Book Holiday Homes in Kent

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Featured Holiday Homes in Kent

Private Annex/Former Artist Studio

Private Annex/Former Artist Studio

Washington
Stay at this vacation home in New Preston. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Mount Bushnell State Park and Lake Waramaug ...
Private Annex/Former Artist Studio
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.

Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.

Carmel Hamlet
The price is NZ$1,413 per night from 25 Nov to 26 Nov
NZ$1,413
includes taxes & fees
25 Nov - 26 Nov
Book a stay at this family-friendly vacation home in Carmel. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Centennial Golf Club and Wonder ...
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.
Lakeview Estate - Chef's Kitchen - NYC Getaway

Lakeview Estate - Chef's Kitchen - NYC Getaway

Danbury
Stay at this vacation home in Danbury. Enjoy a garden, patios, and in-room jetted tubs. Popular attractions Danbury Duckpin Lanes and Hatters Park are located ...
Lakeview Estate - Chef's Kitchen - NYC Getaway
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Beautiful, Spacious 5+ Bedroom House on Highland Lake with Spectacular views!

Beautiful, Spacious 5+ Bedroom House on Highland Lake with Spectacular views!

Winchester
Book a stay at this family-friendly vacation home in Winsted. Enjoy free WiFi, a garden, and patios. Popular attractions Winchester Historical Society and Laurel ...
Beautiful, Spacious 5+ Bedroom House on Highland Lake with Spectacular views!
Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock

Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock

New Fairfield
Book a stay at this beach vacation home in New Fairfield. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Squantz Pond State Park and Candlewood ...
Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock
ValleyView-Ultimate 3BR Getaway w/Inground Pool by Fahnestock/Appalachian Trail

ValleyView-Ultimate 3BR Getaway w/Inground Pool by Fahnestock/Appalachian Trail

Hopewell Junction
The price is NZ$562 per night from 23 Nov to 24 Nov
NZ$562
includes taxes & fees
23 Nov - 24 Nov
Stay at this vacation home in Hopewell Junction. Enjoy private pools, a garden, and patios. Popular attractions Chuang Yen Monastery and Canopus Beach are located ...
ValleyView-Ultimate 3BR Getaway w/Inground Pool by Fahnestock/Appalachian Trail
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

Hopewell Junction
Stay at this vacation home in Hopewell Junction. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Chuang Yen Monastery and Canopus Beach ...
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
Tranquil Litchfield Connecticut Retreat".

Tranquil Litchfield Connecticut Retreat".

Litchfield
The price is NZ$537 per night from 5 Dec to 6 Dec
NZ$537
includes taxes & fees
5 Dec - 6 Dec
Stay at this vacation home in Litchfield County. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Black Rock State Park and Harwinton Conservation ...
Tranquil Litchfield Connecticut Retreat".
Family House On Highland Lake with Dock

Family House On Highland Lake with Dock

Winsted
Stay at this vacation home in Winsted. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Winchester Historical Society and Laurel Lanes are ...
Family House On Highland Lake with Dock
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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.

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 Kent vacation homes are the perfect way for you to wing it.

Holiday houses in 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 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 Kent adventures, obvs.

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

Kent Holiday Homes essential information

Accommodation
246 Holiday Homes
Lowest Price
NZ$170
Highest Price
NZ$1,413
Popular accommodation
Private Annex/Former Artist Studio, Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon., Lakeview Estate - Chef's Kitchen - NYC Getaway, Beautiful, Spacious 5+ Bedroom House on Highland Lake with Spectacular views!, Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock, ValleyView-Ultimate 3BR Getaway w/Inground Pool by Fahnestock/Appalachian Trail, 1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views, Tranquil Litchfield Connecticut Retreat"., Family House On Highland Lake with Dock

Top trending hotels in Kent

Spectacular Short Term Vacation Rental in Kent

Spectacular Short Term Vacation Rental in Kent

Kent
Book a stay at this family-friendly vacation home in Kent. Enjoy free WiFi, private pools, and a garden. Our guests praise the property condition in our reviews. ...
Spectacular Short Term Vacation Rental in Kent
Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road, Southbury, CT
Fully refundableReserve now, pay when you stay
The price is NZ$170 per night from 2 Dec to 3 Dec
NZ$170
includes taxes & fees
2 Dec - 3 Dec
Stay at this 3-star business-friendly hotel in Southbury. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Wyndham Southbury
Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection

Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection

3.5 out of 5
522 Heritage Rd, Southbury, CT
Fully refundableReserve now, pay when you stay
The price is NZ$226 per night from 15 Dec to 16 Dec
NZ$226
includes taxes & fees
15 Dec - 16 Dec
Book a stay at this spa hotel in Southbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection
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Comfort Inn & Suites Danbury-Bethel

Comfort Inn & Suites Danbury-Bethel

2.5 out of 5
80 Newtown Road, Danbury, CT
Fully refundableReserve now, pay when you stay
The price is NZ$208 per night from 18 Dec to 19 Dec
NZ$208
includes taxes & fees
18 Dec - 19 Dec
Book a stay at this business-friendly hotel in Danbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Comfort Inn & Suites Danbury-Bethel
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See all available properties in 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.