Photo by Marissa Mancini

Kent Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Tonight
Dec 1 - Dec 2
Tomorrow
Dec 2 - Dec 3
This weekend
Dec 5 - Dec 7
Next weekend
Dec 12 - Dec 14

Vacation Rentals in 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
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
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
Property grounds
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.

Vacation Home in Danbury

10.0 out of 10, Exceptional, (24)
"Gorgeous views and comfortable stay!"
United States
Sam C.
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.
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!
Property grounds
Reset and Relax in Luxury Cottage

Cottage in Rhinebeck

10.0 out of 10, Exceptional, (45)
"We love everything about this place! This is the second time we’ve stayed here and will definitely stay again next time we are in the area."
United States
Brandt V.
Reset and Relax in Luxury Cottage
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
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.
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
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger

Vacation Home in New Fairfield

9.8 out of 10, Exceptional, (35)
"Perfect location, well equipped from decks and dock, kayaks and fire pit. Beautiful well kept landscape. Nice open floor plan for family gatherings."
United States
Brian 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
9.8 out of 10, Exceptional, (6)
"Great spot "
United States
Mike P.
$677 nightly
The price is $767
Dec 6 - Dec 7
Total with taxes and fees
Awesome Lake Home with tons of fun!
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, (197)
"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!
Exterior
Prana Residence Spa with Indoor Pool, Sauna, Jacuzzi & Solarium - near Kent

Vacation Home in Cornwall

9.6 out of 10, Exceptional, (53)
"Great house and great stay!"
United States
Timothy P.
Prana Residence Spa with Indoor Pool, Sauna, Jacuzzi & Solarium - near Kent
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
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.
$601 nightly
The price is $697
Dec 10 - Dec 11
Total with taxes and fees
Spacious New Luxurious holiday house in lovely Hudson Valley
Pool
Charming 1870 cape cottage in Litchfield

Vacation Home in Litchfield

10.0 out of 10, Exceptional, (66)
"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
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
$115 nightly
The price is $129
Dec 4 - Dec 5
Total with taxes and fees
New One Bedroom Apartment Centrally Located in Southbury
Interior
Lakefront Fall Foliage in New England Just 2 Hours From NYC

Vacation Home in Sharon

10.0 out of 10, Exceptional, (87)
"Great hosts and very charming cottage. All the amenities you could want. Beautiful kayaking and birdwatching. "
United States
Paula S.
Lakefront Fall Foliage in New England Just 2 Hours From NYC
Smart TV, fireplace
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

Vacation Home in Hopewell Junction

8.8 out of 10, Excellent, (46)
"The house is clean and nice. Location is really good, quiet and not to far from the city."
United States
Cecilia G.
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
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.
View all properties

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Kent Hotel Reviews

Wyndham Southbury

Wyndham Southbury

10/10 Excellent
"Spotless, good service and updated place. "
Guido 1-night trip
Posted 5 days ago
Wyndham Southbury

Find out more about Kent

Everything you need to know about 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 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 Kent vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Kent vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in 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 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 Kent rentals

At Expedia, we put the best 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 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 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 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.

Explore a world of travel with Expedia

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?

Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit: Visitors like this 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 are there in Kent?

Expedia has 9 vacation rentals for your stay in Kent.

What’s there to see and do in Kent?

Cultural attractions include Morrison Gallery and Sloane-Stanley Museum, 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 Bull's Bridge and Lake Waramaug.

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.