South Kent Vacation Rentals

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Vacation Rentals in South Kent

Apartment in Southbury

9.8 out of 10, Exceptional, (17)
"Perfect sized apartment for a short stay - very convenient to my destination"
United States
S
$115 nightly
The price is $129
Nov 23 - Nov 24
Total with taxes and fees
New One Bedroom Apartment Centrally Located in Southbury

Apartment in Watertown

9.8 out of 10, Exceptional, (7)
"Great night stay! Wonderful place would definitely recommend! "
United States
Laurie P.
$109 nightly
The price is $122
Nov 23 - Nov 24
Total with taxes and fees
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.

Apartment in Torrington

9.6 out of 10, Exceptional, (4)
"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.
$232 nightly
The price is $276
Nov 23 - Nov 24
Total with taxes and fees
Cozy 3 Flr Private 1 Bdrm Apt Tree Line View

Apartment in Torrington

10.0 out of 10, Exceptional, (15)
"Well equipped, lovely home, extremely clean and comfortable!"
United States
Sally V.
$220 nightly
The price is $249
Dec 4 - Dec 5
Total with taxes and fees
Charming apartment 7 minute walk to downtown

Apartment in Kent

9.8 out of 10, Exceptional, (9)
"The studio is so fun with great amenities and a gorgeous view. "
United States
Kimberly
$222 nightly
The price is $251
Nov 23 - Nov 24
Total with taxes and fees
Mid Century Modern Studio w/ Full Kitchen - Newly Built

Apartment in Brookfield

9.6 out of 10, Exceptional, (19)
"This was a nice get away for us that was not too far away from home."
United States
Isabella M.
$171 nightly
The price is $194
Nov 23 - Nov 24
Total with taxes and fees
Peaceful apartment on 3.5 acres w/ artist studio.

Apartment in Southbury

2.0 star property
$153 nightly
The price is $173
Nov 24 - Nov 25
Total with taxes and fees
Entire guesthouse in Southbury, Connecticut 3 guests1 bedroom2 beds1 bath.

Vacation Home in Carmel Hamlet

9.8 out of 10, Exceptional, (12)
"We loved the cleanliness, the location near the lake and the neighborhood restaurant, The Great Blue Heron."
United States
Hannah P.
$328 nightly
The price is $355
Nov 23 - Nov 24
Total with taxes and fees
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Apartment in New Fairfield

10.0 out of 10, Exceptional, (34)
"Beautiful apartment in a beautiful setting. "
United States
Lisa
$398 nightly
The price is $450
Dec 1 - Dec 2
Total with taxes and fees
Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake

Vacation Home in Goshen

2.5 star property
9.8 out of 10, Exceptional, (7)
"The property was great and the house was huge even for all 12 of us "
United States
Ryan L.
$641 nightly
The price is $659
Nov 23 - Nov 24
Total with taxes and fees
CT Gate House Goshen CT, Gate House Goshen CT

Apartment in Litchfield

10.0 out of 10, Exceptional, (8)
"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.
$375 nightly
The price is $375
Nov 23 - Nov 24
Total with taxes and fees
The Jefferson Guest House, Spacious, Special Views

Apartment in Torrington

$237 nightly
The price is $288
Dec 1 - Dec 2
Total with taxes and fees
Cozy Cabin Style Apt Private 1st Flr 1 Bdrm

Vacation Home in New Fairfield

10.0 out of 10, Exceptional, (14)
"The house worked very well for our family holiday. Very clean, had everything we needed "
United States
Audrey P.
$462 nightly
The price is $523
Nov 24 - Nov 25
Total with taxes and fees
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake

Apartment in Millbrook

10.0 out of 10, Exceptional, (1)
"Tanya goes above and beyond for her guests. Thanks so much for the stay!"
United States
Lindsay S.
$434 nightly
The price is $491
Nov 23 - Nov 24
Total with taxes and fees
Charming 3-bedroom apartment on 2nd floor in Millbrook NY, right in the village

Apartment in Brewster

10.0 out of 10, Exceptional, (6)
"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.
$290 nightly
The price is $314
Nov 23 - Nov 24
Total with taxes and fees
The Hideaway

Vacation Home in Holmes

2.0 star property
9.6 out of 10, Exceptional, (4)
"Great house! We had a fantastic weekend!! Thank you so much "
United States
pamela w.
$491 nightly
The price is $555
Dec 15 - Dec 16
Total with taxes and fees
"Country outside the city " 3 bedrooms 2 full bathrooms

Vacation Home in Poughkeepsie

9.8 out of 10, Exceptional, (23)
"Amazing property and super helpful hosts. Can’t recommend enough! "
United States
Lou D.
$601 nightly
The price is $697
Nov 25 - Nov 26
Total with taxes and fees
Spacious New Luxurious holiday house in lovely Hudson Valley

Vacation Home in New Fairfield

2.0 star property
9.6 out of 10, Exceptional, (5)
"Great spot "
United States
Mike P.
$686 nightly
The price is $776
Nov 30 - Dec 1
Total with taxes and fees
Awesome Lake Home with tons of fun!

Vacation Home in Carmel Hamlet

10.0 out of 10, Exceptional, (17)
"We had a great stay and had everything we needed!"
United States
Maueen Q.
$902 nightly
The price is $978
Nov 24 - Nov 25
Total with taxes and fees
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.

Cottage in Oakville

3.0 star property
$426 nightly
The price is $489
Nov 23 - Nov 24
Total with taxes and fees
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
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 South Kent Hotel Reviews

Find out more about South Kent

Everything you need to know about South Kent vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the South Kent vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 South Kent vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

South Kent vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $129 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on South Kent rentals

At Expedia, we put the best South Kent vacation 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 South 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 South Kent vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around South 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

Can I find a vacation rental in South Kent?

Yes, there are vacation rentals close to well known attractions in South Kent, or you can select a more remote option if you'd like a relaxing place to stay.

What's the top vacation rental that South Kent has to offer?

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed: Visitors like this South Kent vacation home rental. It offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable 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. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals will I find in South Kent?

Expedia has 10 vacation rentals for your stay in South Kent.

What can I see and do in South Kent?

While exploring the area, visit family-friendly sights like White Memorial Conservation Center, or get outside and enjoy nature at Housatonic River. In the larger area, you’ll find Bull's Bridge and Lake Waramaug State Park.

What are vacation rentals like in South Kent?

Vacation rentals are privately owned properties you can stay in for a few days or a quick weekend in South Kent. Vacation rentals feature extras like kitchens and laundry facilities so you'll have everything you need. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for a family getaway.