A waterfall cascading over rocks in a forest with autumn-colored trees.

Kent Holiday Rentals

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Kent holiday rentals

Smart TV, fireplace, books

1. Mid Century Modern Studio w/ Full Kitchen - Newly Built

Mid Century Modern Studio w/ Full Kitchen - Newly Built
Kent
10.0 out of 10, Exceptional, (22 reviews)
"We had a great stay, very cute town and close to our destination "
United States
Danielle F.
The price is HK$1,300
HK$1,652 total
includes taxes & fees
9 Aug - 10 Aug
Mid Century Modern Studio w/ Full Kitchen - Newly Built
Private kitchen

2. Cozy private room in a shared home with a Full-size bed and private bathroom.

Cozy private room in a shared home with a Full-size bed and private bathroom.
New Milford
The price is HK$533
HK$1,131 total
includes taxes & fees
9 Aug - 10 Aug
Cozy private room in a shared home with a Full-size bed and private bathroom.
Exterior

3. Sumak Kawsay - Life in harmony. Waterfront Hot Tub + NYC

Sumak Kawsay - Life in harmony. Waterfront Hot Tub + NYC
Newtown
10.0 out of 10, Exceptional, (1 review)
"What a beautiful, cozy and super well kept place. We absolutely enjoyed our stay and the place had everything we needed. My favorite part was sitting on the back deck watching the boats go by. So peaceful. The place is super close to a cute town which we didn’t have time to explore but we will be back!"
United States
Linsey B.
The price is HK$1,405
HK$2,353 total
includes taxes & fees
26 Aug - 27 Aug
Sumak Kawsay - Life in harmony. Waterfront Hot Tub + NYC
Property grounds

4. Hoppy Hill Farm House

Hoppy Hill Farm House
Dover Plains
9.8 out of 10, Exceptional, (6 reviews)
"The accommodations were wonderful and comfortable."
United States
Chuck S.
The price is HK$863
HK$1,606 total
includes taxes & fees
10 Aug - 11 Aug
Hoppy Hill Farm House
Property grounds

5. Rare, peaceful glamping, hot shower, mini golf near appalachian trail

Rare, peaceful glamping, hot shower, mini golf near appalachian trail
Dover Plains
10.0 out of 10, Exceptional, (8 reviews)
"We thoroughly enjoyed our stay at this property, clean and spacious tents, impressive shower facility, and all the fun amenities you never thought you needed like an 18 hole putt putt course!"
United States
JoAnna S.
The price is HK$628
HK$1,048 total
includes taxes & fees
10 Aug - 11 Aug
Rare, peaceful glamping, hot shower, mini golf near appalachian trail
Interior

6. Architect-Designed Dome on Private 7-Acre Retreat

Architect-Designed Dome on Private 7-Acre Retreat
Dover Plains
The price is HK$1,942
HK$3,820 total
includes taxes & fees
10 Aug - 11 Aug
Architect-Designed Dome on Private 7-Acre Retreat
1 bedroom, Internet, bed sheets

7. Welcome to Sweet Abby Rose!

Welcome to Sweet Abby Rose!
Brewster
10.0 out of 10, Exceptional, (1 review)
"The place is super comfortable and has a great outdoor area for chatting; I would definitely like to come back and stay longer."
United States
Yasmin G.
The price is HK$784
HK$1,445 total
includes taxes & fees
9 Aug - 10 Aug
Welcome to Sweet Abby Rose!
Outdoor dining

8. Glamping, family fun, pet friendly

Glamping, family fun, pet friendly
Dover Plains
10.0 out of 10, Exceptional, (4 reviews)
"Great Glamping spot. The hosts were very responsive and the place provided many activities. "
United States
Gui
The price is HK$628
HK$1,048 total
includes taxes & fees
17 Aug - 18 Aug
Glamping, family fun, pet friendly
Property grounds

9. Campers Paradise, cozy tents, hot tub, free EV charger. Pet friendly

Campers Paradise, cozy tents, hot tub, free EV charger. Pet friendly
Dover Plains
10.0 out of 10, Exceptional, (5 reviews)
"Fun place with a variety of activities including hot tub, miniature golf, corn bag toss, etc. "
United States
Tania
The price is HK$628
HK$1,048 total
includes taxes & fees
17 Aug - 18 Aug
Campers Paradise, cozy tents, hot tub, free EV charger. Pet friendly
Property grounds

10. Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.

Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.
Carmel
9.4 out of 10, Exceptional, (10 reviews)
"Such a lovely cabin - so many details to make for an incredible stay. Amazing location - lake, mountains! Wylda was wonderful."
United States
Clare
The price is HK$1,530
HK$2,712 total
includes taxes & fees
13 Aug - 14 Aug
Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.
Exterior

11. Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (35 reviews)
"Everything was perfect and it's a great place to stay. Highly recommended and the folks there are A+."
United States
Bob
The price is HK$832
HK$1,113 total
includes taxes & fees
8 Sept - 9 Sept
Cozy One Bedroom Apartment Centrally Located in Southbury
Outdoor dining

12. The Perch in the Purchase -- Cozy, unique, and private

The Perch in the Purchase -- Cozy, unique, and private
Southbury
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful place. Very clean & welcoming "
United States
Chris
The price is HK$1,144
HK$1,811 total
includes taxes & fees
9 Aug - 10 Aug
The Perch in the Purchase -- Cozy, unique, and private
Dining

13. Art House 3 Beds Close to Warner Theater

Art House 3 Beds Close to Warner Theater
Torrington
10.0 out of 10, Exceptional, (2 reviews)
"Place was perfectly located for where we needed to be. The host was amazing, would stay again. Unit was comfy and cozy with perfect little homey touches. "
United States
Brittany M.
The price is HK$1,231
HK$3,538 total
includes taxes & fees
9 Aug - 10 Aug
Art House 3 Beds Close to Warner Theater
Interior

14. Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.

Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
Watertown
8.6 out of 10, Excellent, (10 reviews)
"Great night stay! Wonderful place would definitely recommend! "
United States
Laurie P.
The price is HK$855
HK$1,140 total
includes taxes & fees
8 Sept - 9 Sept
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
Exterior

15. Cozy Attic 10 min to Llitchfield

Cozy Attic 10 min to Llitchfield
Torrington
9.4 out of 10, Exceptional, (6 reviews)
"A couple of the surfaces were not clean but mostly a clean comfy space. The bed was very comfortable and the bathroom was spacious and clean.The stairs are not for the faint of heart. A nice cozy place to stay once the luggage and groceries are up there."
United States
Rhonda H.
The price is HK$774
HK$2,254 total
includes taxes & fees
2 Sept - 3 Sept
Cozy Attic 10 min to Llitchfield
Interior

16. The Overlook near South Farms in Litchfield County is Hospitality, integrated.

The Overlook near South Farms in Litchfield County is Hospitality, integrated.
Morris
9.8 out of 10, Exceptional, (13 reviews)
"The property was very clean and inviting and the owner was very welcoming and helpful!"
United States
Sarah
The price is HK$1,687
HK$2,136 total
includes taxes & fees
16 Aug - 17 Aug
The Overlook near South Farms in Litchfield County is Hospitality, integrated.
Exterior

17. Cozy Modern Farmhouse Private Apt - 3 Beds

Cozy Modern Farmhouse Private Apt - 3 Beds
Torrington
10.0 out of 10, Exceptional, (4 reviews)
"My husband and I came down from Boston for Christmas to see family and couldn’t find one decent hotel in the area. We were relieved to find this place. Cute, comfortable, clean environment and just what we needed. "
United Kingdom
Louisa A.
The price is HK$1,063
HK$2,681 total
includes taxes & fees
2 Sept - 3 Sept
Cozy Modern Farmhouse Private Apt - 3 Beds
Terrace/patio

18. Enjoy a restful stay with fast internet, smart TV and the company of your pet.

Enjoy a restful stay with fast internet, smart TV and the company of your pet.
winsted
9.4 out of 10, Exceptional, (50 reviews)
"Fantastic hosts and great facilities would highly recommend"
United States
Steve
The price is HK$988
HK$1,670 total
includes taxes & fees
11 Aug - 12 Aug
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
Exterior

19. Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.2 out of 10, Wonderful, (12 reviews)
"The chapel was just as it was pictured. It has been beautifully restored. It was a very unique experience."
United States
Stella
The price is HK$824
HK$1,553 total
includes taxes & fees
10 Aug - 11 Aug
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Smart TV, fireplace

20. Pristine Cozy Walkable Downtown 2BR Getaway

Pristine Cozy Walkable Downtown 2BR Getaway
Torrington
10.0 out of 10, Exceptional, (19 reviews)
"Wow what an enjoyable stay! Clean, fresh, relaxing, and wonderful to meet owners Corin and Jen… gracious and hospitable hosts. Very comfortable, great location, well appointed… everything we were looking for!"
United States
James M.
The price is HK$1,294
HK$2,204 total
includes taxes & fees
1 Sept - 2 Sept
Pristine Cozy Walkable Downtown 2BR Getaway
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.
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Top Kent Hotel Reviews

Courtyard By Marriott Danbury

Courtyard By Marriott Danbury

10/10 Excellent
"Staff was very nice. We even chatted for awhile. Room very clean with many towels in the very clean bathroom. Very much recommend."
Jack 1-night trip
Posted 10 hours ago
Courtyard By Marriott Danbury

Find out more about Kent

Search for holiday rentals in Kent on Expedia! You can easily find your home rentals, villas, holiday apartments in Kent using one of the methods below:

  • View our selection of featured holiday rentals in Kent
  • Use the map to find apartments and other holiday homes in the Kent neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Kent while they last

Look no further and take a look at our great range of rental properties in Kent!

Frequently asked questions

Are there holiday rentals in Kent?

Yes, there are holiday rentals close to the most popular sights in Kent, or you can select a more secluded option if you're looking for a relaxing stay. Kent is known for its waterfalls and art. Make sure you have time to check out the museums and beaches during your trip.

What are some of the best holiday rentals that Kent has to offer?

Lakefront Summer Stunner in New England Just 2 Hours From NYC: This holiday home rental outside of Kent is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a private garden and a selection of games.

How many holiday rentals are there in Kent?

Expedia has 8 holiday rentals for your stay in Kent.

What’s there to see and do in Kent?

Cultural attractions include Morrison Gallery and Sloane-Stanley Museum, whereas Kent Falls State Park and Lake Waramaug State Park are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Macedonia Brook State Park and Lake Waramaug.

What’s a holiday rental in Kent like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Kent. Holiday rentals feature amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, holiday rentals can provide a sense of security away from public hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for families.