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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.

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Top guest favorite

The exterior of the modern rustic apartment showcases a wooden structure with a stylish sloped roof. The well-maintained front yard features lush green grass and ornamental plants, while a spacious deck is visible above, complemented by outdoor furniture and shade options.

Guesthouse in Woodstock

5 out of 5 average rating, 379 reviews

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

PRIVATE Modern/Rustic Apt WALK TO TOWN 5 * Rating "premiere" NO EXTRA CHARGES! 1000 sq ft Pet Friendly n/c Park Master King Suite &I can put up 2cots /crib Full Kitchen Cathedral Living Room w/Mountainview. 1&1/2 Bath Deck for Outside Dining w/Mountainview WOOD FIREPLACE ondeck Wi-Fi Wash/Dryer Gas BBQ Steps to CTR of Town Green & NYC Bus-stop, THE COLONY, Yum Yum, Goodnight , Garden Cafe, Silvias, Bread Alone, Mud Club, Station Bar, shops . Cemetery's Bubbling Stream, PrivatePlayground

Top guest favorite

A spacious retreat is seen from above, featuring a large deck with seating and modern design elements. Surrounding foliage displays vibrant autumn colors, while a gravel pathway leads to the house. The serene landscape emphasizes the property's natural setting.

Home in Round Top

4.96 out of 5 average rating, 196 reviews

Escape in the Catskills w/hottub

Escape to the Catskills: Your Mountain Retreat No Cleaning Fee! Immerse yourself in the breathtaking beauty of the Catskills. Our cozy retreat offers the perfect blend of relaxation and adventure, whether you're seeking a romantic getaway, a peaceful remote work haven, or an exciting outdoor adventure. Unwind in the hot tub while enjoying stunning world-class panoramic views. Conveniently located near charming towns with unique shops, delectable dining options, and hidden antique treasures.

Farm stay in Blairstown

4.85 out of 5 average rating, 130 reviews

Cozy LakeView Farm near NYC/Rt.80 & Del. Water Gap

Enjoy Fresh Air & Spacious Views on your retreat w/ a Private Lake, Trails, Fields & Streams throughout. Beauty and Wildlife abounds. Spread out in an open layout apartment. See Guidebook for Seasonal Fun! Escape Pocono traffic & enjoy the countryside. *Close to NYC/Rt 80 thru a Quaint Moravian VIL. Appalachian Trail access. *Animal Tour w/Petting incl. Great local Farms/Markets w/Fresh Food. Alpaca & Wolf Preserve nearby. Hiking nearby. Farm Store coming soon.*3-day all Holidays. 1 dog<40pd.

Top guest favorite

An enclosed porch features two metal-framed chairs with cushions, positioned near a small table. A decorative rug with vibrant floral patterns covers the floor. A potted plant and a lantern add to the decor, with sunlight streaming through the windows overlooking the water.

Home in Lake Katrine

4.95 out of 5 average rating, 111 reviews

Waterfront 3BR Home in Hudson Valley, Catskills

Key Residence Features at a glance; Waterfront on the Esopus Creek, Seasonal Kayaks, Rowboat, Dock (approx. Memorial Day weekend-mid October) large yard. Fully equipped kitchen, cable, wireless internet, washer and dryer. Enclosed porch, deck and patio with propane grill and patio furniture. Paved flat driveway, ramp allowing access to first floor, oversize door to first floor bathroom. Three spacious bedrooms with air conditioners. Convenient location close to thruway exits. No boat launch.

Home in Bushkill

4.93 out of 5 average rating, 137 reviews

POOL, Game Room, Lakefront, Hot Tub, PickleBall

Olibear is your ultimate spring retreat—ideal for couples, families, or anyone seeking a lakefront escape. Nestled by the water, our home offers warm charm amid blooming Pocono landscapes. Just 5 minutes from Bushkill Falls, explore vibrant spring or relax by the indoor community pool, open weekends 12-4 PM Enjoy the private hot tub, paddle kayaks or canoes, explore vibrant trails, or relax by the firepit under the spring sky. Indoor pool open on weekends Claim your spring escape now!

A charming log cabin is nestled among trees, featuring a stone patio with two green chairs. A wooden deck leads to a door, with a view of the lake in the background and a stone chimney adding character to the cabin exterior.

Cabin in Greenwood Lake

4.96 out of 5 average rating, 425 reviews

"Cabinessence" on Greenwood Lake, 60 mi from NYC

"Cabinessence" is Year Round Comfort in a Chestnut Cabin by Greenwood Lake with a little touch of "glamping". Hiking, biking, strolling, paddle boarding, kayaking , canoeing. Restaurants, shopping, Drive-in movies, antiquing in nearby Warwick. Fall color, apple picking, gas fireplace (in season). Winter, ski, snowboard, tubing. Spring is watching the natural world wake up :) Hanging at the cabin- year round- is special here! Every season has its magic! ( + Covid Enhanced cleaning!)

A charming two-story house features a welcoming porch bordered by colorful flower beds. Blue trim accents the white exterior, highlighting the architectural details. A pathway leads to the entrance, which is framed by a decorative arch and supported by columns.

4.84 out of 5 average rating, 170 reviews

A Victorian "Lady"

Enjoy an old-fashioned vacation right across the street from the Hudson river. Watch the tides, boats, and barges pass by. Dining, kayaking within walking. Historic Hudson, Olana just 10 min. drive. This is a house to relax, use as a base for other activities. It is not intended as a place to party.. It is a quiet neighborhood. I expect my guests to respect that. There is a weekend special. If you book friday/saturday or saturday/sunday the price is $350.00 for the 2 nights. Thanks

A serene saltwater pool is framed by lush greenery, providing a tranquil escape. Comfortable lounge chairs are positioned around the patio, inviting relaxation. The setting is peaceful, surrounded by trees that enhance the private atmosphere.

Home in Kerhonkson

4.95 out of 5 average rating, 355 reviews

Beautiful Salt Water Pool & Fully Fenced 10 Acres

Look from the luxurious spa tub at the countryside oasis atop a rolling knoll on the edge of fir-scented forest land. Come home from a hike, farm, or award winning restaurant, & snuggle up by the fire under grand cathedral ceilings. In summer, swim in the salt water pool & enjoy the fire pit surrounded by lush landscaping & quiet. Stunning views as the seasons change, the windows showcasing rolling snowy hills or the vibrant colors of autumn leaves climbing the mountains.

A cabin is shown nestled among trees, with a wooden deck overlooking a gently flowing stream. Vibrant autumn leaves contrast against the dark exterior of the cabin, enhancing the natural setting. The scene captures the peacefulness of the surrounding landscape, inviting relaxation.

Cabin in Accord

4.94 out of 5 average rating, 112 reviews

Peaceful Cabins by the river, excellent wifi!

Just figured out availability for our cabins this summer! The Big Cabin, located 15 feet from the water’s edge, will easily sleep six. The Little Cabin, 30 yards from the House with a water view and plenty of privacy, is perfect for a couple. Located on a secluded, non-thoroughfare road, it includes access to a private swimming hole and waterfall. Near the Shawangunk climbing mountain and hiking/cycling trails, Accord “downtown” and super chic Inness.

Home in Palenville

4.96 out of 5 average rating, 164 reviews

Serenity Retreat: Mountains, Waterfalls, Comfort

Enjoy a tranquil retreat overlooking a peaceful creek, set against gorgeous mountain views and nearby spectacular waterfalls. Just a short drive from Woodstock and Saugerties, NY this home on a serene country lane is a gateway to nature's beauty. With close proximity to local attractions, a lush garden, stunning mountain vistas, and a family-and-pet-friendly yard featuring a fire pit and bad mitten, it's the perfect blend of comfort and adventure.

Top guest favorite

A charming country house is set against a backdrop of rolling hills, featuring a welcoming porch and large windows. Lush green grass surrounds the property, with a few trees adding to the natural scenery. Outdoor seating is visible in the foreground.

Cottage in Livingston Manor

4.99 out of 5 average rating, 153 reviews

Nicks Place

Open space kitchen, dining, and living room All in a cozy country setting . Two bedrooms with queen beds and two single beds in spacious loft. Bright and sunny. Outdoor grille, firepit, and sun porch. Close to hiking trails, one mile from state gamelands. Minutes from Beaverkill and Willowemoc rivers. Close to three local breweries and distillery. Within an hour of ski resorts. Super quiet location, off the beaten path.

Top guest favorite

A living room features a leather sofa and a wooden coffee table, surrounded by colorful artwork on the walls. Natural light fills the space through two windows, revealing a warm wood ceiling. A rocking chair and patterned rug add comfort to the inviting atmosphere.

Home in Woodstock

4.98 out of 5 average rating, 219 reviews

Sweeping mountain views in Woodstock, NY

A quick 3 minute drive to the center of town, our recently built 3 bedroom house has gorgeous mountain views and is on 5 beautiful secluded acres surrounded by trees. The property is fantastic in all seasons and close to amazing Catskill skiing, hikes, waterfalls, swimming holes, and the Hudson River, as well as the towns of Phoenicia, Saugerties, Kingston, Catskill, Hudson, Rhinebeck, and Tivoli.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Hotels

Stylish accommodations and amenities

Popular amenities for Kent family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A year-round hot tub is situated on a wooden deck, surrounded by trees. Adjacent to the deck, a screened porch features a dining table and chairs, inviting outdoor relaxation. Soft sunlight filters through the foliage, enhancing the natural setting.

Home in Bearsville

4.92 out of 5 average rating, 134 reviews

Secluded Artist's Retreat with Hot tub

Home in Rhinebeck

4.91 out of 5 average rating, 232 reviews

Rhinebeck Home with an amazing outdoor space+H/tub

A bright living area features large windows that allow natural light to illuminate a pink sectional sofa adorned with colorful cushions. A white coffee table sits atop a light wooden floor, complemented by a decorative rug. Art pieces in warm hues are displayed on the wall.

Home in Olivebridge

4.92 out of 5 average rating, 455 reviews

Mountain-Top Catskills Getaway Cabin w/hot tub

The kitchen features an open layout with bright natural light illuminating modern appliances, a spacious island with seating, and rustic shelving displaying various kitchen essentials. A solid wood dining table sits in the background, complemented by a patterned rug beneath.

Chalet in Jewett

4.97 out of 5 average rating, 182 reviews

Private Catskills Home w. Hot Tub, near Ski Mnt

A bright living area features expansive floor-to-ceiling windows offering views of the autumn foliage outside. Comfortable seating includes a green sofa and modern chairs. A textured area rug and a decorative coffee table complete the space, enhancing a warm and inviting atmosphere.

Cabin in Swan Lake

4.83 out of 5 average rating, 201 reviews

Stunning Sullivan County Cabin w/HotTub/Spa &Pool

A hot tub is illuminated with soft blue light, situated on a deck. Snow-covered ground surrounds the area, providing a tranquil setting in the evening. The hot tub features a spacious design, accommodating several guests for relaxation.

Cabin in Bushkill

4.9 out of 5 average rating, 188 reviews

Bushkill Falls Cabin

The open-plan living space features large windows offering expansive views of the rolling farmland. A comfortable gray sofa faces a wooden coffee table, while a modern TV stand holds a flat-screen television. The adjacent kitchen includes barstools at a countertop with navy cabinetry.

Cottage in North Branch

4.94 out of 5 average rating, 133 reviews

Renovated Country Cottage w/ Hot Tub & View

The charming country house showcases a light-colored exterior with symmetrical windows and a covered porch. Lush greenery surrounds the entryway, providing a welcoming feel. The roof features a gabled design, and a garage is positioned on the left side of the image.

Home in Elizaville

4.86 out of 5 average rating, 101 reviews

Peaceful Hudson Valley Retreat House with HOT TUB!

Family- and pet-friendly home rentals

The modern barn-style home is surrounded by lush greenery, featuring large windows that highlight its spacious interior. A wraparound deck with railings invites outdoor relaxation, while an inviting facade includes a prominent gabled entry. Soft lighting enhances the welcoming ambiance as dusk approaches.

Home in Mount Tremper

4.9 out of 5 average rating, 224 reviews

Stunning Modern Barn minutes from Woodstock 21N195

Top guest favorite

The two-story home features a red-brick facade with white trim and a covered front porch supported by white columns. A seasonal decoration with a pumpkin is visible on the porch. Large windows allow natural light, and the surrounding yard displays green grass and trees.

Home in Saugerties

4.97 out of 5 average rating, 126 reviews

Welcome to Malden Manor, in a prime location!

A scenic lakeside area features a wooden deck with seating made of natural tree stumps, complemented by a green umbrella for shade. A kayak is visible nearby on the water, with lush greenery framing the tranquil lake view.

Home in Ulster Park

4.88 out of 5 average rating, 227 reviews

Entire lake house to yourself. Great for groups

A charming wooden house is set among trees with green leaves and a gently landscaped pathway. Warm light emanates from the windows, illuminating the porch area. The seasonal fallen leaves create a natural carpet on the ground, enhancing the serene woodland surroundings.

Cabin in Woodstock

4.97 out of 5 average rating, 148 reviews

Pet Friendly Cabin Doh-Ray up at 1450 ft

The farmhouse is framed by lush green grass and towering maple trees, offering shade and natural beauty. A covered porch extends from the house, while large windows invite ample natural light into the interior.

Cottage in Greenville

4.91 out of 5 average rating, 223 reviews

Historic farmhouse escape on 14 scenic acres

A cozy sitting area is furnished with a wooden rocking chair and a sofa adorned with decorative cushions. A patterned area rug lies beneath, and soft lighting is provided by two lamps. Wall art and decor enhance the warm ambiance of the room.

Home in Windham

4.91 out of 5 average rating, 155 reviews

Serendipity Lake House on Lake Heloise

A fenced backyard is visible, featuring a grassy area with a decorative lantern hanging from a tree. Two chairs are placed on the lawn, and a stone path leads towards the rear of the property, where a raised deck is positioned.

Vacation home in Hudson

4.9 out of 5 average rating, 122 reviews

2 blocks to Warren ST w/ a yard and parking

Home in West Kill

4.93 out of 5 average rating, 121 reviews

Catskill Mountain Cabin Waterfall Retreat

Family-friendly home rentals with a pool

Top guest favorite

The outdoor area features a large in-ground pool surrounded by a fence, with lounge chairs and shaded umbrellas. A spacious wooden deck is visible, along with seating and a small shed. The lush greenery of the backyard complements the serene setting.

4.97 out of 5 average rating, 200 reviews

Garden Level Suite with Beautiful Pool

A welcoming seating area is presented, featuring two comfortable chairs, a side table, and a vibrant accent chair. A blue cabinet filled with decorative items sits against the wall, while a colorful wall art piece and a patterned floor add visual interest. Natural light streams through the entry door.

Cottage in West Orange

4.87 out of 5 average rating, 204 reviews

Cozy Pool Cottage

A modern farmhouse exterior is visible beside a crystal-clear swimming pool surrounded by grassy areas. Colorful pool floats are placed in the water, while a wooden fence and tall trees frame the peaceful setting.

Home in Saugerties

4.95 out of 5 average rating, 108 reviews

MODERN FARMHOUSE in the WOODS

A cozy living room is featured with a large flat-screen television mounted on the wall. Comfortable seating includes a soft sofa and armchair, with a coffee table in the center. An antique piano and guitar are positioned in the space, illuminated by natural light through the windows.

Home in Litchfield

4.93 out of 5 average rating, 185 reviews

Stunning Views, Bucolic Bliss in 1790s Farmhouse

Home in Englewood

4.93 out of 5 average rating, 153 reviews

Englewood NJ Country Carriage House (15 min NYC)

A large heated swimming pool is surrounded by lush greenery, with several lounge chairs arranged on a concrete deck. A float in blue and white lies on the water's surface, and an umbrella provides shade nearby.

Apartment in Saugerties

4.97 out of 5 average rating, 111 reviews

Lovely Creekside w pool/sauna near Woodstock

A serene salt-water pool reflects the surrounding greenery and blue sky. The natural stone edge frames the pool, while two lounge chairs are positioned nearby, creating a peaceful outdoor retreat.

Home in Cold Spring

4.95 out of 5 average rating, 167 reviews

Cozy, Modern Retreat in the Woods of Cold Spring

A clear, blue saltwater swimming pool is surrounded by lush greenery and tall trees. Lounge chairs are positioned by the poolside, with a stone path leading to the water. The tranquil setting provides a sense of privacy and relaxation.

4.93 out of 5 average rating, 243 reviews

Casa Luna Country Retreat with Pool, Hudson, NY

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

Total rentals
30 properties
Nightly prices starting at
G$21,046 GYD before taxes and fees
Total number of reviews
2K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi

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