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Best Vacation rentals and Airbnb offers in Kent, CT
9.6 139 reviews
Kent, CT
08/01 – 08/03
$231/nighttotal: $462 (2 )
Country Guest Cottage/barn
1 2
farm , Kent
This farm is located in the Litchfield Hills, three miles from Lake Waramaug and close to several charming towns. The farm has received excellent ratings for its location, cleanliness, and overall experience. The guest cottage/barn features one bedroom, one bathroom, and can accommodate up to four guests. Enjoy a fully equipped kitchen, a cozy garden, and a peaceful rural setting perfect for relaxing and exploring the nearby hiking trails, lakes, and charming towns.
9.8 6 reviews
Kent, CT
08/01 – 08/02
$279/nightfor 1 night
Hoppy Hill Farm House
1 2
apartment , Dover Plains
This one-bedroom apartment rental in Dover Plains, New York, is situated near the towns of Kent, Millbrook, Amenia, and Wassaic, providing easy access to the Appalachian Trail and attractions like the Harlem Valley Golf Club and Thunder Ridge Ski Resort. The 1-bedroom unit, located in a 200-year-old farmhouse, features a queen bed, queen-size pull-out sofa, full kitchen, private entrance, and shared access to a large porch and 4-acre yard; it comfortably sleeps three guests and includes amenities such as Wi-Fi, air conditioning, and parking.
9.9 65 reviews
Kent, CT
08/01 – 08/03
$270/nighttotal: $540 (2 )
Charming Home In Kent
2 2
apartment , Kent
This Kent, Connecticut home, situated on a tree-filled knoll 15 minutes from Mohawk Mountain ski area and Lake Waramaug, offers a secluded yet accessible hilltop location with ample natural light. This two-bedroom, one-bathroom house sleeps four, features a recently renovated kitchen with modern appliances including a Thor propane range and dishwasher, a living room with piano and 55" smart TV, and a one-acre property with potential wildlife sightings; high-speed internet is available.
9.4 7 reviews
Kent, CT
08/01 – 08/03
$223/nighttotal: $446 (2 )
Hoppy Hill Farm House
1 2
house , Dover Plains
Hoppy Hill Farm House, a one-bedroom vacation home in Dover Plains, New York, is conveniently located approximately 21-24 miles from attractions such as Richter Park Golf Course, Vassar College, and the Bardavon Opera House. This 500-square-foot cottage comfortably sleeps five guests and features a fully equipped kitchen, air conditioning, free Wi-Fi, private parking, and a garden with outdoor dining and barbecue facilities.
9.1 25 reviews
Kent, CT
08/01 – 08/02
$446/nightfor 1 night
Sharon Country Estate On 300 Acres
3 2
apartment , Sharon
This apartment is located on a 300-acre estate in Sharon, Connecticut, surrounded by a 2000-acre wildlife sanctuary and offering stunning views of rolling hills. The property has received excellent user ratings for its location, cleanliness, and overall experience. This four-bedroom, three-bathroom home can comfortably accommodate six guests. It features a spacious kitchen with panoramic views, two fireplaces, and easy access to hiking trails and birdwatching opportunities in the surrounding wildlife sanctuary.
9.8 58 reviews
Kent, CT
08/01 – 08/03
$487/nighttotal: $974 (2 )
Beautiful Barn W/ Pond Views. Pool/hot Tub/sauna
3 2
apartment , Kent
This silo-barn house rental in Kent offers a secluded 25-acre estate with a private pond, located less than 10 minutes from Kent town and approximately 20 minutes from the Harlem-Valley Wingdale train station, 82 miles north of NYC. Guests can enjoy exclusive use of the entire silo-barn house, featuring 3 bedrooms, 2 bathrooms, a gourmet kitchen with a stove fireplace, two decks with a BBQ, a sauna, air conditioning, a swimming pool, jacuzzi, garden, and parking, with an optional separate 1-bedroom pond cottage available for additional guests.
9.1 20 reviews
Kent, CT
08/01 – 08/02
$446/nightfor 1 night
Custom Built Home On A Country Lane In Sharon
4 2
apartment , Sharon
This apartment is located in Sharon, Connecticut, just yards from State Route 4, offering easy access to the town's attractions and amenities while being nestled on a 300-acre estate surrounded by a 2000-acre wildlife sanctuary. The property boasts excellent user, location, and cleanliness ratings, making it a comfortable and enjoyable stay. The apartment has four bedrooms and two bathrooms, accommodating up to eight guests. It features a fully equipped kitchen with a fridge, microwave, and dishwasher, as well as air conditioning, parking, and internet access. Guests can enjoy the peace and tranquility of the surrounding nature, with hiking trails, birdwatching opportunities, and access to the wildlife sanctuary.
9.8 31 reviews
Kent, CT
08/01 – 08/03
$485/nighttotal: $970 (2 )
The Perfect Getaway Cabin
3 2
cabin , Washington
This cabin offers a secluded retreat in the Washington wilderness, just a short drive from Mount Rainier National Park. With excellent user, location, and cleanliness ratings, it provides a peaceful and comfortable stay for up to 6 guests. The cabin features 3 bedrooms, 1 bathroom, a fully equipped kitchen, and a wrap-around deck with outdoor seating and dining areas. Guests can enjoy access to a private pond, fire pit, yoga mats, and scenic views of the surrounding wilderness.
Kent, CT
08/01 – 08/03
$362/nighttotal: $724 (2 )
Kent Village Apartment
1 2
apartment , Kent
This newly renovated second-floor apartment in Kent, Connecticut, is located within walking distance of local dining and retail, and a short drive from Kent School, the Appalachian Trail, and Kent Falls State Park. This two-bedroom flat accommodates up to four guests and features a full kitchen with a fridge, freezer, microwave, and dishwasher, plus air conditioning and internet.
10 216 reviews
Kent, CT
08/01 – 08/03
$337/nighttotal: $674 (2 )
Private New House On 10 Acres Of Pristine Nature
3 2
apartment , Warren
This charming home in Warren is surrounded by nature and a picturesque pond, within walking distance to restaurants, galleries, and shops. With excellent ratings for location, cleanliness, and user experience, this accommodation is highly recommended for travelers seeking a comfortable and convenient stay. The home features 3 bedrooms, 2 bathrooms, and a guest capacity of 6. The fully equipped kitchen, inviting living spaces, and laundry room provide added convenience. Guests can enjoy the secluded location with sprawling front and back yards, a fitness center, and a dedicated workout area on the third floor.
Kent, CT
08/01 – 08/02
$522/nightfor 1 night
Hollow Farmhouse
1 2
apartment , Dover Plains
This pet-friendly apartment in Dover Plains offers a tranquil bucolic view and is located less than 2 hours from New York City, serving as an excellent base for exploring the scenic Hudson Valley region. This accommodation features 2 bathrooms, can host up to 6 guests, and includes a kitchen, air conditioning, internet, a fitness center, a flower garden with a sandbox and water table, and a pergola with a fire pit for s'mores.
9.8 9 reviews
Kent, CT
08/01 – 08/03
$408/nighttotal: $816 (2 )
Quiet Historic Retreat
4 2
apartment , New Milford
This 4-bedroom, 2-bathroom apartment in Gaylordsville, near New Milford, offers a quiet hillside setting with audible Housatonic River sounds, located 30 miles from Mohawk Mountain and Thunder Ridge Ski Mountains, and within walking distance of restaurants like the Old Oak Tavern. This accommodation features a large kitchen with an island, a dining table for six, a soaking tub, and four sleeping spaces, including two queen bedrooms and a daybed in a converted office, with internet and air conditioning provided for up to six guests.
Choose the Right Family-Friendly Vacation Rentals in Kent, CT
These family-friendly vacation rentals in Kent, CT offer spacious layouts and easy access to top city attractions.
9.0 6 reviews
Kent, CT
08/01 – 08/03
$400/nighttotal: $800 (2 )
Bright And Spacious 3-bedroom House.
1 2
apartment , Kent
This comfortable 3-bedroom house is located in a rural setting in Kent, just a short drive from charming villages and historic landmarks. It has received very good ratings for cleanliness and user experience, and an excellent rating for its location. The home features a spacious layout, perfect for accommodating up to 6 guests. Enjoy amenities like a fully equipped kitchen, a comfortable living room with a fireplace, a large deck with a grill and fire pit, and a private garden.
10 5 reviews
Kent, CT
08/01 – 08/03
$197/nighttotal: $394 (2 )
Cozy Country Cabin
1 2
apartment , Cornwall
This 1-bedroom, 1-bathroom apartment in Cornwall offers internet, a kitchen, and parking for up to 2 guests, located in the Housatonic River Valley a short drive from Kent Falls and 15 miles from the 10 Mile train station. Enjoy outdoor activities like hiking and fishing, relax in the jacuzzi tub or with the massage chair, and utilize the deck with BBQ facilities, with fine dining options nearby.
9.9 165 reviews
Kent, CT
08/01 – 08/03
$406/nighttotal: $812 (2 )
Litchfield County Getaway
3 2
apartment , Warren
This family-friendly vacation home is located in a peaceful rural setting near Warren, Connecticut, just 6 miles from Above All State Park, Lake Waramaug State Park, and the Housatonic River, perfect for nature lovers. The house consistently receives excellent ratings for location, cleanliness, and overall experience. The 1860-square-foot house has three bedrooms and two bathrooms, comfortably accommodating up to six guests. Amenities include a well-equipped kitchen, a spacious garden, a relaxing spa, and a private terrace, making it ideal for families and groups seeking a comfortable and enjoyable stay.
Best Kent, CT vacation rentals with parking
10 6 reviews
Kent, CT
08/01 – 08/03
$637/nighttotal: $1274 (2 )
Peaceful Cabin With Sauna, Hot Tub & Cold Plunge
2 2
cabin , Cornwall
The Little Bell Cabin, a Cornwall, Connecticut getaway, sits in the Berkshire Mountains foothills near Mohawk Mountain and Hopkins Winery, offering easy access to outdoor recreation. This 650-square-foot cottage features two queen bedrooms, one bathroom, sleeps four, and includes a fully equipped kitchen, propane fireplace, hot tub, and Weber grill for a relaxing retreat.
10 7 reviews
Kent, CT
08/01 – 08/03
$1896/nighttotal: $3792 (2 )
Fabulous Year Round Waterfront Retreat On Lake Waramaug
3 2
apartment , Washington
This charming vacation rental is located in New Preston, a short walk from the Pinnacle Trail and a half-mile from the village center, offering a peaceful and scenic retreat near Lake Waramaug. The apartment has received excellent user ratings, making it a popular choice for travelers seeking a comfortable and relaxing stay. The 2270-square-foot apartment has three bedrooms, three bathrooms, and can accommodate up to eight guests. The apartment features a fully equipped kitchen with a fridge, microwave, and dishwasher, along with air conditioning, a Jacuzzi, a terrace, a garden, a spa, and parking.
9.9 81 reviews
Kent, CT
08/01 – 08/02
$945/nightfor 1 night
Hillside Grove
1 2
apartment , Dover Plains
This Dover Plains country house rental boasts four bedrooms, two bathrooms, and sleeps eight, offering easy access to local hiking trails and wineries; precise distances to specific landmarks require further inquiry. The 4-bedroom house features a fully equipped kitchen, expansive patio with a Blackstone grill and hot tub, a cozy deck with a fire pit, a sunroom, a lower level game room with a queen bed, and 1 gigabit internet access; lawn games and a variety of indoor games and books are also available for guest enjoyment.
Frequently Asked Questions about vacation rentals in Kent, CT
What sports or outdoor activites can visitors enjoy in and around Kent, CT?
Kent is a great place for outdoor enthusiasts. You can go hiking, biking, fishing, and kayaking in the area. There are also several golf courses nearby. In the winter, cross-country skiing and snowshoeing are popular activities.
What are the best Airbnb and vacation rentals in Kent, CT?
What other towns or cities can be easily accessed from Kent, CT?
Kent is conveniently located near several other towns and cities. You can easily drive to Litchfield, New Milford, and Danbury. If you're looking for a bigger city, Hartford is about an hour away.
What amenities are commonly available in vacation rentals in Kent, CT?
Vacation rentals in Kent usually come with amenities like kitchens, laundry facilities, and outdoor spaces like decks or patios. Many also offer fireplaces and hot tubs. You can find rentals with different levels of luxury, depending on your budget.
What are the best vacation rentals with a pool in Kent, CT?
What time of year is best to rent a vacation rental Kent, CT?
The best time to visit Kent depends on your interests. Spring and fall offer mild weather and beautiful foliage. Summer is great for outdoor activities, and winter is ideal for enjoying the snow.
What are the best rentals for families and kids in Kent, CT?
The local cuisine in Kent is a mix of New England classics and modern American fare. You'll find plenty of seafood restaurants, as well as farm-to-table options. Be sure to try some of the local apple cider donuts - they're a must-try!
What are the best rentals or Airbnbs with a jacuzzi in Kent, CT?
Guest-Favorite Vacation Rentals with a Terrace in Kent, CT
Elevate your stay in Kent, CT with a vacation rental featuring a private balcony and stunning city skyline views.
10 7 reviews
Kent, CT
08/01 – 08/03
$1896/nighttotal: $3792 (2 )
Fabulous Year Round Waterfront Retreat On Lake Waramaug
3 2
apartment , Washington
This charming vacation rental is located in New Preston, a short walk from the Pinnacle Trail and a half-mile from the village center, offering a peaceful and scenic retreat near Lake Waramaug. The apartment has received excellent user ratings, making it a popular choice for travelers seeking a comfortable and relaxing stay. The 2270-square-foot apartment has three bedrooms, three bathrooms, and can accommodate up to eight guests. The apartment features a fully equipped kitchen with a fridge, microwave, and dishwasher, along with air conditioning, a Jacuzzi, a terrace, a garden, a spa, and parking.
9.8 6 reviews
Kent, CT
08/01 – 08/02
$279/nightfor 1 night
Hoppy Hill Farm House
1 2
apartment , Dover Plains
This one-bedroom apartment rental in Dover Plains, New York, is situated near the towns of Kent, Millbrook, Amenia, and Wassaic, providing easy access to the Appalachian Trail and attractions like the Harlem Valley Golf Club and Thunder Ridge Ski Resort. The 1-bedroom unit, located in a 200-year-old farmhouse, features a queen bed, queen-size pull-out sofa, full kitchen, private entrance, and shared access to a large porch and 4-acre yard; it comfortably sleeps three guests and includes amenities such as Wi-Fi, air conditioning, and parking.
9.8 9 reviews
Kent, CT
08/01 – 08/03
$408/nighttotal: $816 (2 )
Quiet Historic Retreat
4 2
apartment , New Milford
This 4-bedroom, 2-bathroom apartment in Gaylordsville, near New Milford, offers a quiet hillside setting with audible Housatonic River sounds, located 30 miles from Mohawk Mountain and Thunder Ridge Ski Mountains, and within walking distance of restaurants like the Old Oak Tavern. This accommodation features a large kitchen with an island, a dining table for six, a soaking tub, and four sleeping spaces, including two queen bedrooms and a daybed in a converted office, with internet and air conditioning provided for up to six guests.
Neighborhoods and points of interest in Kent, CT
Top-Rated Pet-Friendly Vacation Rentals in Kent, CT
Travel with ease to Kent, CT with pet-friendly rentals located near local dog parks and scenic city walks.
10 17 reviews
Kent, CT
08/01 – 08/02
$411/nightfor 1 night
Appalachian Getaway
2 2
apartment , Sherman
This barn apartment is located in the hills of Western Connecticut, near Sherman, with easy access to the Appalachian Loop and River Oaks Golf Club. The surrounding area offers a peaceful escape from city life and is close to scenic hiking trails and natural beauty. This two-bedroom loft can accommodate up to four guests. The apartment comes with a kitchen, air conditioning, parking, internet, and access to a private beach.
9.8 147 reviews
Kent, CT
08/01 – 08/03
$856/nighttotal: $1712 (2 )
Kent Village Home 2 Hrs From Nyc
4 2
apartment , Kent
This completely renovated Dutch Colonial house in Kent, Connecticut, is centrally located within walking distance of Main Street's restaurants, shops, and the Appalachian Trail, and a short drive from Mohawk Mountain Ski Area and Kent Falls. This four-bedroom, two-and-a-half-bathroom home sleeps seven guests and features a private courtyard deck, in-unit amenities including a dishwasher and air conditioning, and access to the entire house (excluding the attic) plus parking.