South Kent Vacation Rentals

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Check prices for these dates

Tonight
Nov 27 - Nov 28
Tomorrow
Nov 28 - Nov 29
This weekend
Nov 28 - Nov 30
Next weekend
Dec 5 - Dec 7

Vacation Rentals in South Kent

Dining
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit

Vacation Home in Brookfield

9.6 out of 10, Exceptional, (4)
"The host was very kind and welcoming. The home was spacious and the perfect setting for our celebration weekend. Everyone had their own space and we had multiple spaces for group activities. We enjoyed our time and appreciate the hospitality. "
United States
Valerie V.
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit
Dining
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!

Cabin in Northwest Harwinton

8.6 out of 10, Excellent, (27)
"Love the place.. very clean ..loved the neighbors.. got to catch up on well needed rest.. the neighbors on the right were wonderful than the owners came and they were also wonderful also"
United States
Andrea m.
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!
Outdoor dining
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

Vacation Home in New Fairfield

9.2 out of 10, Wonderful, (34)
"Amazing beautiful place!! Everything clean!! Definitely going to come back! "
United States
Andrew E.
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
Exterior
New One Bedroom Apartment Centrally Located in Southbury

Apartment in Southbury

9.8 out of 10, Exceptional, (19)
"Perfect sized apartment for a short stay - very convenient to my destination"
United States
S
The price is ￥14,764
￥20,104 total
includes taxes & fees
Dec 4 - Dec 5
New One Bedroom Apartment Centrally Located in Southbury
Terrace/patio
Cozy Lakefront Bungalow w firepit/dock/kayaks

Vacation Home in Plymouth

9.8 out of 10, Exceptional, (39)
"Owners were there, helpful, all in all very good"
United States
Walter B.
Cozy Lakefront Bungalow w firepit/dock/kayaks
Terrace/patio
Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC! No Pet Fees!

Cabin in Holmes

10.0 out of 10, Exceptional, (196)
"Great place to get away. Absolutely recommend it. "
United States
Demian B.
Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC! No Pet Fees!
Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.

Cabin in Carmel

3.0 star property
10.0 out of 10, Exceptional, (3)
"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.
Property grounds
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.

Vacation Home in Danbury

10.0 out of 10, Exceptional, (24)
"We enjoyed a fantastic vacation and the house had amazing views that were fabulous. Plenty of activities for children & adults and the boat rides capped off a perfect week! Sorry to see the week end. "
United States
Jack O.
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.
Property grounds
Wappinger Cottage - Scandinavian retreat on a creek

Cottage in Poughkeepsie

10.0 out of 10, Exceptional, (23)
"This was the perfect get away spot! Serene location, lovely amenities, and a gracious host."
United States
Laurie C.
Wappinger Cottage - Scandinavian retreat on a creek
Exterior
Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!

Vacation Home in New Fairfield

10.0 out of 10, Exceptional, (80)
"Beautiful fun home, great owner!"
United States
Robin B.
Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!
Outdoor dining
Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake

Apartment in New Fairfield

10.0 out of 10, Exceptional, (34)
"Beautiful apartment in a beautiful setting. "
United States
Lisa
The price is ￥38,667
￥70,246 total
includes taxes & fees
Dec 1 - Dec 2
Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake
Outdoor dining
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger

Vacation Home in New Fairfield

9.8 out of 10, Exceptional, (35)
"Beautiful home on Candlewood Lake. Plenty of room for 4 adults and 2 children. Lovely to spend time sitting on the decks or wharf - so relaxing. Hosts very responsive to any questions."
United States
Susan W.
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger
Outdoor spa tub
Awesome Lake Home with tons of fun!

Vacation Home in New Fairfield

2.0 star property
9.6 out of 10, Exceptional, (5)
"Great spot "
United States
Mike P.
The price is ￥70,304
￥121,235 total
includes taxes & fees
Dec 2 - Dec 3
Awesome Lake Home with tons of fun!
Fridge, microwave, oven, stovetop
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.

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.
The price is ￥77,989
￥144,989 total
includes taxes & fees
Dec 27 - Dec 28
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.
Outdoor dining
The Goshen Glass Chalet

Vacation Home in Goshen

9.6 out of 10, Exceptional, (41)
"The place was very nice met all of our expectations. "
United States
Marie G.
The Goshen Glass Chalet
Interior
Cozy 3-bedroom cabin in Woodbury. With Brook and mountain to enjoy.

Cabin in Woodbury

10.0 out of 10, Exceptional, (2)
"My wife and I decided at the last minute to get away this place fit this it is a closed up ski resort the owner is so nice he actually came out went over everything with us the night we arrived the stay was amazing wood stove was the best we made a pallet on floor by the wood stove was just the best Seymour was the best and did everything to make your stay the best"
United States
Edward B.
Cozy 3-bedroom cabin in Woodbury. With Brook and mountain to enjoy.
Exterior
Swiss Chalet amidst sixteen acres in Litchfield Hills surrounded by land trust

Vacation Home in Watertown

9.6 out of 10, Exceptional, (16)
"It was a great time. Loved it hear would come back again. Owner was very helpful."
United States
Nosa I.
Swiss Chalet amidst sixteen acres in Litchfield Hills surrounded by land trust
Terrace/patio
Spacious New Luxurious holiday house in lovely Hudson Valley

Vacation Home in Poughkeepsie

9.8 out of 10, Exceptional, (24)
"Amazing property and super helpful hosts. Can’t recommend enough! "
United States
Lou D.
The price is ￥59,758
￥108,947 total
includes taxes & fees
Dec 10 - Dec 11
Spacious New Luxurious holiday house in lovely Hudson Valley
Outdoor dining
Candlewood Lake Retreat; Dock, Game Room & Firepit

Vacation Home in New Milford

10.0 out of 10, Exceptional, (49)
"Everything was great! Thank you!"
United States
Ari W.
Candlewood Lake Retreat; Dock, Game Room & Firepit
Pool
Charming 1870 cape cottage in Litchfield

Vacation Home in Litchfield

10.0 out of 10, Exceptional, (65)
"Beautiful home with everything you could possibly need for a vacation. Welcoming and very kind and helpful hosts. Lovely place for a family vacation. "
United States
Susanna Z.
Charming 1870 cape cottage in Litchfield
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

Wyndham Southbury

Wyndham Southbury

10/10 Excellent
"Spotless, good service and updated place. "
Guido 1-night trip
Posted 1 day ago
Wyndham Southbury

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:

  • View our selection of featured holiday rentals in South Kent
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  • Enter your travel dates to view the best deals on holiday rentals in South Kent while they last

Look no further and take a look at our great range of rental properties in South Kent!

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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?

Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit: Visitors like this South Kent vacation home rental. It is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, an arcade game room, and a hot tub so you can immerse yourself in your vacation.

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.