South Kent Vacation Rentals

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Our top choices for South Kent vacation rentals

Cozy 3 Flr Private 1 Bdrm Apt Tree Line View

Cozy 3 Flr Private 1 Bdrm Apt Tree Line View
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 ¥13,079
¥52,079 total
includes taxes & fees
Jan 26 - Jan 27
Cozy 3 Flr Private 1 Bdrm Apt Tree Line View

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 ¥16,535
¥100,135 total
includes taxes & fees
Jan 26 - Jan 27
CT Gate House Goshen CT, Gate House Goshen CT

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 ¥18,801
¥60,558 total
includes taxes & fees
Jan 26 - Jan 27
Cozy Modern Farmhouse Private Apt - 3 Beds

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 ¥13,857
¥19,050 total
includes taxes & fees
Jan 26 - Jan 27
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.

Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (21 reviews)
"Perfect sized apartment for a short stay - very convenient to my destination"
United States
S
The price is ¥14,324
¥19,587 total
includes taxes & fees
Jan 26 - Jan 27
Cozy One Bedroom Apartment Centrally Located in Southbury

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 ¥18,801
¥60,558 total
includes taxes & fees
Jan 26 - Jan 27
Classy Private Apt - 3 Beds 2nd Flr - Near Downtown

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 ¥19,674
¥32,161 total
includes taxes & fees
Feb 2 - Feb 3
The Perch in the Purchase -- Cozy, unique, and private

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 ¥86,580
¥140,438 total
includes taxes & fees
Jan 31 - Feb 1
Whispering Estate Guest House - A Romantic Countryside Getaway

Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.

Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.
Carmel
10.0 out of 10, Exceptional, (4 reviews)
"It was great! We loved staying in this cute house. Proximity to the lake is great, and the backyard is quite beautiful."
United States
Varuna S.
Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.

Charming apartment 7 minute walk to downtown

Charming apartment 7 minute walk to downtown
Torrington
10.0 out of 10, Exceptional, (16 reviews)
"Everything about our stay was great - Corin and Jen were wonderful hosts. The place is spotless, cozy, comfy. Love that they were right next to the Green Way Trail along the river. Will absolutely stay there again! "
United States
Kate B.
The price is ¥21,954
¥40,039 total
includes taxes & fees
Feb 2 - Feb 3
Charming apartment 7 minute walk to downtown

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, (10 reviews)
"We had a great stay, very cute town and close to our destination "
United States
Danielle F.
The price is ¥30,362
¥38,809 total
includes taxes & fees
Jan 28 - Jan 29
Mid Century Modern Studio w/ Full Kitchen - Newly Built

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, (12 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 ¥25,924
¥55,093 total
includes taxes & fees
Jan 26 - Jan 27
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

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 ¥45,402
¥58,325 total
includes taxes & fees
Jan 26 - Jan 27
The Jefferson Guest House, Spacious, Special Views

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 ¥22,888
¥66,296 total
includes taxes & fees
Jan 26 - Jan 27
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!

"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 ¥31,389
¥89,759 total
includes taxes & fees
Jan 26 - Jan 27
"Country outside the city " 3 bedrooms 2 full bathrooms

Cozy & Serene Cabin with Fireplace, Ski Nearby!

Cozy & Serene Cabin with Fireplace, Ski Nearby!
Bethlehem
10.0 out of 10, Exceptional, (37 reviews)
"Very comfortable property. The host had thought of everything!"
United States
Jennifer Y.
The price is ¥28,026
¥62,202 total
includes taxes & fees
Feb 2 - Feb 3
Cozy & Serene Cabin with Fireplace, Ski Nearby!

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 ¥70,065
¥119,422 total
includes taxes & fees
Jan 30 - Jan 31
Awesome Lake Home with tons of fun!

Creek Side Cabin with Wood Fired Hot Tub and Fire Pit

Creek Side Cabin with Wood Fired Hot Tub and Fire Pit
New Milford
10.0 out of 10, Exceptional, (2 reviews)
"My husband and I stayed here to relax, rejuvenate, and celebrate his birthday. We had a wonderful time! He really enjoyed relaxing in the hot tub while listening to the sound of the creek. Our dog, Gambit, loved laying near the pellet stove to warm up on those cold nights. The hosts were/are wonderful and are very attentive and responsive! They have small touches here and there that really make the stay special (like the dog bowls and treats). We are already looking forward to our next stay...
United States
Emily M.
The price is ¥43,945
¥80,120 total
includes taxes & fees
Jan 26 - Jan 27
Creek Side Cabin with Wood Fired Hot Tub and Fire Pit

Hoppy Hill Farm House

Hoppy Hill Farm House
Dover Plains
9.6 out of 10, Exceptional, (4 reviews)
"The cabin was perfect. Had everything we needed and clear directions. "
United States
Jocelyn L.
The price is ¥15,570
¥30,120 total
includes taxes & fees
Jan 26 - Jan 27
Hoppy Hill Farm House

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

Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
New Fairfield
10.0 out of 10, Exceptional, (18 reviews)
"Great location and condition. Roome enough for everyone."
United States
Christopher H.
The price is ¥24,383
¥71,481 total
includes taxes & fees
Jan 28 - Jan 29
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
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

Search for holiday rentals in South Kent on Expedia! You can easily find your home rentals, villas, holiday apartments in South Kent using one of the methods below:

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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 The Christmas Shop, or get outside and enjoy nature at Housatonic River. In the larger area, you’ll find Bull's Bridge and Emmanuel Williamson 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.