
Family-friendly holiday rentals in Kent
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Kent

Total holiday rentals
Explore 50 holiday rentals in Kent

Nightly prices starting at
Kent holiday rentals start at $85 NZD per night before taxes and fees

Verified guest reviews
Over 2,340 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Kent holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Kent rentals

4.9 Average rating
Kent stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated family-friendly rentals in Kent
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Stylish & Scenic Escape: Chef's Kitchen ~ Hot Tub
Step into the stylish and peaceful 3BR 2.5BA cabin in a historic Merryall District close to shops, lakes, hiking trails, farms, and downtown New Milford and Kent. Explore the picturesque area and the exciting attractions, or lounge by the fireplace or the fire pit in the magical yard. ✔ 3 Comfortable Bedrooms ✔ Living Room & Sunroom ✔ Wood Burning Hot Tub ✔ Chef's Kitchen ✔ Office/Library ✔ Books, Vinyls & Games ✔ Porch, Yard & Fire Pit ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Laundry See more below!
Indoor spacesKitchenAccess

Vibrant, secluded dome home in Litchfield County!
Positive vibes, tranquility and refuge await! Reconnect with nature at this unforgettable escape on 3+ acres. Allowing an open flow of light, atmosphere, and energy, dome homes can offer a spiritual experience, and this property offers all that times two. Consider these naturally efficient domes your break from it all 10 minutes or less to; Skiing (Mohawk Mt.) Lake Waramaug Appalachian Trail Housatonic River Ct Wine Trail Kent Falls Antiques, art galleries, farmers markets, brewery, & more
FamilyKitchenAmenities

Private new house on 10 acres of pristine nature
Brand new home! Bring friends and family to this private and stylish place. House provides everything you need for a comfortable and peaceful stay. Fully equipped kitchen, inviting living spaces, large front and back yards with many exploring trails and a pond a few steps away from the house. Close to many 5 star restaurants, wineries, galleries and shops. Hiking, swimming, boating, skiing just to mention a few outdoor activities Close by: Kent School Mohawk Ski Area Lake Waramug High Watch
KitchenFamilyQuiet

Cozy house w/ screened porch near Kent & falls
Your family will be close to everything when you stay at this centrally-located place, 1 mile from Kent, CT. The house is cozy with a stone fireplace, wonderful screened in porch with skylights, two bedrooms, spacious living room with desk, full bath, back porch with fire-pit, grill and table and laundry in the basement. It's perfect for four but our dining room can convert to a spare bedroom as the door shuts and the table folds down. The kitchen is well stocked and we've cooked many meals
Indoor spacesKitchenAccuracy

Beautiful Cabin in Cornwall CT.
If you love being in touch with nature, this is a perfect and pleasant place to enjoy with family and friends and wake up to the sound of birds! and enjoy all the seasons of the year. And in winter you can escape 15 minutes to this area of Mohawk paradise and if you are a fishing lover, the House-tonic River is just 5 minutes away, 2 minutes to Kent Falls, 7 minutes to Kent where you can find restaurants and a grocery store! You can enjoy beautiful flower gardens from spring to fall.
FamilyIndoor spacesLocation

The Cottage on Babbling Brook
A cozy, rustic cottage beautifully overlooking Wimsink Brook. Custom designed & handcrafted woodwork throughout the home. An all around great spot for families and friends. A magical, peaceful and relaxing space. Conveniently located on the Connecticut/New York border, just a 1 ½ hour drive or metro north from NYC. The area is a prime location, as it offers some of the most stunning and scenic hikes & drives in the country. Only a 10 minute drive from Kent, New Milford or Pawling.
KitchenIndoor spacesAccuracy

The Farmhouse
Enjoy staying at our charming Farmhouse in the heart of our working dairy farm. Our farm sits on some of the most beautiful hills in Cornwall with the famous Gateway to Cornwall view where you can see our dairy cows grazing in the grandeur of nature. Come say hello to the cows in the barn during milking or watch the herd cross the road evoking sites you might expect to see in small European farming villages. You'll likely see us on our tractors bringing hay and water to our cows!
KitchenIndoor spacesCleanliness

Luxury in the Litchfield Hills
Enjoy this gut-renovated two-floor post-and-beam luxury cottage just outside Kent, CT. Just 9 minutes from downtown Kent and close to the best of Litchfield County, our cottage sits on a serene 3.5 acre property that backs up to protected woodlands. We painstakingly brought the rustic space into the present, with a new kitchenette; bathroom with a massive, spa-like shower; new HVAC; and hotel-like accommodations. Close to Kent School, Canterbury, and great for a romantic getaway.
FamilyIndoor spacesAccuracy

(°) The Wandering Peacock (°)
The Wandering Peacock is a unique lodging experience. Outdoor spa, with a cedar hot tub and views of the Appalachian Trail, wood-burning sauna with herbs from the garden. The house showcases vintage machinery, a library, an outdoor kitchen with a pizza oven, and much more. Nestled within the forest foothills of the Appalachia trails, this converted barn is minutes away from downtown Kent and just walking distance from Bulls Bridge, the local river, and waterfalls.
FamilyKitchenView

Adventure Basecamp - Hot Tub - Mohawk Mtn
Equipped with essentials such as air conditioning, cleaning products, cooking basics, and a dedicated workspace. Guests can prepare meals in the fully equipped kitchen, which includes dishes, silverware, and cooking utensils, dishwasher, and microwave. A washer and dryer, hair dryer, heating, and hot tub are also available for guests' use. 2 Min – Appalachian Trail 4 Min - Kent Town center 9 Min – Kent falls 10 Min - Bulls Bridge 19 Min - Mohawk Mountain Ski Area
Indoor spacesFamilyLaundry

Farm House
A serene get away in a farm cottage on a real working farm. We homesteaded this property in 2012 and have created our own slice of paradise. We grow produce and flowers that is sold at a local farmers market. We have Scottish Highlander cows, an ex racehorse, a shetland pony, goats, ducks, and chickens. You're welcome to roam the property, sit by the pond, visit with the animals, take a tour of the farm or explore all that Litchfield county has to offer!
KitchenIndoor spacesNearby

The Cove Cabin
An original Candlewood style cabin. The house has been updated to offer all modern comforts. It features a large fireplace in the living room, porch over looking the lake, central heat and air conditioning and a fully equipped cook's kitchen. It is on the northern most part of Candlewood Lake with direct, private water access from the shore or the dock. A foam lily pad, two SUP, and two two-person kayaks are available for use from May 1 to November 1.
Indoor spacesKitchenHiking
Popular amenities for Kent family-friendly rentals
Family-friendly home rentals with a hot tub

40-Foot Container Cabin in the Catskills
Indoor spacesFamilyTV

Retro Forest Glamping | Hot Tub | Near NYC Train
KitchenFamilyLocation

The Getaway-HOST & Co.
FamilyIndoor spacesHot tub

Relaxing secluded stay with loving social animals.
Indoor spacesKitchenBathroom

Lakefront Cozy - SwimSpa, Firepit, Ski 20 min away
KitchenIndoor spacesRiver

4Br Mountain Brook House on 130 acres w/ trails
FamilyKitchenTV

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna
Indoor spacesFamilyCleanliness

Cozy Cottage |Quintessential CT | Pet Friendly
Indoor spacesKitchenCheck-in
Family- and pet-friendly home rentals

Dave's Milk Barn
Indoor spacesKitchenCheck-in

Amenia Main St Cozy Studio
KitchenIndoor spacesSleep quality

Charming and relaxing 4b farmhouse group getaway
Indoor spacesKitchenAmenities

Cozy Scenic New England rural retreat hike & kayak
KitchenIndoor spacesDecor

Foxfire Hill: A Bit of Luxury in the Countryside
FamilyKitchenNearby

Litchfield County Getaway
KitchenFamilyGetting around

Top Side
KitchenIndoor spacesHospitality

Guest Suite at Wisteria Gardens
Indoor spacesKitchenAir conditioning
Family-friendly home rentals with a pool

midcentury mod * POOL * walk out trail R2R/Mohonk
KitchenFamilyAccess
Woodstock Historic Artist Estate - The Pond House
Indoor spacesFamilyParking

Scenic River View Escape | New Paltz
KitchenIndoor spacesHospitality

Sackett & Van Dam Guest House @ Little 9 Farm 1706
KitchenIndoor spacesAir conditioning

Huge eclectic space w/ private pool. 1.5hr to city
Indoor spacesKitchenDecor

Modern Upstate Cabin, near Rhinebeck NY
Indoor spacesKitchenLayout

Peaceful Light-Filled Guesthouse salt pool/sauna
Indoor spacesKitchenLayout

Farm Stay with Horses & Pool | Mountaintop Views
KitchenIndoor spacesHiking
When is the best time to visit Kent?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $549 NZD | $540 NZD | $510 NZD | $554 NZD | $561 NZD | $595 NZD | $595 NZD | $596 NZD | $564 NZD | $549 NZD | $595 NZD | $595 NZD |
| Avg. temp | -4°C | -2°C | 2°C | 9°C | 14°C | 19°C | 22°C | 21°C | 17°C | 10°C | 5°C | -1°C |
Destinations to explore
- New York City Holiday rentals
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- Philadelphia Holiday rentals
- Washington Holiday rentals
- Boston Holiday rentals
- Ocean City Holiday rentals
- Jersey City Holiday rentals
- Portland Holiday rentals
- Newark Holiday rentals
- Baltimore Holiday rentals
- Atlantic City Holiday rentals
- Newport Holiday rentals
- Hunter Mountain
- Yale University
- Bear Mountain State Park
- Six Flags New England
- Minnewaska State Park Preserve
- Fairfield Beach
- Thunder Ridge Ski Area
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Taconic State Park
- Mohonk Preserve
- Storm King Art Center
- Kent Falls State Park
- Bash Bish Falls State Park
- Brotherhood, America's Oldest Winery
- Mohawk Mountain Ski Area
- Bousquet Mountain Ski Area
- Compo Beach
- Powder Ridge Mountain Park & Resort
- Harriman State Park
- Storm King Art Center
- Sleeping Giant State Park
- Sherwood Island State Park
- Millbrook Vineyards & Winery





