
Family-friendly vacation rentals in Kent
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Kent
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Kent family-friendly rentals
Family-friendly home rentals with a hot tub

Daydream Mountain Art-Chateau | Hot Tub & Pool
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!

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

Rhinebeck Home with an amazing outdoor space+H/tub
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.

1834 Farm House
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!

Norbrook Farm ~ Rustic farmhouse w/ pond & trails
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!

Wooded Retreat w/ Hot Tub and Trout River
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.

Mountain View Retreat
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!

1822 Lewis Cottage - Sauna, Jacuzzi, Swimming Hole
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

Bright and Airy 2 blocks from Warren ST eb
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.

Historic 1 BR Family Home Near Buttermilk Falls
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!

Hudson Valley Mountaintop Riverview
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!

Mountaintop Skyloft
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.

Welcome to Malden Manor, in a prime location!
Lovely place in Saugerties, close to lots of great hiking and restaurants.

Entire lake house to yourself. Great for groups
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!

Secluded Post-And-Beam Retreat
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.

Litchfield County Getaway
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

midcentury mod * POOL * walk out trail to mohonk
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.

Spacious Staycation near HITS & the Hudson
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!

Garden Level Suite with Beautiful Pool
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!

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

Modern Upstate Cabin, near Rhinebeck NY
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.

MODERN FARMHOUSE in the WOODS
We had a terrific stay. The house was exactly as advertised.

Stunning Views, Bucolic Bliss in 1790s Farmhouse
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!

Quiet 2 bed room apt w/ private entrance.
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
- Hudson Valley Vacation rentals
- Plainview Vacation rentals
- Long Island Vacation rentals
- East River Vacation rentals
- New York Vacation rentals
- The Hamptons Vacation rentals
- Pocono Mountains Vacation rentals
- Jersey Shore Vacation rentals
- Boston Vacation rentals
- Philadelphia Vacation rentals
- Cape Cod Vacation rentals
- South Jersey Vacation rentals
- House rentals Kent
- Rentals with a patio Kent
- Pet-friendly rentals Kent
- Rentals with outdoor seating Kent
- Rentals with a washer and dryer Kent
- Rentals with a fire pit Kent
- Rentals with a fireplace Kent
- Family-friendly rentals Litchfield County
- Family-friendly rentals Connecticut
- Family-friendly rentals United States
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Yale University
- Catamount Mountain Ski Resort
- Minnewaska State Park Preserve
- Six Flags New England
- Woodmont Beach
- Jennings Beach
- Walnut Public Beach
- Seaside Beach
- TPC River Highlands
- Taconic State Park
- Thunder Ridge Ski Area
- Marvin Beach
- Rockland Lake State Park
- Mohawk Mountain Ski Area
- Bushnell Park
- West Beach
- Weed Beach
- Tamarack Country Club
- Hook Mountain State Park
- Sherwood Island State Park
- The Connecticut Golf Club
- Bayview Beach
- Fort Trumbull Beach
- Anchor Beach
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes