Family-friendly vacation rentals in Kent

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Kent family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favorite
Chalet in Catskill
4.96 out of 5 average rating, 192 reviews

Daydream Mountain Art-Chateau | Hot Tub & Pool

AlexRating, 5 stars2 days ago
Incredibly beautiful area and truly unique home. Vintage vibes and lots of personal touches and creative art; my brother who is a musician loved all the instruments. I was there just with my family but this seems like an incredible place to party with a big group or family - lots of beds, baby cribs, high chairs, toys and games, art easels and more. This is a memorable Airbnb for anyone to stay in!
Top guest favorite
Home in Craryville
4.98 out of 5 average rating, 217 reviews

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

LeahRating, 5 stars1 week ago
A beautiful, cozy, very well-stocked home. Remote enough to feel like you're in the country but in proximity to so many great activities on offer in Copake and Hudson. A special place. We had a wonderful stay.
Guest favorite
Home in Rhinebeck
4.91 out of 5 average rating, 231 reviews

Rhinebeck Home with an amazing outdoor space+H/tub

ShannonRating, 5 stars2 weeks ago
Enrique's place was conveniently located near Rhinebeck, but alao far enough away that it was peaceful and quiet. Worth having a drink in the tavern at Beekman Arms and breakfast sandwiches at Rhinebeck Bagels. We especially enjoyed the hot tub. Enrique was a wonderful, informative host, and available if we needed (we didn't). Overall, we had a nice, relaxing weekend.
Guest favorite
Home in Cold Spring
4.91 out of 5 average rating, 256 reviews

1834 Farm House

FrankieRating, 5 stars1 month ago
We enjoyed a beautiful early spring stay on the farm with a group of 7 ladies, gathering for a chill bachelorette weekend in Cold Springs. The farmhouse was super cozy; great for cooking, crafting, games, tea time, outdoor wine picnics, star gazing at night in the hot tub and making friends with the chickens! A great retreat spot for groups with all the amenities!
Top guest favorite
Home in Colebrook
4.99 out of 5 average rating, 221 reviews

Norbrook Farm ~ Rustic farmhouse w/ pond & trails

JoshuaRating, 5 stars1 week ago
This is at least our 4th time staying at what we call "The Farm" and it is our favorite getaway! We even got my brother to drive 1.5 hours out of his way on his family trip to Boston so he could check it out. A rare gem!
Superhost
Home in Red Hook
4.88 out of 5 average rating, 230 reviews

Wooded Retreat w/ Hot Tub and Trout River

StephanieRating, 5 stars1 week ago
We really can’t say enough about Jackie’s place. Beautiful and peaceful surroundings. The home is well appointed and comfortable. The place is so nice we actually cancelled our plans for Saturday night just to stay in and enjoy the vibe. Spent part of the evening just relaxing in the hot tub looking at the amazing night sky!! The kitchen had everything we needed to cook dinner and a nice selection of pots and pans. Would highly recommend. Jackie was very responsive and easy to reach.
Guest favorite
Chalet in Cold Spring
4.9 out of 5 average rating, 442 reviews

Mountain View Retreat

EllisaRating, 5 stars6 days ago
If you are looking for tranquility and views with all the amenities, this is the place for you. It’s located between Cold Spring and Beacon when you want to explore and eat or grab coffee. We didn’t use the hot tub or fire pit due to time constraints but instructions are available. Everything was made easy. The yard was fantastic for our small dogs to zoom around. The kitchen was fully equipped and again… the views!
Superhost
Home in Woodstock
4.93 out of 5 average rating, 925 reviews

1822 Lewis Cottage - Sauna, Jacuzzi, Swimming Hole

MonicaRating, 5 stars1 week ago
Full of character and charm, the home is a tranquil retreat where you are surrounded by nature (think morning birdsong & chipmunks in the yard) but also a quick and scenic drive away from the cute town of Woodstock and all the fun and food it has to offer. I love that this home feels like the result of careful craft and curation, with personality and thoughtful details, all down to the art and the kitchen appliances. The co-host, Jon, was communicative, pleasant, generous, respectful and kind. I would highly recommend a stay at this home, and would myself return.

Family- and pet-friendly home rentals

Superhost
Vacation home in Hudson
4.85 out of 5 average rating, 128 reviews

Bright and Airy 2 blocks from Warren ST eb

AnastasiaRating, 5 stars4 weeks ago
Super responsive management of property. It was a very rainy weekend, so my daughter and I really enjoyed the large TV with the option of many streaming channels. Bed was comfortable and the place was neat and clean. Fantastic location as well.
Guest favorite
Home in Milton
4.75 out of 5 average rating, 178 reviews

Historic 1 BR Family Home Near Buttermilk Falls

DianeRating, 5 stars1 week ago
What a perfect place to stay! We were very comfortable in Hazel’s little retreat… we slept well in the king sized bed, had plenty of hot water, loved the bucolic green space and the creek nearby. Our dogs had great walks under the canopy of huge trees surrounding the property. I especially enjoyed watching and hearing the ducks, geese and swans across the street as they paddled to the pond! Thank you, Hunter for providing a perfect getaway spot for your guests!
Guest favorite
Home in Garrison
4.93 out of 5 average rating, 161 reviews

Hudson Valley Mountaintop Riverview

ChristopherRating, 5 stars3 weeks ago
Mahmoud's accommodation was more than we could have wished for, it was perfect and had the most incredible views of the Hudson River and surrounding mountains. Mahmoud was very responsive and was able to answer all of our questions and fulfill our requests. We highly recommend his home to anyone else that's interested and we would love to make a trip back sometime in the future!
Guest favorite
Home in Millerton
4.92 out of 5 average rating, 399 reviews

Mountaintop Skyloft

GeorgeRating, 5 stars4 months ago
The loft was lovely: fireplace, large balcony, view down the mountain, TV with airplay support, kitchen, etc. the surrounding was quiet and peaceful. The host was responsive and very friendly. Would recommend to others.
Top guest favorite
Home in Saugerties
4.97 out of 5 average rating, 126 reviews

Welcome to Malden Manor, in a prime location!

OrionRating, 5 stars3 months ago
Lovely place in Saugerties, close to lots of great hiking and restaurants.
Superhost
Home in Ulster Park
4.88 out of 5 average rating, 227 reviews

Entire lake house to yourself. Great for groups

Maggie FuentesRating, 5 stars1 week ago
Scott is amazing! The airbnb was incredible! Lovely placed filled for immense and loving memories. He allowed me a late Check-Out which was wonderful. Definitely recommend you guys coming more often!
Superhost
Home in Ancram
4.8 out of 5 average rating, 112 reviews

Secluded Post-And-Beam Retreat

SarahRating, 5 stars2 months ago
A lovely house in a private location. Our kids loved the games, watching movies on the projector, and watching deer from the window. The kitchen was well equipped and everything was comfortable.
Guest favorite
Home in Warren
4.94 out of 5 average rating, 108 reviews

Litchfield County Getaway

DemianRating, 5 stars4 months ago
Was in the area to visit family and this was a perfect location for me. Had just what my family needed to have a great weekend

Family-friendly home rentals with a pool

Top guest favorite
Home in New Paltz
4.98 out of 5 average rating, 484 reviews

midcentury mod * POOL * walk out trail to mohonk

GosiaRating, 5 stars5 days ago
This was our second stay at Susan's home. This is my favorite airbnb. I will always return to Susan's home if we need a getaway. I absolutely love her home. It is so close to nature. The windows look at nature. I could talk and talk about our experience so lets Susan give million stars. I love your home. Thank you, we will stay again.
Top guest favorite
Home in Saugerties
4.98 out of 5 average rating, 160 reviews

Spacious Staycation near HITS & the Hudson

McKennaRating, 5 stars6 months ago
My group loved our stay at Alan and Cara’s place for the Sheep & Wool festival. Great space for a large group; we especially loved how comfortable the living room couches were and how there was space for everyone there to gather. The place was immaculately clean. We’d love to come back again!
Top guest favorite
Home in Monroe
4.97 out of 5 average rating, 200 reviews

Garden Level Suite with Beautiful Pool

GraceRating, 5 stars2 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 favorite
Home in Saugerties
4.94 out of 5 average rating, 139 reviews

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

SheillaRating, 5 stars3 months ago
Overall the place was very nice to stay at. Hosts/Property manager were EXCELLENT communicators (we had an issues and they had solutions within 30 minutes). Close to supermarket (right down the street), along with close to being downtown Saugerties, resturants and getting on the thruway. Would recommend for families.
Top guest favorite
Cabin in Red Hook
4.96 out of 5 average rating, 348 reviews

Modern Upstate Cabin, near Rhinebeck NY

RichRating, 5 stars1 week ago
Tina’s place is fabulous. The modern decor and architecture is beautiful. The location is peaceful and the fenced in yard was amazing; our dog loved roaming around and exploring. The outdoor space is great for grilling and sitting around the fire pit. We especially loved the kitchen. It is fully appointed and the kitchen island is incredible for prep and serving. The washer dryer combo was an excellent touch and we were able to do a couple of quick washes so that everything was clean and ready to unpack at home. Saving the best for last; the soaker tub in the master bedroom is luxurious and relaxing. Thank you, Tina. We can’t wait to visit again soon.
Guest favorite
Home in Saugerties
4.95 out of 5 average rating, 108 reviews

MODERN FARMHOUSE in the WOODS

BenjaminRating, 5 stars6 months ago
We had a terrific stay. The house was exactly as advertised.
Guest favorite
Home in Litchfield
4.93 out of 5 average rating, 185 reviews

Stunning Views, Bucolic Bliss in 1790s Farmhouse

TessaRating, 5 stars2 weeks ago
This wonderful antique home is in a Beautiful spot in the heart of Litchfield CT, and a delight early spring when the fields of daffodils awake! This unique 1793 house has a great view & sunset, fireplace, simple spa/gym making it a gem even when the pool is closed. Nearby the town with lots to offer and local farms for food shopping too. What’s not to love 💛 Bonus is a great host offering a home that is in touch with the realities of rentals, pets and people -not picky, precious or punitive. Happy to recommend and return! Thank you Elizabeth!
Guest favorite
Apartment in Glastonbury
4.9 out of 5 average rating, 433 reviews

Quiet 2 bed room apt w/ private entrance.

RaymondRating, 5 stars3 weeks ago
The location was great and a nice place to walk. Lots of stuff to see and do that’s not far away. We would come again.

Quick stats about vacation rentals that are family-friendly in Kent

  • Total rentals

    50 properties

  • Nightly prices starting at

    $50 before taxes and fees

  • Total number of reviews

    2K reviews

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    40 properties include access to wifi

Destinations to explore