South Kent Holiday Rentals

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Holiday Rentals in South Kent

New One Bedroom Apartment Centrally Located in Southbury

Southbury
9.8 out of 10, Exceptional, (16)
"Excellent stay !!!! Everything was perfect. Communication was phenomenal.!!!!"
United States
daniellle
The price is NZ$226
includes taxes & fees
23 Nov - 24 Nov
New One Bedroom Apartment Centrally Located in Southbury

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

Watertown
9.8 out of 10, Exceptional, (7)
"The neighborhood is charming, quiet, and safe. The room is filled with amenities and is cleanly. "
United States
Michael A.
The price is NZ$215
includes taxes & fees
17 Nov - 18 Nov
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.

Cozy 3 Flr Private 1 Bdrm Apt Tree Line View

Torrington
9.6 out of 10, Exceptional, (4)
"The check-in process was easy and all instructions were clear. Jonathan, the owner, was very responsive and easy to get a hold of if I had any questions. The place was cute, clean, and perfect for what I needed (a place to stay during my medical school rotation). As the review says, it is not ideal for taller guests as the roof slopes down in certain areas, but I found the place cozy."
United States
Nicole N.
The price is NZ$481
includes taxes & fees
17 Nov - 18 Nov
Cozy 3 Flr Private 1 Bdrm Apt Tree Line View

Charming apartment 7 minute walk to downtown

Torrington
10.0 out of 10, Exceptional, (15)
"We had an amazing stay. The property was very clean and welcoming. Personal touches made us feel at home. A great location close to walking path and downtown. Would highly recommend! "
United States
jennifer b.
The price is NZ$435
includes taxes & fees
19 Nov - 20 Nov
Charming apartment 7 minute walk to downtown

Cozy Modern Farmhouse Private 2 Bdrm Apartment

Torrington
10.0 out of 10, Exceptional, (4)
"We were happy to have a clean and comfortable place to stay while in Torrington visiting family. The hotels in town are nasty so this was a great alternative. There is a park across the street and an Office warehouse on the street behind, so it’s quiet at night which was a plus. Inside is definitely as advertised, cozy but not cramped, the furniture and decor is well appointed. We will definitely stay again."
United States
Kelly Grace G.
The price is NZ$555
includes taxes & fees
1 Dec - 2 Dec
Cozy Modern Farmhouse Private 2 Bdrm Apartment

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

3.0 star property
Oakville
The price is NZ$750
includes taxes & fees
17 Nov - 18 Nov
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!

Peaceful apartment on 3.5 acres w/ artist studio.

Brookfield
9.6 out of 10, Exceptional, (19)
"This adorable cottage attached to the main house was fabulous for my wife and I for 4 nights! It has a little kitchen, space heaters everywhere (us southerners can’t handle the New England winters like we used to!) and was very clean! We have never stayed in an attached rental before and I would say we would be open to exploring more because of our experience! "
United States
Mike M.
The price is NZ$343
includes taxes & fees
30 Nov - 1 Dec
Peaceful apartment on 3.5 acres w/ artist studio.

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

New Fairfield
10.0 out of 10, Exceptional, (34)
"Cozy 3BR apartment in a perfect location for families with young kids (4 & 1). Kevin and Kim were fantastic hosts, even lending us toys for sledding! The home was wonderful, and our 4-year-old loved the nearby beginner ski lessons—highly recommended!"
United States
Maria Eugenia P.
The price is NZ$854
includes taxes & fees
1 Dec - 2 Dec
Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake

CT Gate House Goshen CT, Gate House Goshen CT

2.5 star property
Goshen
9.8 out of 10, Exceptional, (7)
"Wonderful stay. It really is a gate house. The property is beautiful and the house is spacious. If I was eloquent,I could go on and on... "
United States
Wilford
The price is NZ$1,475
includes taxes & fees
17 Nov - 18 Nov
CT Gate House Goshen CT, Gate House Goshen CT

Mid Century Modern Studio w/ Full Kitchen - Newly Built

Kent
9.8 out of 10, Exceptional, (8)
"The studio is so fun with great amenities and a gorgeous view. "
United States
Kimberly
The price is NZ$506
includes taxes & fees
17 Nov - 18 Nov
Mid Century Modern Studio w/ Full Kitchen - Newly Built

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

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.
The price is NZ$625
includes taxes & fees
17 Nov - 18 Nov
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Charming 3-bedroom apartment on 2nd floor in Millbrook NY, right in the village

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.
The price is NZ$864
includes taxes & fees
17 Nov - 18 Nov
Charming 3-bedroom apartment on 2nd floor in Millbrook NY, right in the village

Spacious New Luxurious holiday house in lovely Hudson Valley

Poughkeepsie
9.8 out of 10, Exceptional, (22)
"Huge, spacious and beautiful house with large and comfortable rooms and each one with its own bathroom, essential for privacy in large groups, large kitchen to enjoy with family and friends, children and adults enjoyed the ping pong table and other amenities, also the grill, excellent location close to markets, restaurants and boutiques, what we could recommend is to make sure that the internet always works.We are pleased to stay here, Thank you !!!!"
United States
RAFAEL U.
The price is NZ$1,215
includes taxes & fees
19 Nov - 20 Nov
Spacious New Luxurious holiday house in lovely Hudson Valley

Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake

New Fairfield
10.0 out of 10, Exceptional, (14)
"Was a great find. Updated, spacious and clean."
United States
Paul B.
The price is NZ$952
includes taxes & fees
21 Nov - 22 Nov
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake

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

Carmel Hamlet
10.0 out of 10, Exceptional, (17)
"We had a great stay and had everything we needed!"
United States
Maueen Q.
The price is NZ$1,721
includes taxes & fees
18 Nov - 19 Nov
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.

Awesome Lake Home with tons of fun!

2.0 star property
New Fairfield
9.6 out of 10, Exceptional, (4)
"Overall it was a wonderful location and thr layout in the home was fantastic. The home is definitely lived in and there were personal food items and personal item in the kitchen, bedrooms and bathrooms."
United States
Hannah A.
The price is NZ$1,338
includes taxes & fees
20 Nov - 21 Nov
Awesome Lake Home with tons of fun!

The Hideaway

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.
The price is NZ$557
includes taxes & fees
17 Nov - 18 Nov
The Hideaway

Candlewood Lake Retreat; Dock, Game Room & Firepit

New Milford
10.0 out of 10, Exceptional, (48)
"Everything was great! Thank you!"
United States
Ari W.
The price is NZ$2,393
includes taxes & fees
17 Nov - 18 Nov
Candlewood Lake Retreat; Dock, Game Room & Firepit

"Country outside the city " 3 bedrooms 2 full bathrooms

2.0 star property
Holmes
9.6 out of 10, Exceptional, (4)
"Great house! We had a fantastic weekend!! Thank you so much "
United States
pamela w.
The price is NZ$997
includes taxes & fees
18 Nov - 19 Nov
"Country outside the city " 3 bedrooms 2 full bathrooms

Litchfield Retreat, Wineries, Foliage & Skiing

2.0 star property
Torrington
The price is NZ$641
includes taxes & fees
30 Nov - 1 Dec
Litchfield Retreat, Wineries, Foliage & Skiing
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 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 South 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 South Kent holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

South Kent holiday 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 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 South 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 South Kent holiday rentals we have selected for you start as low as NZ$226 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on South Kent rentals

At Expedia, we put the best South 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 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 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 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 holiday rental in South Kent?

Yes, there are holiday rentals close to the most popular sights in South Kent, or you can select a more secluded option if you're looking for a relaxing stay.

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

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed: This holiday home rental outside of South Kent offers a fireplace, a patio and a BBQ 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 that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals will I find in South Kent?

Expedia has 10 holiday 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 wider area, you’ll find Bull's Bridge and Lake Waramaug State Park.

What are holiday rentals like in South Kent?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in South Kent. Holiday rentals feature amenities like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from public hotel lifts and busy front 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 great choice for families.