Kent Holiday Rentals

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Check prices for these dates

In two weeks
15 May - 17 May
In two months
26 Jun - 28 Jun
In three months
24 Jul - 26 Jul
In four months
21 Aug - 23 Aug

Our top choices for Kent holiday rentals

Smart TV, fireplace, books

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, (11 reviews)
"We had a great stay, very cute town and close to our destination "
United States
Danielle F.
The price is HK$1,528
HK$1,953 total
includes taxes & fees
6 May - 7 May
Mid Century Modern Studio w/ Full Kitchen - Newly Built
Outdoor dining

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$1,234
HK$1,751 total
includes taxes & fees
7 May - 8 May
Glamping, family fun, pet friendly
Property grounds

Hoppy Hill Farm House

Hoppy Hill Farm House
Dover Plains
9.6 out of 10, Exceptional, (5 reviews)
"Location was great. Accommodations were clean and comfortable. Host was accessible and responsive. Will stay here again if in the area again."
United States
Ken K.
The price is HK$862
HK$1,604 total
includes taxes & fees
1 May - 2 May
Hoppy Hill Farm House
Interior

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$697
HK$959 total
includes taxes & fees
3 May - 4 May
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
Exterior

Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (26 reviews)
"Excellent host."
United States
David
The price is HK$784
HK$1,058 total
includes taxes & fees
4 May - 5 May
Cozy One Bedroom Apartment Centrally Located in Southbury
Exterior

Cozy Attic 10 min to Llitchfield

Cozy Attic 10 min to Llitchfield
Torrington
9.2 out of 10, Wonderful, (5 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$674
HK$2,115 total
includes taxes & fees
6 May - 7 May
Cozy Attic 10 min to Llitchfield
Smart TV

Pristine Cozy Walkable Downtown 2BR Getaway

Pristine Cozy Walkable Downtown 2BR Getaway
Torrington
10.0 out of 10, Exceptional, (18 reviews)
"What a comfortable and welcoming place to stay! Great communication with the hosts, and the space had all the amenities we needed, as well as many thoughtful extra touches. Home was spotless, and tastefully decorated. Quiet neighborhood, and super easy access to downtown. Would absolutely stay here again!"
United States
Kathryn A.
The price is HK$1,450
HK$2,406 total
includes taxes & fees
13 May - 14 May
Pristine Cozy Walkable Downtown 2BR Getaway
Private kitchen

Art House 3 Beds Close to Warner Theater

Art House 3 Beds Close to Warner Theater
Torrington
10.0 out of 10, Exceptional, (1 review)
"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$957
HK$3,143 total
includes taxes & fees
30 Apr - 1 May
Art House 3 Beds Close to Warner Theater
Exterior

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, (11 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$1,192
HK$2,022 total
includes taxes & fees
30 Apr - 1 May
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
TV, fireplace

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Carmel Hamlet
9.8 out of 10, Exceptional, (13 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
The price is HK$1,798
HK$3,350 total
includes taxes & fees
10 May - 11 May
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Outdoor dining

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, (1 review)
"Beautiful place. Very clean & welcoming "
United States
Chris
The price is HK$1,100
HK$1,761 total
includes taxes & fees
11 May - 12 May
The Perch in the Purchase -- Cozy, unique, and private
Property grounds

Hudson Valley Farm Getaway- West/Llama Lover Lane

Hudson Valley Farm Getaway- West/Llama Lover Lane
Hyde Park
9.8 out of 10, Exceptional, (7 reviews)
"The stay was great! The listing is very accurate to what the property is, so we very much enjoyed staying in the newly renovated barn. We loved the location, which felt very out-of-the-way but was also only twenty minutes from town. Seeing all of the farm animals and the very friendly barn cat was a plus!"
United States
Marissa S.
The price is HK$1,306
HK$1,675 total
includes taxes & fees
30 Apr - 1 May
Hudson Valley Farm Getaway- West/Llama Lover Lane
Private kitchen

Litchfield Retreat, Wineries, Foliage & Skiing

Litchfield Retreat, Wineries, Foliage & Skiing
Torrington
The price is HK$2,045
HK$3,108 total
includes taxes & fees
30 Apr - 1 May
Litchfield Retreat, Wineries, Foliage & Skiing
Exterior detail

Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake

Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake
New Fairfield
10.0 out of 10, Exceptional, (35 reviews)
"Stunning property!!"
United States
Samantha
The price is HK$2,155
HK$3,755 total
includes taxes & fees
4 May - 5 May
Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake
Fridge, microwave, oven, stovetop

The Jefferson Guest House, Spacious, Special Views

The Jefferson Guest House, Spacious, Special Views
Litchfield
10.0 out of 10, Exceptional, (8 reviews)
"The place was absolutely spotless and magnificent in every way. Highly recommended."
United States
Robert A.
The price is HK$2,285
HK$2,920 total
includes taxes & fees
30 Apr - 1 May
The Jefferson Guest House, Spacious, Special Views
Room

Spacious 4-bedroom estate in adorable Carmel Hamlet with AC

Spacious 4-bedroom estate in adorable Carmel Hamlet with AC
Carmel Hamlet
The price is HK$1,016
HK$1,440 total
includes taxes & fees
30 Apr - 1 May
Spacious 4-bedroom estate in adorable Carmel Hamlet with AC
Fridge, microwave, oven, stovetop

"Country outside the city " 3 bedrooms 2 full bathrooms

"Country outside the city " 3 bedrooms 2 full bathrooms
Holmes
9.6 out of 10, Exceptional, (4 reviews)
"Great house! We had a fantastic weekend!! Thank you so much "
United States
pamela w.
The price is HK$1,911
HK$4,919 total
includes taxes & fees
11 May - 12 May
"Country outside the city " 3 bedrooms 2 full bathrooms
Living area

The Hideaway

The Hideaway
Brewster
10.0 out of 10, Exceptional, (8 reviews)
"Me and my family stayed here for a quick get-away out of the city. Very pretty location, and loved our stay here! Thanks!"
United States
Rick C.
The price is HK$1,215
HK$2,437 total
includes taxes & fees
1 May - 2 May
The Hideaway
Exterior

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$1,152
HK$3,321 total
includes taxes & fees
30 Apr - 1 May
Cozy Modern Farmhouse Private Apt - 3 Beds
Cookware/dishes/utensils

Awesome Lake Home with tons of fun!

Awesome Lake Home with tons of fun!
New Fairfield
9.8 out of 10, Exceptional, (8 reviews)
"Great spot "
United States
Mike P.
The price is HK$3,174
HK$5,550 total
includes taxes & fees
3 May - 4 May
Awesome Lake Home with tons of fun!
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

Wyndham Southbury

Wyndham Southbury

10/10 Excellent
"Restaurant great. "
Christina 1-night trip
Posted 12 hours ago
Wyndham Southbury

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:

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

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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?

Artistic barn: wood burning hottub, sauna and pizza oven : This highly rated holiday home rental in Kent is located on a lake, and has a fireplace, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

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 Bull's Bridge 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.