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

Kent Vacation Rentals

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sep - 27 Sep
In four months
23 Oct - 25 Oct

Our top choices for Kent vacation rentals

Smart TV, fireplace, books

Mid Century Modern Studio w/ Full Kitchen - Newly Built

Mid Century Modern Studio w/ Full Kitchen - Newly Built
Kent
9.8 out of 10, Exceptional, (18 reviews)
"We had a great stay, very cute town and close to our destination "
United States
Danielle F.
The price is AED 609
AED 785 total
includes taxes & fees
6 Jul - 7 Jul
Mid Century Modern Studio w/ Full Kitchen - Newly Built
Property grounds

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 AED 294
AED 491 total
includes taxes & fees
6 Jul - 7 Jul
Rare, peaceful glamping, hot shower, mini golf near appalachian trail
Dining

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 AED 516
AED 1,576 total
includes taxes & fees
5 Jul - 6 Jul
Art House 3 Beds Close to Warner Theater
Exterior

Peaceful and cozy 1 bed 1 bath in quaint Winchester

Peaceful and cozy 1 bed 1 bath in quaint Winchester
Winchester
The price is AED 397
AED 748 total
includes taxes & fees
6 Jul - 7 Jul
Peaceful and cozy 1 bed 1 bath in quaint Winchester
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 AED 404
AED 538 total
includes taxes & fees
5 Jul - 6 Jul
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
Property grounds

Hoppy Hill Farm House

Hoppy Hill Farm House
Dover Plains
9.8 out of 10, Exceptional, (6 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 AED 404
AED 748 total
includes taxes & fees
8 Jul - 9 Jul
Hoppy Hill Farm House
Interior

The Tipsy Gypsy - Studio Apartment

The Tipsy Gypsy - Studio Apartment
Brewster
The price is AED 551
AED 1,011 total
includes taxes & fees
5 Jul - 6 Jul
The Tipsy Gypsy - Studio Apartment
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 AED 320
AED 1,004 total
includes taxes & fees
5 Jul - 6 Jul
Cozy Attic 10 min to Llitchfield
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 AED 474
AED 1,484 total
includes taxes & fees
5 Jul - 6 Jul
Cozy Modern Farmhouse Private Apt - 3 Beds
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, (15 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
The price is AED 826
AED 1,548 total
includes taxes & fees
5 Jul - 6 Jul
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
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, (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 AED 386
AED 727 total
includes taxes & fees
6 Jul - 7 Jul
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
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, (8 reviews)
"Perfect little apartment on an amazing farm property...thanks for having us and look forward to returning! "
United States
ADRIENNE
The price is AED 633
AED 824 total
includes taxes & fees
5 Jul - 6 Jul
Hudson Valley Farm Getaway- West/Llama Lover Lane
Interior

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 AED 893
AED 1,198 total
includes taxes & fees
4 Jul - 5 Jul
Spacious 4-bedroom estate in adorable Carmel Hamlet with AC
Property grounds

Enchanting Lake front chalet with backyard and fire pit. Dog friendly.

Enchanting Lake front chalet with backyard and fire pit. Dog friendly.
Carmel Hamlet
10.0 out of 10, Exceptional, (3 reviews)
"Great place, responsive host. Would return!"
United States
Brian S.
The price is AED 441
AED 1,011 total
includes taxes & fees
5 Jul - 6 Jul
Enchanting Lake front chalet with backyard and fire pit. Dog friendly.
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, (3 reviews)
"Beautiful place. Very clean & welcoming "
United States
Chris
The Perch in the Purchase -- Cozy, unique, and private
House (3 Bedrooms) | Interior

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 AED 1,003
AED 1,980 total
includes taxes & fees
31 Jul - 1 Aug
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
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)
"I stayed here for four nights, including one with my son, and it was fantastic.Everything is brand new, clean, and beautifully appointed, with every amenity you could want."
United States
Jennifer A.
The price is AED 1,071
AED 1,394 total
includes taxes & fees
7 Jul - 8 Jul
The Jefferson Guest House, Spacious, Special Views
Private kitchen

Litchfield Retreat, Wineries, Foliage & Skiing

Litchfield Retreat, Wineries, Foliage & Skiing
Torrington
The price is AED 959
AED 1,472 total
includes taxes & fees
5 Jul - 6 Jul
Litchfield Retreat, Wineries, Foliage & Skiing
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 AED 869
AED 2,280 total
includes taxes & fees
6 Jul - 7 Jul
"Country outside the city " 3 bedrooms 2 full bathrooms
Dining

Classy Private Apt - 3 Beds 2nd Flr - Near Downtown

Classy Private Apt - 3 Beds 2nd Flr - Near Downtown
Torrington
10.0 out of 10, Exceptional, (1 review)
"Good communication. Clean place in good location. Would stay again. "
United States
Jaimie S.
The price is AED 859
AED 2,019 total
includes taxes & fees
5 Jul - 6 Jul
Classy Private Apt - 3 Beds 2nd Flr - Near Downtown
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

Best Western Plus The Inn & Suites At The Falls

Best Western Plus The Inn & Suites At The Falls

10/10 Excellent
"Quiet location with easy driving access to the wider area. Staff were friendly and pleasant, and helpful with requests for extra towels and such. The breakfast/sitting area is bright, looking out onto a lovely patio by the stream outside that had morning shade. Room air conditioner worked very well!"
Anita 5-night trip
Posted 10 hours ago
Best Western Plus The Inn & Suites At The Falls

Frequently asked questions

Are there vacation rentals in Kent?

Yes, we give you a choice of vacation rentals near well known attractions in Kent, or you can select a more secluded option if you're looking for relaxation. 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 vacation rentals that Kent has to offer?

Artistic barn: wood burning hottub, sauna and pizza oven : Visitors like this Kent vacation home rental. It is located on a lake and has a fireplace, a garden, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a hot tub.

How many vacation rentals are there in Kent?

Expedia has 8 vacation rentals for your stay in Kent.

What’s there to see and do in Kent?

Cultural attractions include Morrison Gallery and Connecticut Antique Machinery, 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 Bull's Bridge.

What’s a vacation rental in Kent like?

A vacation rental is a private property you can book for a few weeks or just a few days in Kent. Vacation rentals feature amenities like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for small groups.