South Kent holiday homes

We found 210 holiday rentals — enter your dates for availability
Discover a selection of 11 homes and other holiday rentals in South Kent that are perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday homes have the amenities that you need and want for your stay, which might include Wi-Fi and a fireplace. What you'll find is a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – South Kent

Showing deals for:4 Dec - 11 Dec

Beautiful country kitchen with all modern appliances
Great room view from the second floor
The Barn
View of lake Waramug from the Hopkins Inn.
Exceptional
(41 reviews)

Modern Barn, NEW Luxurious Home

New Preston

8% off
NZ$12,379
for 7 nights, 1 home
NZ$1,768 per night
includes taxes & fees
Modern Barn, NEW Luxurious Home
Easy access to the jungle gym & backyard from the lower level.
Large open kitchen & dining area has lots of comfortable seating.
Exterior detail
Large dining table has plenty of space for our guests.
Exceptional
(21 reviews)

Bantam Beauty - Surrounded By Nature!

Bantam

8% off
NZ$9,973
for 7 nights, 1 home
NZ$1,425 per night
includes taxes & fees
Bantam Beauty - Surrounded By Nature!
Exterior
Dining
Private kitchen
Living area
Exceptional
(5 reviews)

Magical woodland home, a property promising a serene getaway

Cornwall Bridge

11% off
NZ$4,117
for 7 nights, 1 cabin
NZ$588 per night
includes taxes & fees
Magical woodland home, a property promising a serene getaway
Room
Exterior
Interior
Large Flagstone Terraces, Gas BBQ, Heated Pool
Exceptional
(6 reviews)

"Kielwasser 5BR" 2Hrs NYC,Best Town,Restaurants! HeatedPool,BBQ,4FPs, PoshPadsCT

Washington Depot

34% off
NZ$12,576
for 7 nights, 1 home
NZ$1,797 per night
includes taxes & fees
"Kielwasser 5BR" 2Hrs NYC,Best Town,Restaurants! HeatedPool,BBQ,4FPs, PoshPadsCT
Terrace/patio
Living room
Exterior
Dining
Exceptional
(8 reviews)

Beautiful antique gem- The oldest house in Litchfield CT

Litchfield

12% off
NZ$5,950
for 7 nights, 1 cottage
NZ$850 per night
includes taxes & fees
Beautiful antique gem- The oldest house in Litchfield CT
Our home sweet home!
kitchen island w/reclaimed wood
view from the kitchen window
Entry foyer
Exceptional
(26 reviews)

TREEMENDOUS VIEWS COTTAGE

Amenia

8% off
NZ$6,811
for 7 nights, 1 home
NZ$973 per night
includes taxes & fees
TREEMENDOUS VIEWS COTTAGE
Stone fireplace is the centerpiece of the home and a great place to take photos
Property grounds
Seating area in kitchen close to the screened in porch
Guests love spending quality time together in the living room
Exceptional
(84 reviews)

Historic Warren/Kent Home

Cornwall Bridge

7% off
NZ$4,521
for 7 nights, 1 home
NZ$646 per night
includes taxes & fees
Historic Warren/Kent Home
Exterior
Living area
Room
Bathroom
Exceptional
(32 reviews)

Two Bedroom Cottage Close To Town

Sharon

5% off
NZ$3,791
for 7 nights, 1 cottage
NZ$542 per night
includes taxes & fees
Two Bedroom Cottage Close To Town
Living room
Exterior
Dining
Private kitchen
Exceptional
(19 reviews)

Barn Apartment Hideaway

Washington Depot

15% off
NZ$3,497
for 7 nights, 1 apartment
NZ$500 per night
includes taxes & fees
Barn Apartment Hideaway
Interior
Christmas vibes!!
Exterior
Dinning and sitting room - get ready for the sunsets.
Wonderful
(11 reviews)

Hidden Gem on Private Road - Hike; Swim, Ski, Sauna; Relax - Repeat!!

Sherman

12% off
NZ$4,712
for 7 nights, 1 home
NZ$673 per night
includes taxes & fees
Hidden Gem on Private Road - Hike; Swim, Ski, Sauna; Relax - Repeat!!
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Book a holiday rental for your South Kent getaway

Learn about the unique charm of South Kent with a stay in a holiday home rental. This city has something for everyone. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in South Kent

Do you want to find attractions to see in the city? Venture out of your holiday home and experience everything that makes South Kent a one-of-a-kind holiday spot. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Hopkins Vineyard (6.3 mi / 10.1 km)
  • Thunder Ridge Ski Resort (13.1 mi / 21.1 km)
  • Mohawk Mountain Ski Area (13.6 mi / 21.9 km)
  • The Christmas Shop (13.8 mi / 22.3 km)
  • Millbrook Vineyards and Winery (15.8 mi / 25.3 km)
  • Trevor Zoo (14.3 mi / 23.1 km)

Exploring the natural features in South Kent

Whether you're an adventurous traveller or just want to take in the scenery, South Kent is a great place to spend some time outside. These are some of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Lake Waramaug State Park (4.9 mi / 8 km)
  • Lake Waramaug (5.8 mi / 9.4 km)
  • Kent Falls State Park (7.2 mi / 11.6 km)
  • Steep Rock Preserve (8.5 mi / 13.7 km)
  • Tymor Park (12.2 mi / 19.6 km)
  • Candlewood Lake (12.8 mi / 20.6 km)

Transport to and around South Kent

Fly into Danbury, CT (DXR-Danbury Municipal), the closest airport, located 21.2 mi (34.2 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into Oxford, CT (OXC-Waterbury - Oxford), which is 22.1 mi (35.5 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in South Kent?
Houses are the most popular style of holiday home in South Kent, according to our data. Even if you've got a different idea in mind, Bookabach has properties in all sizes and shapes. Look over our options to find your ideal match.
How much does it cost to rent a holiday home in South Kent?
The average price for a holiday home in South Kent can vary based on factors like season, property type and length of stay. Whether you're thinking about a sprawling villa with space for the whole family or a quaint cottage just enough for two, just enter your dates of travel to find stays with exceptional value.
How much does it cost to rent a beach house in South Kent?
When you travel and the size and style of the property will determine the cost of your beachside stay. Put in your South Kent travel dates to view your available options on Bookabach. Looking for basics like WiFi, or perks like a private pool? Use our filters to choose the features and amenities you want in your beach house.
What are the top attractions for families in South Kent?
Keeping the kids happy during your holiday in South Kent is simple with these leading family-friendly attractions:
  • Kent Falls State Park
  • Lake Waramaug
  • Lake Waramaug State Park
Are there one-bedroom holiday homes in South Kent?
Yes, you can take your pick from 10 one-bedroom homes in South Kent. Whether you want an apartment or a condo, our one-bedroom properties are just right if you don't require a lot of space. One of the perks of having your own pad? You won't ever need to share your trip with strangers.
How old do you have to be to rent a holiday home in South Kent?
You'll need to check with the South Kent holiday home you're considering on Bookabach as the minimum age differs. However, it's normally 16, 18 or 21.
How long can I rent a holiday home in South Kent for?
How long you can book a holiday home in South Kent depends on the property. Simply enter your desired travel dates to display a list of options offering extended stays. With plenty of amenities like air conditioning and full kitchens, as well as some offering weekly or monthly discounts, you're sure to get a perfect place to call your home away from home in South Kent.