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Kent, CT place to stay
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81 Lodgings in Kent, CT

Best family friendly Kent, CT lodging

Among the 81 accommodations in Kent, CT, here are the 4 best for families

Mabels Hollow Farm In Litchfield County - Kent, CT
9.9 45 reviews

Mabels Hollow Farm In Litchfield County

gîte, New Milford
Mabel's Hollow Farm is a charming cottage located in a peaceful hollow in the foothills of the Berkshires, just a short walk from Hunt Hill Farm and a quick drive from a local market. This family-friendly property has received excellent ratings for its location, cleanliness and overall experience.
The cottage spans 58 square metres and offers a comfortable living space, including a kitchen, living areas, a porch and a fire pit. Guests can enjoy a range of amenities such as air conditioning, a jacuzzi, a terrace, a garden, a spa, parking and internet access, as well as the opportunity to explore nearby hiking trails and the beach at Lake Waramaug State Park.
The House On High Meadow Farm - Kent, CT
10 23 reviews

The House On High Meadow Farm

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.
Merryall Manor 5 Bdr Home + Game Room + Fire Pit - Kent, CT
10 51 reviews

Merryall Manor 5 Bdr Home + Game Room + Fire Pit

apartment, New Milford
This five-bedroom home is situated in Litchfield County, just a short drive from New Milford, offering easy access to the town's amenities and attractions, as well as nearby schools and outdoor recreation opportunities. The property consistently receives excellent ratings for its cleanliness, location, and user experience.
The spacious house can accommodate up to 10 guests and features a dedicated games room, three bathrooms, and a well-equipped kitchen. Guests can enjoy the outdoor space with a screened porch, fire pit, and gas grill, as well as explore the nearby Candlewood Lake and Lake Waramaug for swimming, boating, and fishing.
Modern Barn, Luxurious Home Near Lake Waramug - Kent, CT
9.9 101 reviews

Modern Barn, Luxurious Home Near Lake Waramug

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.

Best Kent, CT lodging with a pool

Among the 81 accommodations in Kent, CT, here are the 4 best ones with a pool

Charming 3bdr Magnolia Cottage With Seasonal Heated Pool, Ac And Wifi In Amenia - Kent, CT
10 4 reviews

Charming 3bdr Magnolia Cottage With Seasonal Heated Pool, Ac And Wifi In Amenia

cottage, Amenia
Magnolia Cottage, a three-bedroom holiday home in Amenia, New York, is conveniently located within walking distance of local restaurants and the Dutchess Rail Trail, and close to attractions such as Wing's Castle and the West Cornwall Covered Bridge.
This self-catering property sleeps five, boasts a private 4-hole putting green, seasonal saltwater pool (open 15 May to 15 October), outdoor fire pit, and BBQ facilities, along with a microwave, dishwasher, and air conditioning.
Litchfield Hills Modern Design Escape W/ A Pool - Kent, CT
No reviews

Litchfield Hills Modern Design Escape W/ A Pool

apartment, Sharon
This Sharon countryside retreat offers a tranquil escape on over 4.8 kilometres of land, conveniently located near Mohawk Mountain Ski Area and Land of Nod Vineyard and Winery.
This spacious 4-bedroom, 3.5-bathroom holiday home accommodates up to 12 guests and features a private swimming pool, outdoor entertainment area with a fire pit, a fully equipped kitchen, and a ground-floor master bedroom.
Stunning Hillside Retreat Close To Kent - Kent, CT
10 20 reviews

Stunning Hillside Retreat Close To Kent

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.
Luxurious, Spacious, Newly Renovated Vacation Home Walking Distance To Lake... - Kent, CT
10 1 review

Luxurious, Spacious, Newly Renovated Vacation Home Walking Distance To Lake...

apartment, Warren
This luxurious holiday let is located in New Preston, a short walk to Lake Waramaug and Warren Town Beach, and under 5 kilometres from the villages of New Preston, Washington, Kent and Litchfield.
This expansive 344 square metre renovated property offers 6 bedrooms, 3.5 bathrooms, sleeping up to 10 guests, and features a 12-metre saltwater swimming pool, an 8-person cedar hot tub, and a fully equipped island kitchen with two refrigerators and two dishwashers.

Frequently asked questions about accommodations in Kent, CT

  • What are the must-see sites in or near Kent, CT?

    Kent is full of charm! You can't miss the historic Kent School, a beautiful campus with stunning architecture. For a dose of nature, head to the picturesque Kent Falls State Park with its cascading waterfall. If you're into art, the Kent Art Association Gallery is a must-visit.
  • How can travelers reach Kent, CT?

    The easiest way to get to Kent is by car. It's about a 1.5-hour drive from New York City and a 2-hour drive from Boston. You can also take a train to the nearby town of New Milford, which is about a 15-minute drive from Kent.
  • What outdoor activities can visitors enjoy in and around Kent, CT?

    Kent is a nature lover's paradise! You can hike or bike along the scenic trails of the Appalachian Trail, go kayaking or canoeing on the Housatonic River, or simply relax by the water at Lake Waramaug. For a more adventurous experience, try rock climbing at the Kent Falls State Park.
  • When is the ideal time to plan a trip to Kent, CT?

    The best time to visit Kent is during the autumn, when the leaves change colour and the weather is crisp and cool. Spring is also lovely, with blooming flowers and mild temperatures. Summer can get hot and humid, but it's a great time to enjoy outdoor activities.
  • What are the best walking or cycling routes in Kent, CT?

    The Kent Falls State Park offers several beautiful hiking trails, ranging from easy strolls to challenging climbs. The Housatonic River Trail is a great option for cycling, with stunning views of the river and surrounding countryside. You can also find some nice walking paths in the village centre.
  • What nearby towns or cities can be explored from Kent, CT?

    From Kent, you can easily explore the charming towns of New Milford, Litchfield, and Sharon, all within a 30-minute drive. For a bigger city experience, head to Danbury, about 45 minutes away. It's a great place to shop, dine, and explore.
  • What amenities can travelers expect from accommodations in Kent, CT?

    Kent offers a range of accommodations, from cozy bed and breakfasts to luxurious hotels. Many places have amenities like swimming pools, hot tubs, and fitness centres. You can also find restaurants, cafes, and shops in the village centre.

Popular destinations

Best Kent, CT accommodations with a garden

The Carriage House -2-bedroom House W/ Seasonal Heated Pool, Wifi, Ac In Amenia - Kent, CT
10 3 reviews

The Carriage House -2-bedroom House W/ Seasonal Heated Pool, Wifi, Ac In Amenia

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.
Kent Collection | Garden Cottages | Little House - Kent, CT
10 6 reviews

Kent Collection | Garden Cottages | Little House

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.
Fabulous 4 Season Resort Home  On The Ten Mile River - Kent, CT
9.4 6 reviews

Fabulous 4 Season Resort Home On The Ten Mile River

apartment, Dover Plains
This Dover Plains holiday home, "Fabulous 4 Season Resort Home On The Ten Mile River", is situated on a 3-acre plot bordering the Ten Mile River, near Wing's Castle and the Seven Hearths Museum, offering easy access to several local vineyards and gardens (distances unspecified).
The spacious property comprises a 3-bedroom, 4-bathroom house with a separate pool house, accommodating up to 10 guests and boasting an in-ground heated pool, bocce court, horseshoe pit, basketball net, fire pit, and a full laundry room.
Kent Village Home 2 Hrs From Nyc - Kent, CT
9.8 149 reviews

Kent Village Home 2 Hrs From Nyc

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.

Best Kent, CT accommodations with a kitchen

Modern Farmhouse Gem Minutes From Downtown Kent Ct - Kent, CT
10 20 reviews

Modern Farmhouse Gem Minutes From Downtown Kent Ct

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.
Kents Best Waterfront In-town! (3 Queen Beds) - Kent, CT
9.4 14 reviews

Kents Best Waterfront In-town! (3 Queen Beds)

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.
Adventure Basecamp - Hot Tub - Mohawk Mtn - Kent, CT
9.6 292 reviews

Adventure Basecamp - Hot Tub - Mohawk Mtn

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.
Kent Collection | Garden Cottages | The Train Car - Kent, CT
10 14 reviews

Kent Collection | Garden Cottages | The Train Car

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.
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