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 7 reviews
Kent, CT
01/08 – 03/08
A$2697/nighttotal: A$5394 (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.
9.8 358 reviews
Kent, CT
01/08 – 02/08
A$310/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.
9.6 139 reviews
Kent, CT
01/08 – 03/08
A$329/nighttotal: A$658 (2 )
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.
9.8 9 reviews
Kent, CT
01/08 – 03/08
A$580/nighttotal: A$1160 (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.
9.4 7 reviews
Kent, CT
01/08 – 02/08
A$384/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.
10 6 reviews
Kent, CT
01/08 – 03/08
A$906/nighttotal: A$1812 (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.
10 216 reviews
Kent, CT
01/08 – 03/08
A$479/nighttotal: A$958 (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 81 reviews
Kent, CT
01/08 – 02/08
A$1344/nightfor 1 night
Hillside Grove
1 2
apartment , Dover Plains
This Dover Plains country house retreat boasts expansive views and is conveniently located for exploring local attractions. The four-bedroom, two-bathroom property sleeps eight guests and features a fully equipped kitchen, jacuzzi, expansive patio with Blackstone grill and hot tub, a family game room, and 1 Gig internet access.
9.2 10 reviews
Kent, CT
01/08 – 03/08
A$942/nighttotal: A$1884 (2 )
Kent’s Best Waterfront In-town! (3 Queen Beds)
1 2
apartment , Kent
This Kent riverfront cottage, a two-minute walk from Kent town centre and 1.3km from Kent School, offers secluded panoramic views. Sleeping up to six guests across three bedrooms (two queen beds and a loft suite) and one bathroom, this property boasts a petite gourmet kitchen, 74 square metre wraparound deck, Yamaha baby grand piano, screened sleeping porch, and beautiful gardens attracting hummingbirds and bald eagles.
9.1 20 reviews
Kent, CT
01/08 – 02/08
A$634/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.
Kent, CT
01/08 – 03/08
A$581/nighttotal: A$1162 (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
9.8 31 reviews
Kent, CT
01/08 – 03/08
A$690/nighttotal: A$1380 (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 5 reviews
Kent, CT
01/08 – 03/08
A$280/nighttotal: A$560 (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.
9.0 6 reviews
Kent, CT
01/08 – 03/08
A$568/nighttotal: A$1136 (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.
9.9 165 reviews
Kent, CT
01/08 – 03/08
A$577/nighttotal: A$1154 (2 )
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.
Best Kent, CT holiday rentals with parking
9.8 6 reviews
Kent, CT
01/08 – 03/08
A$323/nighttotal: A$646 (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.
9.4 7 reviews
Kent, CT
01/08 – 02/08
A$384/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.
10 7 reviews
Kent, CT
01/08 – 03/08
A$2697/nighttotal: A$5394 (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.
9.9 165 reviews
Kent, CT
01/08 – 03/08
A$577/nighttotal: A$1154 (2 )
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.
Frequently asked questions about holiday 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, kayaking, and even skiing in the winter at nearby Mount Snow. The town also has a number of golf courses, including the prestigious Bull's Bridge Golf Club.
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 fully equipped kitchens, comfortable living areas, and bedrooms. Some rentals also have outdoor spaces like patios or decks, and some even have access to private pools or hot tubs.
What time of year is best to rent a vacation rental Kent, CT?
The best time to rent a vacation rental in Kent depends on your preferences. The summer months are popular for warm weather activities, while autumn offers beautiful foliage and cooler temperatures. Spring and fall are also great times to visit, with fewer crowds and more affordable rates.
What are the best holiday rentals with a pool in Kent, CT?
The local cuisine in Kent is known for its fresh, seasonal ingredients. You can find plenty of restaurants serving New England classics like clam chowder, lobster rolls, and New England-style pizza. You can also find a number of farm-to-table restaurants offering creative dishes made with locally sourced ingredients.
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.
10 7 reviews
Kent, CT
01/08 – 03/08
A$2697/nighttotal: A$5394 (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.
9.8 6 reviews
Kent, CT
01/08 – 03/08
A$323/nighttotal: A$646 (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.
Best pet friendly Kent, CT holiday rentals
Among the 36 accommodations in Kent, CT, here are the 3 best pet friendly rentals
9.8 147 reviews
Kent, CT
01/08 – 03/08
A$1218/nighttotal: A$2436 (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 17 reviews
Kent, CT
01/08 – 02/08
A$585/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.
Kent, CT
01/08 – 03/08
A$612/nighttotal: A$1224 (2 )
Hollow Farmhouse
1 2
apartment , Dover Plains
This apartment in Dover Plains is located in the Hudson Valley, under 322 kilometres from New York City. This holiday let welcomes pets and offers 2 bathrooms, accommodating up to 6 guests with a kitchen, air conditioning, internet, and a fitness centre, alongside a flower garden, fire pit, and seasonal vegetable harvesting.