Discover a selection of 144 vacation rentals in Kent, CT that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $176 per night, and houses and cabins are popular options for a stay in Kent. Either way, you'll find a rental for everyone's needs.
Destination guide

A New England escape in Kent

Choose a Kent vacation rental for a quintessential New England vacation just 90 miles north from New York City and 50 miles from the Connecticut coastline. Kent vacation rentals range from contemporary clapboard homes with secluded lakefront locations to sprawling refurbished farmhouses in idyllic woodland settings. Get away from it all and enjoy the lakes and mountains in this secret corner of Connecticut. In summer, local lakes and rivers are idyllic fishing and birdwatching locations, while numerous hiking and biking trails offer tantalizing views of local lakes and mountains. Then, in winter, the snowy trails are popular for sledding, snowshoeing and Nordic skiing.

Things to do

Explore Hudson Valley attractions from Kent

Kent is home to one of the few remaining covered bridges in Connecticut, Bulls Bridge. It also boasts an interesting local museum dedicated to antique machinery, which features old narrow-gauge railway exhibits, mining equipment, including local rocks and minerals, and steam-powered engines. It's possible to explore the many historic sites along the Hudson Valley from your Kent vacation rental, including West Point, the Hudson Highlands and Poughkeepsie. If you venture over the state line to explore, don't miss sampling the delights of the tasting rooms and vineyards of the Hudson Valley Wine Trails.


Outdoorsy escapades in Kent

Kent Falls State Park is local gem, with gushing waterfalls among woodland. Anglers can fish for trout in its waters, while nearby Macedonia Brook State Park has miles of forested mountain trails which offer wonderful views over the Catskills. The Kent boundary pushes right up to the New York state line where a section of the Appalachian Trail can be discovered. Outdoorsy adventurers will also relish the 95-acre Lake Waramaug State Park, which has hiking trails, a small beach and a lakeside picnic area. On warm sunny days, the sparkling lake becomes a haven for canoeists, kayakers and anglers.


Kent's seasonal delights

With summer high temperatures pushing into the 80s and freezing winter months, you're treated to the full force of all 4 seasons in Kent. Spring is wonderful, with the lakeside trails awakening to the sounds of birdsong and springtime wildflowers beginning to bloom. In summer, the town hosts an annual community art event with the stores, galleries and restaurants on Main Street all offering special events. Fall is a spectacular time to visit as the forested hillsides are gilded in their autumnal finery. The annual Kent Pumpkin Run is one of the oldest races in Connecticut, bringing visitors to town to cheer on the runners while admiring the colorful fall foliage.

Natural features

State Parks local to Kent

Wyantenock State Forest is one of Connecticut's lesser known state parks, so its 4,000 acres around Kent and the neighboring towns of Warren and Cornwall are a haven for wildlife. However, it is possible to traverse some sections of the park on the Mohawk Trail. To the south, Paugussett State Forest is another heavenly swathe of nature. Its miles of hiking trails meander beside a river, through wooded hillsides, past noisy waterfalls and along the banks of the sparkling Lake Zoar. This is popular for boating, kayaking and fishing – bass, perch and catfish can be caught in spring and fall – and has a number of scenic picnic spots along its banks.

How to get there

Transportation to and around Kent

Fly into Danbury, CT (DXR-Danbury Municipal), the closest airport, located 24.3 mi (39.2 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to Oxford, CT (OXC-Waterbury - Oxford), which is 24.4 mi (39.2 km) away.

How many vacation rentals are available around Kent, CT?

Our 2021 property listings offer a large selection of 144 vacation rentals around Kent. From 129 house rentals to 24 cabin rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What are the popular point of interests near where I can stay when traveling to Kent?

Vrbo offers a large selection of vacation rentals near lovely places in Kent. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Sloane-Stanley Museum: 263 vacation rentals
  • Macedonia Brook State Park: 263 vacation rentals
  • Bull's Bridge: 251 vacation rentals
  • Morrison Gallery: 268 vacation rentals
  • Eric Sloane Museum and Kent Iron Furnace: 264 vacation rentals

But there are many other points of interest around Kent listed on Vrbo where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Kent?

Yes, of course. Vrbo has 129 Houses in Kent. Our other popular types of vacation rentals in Kent include:

  • Cabins: 24 rentals available
  • Cottages: 24 rentals available
  • Farmhouses: 3 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Bungalows and more.

Can I find a vacation rental with pool in Kent?

Yes, you can select your preferred vacation rental with pool among our 47 vacation rentals with pool available in Kent. Please use our search bar to access the selection of vacation rentals available.