244 reviews

Catskills Mountain River Dream House

JosephRating, 5 stars2 weeks ago
Robert is a genuinely friendly and accommodating host. He was super excited to give us a tour once we arrived. He was also thoughtful enough to leave a little something for us as my wife and I went for our wedding anniversary. If you like a home in the mountains with an artistic flair and beautiful gardens, this place will blow your mind.

Family-friendly home rentals with a pool

Guest favourite
Home in Stormville
4.94 out of 5 average rating, 182 reviews

Private Hudson Valley Country Retreat

JackieRating, 5 stars2 weeks ago
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!
Top guest favourite
Home in Monroe
4.97 out of 5 average rating, 201 reviews

Garden Level Suite with Beautiful Pool

GraceRating, 5 stars3 months ago
We had an amazing time at Marybeth’s suite—it truly felt like a winter wonderland. Our kids had a blast "swimming" in the snow and "rolling" over the gentle hills. Every moment was filled with joy, whether we were relaxing in the sunroom, playing in the snow, or swinging outside. The time spent together as a family, along with our conversations with Marybeth and her family, was truly precious. We can’t wait to return in the summer!
Guest favourite
Home in Saugerties
4.94 out of 5 average rating, 144 reviews

5BR close to Village | Diamond Mills | HITS | Pool

JimenaRating, 5 stars3 weeks ago
We had a great time at Saugerties! Rebecca's house was wonderful. The heated pool and the trampoline were the kids' favorite and they kept them entertained all day. The adults enjoyed the shade under the comfy pool lounge chairs & the spacious deck furniture. The backyard of the house was well kept and equipped so we spent a lot of time outside. The house is very well equipped and it was spacious for 2 families of 4. Everything was functioning well. The house is close to downtown and there are plenty of things to do nearby. Host was super quick to respond back and to help with whatever we needed right away. We def recommend Rebecca's house.
Guest favourite
Cabin in Livingston Manor
4.97 out of 5 average rating, 307 reviews

Experience The Zen House

BethRating, 5 stars5 days ago
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!
Guest favourite
Home in Saugerties
4.95 out of 5 average rating, 108 reviews

MODERN FARMHOUSE in the WOODS

BenjaminRating, 5 stars8 months ago
We had a terrific stay. The house was exactly as advertised.
Guest favourite
Cottage in West Hurley
4.94 out of 5 average rating, 267 reviews

Woodstock Carriage House HotTub FirePit Pool

MaureenRating, 5 stars1 week ago
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!
Guest favourite
Home in Woodstock
4.91 out of 5 average rating, 201 reviews

Woodstock Romantic Mountain Studio w/ Pool

JannineRating, 5 stars8 months ago
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 👍🏼
Guest favourite
Home in Kerhonkson
4.95 out of 5 average rating, 364 reviews

Beautiful Salt Water Pool & Fully Fenced 10 Acres

SophieRating, 5 stars1 week ago
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!

Quick stats about holiday rentals that are family-friendly in Rhinebeck

  • Total rentals

    70 properties

  • Nightly prices starting at

    ₹7,789 before taxes and fees

  • Total number of reviews

    3.9K reviews

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with a pool

    20 properties have a pool

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

Destinations to explore