Kent Holiday Rentals

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Our top choices for Kent holiday rentals

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 NZ$432
includes taxes & fees
5 Apr - 6 Apr
Mid Century Modern Studio w/ Full Kitchen - Newly Built

Ashley Falls Home w/ Fire Pit: Hike & Ski!

Ashley Falls Home w/ Fire Pit: Hike & Ski!
3.0 star property
Ashley Falls
9.6 out of 10, Exceptional, (4 reviews)
"Nice location. Spacious with ample bedrooms. Would have been nice if there was a second bathroom on the second floor. It might be time to freshen the furniture in the sitting area."
United States
JAY
Ashley Falls Home w/ Fire Pit: Hike & Ski!

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)
"We loved the cleanliness, the location near the lake and the neighborhood restaurant, The Great Blue Heron."
United States
Hannah P.
The price is NZ$681
includes taxes & fees
7 Apr - 8 Apr
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

3-Bedroom Cabin Getaway With Rustic Charm

3-Bedroom Cabin Getaway With Rustic Charm
Cornwall
8.4 out of 10, Very good, (6 reviews)
"Absolutely beautiful cottage exactly as pictured inside and out. "
United States
Michaela C.
3-Bedroom Cabin Getaway With Rustic Charm

Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village

Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village
Millbrook
10.0 out of 10, Exceptional, (2 reviews)
"Tanya goes above and beyond for her guests. Thanks so much for the stay!"
United States
Lindsay S.
The price is NZ$842
includes taxes & fees
9 Apr - 10 Apr
Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village

CT Gate House Goshen CT, Gate House Goshen CT

CT Gate House Goshen CT, Gate House Goshen CT
Goshen
9.4 out of 10, Exceptional, (9 reviews)
"The property was great and the house was huge even for all 12 of us "
United States
Ryan L.
The price is NZ$1,202
includes taxes & fees
16 Apr - 17 Apr
CT Gate House Goshen CT, Gate House Goshen CT

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 NZ$646
includes taxes & fees
6 Apr - 7 Apr
The Jefferson Guest House, Spacious, Special Views

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

Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.
Carmel Hamlet
10.0 out of 10, Exceptional, (19 reviews)
"Beautiful home. Responsive host. Well stocked with needs for all types of guests. "
United States
Anthony P.
The price is NZ$1,663
includes taxes & fees
6 Apr - 7 Apr
Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.

Awesome Lake Home with tons of fun!

Awesome Lake Home with tons of fun!
New Fairfield
9.8 out of 10, Exceptional, (7 reviews)
"Great spot "
United States
Mike P.
The price is NZ$1,225
includes taxes & fees
8 Apr - 9 Apr
Awesome Lake Home with tons of fun!

Whispering Estate Guest House - A Romantic Countryside Getaway

Whispering Estate Guest House - A Romantic Countryside Getaway
Goshen
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful property and great location. A true retreat. "
United States
Andrea B.
The price is NZ$1,496
includes taxes & fees
8 Apr - 9 Apr
Whispering Estate Guest House - A Romantic Countryside Getaway

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 NZ$828
includes taxes & fees
6 Apr - 7 Apr
Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake

Watertown Home w/ Yard: 1 Mi to Echo Lake Park!

Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
3.0 star property
Oakville
The price is NZ$892
includes taxes & fees
6 Apr - 7 Apr
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!

Litchfield Retreat, Wineries, Foliage & Skiing

Litchfield Retreat, Wineries, Foliage & Skiing
Torrington
The price is NZ$684
includes taxes & fees
7 Apr - 8 Apr
Litchfield Retreat, Wineries, Foliage & Skiing

Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (24 reviews)
"Excellent host."
United States
David
The price is NZ$224
includes taxes & fees
4 Apr - 5 Apr
Cozy One Bedroom Apartment Centrally Located in Southbury

The Hideaway

The Hideaway
Brewster
10.0 out of 10, Exceptional, (7 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 NZ$535
includes taxes & fees
4 Apr - 5 Apr
The Hideaway

"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 NZ$1,101
includes taxes & fees
6 Apr - 7 Apr
"Country outside the city " 3 bedrooms 2 full bathrooms

The George is an elegant restored home in the Hudson Valley

The George is an elegant restored home in the Hudson Valley
Stanfordville
9.4 out of 10, Exceptional, (6 reviews)
"This our 3rd stay at the property and once again we thoroughly enjoyed the house and the grounds. We had an opportunity to enjoy horseback riding on site and would definitely recommend that to any visitors. The hosts were very kind and hospitable. "
United States
Eric L.
The price is NZ$1,898
includes taxes & fees
8 Apr - 9 Apr
The George is an elegant restored home in the Hudson Valley

A Country Lodge Straight Out of the Pages of a Great Novel

A Country Lodge Straight Out of the Pages of a Great Novel
Pine Plains
10.0 out of 10, Exceptional, (13 reviews)
"Our group of parents and riders had a great stay during the Millbrook Horse Trials in July. Clean facility, ample room, responsive host. Would stay again."
United States
Hessie S.
The price is NZ$2,461
includes taxes & fees
5 Apr - 6 Apr
A Country Lodge Straight Out of the Pages of a Great Novel

Art House 3 Beds Close to Warner Theater

Art House 3 Beds Close to Warner Theater
Torrington
The price is NZ$648
includes taxes & fees
5 Apr - 6 Apr
Art House 3 Beds Close to Warner Theater

Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway

Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway
Millbrook
10.0 out of 10, Exceptional, (2 reviews)
"This is a charming, historic, well-maintained home on a beautifully landscaped lot. The updates in the home balance a respect for tradition while also providing modernization. The village of Millbrook is a quintessential twee New England village. The house felt very comfortable and homey and the caretaker was attentive and accommodating. We enjoyed our stay!"
United States
Beth E.
The price is NZ$1,215
includes taxes & fees
6 Apr - 7 Apr
Steps to the Delightful Village of Millbrook ☆ Fun Family 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

Find out more about Kent

Everything you need to know about Kent holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Kent holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Kent holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Kent holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kent. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Kent holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Kent holiday rentals we have selected for you start as low as NZ$224 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Kent rentals

At Expedia, we put the best Kent holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Kent rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Kent holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Kent. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.