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.
10 13 reviews
Kent, CT
19/10 – 23/10
286 €/nighttotal: 1144 € (4 )
Cozy Hillside Retreat Close To Kent
1 2
apartment , Kent
The Nest guesthouse is situated in the Litchfield Hills, just a few kilometres from the restaurants, shops, and galleries of Kent town centre. The surrounding area offers a peaceful and tranquil setting, perfect for a relaxing getaway. The guesthouse has two bedrooms and one bathroom, comfortably accommodating up to four guests. The modern, open-plan living area features a gas fireplace, a well-equipped kitchen, and a private outdoor deck with stunning views, while the shared lap pool is available during the summer months.
9.0 6 reviews
Kent, CT
01/08 – 03/08
346 €/nighttotal: 692 € (2 )
Bright And Spacious 3-bedroom House.
1 2
apartment , Kent
This comfortable 3-bedroom house is located in a peaceful rural setting in Kent, just a short drive from the picturesque countryside and charming villages of the area. The property has been highly rated by previous guests, receiving excellent marks for location and cleanliness, and a very good rating overall. The house offers a spacious and comfortable layout, ideal for families or groups of up to 6 guests. Guests can enjoy a range of amenities, including a well-equipped kitchen, a garden, parking, and air conditioning, making it a perfect choice for a relaxing and enjoyable stay in Kent.
9.1 7 reviews
Kent, CT
01/08 – 03/08
170 €/nighttotal: 340 € (2 )
Cozy Country Cabin
1 2
apartment , Cornwall
This one-bedroom flat is located in the Housatonic River Valley, close to Kent Falls and 24 kilometres from the 10 Mile train station, offering outdoor activities and access to dining. Guests can enjoy a jacuzzi, massage chair, and a deck with BBQ facilities, with parking and internet provided for up to two people.
10 5 reviews
Kent, CT
19/10 – 23/10
350 €/nighttotal: 1400 € (4 )
Unique Geodesic 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.
10 17 reviews
Kent, CT
01/08 – 02/08
355 €/nightfor 1 night
Appalachian Getaway
2 2
apartment , Sherman
This two-bedroom apartment is situated in the hills of Western Connecticut, just a short drive from the Appalachian Loop and River Oaks Golf Club, offering a tranquil escape from the city. The apartment is perfect for a family or group of friends looking for a peaceful retreat. The spacious loft-style apartment has a modern layout and can comfortably accommodate up to four guests. It features a well-equipped kitchenette, air conditioning, parking, and private beach access, making it an ideal choice for a relaxing getaway.
10 7 reviews
Kent, CT
01/08 – 03/08
1640 €/nighttotal: 3280 € (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.
Kent, CT
01/08 – 03/08
313 €/nighttotal: 626 € (2 )
Kent Village Apartment
1 2
apartment , Kent
This newly renovated two-bedroom flat is located in a prime spot in Kent, Connecticut, offering easy walking access to local restaurants and shops, and is a short drive from Kent School, the Appalachian Trail, and Kent Falls State Park. This accommodation for four guests features air conditioning, Wi-Fi, and a kitchen equipped with a fridge, freezer, microwave, and dishwasher, providing a convenient base for exploring the area's hiking trails and scenic beauty.
10 120 reviews
Kent, CT
19/10 – 23/10
243 €/nighttotal: 972 € (4 )
Luxury In The Litchfield Hills
1 2
house , New Milford
This luxurious cottage, situated just outside Kent, Connecticut, is a 9-minute drive from Kent's town centre and offers easy access to Litchfield County's attractions. The 1-bedroom, 1-bathroom property sleeps 2 guests and boasts a fully equipped kitchenette, spa-like bathroom with heated floors, a dedicated office, private parking with EV charging, and a secluded 3.5-acre garden backing onto protected woodland.
9.9 74 reviews
Kent, CT
19/10 – 23/10
193 €/nighttotal: 772 € (4 )
Mcm Studio In The Meadow - Short Walk To Town
1 2
apartment , Kent
This Kent, Connecticut studio flat is situated on a picturesque lane near the Housatonic River, within walking distance of Kent's art galleries, restaurants, and shops, and offering easy access to Kent Falls and Macedonia State Park. The self-contained apartment, above a two-car garage, features a mid-century modern design with vaulted ceilings, a private patio, a fully equipped kitchen including a dishwasher and Keurig coffee machine, a queen-size bed, a sofa bed, and accommodates up to three guests.
9.8 58 reviews
Kent, CT
19/10 – 23/10
349 €/nighttotal: 1396 € (4 )
Beautiful Barn W/ Pond Views. Pool/hot Tub/sauna
3 2
apartment , Kent
This secluded 25-acre former summer camp, located just under 10 minutes from Kent and approximately 32 kilometers from the Harlem-Valley Wingdale train station, offers a private countryside escape 132 kilometers north of NYC. This exceptional 3-bedroom, 2-bathroom silo-barn house, accommodating up to 4 guests, features a gourmet kitchen with a stove and fireplace, a new sauna in a gazebo, a private pond for fishing and canoeing, and is equipped with air conditioning, Wi-Fi, a swimming pool, and Jacuzzi.
Kent, CT
01/08 – 03/08
353 €/nighttotal: 706 € (2 )
The Mountain Laurel Overlook - A Charming Home In Litchfield County, Ct
3 2
apartment , Warren
This three-bedroom, two-bathroom country house is situated on 2.5 wooded acres in Cornwall Bridge, CT, offering a secluded setting 5 to 10 kilometres from attractions such as Lake Waramaug, the CT Wine Trail, and hiking routes including the Appalachian Trail. This split-level ranch provides accommodation for six guests, featuring a workout/yoga space, a separate playroom, outdoor cooking amenities including a Big Green Egg and Weber grill, and a fire pit, all within 5 to 10 kilometres of the Sloane-Stanley Museum, Connecticut Antique Machinery, Clarke Outdoors, and White Memorial Conservation Centre.
Best family friendly Kent, CT holiday rentals
Among the 36 accommodations in Kent, CT, here are the 4 best family friendly rentals
Kent, CT
19/10 – 23/10
267 €/nighttotal: 1068 € (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.
10 216 reviews
Kent, CT
01/08 – 03/08
291 €/nighttotal: 582 € (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.
9.9 96 reviews
Kent, CT
19/10 – 23/10
913 €/nighttotal: 3652 € (4 )
Modern Barn, New Luxurious Home
4 2
apartment , Washington
This apartment is located in Washington, Connecticut, approximately 110 km from New York City and 160 km from Boston, close to the town of New Preston and within easy reach of The Mayflower Inn (11 km) and Mohawk Mountain ski resort (27 km). It has received excellent ratings for user experience, location, and cleanliness. This four-bedroom property offers a spacious and comfortable living space with a private deck for outdoor dining and relaxation. Guests can enjoy a range of amenities including a fully equipped kitchen, a den with a ping pong table, a library, and a tennis court, as well as access to hiking trails and Lake Waramaug.
9.5 82 reviews
Kent, CT
19/10 – 23/10
431 €/nighttotal: 1724 € (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.
Best Kent, CT holiday rentals with parking
9.5 2 reviews
Kent, CT
19/10 – 23/10
415 €/nighttotal: 1660 € (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.
10 1 review
Kent, CT
19/10 – 23/10
407 €/nighttotal: 1628 € (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 14 reviews
Kent, CT
19/10 – 23/10
216 €/nighttotal: 864 € (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.
10 6 reviews
Kent, CT
01/08 – 03/08
551 €/nighttotal: 1102 € (2 )
Peaceful Cabin With Sauna, Hot Tub & Cold Plunge
2 2
cabin , Cornwall
The Little Bell Cabin, a self-catering cottage near Cornwall, Connecticut, offers easy access to local wineries and breweries, as well as attractions such as Music Mountain and the Connecticut Antique Machinery Association. This 60 square metre (646 square feet) retreat sleeps four in two bedrooms and one bathroom, boasting a fully equipped kitchen, a hot tub, a wood-fired fire pit, and a spacious deck; nearby activities include e-bike rentals and access to hiking trails.
Frequently asked questions about holiday rentals in Kent, CT
What other towns or cities can be easily accessed from Kent, CT?
Kent is well-connected to other towns and cities in Connecticut. You can easily drive to New Milford, Litchfield, or Danbury, all within a 30-minute drive. You could also take a train to New York City from nearby Danbury, which takes about an hour.
What are the best Airbnb and holiday rentals in Kent, CT?
What amenities are commonly available in vacation rentals in Kent, CT?
Vacation rentals in Kent typically offer a range of amenities, including kitchens, laundry facilities, and outdoor spaces. Many also have fireplaces, hot tubs, and swimming pools. You might find some with a barbecue grill, a patio, or a garden.
What time of year is best to rent a vacation rental Kent, CT?
The best time to visit Kent depends on your preferences. Summer is lovely, with warm weather and plenty of outdoor activities. Autumn is beautiful, with vibrant foliage and cooler temperatures. Spring is a good time for hiking and fishing, while winter offers a chance to enjoy snowshoeing and skiing.
What are the best holiday rentals with a pool in Kent, CT?
Kent is known for its farm-to-table cuisine. You can find fresh, locally sourced ingredients at many of the restaurants in town. Some local favourites include New England clam chowder, lobster rolls, and apple pie. You might also enjoy a local craft beer at one of the many breweries in the area.
What are the best rentals for families and kids in Kent, CT?
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.
9.5 2 reviews
Kent, CT
19/10 – 23/10
644 €/nighttotal: 2576 € (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 3 reviews
Kent, CT
19/10 – 23/10
401 €/nighttotal: 1604 € (4 )
Ski, Snowshoe And Fish 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.
10 3 reviews
Kent, CT
19/10 – 23/10
519 €/nighttotal: 2076 € (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.
Best pet friendly Kent, CT holiday rentals
Among the 36 accommodations in Kent, CT, here are the 4 best pet friendly rentals
10 17 reviews
Kent, CT
19/10 – 23/10
286 €/nighttotal: 1144 € (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.
9.9 64 reviews
Kent, CT
19/10 – 23/10
508 €/nighttotal: 2032 € (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.
9.6 286 reviews
Kent, CT
19/10 – 23/10
311 €/nighttotal: 1244 € (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.
10 6 reviews
Kent, CT
19/10 – 23/10
649 €/nighttotal: 2596 € (4 )
Kent Collection | Garden Cottages | Little House
1 2
apartment , Kent
This Kent studio, perfect for a couple or small group, offers a king-size bed and sleeper sofa, accommodating up to four guests. The self-contained apartment features a fully equipped kitchen with dishwasher, air conditioning, and private parking, plus a garden and excellent guest reviews; precise location details are unavailable.