Book Holiday Homes in South Kent

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Featured Holiday Homes in South Kent

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

New Fairfield CT
Stay at this holiday home in New Fairfield. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Squantz Pond State Park and Candlewood Lake ...
Opens in a new windowLakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!

Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!

New Fairfield CT
Stay at this holiday home in New Fairfield. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Squantz Pond State Park and Candlewood Lake ...
Opens in a new windowLakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
The Art House: 5-Acre Private Getaway w/ Firepit & AC

The Art House: 5-Acre Private Getaway w/ Firepit & AC

Bridgewater CT
Stay at this family-friendly holiday home in Bridgewater. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Lovers Leap State Park and Elephant's ...
Opens in a new windowThe Art House: 5-Acre Private Getaway w/ Firepit & AC
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Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.

Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.

Danbury CT
Stay at this family-friendly holiday home in Danbury. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Danbury Duckpin Lanes and Hatters ...
Opens in a new windowCandlewood Lake - Family Getaway with direct lake access. 3775 sqft home.
Charming Home with Fireplace and Indoor Pool in Sharon, CT

Charming Home with Fireplace and Indoor Pool in Sharon, CT

Sharon CT
Stay at this holiday home in Sharon. Enjoy a garden, laundry facilities and patios. Popular attractions Bodhi Tree Gallery and TriArts Sharon Playhouse are located ...
Opens in a new windowCharming Home with Fireplace and Indoor Pool in Sharon, CT
Candlewood Lake Retreat; Dock, Game Room & Firepit

Candlewood Lake Retreat; Dock, Game Room & Firepit

New Milford CT
Stay at this family-friendly holiday home in New Milford. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Valley Golf Center and Elephant's ...
Opens in a new windowCandlewood Lake Retreat; Dock, Game Room & Firepit
Peaceful & Quiet Lakeside Home with Hot Tub, Pool Table, Fire Pit

Peaceful & Quiet Lakeside Home with Hot Tub, Pool Table, Fire Pit

Holmes NY
Stay at this family-friendly holiday home in Holmes. Enjoy free Wi-Fi, a fitness centre and a garden. Popular attractions Lake Dutchess and Wonder Lake State ...
Opens in a new windowPeaceful & Quiet Lakeside Home with Hot Tub, Pool Table, Fire Pit
Cozy Lakefront Bungalow w firepit/dock/kayaks

Cozy Lakefront Bungalow w firepit/dock/kayaks

Plymouth CT
Stay at this holiday home in Plymouth. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Black Rock State Park and New Life Christian church ...
Opens in a new windowCozy Lakefront Bungalow w firepit/dock/kayaks
Cozy Candlewood Lake Cabin — Family + Friend Retreat

Cozy Candlewood Lake Cabin — Family + Friend Retreat

Danbury CT
Stay at this holiday home in Danbury. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Brook Center Shopping Center and Candlewood Plaza ...
Opens in a new windowCozy Candlewood Lake Cabin — Family + Friend Retreat
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

South Kent Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our South Kent vacation homes are the perfect way for you to wing it.

Holiday houses in South Kent let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of South Kent in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local South Kent adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in South Kent with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of South Kent vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

South Kent Holiday Homes essential information

Accommodation
226 Holiday Homes
Lowest Price
NZ$149
Highest Price
NZ$275
Popular accommodation
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed, Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!, The Art House: 5-Acre Private Getaway w/ Firepit & AC, Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home., Charming Home with Fireplace and Indoor Pool in Sharon, CT, Candlewood Lake Retreat; Dock, Game Room & Firepit, Peaceful & Quiet Lakeside Home with Hot Tub, Pool Table, Fire Pit, Cozy Lakefront Bungalow w firepit/dock/kayaks, Cozy Candlewood Lake Cabin — Family + Friend Retreat

Top trending hotels in South Kent

Best Western Danbury/Bethel

Best Western Danbury/Bethel

2.5 out of 5
11 Stony Hill Road Bethel CT
Fully refundableReserve now, pay when you stay
The price is NZ$149 per night from 26 Apr to 27 Apr
NZ$149
26 Apr - 27 Apr
includes taxes & fees
Stay at this business-friendly hotel in Bethel. Enjoy free breakfast, free parking and a 24-hour front desk. Our guests praise the helpful staff in their reviews. ...
Opens in a new windowBest Western Danbury/Bethel
Heritage Hotel, Golf & Conference Center

Heritage Hotel, Golf & Conference Center

3.5 out of 5
522 Heritage Road Southbury CT
Fully refundableReserve now, pay when you stay
The price is NZ$275 per night from 5 Apr to 6 Apr
NZ$275
5 Apr - 6 Apr
includes taxes & fees
Stay at this spa hotel in Southbury. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...
Opens in a new windowHeritage Hotel, Golf & Conference Center
Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road Southbury CT
Fully refundableReserve now, pay when you stay
The price is NZ$202 per night from 8 Apr to 9 Apr
NZ$202
8 Apr - 9 Apr
includes taxes & fees
Stay at this business-friendly hotel in Southbury. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Opens in a new windowWyndham Southbury
Save an average of 15% on thousands of hotels when you're signed in
Hampton Inn Danbury

Hampton Inn Danbury

2.5 out of 5
81 Newtown Rd Danbury CT
Fully refundableReserve now, pay when you stay
The price is NZ$252 per night from 19 Apr to 20 Apr
NZ$252
19 Apr - 20 Apr
includes taxes & fees
Stay at this business-friendly hotel in Danbury. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in ...
Opens in a new windowHampton Inn Danbury
Don't see what you're looking for?
See all available properties in South Kent
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.