Kent, CT, USA

Kent, CT, USA

We found 255 vacation rentals — enter your dates for availability


Find the best place to stay — Kent

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.

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.

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.

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.

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.