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 12 reviews
Kent, CT
21/06 – 24/06
SG$670/nighttotal: SG$2010 (3 )
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.
9.2 10 reviews
Kent, CT
21/06 – 24/06
SG$973/nighttotal: SG$2919 (3 )
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.
8.0 1 review
Kent, CT
07/08 – 14/08
SG$389/nighttotal: SG$2723 (7 )
Ann Inn - Downtown Milford Apartment
3 5
apartment , New Milford
This Ann Inn apartment is centrally located in New Milford, Connecticut, within 0.5 km of local amenities and attractions, offering easy access to the Institute for American Indian Studies Museum and Research Center. This three-bedroom flat, accommodating up to eight guests, features a fully equipped kitchen, two bathrooms, a dedicated workspace, and outdoor access to a front yard, with Wi-Fi and air conditioning provided.
8.0 5 reviews
Kent, CT
04/10 – 16/10
SG$575/nighttotal: SG$6900 (12 )
Kent Midcentury Modern
3 4
bungalow , Kent
This detached bungalow in Kent is situated a short walk from the Appalachian Trail and the Housatonic River, and less than 1 kilometre from Kent village centre's shops and restaurants. This family-friendly property accommodates up to 8 guests with 3 bedrooms and 2 bathrooms, offering air conditioning, Wi-Fi, a kitchen with a fridge, microwave oven, and dishwasher, plus a sunroom with a large table, a patio with a Weber charcoal grill and fire pit, and a garden.
Kent, CT
04/10 – 16/10
SG$839/nighttotal: SG$10068 (12 )
The Lodge- 3-bedroom With Wifi, Ac And Seasonal Heated Pool In Gorgeous Amenia
3 4
chalet , Amenia
This Amenia lodge, situated on a beautiful estate near the Dutchess Rail Trail and within driving distance of the TriArts Sharon Playhouse and Bodhi Tree Gallery, offers a peaceful retreat in the Hudson Valley. The three-bedroom property sleeps six, boasting a heated saltwater pool (May-October), four-hole putting green, outdoor fire pit, Wi-Fi, washer/dryer, and proximity to various attractions including Metro-North and local wineries.
10 3 reviews
Kent, CT
07/08 – 14/08
SG$1510/nighttotal: SG$10570 (7 )
Kent Collection | Garden Cottages | The Bunk House
1 5
apartment , Kent
This charming cottage is located in the Kent countryside, just a short drive from the village of [insert specific village name] and within easy reach of Canterbury, famous for its cathedral. The property has received excellent ratings for location, cleanliness, and overall experience. The cottage has two bedrooms and two bathrooms, comfortably accommodating up to six guests. It's fully equipped with modern amenities, including a kitchen with a fridge, freezer, microwave, and dishwasher, plus air conditioning, internet access, and a garden for relaxing.
Kent, CT
04/10 – 16/10
SG$851/nighttotal: SG$10212 (12 )
Brookside Country Retreat In Charming Kent Ct!
1 4
apartment , Kent
This Kent property, a three-bedroom house sleeping six, is situated near the towns of Sharon, New Preston, and Salisbury, offering easy access to Macedonia State Park and Mohawk Mountain. The self-catering house boasts a chef's kitchen with a Bertazonni range, two wood-burning fireplaces, a 6' soaking tub, and extensive outdoor space including a screened-in porch, and is perfect for families or groups seeking outdoor activities and relaxation.
9.9 64 reviews
Kent, CT
04/10 – 16/10
SG$692/nighttotal: SG$8304 (12 )
Modern Mountaintop Log Cabin & Sauna
1 4
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 10 reviews
Kent, CT
21/06 – 24/06
SG$529/nighttotal: SG$1587 (3 )
Charming Sharon Dwelling W/ Deck & Fire Pit!
3 2
apartment , Amenia
This house in Sharon is conveniently located within 10km of Macedonia Brook State Park, TriArts Sharon Playhouse, and Amenia Free Library, offering easy access to the area's attractions. It has received excellent user ratings, making it a popular choice for travellers. This 3-bedroom property spans 139 square metres and can comfortably accommodate up to 6 guests. The house offers a range of amenities, including a fully equipped kitchen, a fireplace, a washing machine, books and games, and free parking.
10 2 reviews
Kent, CT
21/06 – 24/06
SG$512/nighttotal: SG$1536 (3 )
The Carriage House -2-bedroom House W/ Seasonal Heated Pool, Wifi, Ac In Amenia
2 2
apartment , Amenia
This Amenia holiday home is located on a beautiful estate, within walking distance of restaurants and the Dutchess Rail Trail, and a short drive from attractions including Wing's Castle and the West Cornwall Covered Bridge. The two-bedroom property, sleeping up to four guests, offers a heated saltwater pool (May-October), private cabanas, a four-hole putting green, a private deck with BBQ, Wi-Fi, and air conditioning.
9.2 73 reviews
Kent, CT
04/10 – 16/10
SG$426/nighttotal: SG$5112 (12 )
Dainty New Preston Cottage W/ Dock & Lake Views!
3 4
house , Washington
The Dainty New Preston Cottage is situated in New Preston, Connecticut, approximately 21 kilometres from Flanders Nature Center, 23 kilometres from Abbey of Regina Laudis, and 39 kilometres from the Russian Railway Museum, offering a peaceful retreat in a scenic location. The property has received excellent ratings for user experience, location, and cleanliness. This charming cottage offers 121 square metres of living space with three bedrooms and can comfortably accommodate up to four guests. Amenities include a fully equipped kitchen, air conditioning, a terrace, a spa, free Wi-Fi, parking, and access to a private dock with beautiful lake views, providing a relaxing and enjoyable stay.
Best family friendly Kent, CT lodging
Among the 57 accommodations in Kent, CT, here are the 4 best for families
10 11 reviews
Kent, CT
04/10 – 16/10
SG$1213/nighttotal: SG$14556 (12 )
Best Town, Restaurants, 1.5 Hrs Nyc! Poshpadsct Heated Spa-pool, Bike, Hike, Ski
4 4
apartment , Roxbury
This spacious country home is situated in Roxbury, Connecticut, a short distance from the Shepaug River and the Steep Rock Preserve, and within a couple of miles of the Mayflower Inn and Washington town centre. The property has received excellent ratings for location, cleanliness, and overall user experience. The apartment is spread over 223 square metres and has four bedrooms, accommodating up to eight guests. It offers a range of amenities including a heated spa pool, a tennis court, and a private garden, as well as a fully equipped kitchen, a spacious living area, and a luxurious terrace.
9.4 30 reviews
Kent, CT
21/06 – 24/06
SG$389/nighttotal: SG$1167 (3 )
Two Bedroom Cottage Close To Town
2 2
cottage , Sharon
This charming cottage is situated in Sharon, just a short distance from the town centre and 90 minutes from the city, making it an ideal base for exploring the area. It has consistently received excellent reviews from previous guests. The cottage is perfect for families or groups of up to six people, with two bedrooms and two bathrooms. Guests can enjoy a fully equipped kitchen, a wood-burning fireplace, a private garden, and a Jacuzzi, as well as easy access to nearby hiking trails and parks.
8.4 6 reviews
Kent, CT
04/10 – 16/10
SG$379/nighttotal: SG$4548 (12 )
Mountain Cabin Getaway With Rustic Charm With Fire Pit!
3 4
apartment , Cornwall
This charming holiday home is situated just a short walk from the West Cornwall Covered Bridge and a 6-minute drive from the Housatonic River, offering a peaceful retreat in the heart of Cornwall. The home is perfect for families or groups of friends, with 3 bedrooms and 3 bathrooms, comfortably accommodating up to 6 guests. The cottage is equipped with a fully fitted kitchen, a private terrace and garden, and a range of modern amenities including Wi-Fi, a TV and laundry facilities. Guests can enjoy a relaxing stay with easy access to local attractions, such as the Goshen Historic District, Clarke Outdoors, and Harney and Sons Tea Tasting Room.
10 17 reviews
Kent, CT
07/08 – 14/08
SG$876/nighttotal: SG$6132 (7 )
Modern Farmhouse Gem Minutes From Downtown Kent Ct
4 5
apartment , Kent
This modern farmhouse is situated just a few kilometres from Kent's bustling town centre, offering a peaceful retreat on 6 acres of land. The property has consistently received excellent ratings for its cleanliness, location, and overall guest experience. The spacious house has four bedrooms and two bathrooms, comfortably accommodating up to eight guests. Enjoy a blend of modern amenities, including a gourmet kitchen, a gas fireplace, and a large deck overlooking the property, perfect for relaxing or entertaining.
Best Kent, CT lodgings with a pool
Among the 57 accommodations in Kent, CT, here are the 4 best ones with a pool
10 1 review
Kent, CT
21/06 – 24/06
SG$1425/nighttotal: SG$4275 (3 )
Perfection In Litchfield County
5 2
apartment , Sherman
This five-bedroom Sherman mountain property is less than 1.6km from Candlewood Lake and Town Meadows, and around 4.8km from the Mildred Strauss and James Morrissey Family Nature Preserves. Offering two bathrooms, in-house laundry facilities, and sleeping up to ten guests, this house provides easy access to hiking and lake activities.
9.8 99 reviews
Kent, CT
21/06 – 24/06
SG$407/nighttotal: SG$1221 (3 )
1 Bed Pond Cottage W/ Pool/hot Tub/sauna Access
1 2
apartment , Kent
This charming cottage is located on a 25-acre property in the Kent countryside, just 32 kilometres from the Harlem-Valley Wingdale train station. The cottage has received excellent ratings for location, cleanliness, and overall user experience. The one-bedroom cottage comfortably accommodates two guests. It features a fully equipped kitchen, a private pond for fishing, and shared amenities such as a swimming pool, hot tub, and fire pit.
10 14 reviews
Kent, CT
04/10 – 16/10
SG$803/nighttotal: SG$9636 (12 )
The House On High Meadow Farm
1 4
apartment , Sharon
This farmhouse is situated in the Housatonic River Valley, approximately 10 kilometres from Kent, Connecticut, providing easy access to Sharon's attractions. The property boasts four bedrooms, two bathrooms, and a swimming pool, making it ideal for families or groups of up to eight guests seeking a peaceful retreat.
9.5 82 reviews
Kent, CT
21/06 – 24/06
SG$771/nighttotal: SG$2313 (3 )
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.
Frequently asked questions about accommodations in Kent, CT
What outdoor activities can visitors enjoy in and around Kent, CT?
Kent is a great place for hiking, biking, and kayaking. The Appalachian Trail passes through the town, and there are several other trails in the area. The Housatonic River is perfect for kayaking or canoeing, and the Kent Falls State Park has a beautiful waterfall and swimming hole.
When is the ideal time to plan a trip to Kent, CT?
The best time to visit Kent is during the spring or fall, when the weather is mild and the leaves are changing colour. Summer can be hot and humid, and winter can be cold and snowy.
What are the best accommodations with a pool in Kent, CT?
What are the best walking or cycling routes in Kent, CT?
The Kent Falls State Park Trail offers a scenic 3.2 km loop with beautiful views of the waterfall. The Housatonic River Trail is a popular route for both walking and cycling, and it follows the river for 16 km.
What are the best accommodations with a jacuzzi in Kent, CT?
What nearby towns or cities can be explored from Kent, CT?
From Kent, you can easily visit the nearby towns of New Milford, Litchfield, and Sharon, which offer a variety of shops, restaurants, and historical attractions. The city of Danbury is also within a short drive and is home to the Danbury Fair Mall.
What are the best accommodations for families and kids in Kent, CT?
This property is located in Pawling, 27 kilometres from Warren's town centre, close to Hopkins Vineyard and Lake Waramaug, offering a peaceful escape in a rural setting. The villa, suitable for two guests, provides a comfortable and well-equipped space for a relaxing stay. Guests can enjoy a range of amenities including a kitchen with a fridge, microwave, and dishwasher, a terrace, a garden, a sauna, a restaurant, and parking.
10 14 reviews
Kent, CT
21/06 – 24/06
SG$741/nighttotal: SG$2223 (3 )
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.
8.8 5 reviews
Kent, CT
21/06 – 24/06
SG$374/nighttotal: SG$1122 (3 )
Charming And Relaxing 4b Farmhouse Group Getaway
4 2
apartment , Sharon
This West Cornwall holiday home is conveniently located near the West Cornwall Covered Bridge and Housatonic River, a 1.6km stroll away, and 3.2km from Housatonic Meadows State Park. The four-bedroom property, sleeping eight guests, boasts three bathrooms, a fully equipped kitchen, garden, balcony, parking, and is within easy reach of outdoor activities.
9.4 6 reviews
Kent, CT
21/06 – 24/06
SG$804/nighttotal: SG$2412 (3 )
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.
Best Kent, CT accommodations with a kitchen
10 1 review
Kent, CT
04/10 – 16/10
SG$1151/nighttotal: SG$13812 (12 )
Home In Warren 15 Mins To Mohawk Ski Area
1 4
apartment , Warren
This secluded four-bedroom property offers a natural escape on a 9-acre estate overlooking a private pond, situated approximately 24 to 32 kilometres from downtown Warren's amenities. This spacious lodge boasts a private saltwater pool, hot tub, and expansive deck, with an open-plan kitchen, a living room with an open fireplace, and a separate sitting room, accommodating up to eight guests with amenities including air conditioning and parking.
9.6 139 reviews
Kent, CT
04/10 – 16/10
SG$347/nighttotal: SG$4164 (12 )
Country Guest Cottage/barn
1 4
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.
10 47 reviews
Kent, CT
21/06 – 24/06
SG$686/nighttotal: SG$2058 (3 )
Mountain Retreat With A View
1 2
apartment , Kent
This Fuller Mountain Retreat, near Macedonia Brook State Park in Kent, Connecticut, offers secluded accommodation approximately 1.6 km from Pond Mountain Natural Area and a 10-minute drive (approx. 8 km) from Kent village amenities. The three-bedroom, two-bathroom house, sleeping up to nine guests, boasts a well-equipped kitchen, Wi-Fi, air conditioning, a garden, parking, and stunning views from its wraparound deck, with nearby hiking trails including the Appalachian Trail.
10 213 reviews
Kent, CT
04/10 – 16/10
SG$421/nighttotal: SG$5052 (12 )
Private New House On 10 Acres Of Pristine Nature
1 4
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.