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 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.
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.
9.8 58 reviews
Kent, CT
01/08 – 03/08
421 €/nighttotal: 842 € (2 )
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.
10 13 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 5 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.
9.6 139 reviews
Kent, CT
19/10 – 23/10
200 €/nighttotal: 800 € (4 )
Country Guest Cottage/barn
1 2
farm , Kent
This charming farm stay is located in Litchfield County, just 3 kilometres from Lake Waramaug and a short drive from several picturesque towns, including Kent, Bantam and Litchfield. The property has received excellent ratings for its cleanliness, location and overall experience, making it a popular choice for travellers seeking a peaceful escape. The cottage offers a unique blend of rustic charm and modern comfort, sleeping up to four guests. Guests have access to a fully equipped kitchen, a private garden, and plenty of parking, along with nearby hiking trails, ponds, and lakes for outdoor exploration.
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.
9.8 147 reviews
Kent, CT
01/08 – 03/08
740 €/nighttotal: 1480 € (2 )
Kent Village Home 2 Hrs From Nyc
4 2
apartment , Kent
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 20 reviews
Kent, CT
01/08 – 03/08
360 €/nighttotal: 720 € (2 )
Modern Timber Frame Colonial Saltbox
1 2
apartment , Warren
This timber frame colonial Saltbox replica, built in 2005, offers secluded tranquility on over 36 hectares of private land, located just 5 minutes from Warren town. This property accommodates up to four guests in two bedrooms and features a gourmet kitchen with high-end appliances, a ground-level bathroom with a soaking tub, and is ideally situated for exploring Litchfield County's hiking trails, wineries, and dining options, with New Preston 16 minutes away and Washington Depot 25 minutes away.
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.
9.8 358 reviews
Kent, CT
01/08 – 02/08
189 €/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 holiday rentals
Among the 36 accommodations in Kent, CT, here are the 4 best family friendly rentals
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.
9.4 7 reviews
Kent, CT
01/08 – 02/08
234 €/nightfor 1 night
Hoppy Hill Farm House
1 2
house , Dover Plains
Hoppy Hill Farm House, a one-bedroom property in Dover Plains, New York, is situated approximately 34-38km from attractions including Richter Park Golf Course, Vassar College, the Mid-Hudson Children's Museum, and the Bardavon Opera House. This self-catering cottage offers 46 square metres of space, sleeping up to five guests and boasting a fully equipped kitchen, garden, parking, air conditioning, and free Wi-Fi.
9.7 107 reviews
Kent, CT
19/10 – 23/10
339 €/nighttotal: 1356 € (4 )
Historic Warren/kent Home
3 2
apartment , Warren
This historic home is located on the border of Warren and Kent, Connecticut, just 1.6 km from both town centres and Mohawk Mountain ski resort, offering a peaceful rural setting. The property has received excellent ratings for its location, cleanliness, and overall experience. The spacious apartment has three bedrooms and three bathrooms, covering 260 square metres. It boasts a fully equipped kitchen, a terrace, a garden, and parking, as well as a walking path on the five-acre property, perfect for exploring the surrounding nature.
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.
Best Kent, CT holiday rentals with parking
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.
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.
9.8 6 reviews
Kent, CT
01/08 – 03/08
196 €/nighttotal: 392 € (2 )
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.
9.8 398 reviews
Kent, CT
19/10 – 23/10
364 €/nighttotal: 1456 € (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.
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?
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.
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.
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.
9.8 9 reviews
Kent, CT
01/08 – 03/08
353 €/nighttotal: 706 € (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.
Best pet friendly Kent, CT holiday rentals
Among the 36 accommodations in Kent, CT, here are the 4 best pet friendly rentals
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.
9.4 6 reviews
Kent, CT
19/10 – 23/10
468 €/nighttotal: 1872 € (4 )
Artistic Barn: Wood Burning Hottub, Sauna And Pizza Oven
3 2
apartment , Kent
This five-bedroom riverside property in Kent, Connecticut, is situated less than 1.6km from the Housatonic River and Bull's Bridge, and 4.3km from the Herrick Preserve, offering easy access to outdoor activities. Sleeping up to eleven guests, this self-catering holiday home boasts three bathrooms, a fully equipped kitchen including dishwasher, a jacuzzi, sauna, free Wi-Fi, and BBQ facilities, ensuring a comfortable and relaxing stay.
9.9 43 reviews
Kent, CT
19/10 – 23/10
436 €/nighttotal: 1744 € (4 )
Country Retreat On 4 Private Acres
1 2
apartment , Kent
This Kent countryside house, a 25-minute drive (approximately 40km) from the Harlem Valley Metro North train station, offers secluded accommodation on a four-acre plot. The single-storey property sleeps six guests across three bedrooms and two bathrooms, boasting a private swimming pool, extensive gardens, and modern amenities including a dishwasher and air conditioning.
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.