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Kent vacation rentals

We found 244 vacation rentals — enter your dates for availability

your current months are May, 2024 and June, 2024.
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Discover a selection of 12 homes and other vacation rentals in Kent that are perfect for your trip. Whether you're traveling with your kids or with friends, vacation rentals have the best amenities for spending time at your vacation home, which might include WiFi and a washer and dryer. No matter what you're looking for, you're sure to find a rental to meet everyone's needs, including accessible or non-smoking choices.

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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.

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.

Exploring the natural landscape of Kent

Whether you're an active traveler or just want to spend some time taking in the scenery, Kent is a great spot to appreciate mother nature. Here are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city center:

  • Kent Falls State Park (4.7 mi / 7.6 km)
  • Lake Waramaug State Park (4.9 mi / 7.9 km)
  • Lake Waramaug (6.3 mi / 10.1 km)
  • Steep Rock Preserve (10.6 mi / 17 km)
  • Mohawk Mountain State Park (11 mi / 17.7 km)
  • Mohawk Mountain State Forest (11.6 mi / 18.7 km)

Traveling to and around Kent

Fly into Stewart Intl. Airport (SWF), the closest airport, located 35.1 mi (56.5 km) from the city center. If you can't find a flight that works for your travel itinerary, you could book a flight to Danbury, CT (DXR-Danbury Municipal), which is 24.3 mi (39.2 km) away.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Kent?

The most popular types of vacation rentals in Kent are houses. Want something different? Vrbo has many options to match our guests' requirements, so you'll see properties in lots of sizes and shapes. The perfect fit is ready and waiting for you — get yours today.

How much does it cost to rent a vacation rental in Kent?

The average price for a vacation home in Kent depends on several factors, such as length of stay, property type and season. Whether you're looking for a sprawling villa with a pool or a cozy cabin for you and your other half, just enter your travel dates to view stays with amazing value.

How much does it cost to rent a beach house in Kent?

When you travel and the style and size of the property will influence the cost of your beachside vacation rental. Click on your Kent travel dates to see all your options on Vrbo. Did someone just say "hot tub"? Use the filters to select the amenities and features you want.

Are there pet-friendly vacation rentals in Kent?

Pack a squeezy toy and a bone for your canine companion because Kent has 11 vacation rentals that throw out the welcome mat to doggie guests. Let your furriest pal get in on the family fun at one of our pet-friendly vacation rentals on Vrbo. Simply enter your travel dates and destination, then check our "Pets allowed" filter box.

Can I rent a house with a pool in Kent?

Grab your swimwear and goggles, because there are six houses with a private pool in Kent. Book one of these superb vacation homes and enjoy a pool day every day. Simply enter your dates into Vrbo, then use the "pool" filter to find the ideal place for a splashing good time!

What are popular rental amenities in Kent?

A nearby waterfront, a barbecue grill and nearby museums are rated the most popular rental amenities in Kent. Whether you plan to go solo, with your significant other or a group of best friends, Vrbo will help you find a vacation rental that fits your tastes with all the conveniences you're looking for.

Are there large group vacation rentals in Kent?

Yes, you can pick from one of seven vacation rentals in Kent that can host five or more people. From family reunions to events like birthday parties, these stays have enough space to chill out with the people that matter the most.

Are there vacation rentals in Kent that welcome kids?

Kent has 11 family-friendly vacation homes to choose from. And tracking down a stay that welcomes kiddos is a cinch with Vrbo's "Properties good for families" filter. Besides having the entire place to yourselves, you'll also enjoy access to perks and amenities like extra bedrooms, private pools and yards.

What are the top attractions for families in Kent?

Keep the kids entertained at these awesome family-friendly attractions in Kent:

  • Sharon Audubon Center
  • Lake Waramaug State Park
  • Macedonia Brook State Park

Are there one-bedroom vacation rentals in Kent?

Kent has 11 one-bedroom rentals available. Often positioned in well-regarded areas thanks to their compact size, a one-bedroom vacation property is great if you're getting away with a friend or your partner. And with comforts like full kitchens and more privacy than a standard hotel, you'll be able to kick back and relax while discovering this amazing destination.

Can I find two-bedroom vacation rentals in Kent?

Gather your besties and relax in total privacy and comfort in one of the three two-bedroom vacation properties Kent has to offer.

Are there vacation rentals with WiFi in Kent?

Kent has two vacation rentals with WiFi, so you can stay connected when you're away. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming TV shows with the family to checking emails, these Vrbo homes make it a breeze to go online.

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