This recently renovated Dutch colonial residence in Kent, Connecticut, offers a prime location within 500 meters of Main Street's shops, restaurants, and art galleries, and is also conveniently close to Kent School. This 4-bedroom property accommodates up to 7 guests, featuring 2.5 bathrooms, air conditioning, a dishwasher, and a private courtyard deck, with easy access to outdoor pursuits such as Mohawk Mountain Ski Area and Kent Falls, and a 15-minute drive to the Harlem Valley-Wingdale Metro-North station.
10 90 reviews
Kent, CT
19/10 – 23/10
$547/nighttotal: $2188 (4 )
Beautiful Cabin In Cornwall Ct.
1 2
cabin , Cornwall
This five-bedroom lodge, located in Cornwall, is just 15 minutes from the Mohawk Mountain Ski Area and 2 minutes from Kent Falls. The property features a fully equipped kitchen, a living room with a fireplace, a dining room, a finished basement with laundry facilities, and a private garden, perfect for families or groups of up to 10 guests.
10 13 reviews
Kent, CT
19/10 – 23/10
$349/nighttotal: $1396 (4 )
Mid Century Modern Studio W/ Full Kitchen - Newly Built
1 2
studio , Kent
This mid-century modern studio apartment is located one block from Kent village centre, offering easy access to restaurants, boutiques, and museums, and is minutes from Kent Falls, Lake Waramaug State Park, and Macedonia Brook State Park. The self-catering apartment, sleeping up to three guests, features a full kitchen with modern appliances, a heated bathroom floor, electric fireplace, air conditioning, Wi-Fi, and a private patio overlooking fields; a welcome basket and breakfast options are provided.
9.6 286 reviews
Kent, CT
19/10 – 23/10
$502/nighttotal: $2008 (4 )
Adventure Basecamp - Hot Tub - Mohawk Mtn
2 2
apartment , Kent
This charming cottage is located in Kent, just 2km from the Appalachian Trail, 4km from the town centre, and within easy reach of Kent Falls, Bulls Bridge, and Mohawk Mountain Ski Area. The property consistently receives excellent ratings for its location, cleanliness, and overall experience. The cottage offers two bedrooms, comfortably accommodating up to four guests. Amenities include a fully equipped kitchen, a spacious living room with a large TV, a sunny deck, outdoor lounge areas, a year-round hot tub, and a large garden perfect for children to play.
9.5 82 reviews
Kent, CT
19/10 – 23/10
$696/nighttotal: $2784 (4 )
Tranquil Country Escape With New Pool/hot Tub
1 2
apartment , Warren
This apartment is located in a tranquil setting in Warren, Connecticut, just 6 kilometres from Kent and Lake Waramaug, and 16 kilometres from Bantam. The property has consistently received excellent guest reviews for its cleanliness, location, and overall experience. The self-catering home sleeps up to 6 guests in its 3 bedrooms and 2 bathrooms. Guests can enjoy a range of amenities, including a fully equipped kitchen, a private garden with a swimming pool and hot tub, plus entertainment options such as a ping pong table, dart board, and pop-a-shot.
9.1 25 reviews
Kent, CT
01/08 – 02/08
$623/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, close to a 2000-acre natural wildlife sanctuary and a short drive from Connecticut State Highway 4. It boasts excellent user, location and cleanliness ratings. The self-catering property has four bedrooms and three bathrooms, accommodating up to six guests. It includes a kitchen, parking, internet access, two fireplaces, and stunning views of the surrounding hills.
9.1 20 reviews
Kent, CT
01/08 – 02/08
$623/nightfor 1 night
Custom Built Home On A Country Lane In Sharon
4 2
apartment , Sharon
This apartment is located on a 300-acre estate in Sharon, Connecticut, just a short distance from Connecticut State Route 4, offering a peaceful and secluded retreat surrounded by 2000 acres of protected wildlife sanctuary. It has been rated excellent for location and user experience, and very good for cleanliness. The property offers a spacious four-bedroom, two-bathroom dwelling, accommodating up to eight guests comfortably. Amenities include a fully equipped kitchen with a fridge, microwave oven, and dishwasher, air conditioning, parking, internet access, and a caretaker on-site for any assistance needed.
9.8 31 reviews
Kent, CT
01/08 – 03/08
$678/nighttotal: $1356 (2 )
The Perfect Getaway Cabin
3 2
cabin , Washington
This Washington cabin is situated on 20 acres of land, just a short distance from hiking trails and a tranquil pond. It has received excellent ratings from previous guests for its cleanliness, location, and overall experience. The comfortable retreat has three bedrooms and one bathroom, accommodating up to six guests. The cabin offers a fully equipped kitchen, a wrap-around deck with outdoor seating, a fire pit, a barbecue, and access to streaming services, board games, and books.
10 14 reviews
Kent, CT
19/10 – 23/10
$909/nighttotal: $3636 (4 )
Kent Collection | Garden Cottages | The Train Car
1 2
apartment , Kent
The Train Car B&B is situated in Kent, Connecticut, a short walk from the town centre and a scenic 10-kilometre drive from Kent Falls State Park. The property has received excellent ratings for location, cleanliness, and overall guest experience. The charming B&B is housed in a renovated 1800s baggage car, offering a unique and comfortable stay for up to four guests. The Train Car B&B provides a fully equipped kitchen, a private garden, and air conditioning for a relaxing and enjoyable stay.
9.6 258 reviews
Kent, CT
19/10 – 23/10
$251/nighttotal: $1004 (4 )
Country Home On A Hill
1 2
apartment , Washington
This two-bedroom flat in New Preston, Washington, is situated just a short distance from hiking trails, nature reserves, wineries, breweries and shops, with grocery stores and a liquor store nearby. It has consistently received excellent ratings for its location, cleanliness and overall experience. The flat can accommodate up to four guests and offers a private and spacious environment with a fully equipped kitchen, a garden, parking and access to a separate cottage. Enjoy the peaceful surroundings, explore the local wine and craft beer scene, and take advantage of the nearby Italian cheese truck for a unique culinary experience.
10 16 reviews
Kent, CT
19/10 – 23/10
$463/nighttotal: $1852 (4 )
Nature Lover’s Retreat In Nwct
1 2
apartment , Sharon
This one-bedroom apartment near Sharon, northwest Connecticut, provides easy access to Lime Rock Park and the Housatonic River, with numerous hiking trails nearby, including sections of the Appalachian Trail. The self-catering flat sleeps two, features a kitchen with a fridge, air conditioning, parking, internet access, and welcomes pets; enjoy panoramic views and explore nearby attractions such as Butternut Basin and Mohawk Mountain.
9.8 358 reviews
Kent, CT
01/08 – 02/08
$305/nightfor 1 night
Hoppy Hill Farm House
1 2
apartment , Dover Plains
This charming apartment is situated in Dover Plains, just a short drive from the picturesque towns of Kent, Millbrook, Amenia, and Wassaic, offering easy access to the area's attractions and amenities. The property has received excellent ratings for its location, cleanliness, and overall experience, making it a popular choice for travellers. The self-catering apartment features a bedroom with a queen-sized bed and a queen-sized pull-out sofa in the kitchen-living room, comfortably accommodating up to four guests. Amenities include a fully equipped kitchen with a fridge, freezer, and microwave, air conditioning, a private garden, and parking, ensuring a comfortable and enjoyable stay.
Best family friendly Kent, CT vacation rentals
Among the 36 accommodations in Kent, CT, here are the 4 best family friendly rentals
9.9 165 reviews
Kent, CT
19/10 – 23/10
$424/nighttotal: $1696 (4 )
Litchfield County Getaway
3 2
apartment , Warren
This family-friendly holiday home is located in a peaceful rural setting, just 6 kilometres from Above All State Park, Lake Waramaug State Park and the Housatonic River. The accommodation has consistently received excellent ratings for user experience, location and cleanliness. The property boasts 3 bedrooms and 2 bathrooms across 173 square metres, comfortably accommodating up to 6 guests. Enjoy the spacious living areas, modern amenities including a fully equipped kitchen, a comfortable fireplace, and a private garden with barbecue grills.
9.5 2 reviews
Kent, CT
19/10 – 23/10
$1040/nighttotal: $4160 (4 )
The Kent Collection - The Garden Cottages
1 2
house , Kent
The Garden Cottages are situated in Kent, approximately 39 kilometres from both the Flanders Nature Centre and the Abbey of Regina Laudis. This 19th-century property offers self-catering accommodation with free Wi-Fi, private parking, air conditioning, and a terrace; guests can enjoy the on-site garden, outdoor fireplace, and proximity to local attractions.
10 216 reviews
Kent, CT
01/08 – 03/08
$470/nighttotal: $940 (2 )
Private New House On 10 Acres Of Pristine Nature
3 2
apartment , Warren
This charming house is located just outside Warren, within easy reach of hiking trails, a pond, and a selection of restaurants, galleries and shops. The accommodation has consistently received excellent ratings for its location, cleanliness and overall experience. The house is spread over three floors and can accommodate up to six guests. It features a fully equipped kitchen, a spacious living area, a dedicated TV room, a private garden, a fitness centre and parking.
Kent, CT
19/10 – 23/10
$933/nighttotal: $3732 (4 )
Nyc-area Escape Game Room Firepit Chef's Kitchen Near Boarding Schools
3 2
apartment , New Milford
This New Milford holiday home is conveniently located 7 kilometres from Lake Waramaug and 11 kilometres from Lake Waramaug State Park, offering easy access to local attractions such as Hollister House Garden and the White Memorial Conservation Centre. This family-friendly apartment sleeps six guests and features three bedrooms and three bathrooms, with amenities including air conditioning, Wi-Fi, a fully equipped kitchen, a washer/dryer, and on-site parking, plus outdoor facilities like a fire pit and garden furniture.
Best Kent, CT vacation rentals with parking
10 7 reviews
Kent, CT
01/08 – 03/08
$2650/nighttotal: $5300 (2 )
Fabulous Year Round Waterfront Retreat On Lake Waramaug
3 2
apartment , Washington
This apartment is located in New Preston, Connecticut, a charming village just 100km from Washington, offering a peaceful escape from the city bustle. The property has received excellent guest reviews and is a perfect choice for those seeking a relaxing getaway. The apartment offers 211 square meters of space, with three bedrooms, three bathrooms, and a capacity for eight guests. Enjoy a range of amenities, including a fully equipped kitchen, a jacuzzi, a terrace, a garden, and a spa, as well as access to nearby hiking trails, vineyards, and local attractions.
10 6 reviews
Kent, CT
19/10 – 23/10
$875/nighttotal: $3500 (4 )
Country Retreat With Pool 10 Mn From Kent Ct
3 2
apartment , Kent
This Kent, Connecticut mountainside property is situated approximately 3km from Lake Waramaug State Park and within 10km of Hopkins Vineyard and Mount Bushnell State Park, offering easy access to outdoor activities. This three-bedroom, two-bathroom house sleeps seven guests and boasts a private outdoor pool, patio, fully equipped kitchen, free Wi-Fi, and a fireplace; nearby attractions include opportunities for swimming, boating, fishing, wine tasting, and hiking.
10 1 review
Kent, CT
19/10 – 23/10
$658/nighttotal: $2632 (4 )
Unique Geodesic Dome Escape In Nature!
3 2
apartment , Warren
This Cornwall Bridge lodge, located in Litchfield County, Connecticut, is near Candlewood Lake and Kent Falls State Park. The 212-square-metre (2280 sq ft) property sleeps six, boasting three bedrooms, two bathrooms, a fully equipped kitchen (including a dishwasher in each bedroom), a private patio with BBQ facilities, and in-unit laundry.
10 3 reviews
Kent, CT
19/10 – 23/10
$839/nighttotal: $3356 (4 )
Creek Side Cabin With Wood Fired Hot Tub And Fire Pit
1 2
cabin , New Milford
This Sherman, Connecticut lodge is situated a short drive (approximately 10km) from New Milford and offers easy access to Candlewood Lake and Squantz Pond. The 65-square-metre property sleeps four, boasting two bedrooms, one bathroom, a fully equipped kitchen, a wood-fired hot tub, and kayaks for guest use, alongside access to nearby hiking trails and the Elephant's Trunk Flea Market.
Frequently Asked Questions about vacation rentals in Kent, CT
What are some interesting places to visit in or near Kent, CT?
Kent is a charming town with plenty to see. The Kent Historical Society Museum is a great place to learn about the area's history, and the Kent Falls State Park is a beautiful spot for a walk or hike. You can also visit the nearby town of Litchfield, which has a lovely town square and a number of antique shops.
What are the best Airbnb and vacation rentals in Kent, CT?
Which walking or cycling routes are the best in Kent, CT?
The beautiful Kent Falls State Park has some great walking trails, and the surrounding area is perfect for cycling. The Sharon Valley State Park also has some lovely walking paths. You can also try the Kent Greenway Trail, which is a 10 km paved trail that runs through the town and along the Housatonic River.
What sports or outdoor activites can visitors enjoy in and around Kent, CT?
Kent is a great place for outdoor activities. You can go hiking, biking, fishing, kayaking, and swimming in the many lakes and rivers in the area. In the winter, you can go skiing, snowboarding, and snowshoeing at nearby ski resorts. There's also a popular golf course, the Bull's Bridge Golf Course, just outside of town.
What are the best vacation rentals with a pool in Kent, CT?
What other towns or cities can be easily accessed from Kent, CT?
Kent is conveniently located near a few other charming towns. You can easily drive to Litchfield, New Milford, and Danbury, all within 30 minutes. If you want to head to a bigger city, you can reach Hartford in about an hour.
What are the best rentals for families and kids in Kent, CT?
What amenities are commonly available in vacation rentals in Kent, CT?
Vacation rentals in Kent usually come with a range of amenities. Most have kitchens, bathrooms, and bedrooms, and many have outdoor spaces like patios or decks. Some rentals also have things like fireplaces, hot tubs, and swimming pools.
What are the best rentals or Airbnbs with a jacuzzi in Kent, CT?
What time of year is best to rent a vacation rental Kent, CT?
The best time to visit Kent depends on what you want to do. The summer months (June to August) are ideal for swimming, hiking, and enjoying the outdoors. Autumn is beautiful for leaf peeping, and winter offers opportunities for skiing and snowboarding. Spring is a lovely time to visit, too, with blooming flowers and mild weather.
Destinations nearby
Best Kent, CT vacation rentals with a balcony
9.5 2 reviews
Kent, CT
19/10 – 23/10
$671/nighttotal: $2684 (4 )
Creek Side Cabin With Wood Fired Hot Tub And Fire Pit
1 2
cabin , New Milford
The Creek Side Cabin is situated in New Milford, Connecticut, approximately 37 kilometres from both the Russian Railway Museum and the Flanders Nature Center. This self-catering lodge boasts a 65-square-metre floor area, featuring one bedroom, one bathroom, and a Jacuzzi, comfortably accommodating up to seven guests; enjoy its wood-fired hot tub, fire pit and private garden.
Kent, CT
19/10 – 23/10
$432/nighttotal: $1728 (4 )
Gunn Brook Mountain House
1 2
house , Cornwall
Gunn Brook Mountain House, a beachfront property in Cornwall, is situated 35km from both the Abbey of Regina Laudis and Flanders Nature Centre, and 76km from Bradley International Airport. This 186 square metre house sleeps 11, boasting three bathrooms, a fully equipped kitchen, fitness centre, private beach access, and a terrace with mountain views; nearby hiking trails and a dartboard provide additional entertainment.
9.8 6 reviews
Kent, CT
01/08 – 02/08
$391/nightfor 1 night
Hoppy Hill Farm House
1 2
apartment , Dover Plains
This Dover Plains condo, a short drive (approximately 26km) from Candlewood Lake and 13km from the Housatonic River, offers convenient access to Harlem Valley Golf Club and Thunder Ridge Ski Resort. This self-catering apartment sleeps three guests, featuring a fully equipped kitchen with microwave and fridge, a private balcony and garden, plus on-site parking and BBQ facilities.
10 3 reviews
Kent, CT
19/10 – 23/10
$648/nighttotal: $2592 (4 )
Unique Geodesic Dome Escape In Nature!
3 2
house , Warren
This Warren house, sleeping up to 11 guests, is situated in a location not specified in the provided details. The 212 square metre property boasts three bedrooms, two bathrooms, a fully equipped kitchen with dishwasher, a garden, parking, and free Wi-Fi.
Best pet friendly Kent, CT vacation rentals
Among the 36 accommodations in Kent, CT, here are the 4 best pet friendly rentals
9.8 9 reviews
Kent, CT
01/08 – 03/08
$570/nighttotal: $1140 (2 )
Quiet Historic Retreat
4 2
apartment , New Milford
This Gaylordsville flat is located near New Milford and Kent, offering convenient access to antique shops, restaurants, and outdoor pursuits along the Housatonic River, with the Old Oak Tavern just a short walk away. This four-bedroom, two-bathroom apartment accommodates six guests and features a well-equipped kitchen with a dishwasher and microwave, air conditioning, a balcony, and a large soaking tub, with nearby fishing, hiking, and ski resorts like Mohawk and Thunder Ridge within approximately 48 kilometres.
10 4 reviews
Kent, CT
19/10 – 23/10
$565/nighttotal: $2260 (4 )
Ski, Snowshoe & Fish: Dome Escape In Nature!
3 2
apartment , Warren
This Warren, Litchfield Hills, Connecticut lodge is situated on a secluded 2.5-acre property near scenic trails and wineries, offering easy access to Kent Falls State Park. The three-bedroom, two-bathroom retreat sleeps six, boasts a fully equipped kitchen with modern appliances, a dedicated workspace, outdoor amenities including a deck, gas fire pit and electric BBQ, and access to an organic vegetable garden.
9.8 398 reviews
Kent, CT
19/10 – 23/10
$588/nighttotal: $2352 (4 )
Artist Room At The Wandering Peacock
1 2
studio , Kent
The Wandering Peacock studio is a converted barn located just a few kilometres from Kent town centre, close to Bulls Bridge, the Appalachian Trail and local waterfalls, offering a peaceful escape in the heart of the countryside. It has received excellent ratings for its location, cleanliness and overall experience. This self-catering studio is decorated in an eclectic artistic style, with stained glass walls and hand-painted silk artwork. Guests can enjoy a private garden, a seasonal hot tub, a fully equipped kitchen and a shared dance studio, as well as the company of resident peacocks and chickens.
9.9 64 reviews
Kent, CT
19/10 – 23/10
$822/nighttotal: $3288 (4 )
Modern Mountaintop Log Cabin & Sauna
4 2
cabin , Kent
This charming cabin is located near Kent, a short distance from Sharon, Wassaic, Mohawk Ski Area, the Appalachian Trail, local restaurants, and art galleries. The surrounding area offers a peaceful retreat amidst stunning natural beauty, making it ideal for those seeking a tranquil escape. The cabin has consistently received excellent ratings for its location, cleanliness, and overall experience, making it a popular choice for travellers. The property features four bedrooms and three bathrooms, comfortably accommodating up to eight guests. The cabin offers a range of modern amenities including a fully equipped kitchen, air conditioning, a fireplace, a spacious living area, a recreation room, and a wrap-around porch and deck with stunning views of the surrounding landscape.