Family-friendly holiday 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.
Holiday 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
Home in Colebrook
4.99 out of 5 average rating, 202 reviewsNorbrook Farm ~ Rustic farmhouse w/ pond & trails
13–20 Nov
Cabin in Colebrook
4.94 out of 5 average rating, 197 reviewsAdorable, storybook log cabin
4–11 Oct
Home in Red Hook
4.88 out of 5 average rating, 212 reviewsWooded Retreat w/ Hot Tub and Trout River
7–14 Nov
Home in Highland
4.96 out of 5 average rating, 107 reviewsHouse in Highland: Secluded Retreat
3–10 Nov
Home in Ancramdale
4.93 out of 5 average rating, 127 reviewsSki & unwind in the country, stargaze in hot tub
4–11 Jun
Home in Craryville
4.92 out of 5 average rating, 220 reviewsThe City Farmers Upstate. Farm house with hot tub
26 Jan – 2 Feb
Home in Rhinebeck
4.9 out of 5 average rating, 206 reviewsRhinebeck Modern Home with amazing outdoor space
5–12 Mar
Guest house in Beacon
4.94 out of 5 average rating, 367 reviewsCozy Mountainside Suite - Minutes from Beacon
29 Jun – 6 Jul
Family- and pet-friendly home rentals
Guest house in New Milford
4.94 out of 5 average rating, 178 reviewsCharming Cottage w/Pastoral Views
19–26 Dec
Guest house in Millbrook
4.86 out of 5 average rating, 223 reviewsQuaint Cottage near Millbrook Village
6–13 Jun
Flat in Carmel
4.87 out of 5 average rating, 275 reviewsPrivate space, with yard
2–9 Nov
Cottage in Pine Plains
5.0 out of 5 average rating, 132 reviewsPatchin Mills Quaint Country Cottage
19–26 Jun
Cottage in Craryville
4.91 out of 5 average rating, 482 reviewsColumbia County Getaway - Raspberry Ridge Cottage
14–21 Apr
Cottage in Claverack
4.98 out of 5 average rating, 244 reviews‘Clavashack’ Country Cottage
1–8 May
Home in Verbank
4.98 out of 5 average rating, 155 reviewsThe Waterfall House
18–25 Sept
Cottage in Poughkeepsie
4.91 out of 5 average rating, 301 reviewsBe in Nature at this Gorgeous Riverfront Cabin
13–20 Nov
Family-friendly home rentals with a pool
Cabin in Red Hook
4.96 out of 5 average rating, 305 reviewsModern Upstate Cabin, near Rhinebeck NY
18–25 Sept
Barn in Bethel
4.98 out of 5 average rating, 202 reviewsEscape to a Restored New England Antique Milk Barn
29 Dec – 5 Jan
Home in Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
20–27 Oct
Home in Cheshire
5.0 out of 5 average rating, 118 reviewsPool House
21–28 Nov
Home in Cold Spring
4.95 out of 5 average rating, 152 reviewsCozy, Modern Retreat in the Woods of Cold Spring
25 Oct – 1 Nov
Cabin in Saugerties
4.99 out of 5 average rating, 123 reviewsLovely cabin by the stream
11–18 Aug
Home in Hudson
4.93 out of 5 average rating, 227 reviewsCasa Luna Country Retreat with Pool, Hudson, NY
13–20 Sept
Home in Putnam Valley
4.93 out of 5 average rating, 182 reviewsPutnam Valley Escape
29 Sept – 6 Oct
Quick stats about holiday rentals that are family-friendly in Kent
Total rentals
40 properties
Wifi availability
40 properties include access to wifi
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Total number of reviews
1.7K reviews
Nightly prices starting at
£40 before taxes and fees
Destinations to explore
- Family-friendly rentals New York
- Family-friendly rentals United States
- Family-friendly rentals Manhattan
- Family-friendly rentals Brooklyn
- Family-friendly rentals Connecticut
- Rentals with a washing machine and dryer Kent
- Rentals with outdoor seating Kent
- Rentals with a patio Kent
- Rentals with a firepit Kent
- Monthly Rentals Kent
- House rentals Kent
- Rentals with a fireplace Kent
- Pet-friendly rentals Kent
- Family-friendly rentals Litchfield County
- 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