Compare Vacation Rentals & Airbnb in Kent, CT

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Kent, CT vacation rentals
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57 Rentals and Airbnb in Kent, CT

Best family friendly Kent, CT vacation rentals

Among the 57 accommodations in Kent, CT, here are the 4 best family friendly rentals

Bright And Spacious 3-bedroom House. - Kent, CT
9.0 6 reviews

Bright And Spacious 3-bedroom House.

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.
Dainty New Preston Cottage W/ Dock & Lake Views! - Kent, CT
No reviews

Dainty New Preston Cottage W/ Dock & Lake Views!

house, Washington
House rental. You will stay in Washington.
Facilities and services include a kitchen, free parking and a fridge. This house is ideal for families.
Sugarloaf Mountain Farm - Kent, CT
10 77 reviews

Sugarloaf Mountain Farm

apartment, Kent
Sugarloaf Mountain Farm is a charming farmhouse located in Litchfield County, just a short drive (around 10km) from the quaint town of Kent. The property enjoys excellent user, location and cleanliness ratings, making it an ideal choice for a relaxing getaway.
The farmhouse has 4 bedrooms and 2 bathrooms, comfortably accommodating up to 8 guests. Enjoy a continental breakfast with farm-fresh eggs, explore the surrounding meadows and woods, or relax on the screened porch with a good book - there's plenty to keep everyone entertained.
The Apple Yard For Ski Or Summer/ Fall Vacation. - Kent, CT
9.6 114 reviews

The Apple Yard For Ski Or Summer/ Fall Vacation.

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.

Best Kent, CT vacation rentals with parking

Artistic Barn: Wood Burning Hottub, Sauna And Pizza Oven - Kent, CT
9.4 6 reviews

Artistic Barn: Wood Burning Hottub, Sauna And Pizza Oven

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.
The Kent Collection - The Garden Cottages - Kent, CT
9.7 3 reviews

The Kent Collection - The Garden Cottages

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.
Dainty New Preston Cottage W/ Dock & Lake Views! - Kent, CT
9.1 75 reviews

Dainty New Preston Cottage W/ Dock & Lake Views!

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.
The Ultimate Weekend Escape From Nyc For Families - Kent, CT
No reviews

The Ultimate Weekend Escape From Nyc For Families

apartment, Kent
This renovated 4-bedroom, 2-bathroom flat in Kent is situated approximately 320 kilometres from New York City, offering a peaceful retreat.
This property features a private primary suite with a fireplace, a guest bedroom with a deck, a games room with Ms. Pacman, a large outdoor deck with a fire pit and grill, and a heated garage, accommodating up to 8 guests with air conditioning and internet provided.

Frequently Asked Questions about vacation rentals in Kent, CT

  • What are some interesting places to visit in or near Kent, CT?

    Kent is a charming town with plenty to see. The Kent Historical Society Museum is a great place to learn about the area's history, and the Kent Falls State Park is a beautiful spot for a walk or hike. You can also visit the nearby town of Litchfield, which has a lovely town square and a number of antique shops.
  • What are the best Airbnb and vacation rentals in Kent, CT?

    Loft 22, Spectacular Short Term Vacation Rental In Kent and Village Garden Townhouse are the most popular Airbnb and vacation rentals in Kent, CT among travelers.

  • Which walking or cycling routes are the best in Kent, CT?

    The beautiful Kent Falls State Park has some great walking trails, and the surrounding area is perfect for cycling. The Sharon Valley State Park also has some lovely walking paths. You can also try the Kent Greenway Trail, which is a 10 km paved trail that runs through the town and along the Housatonic River.
  • What are the most popular Airbnbs in Kent, CT?

    Among the Airbnbs in Kent, CT, Loft 22, Village Garden Townhouse and Cheerful 2-bedroom House Porch And Fireplace are the most popular ones.

  • What sports or outdoor activites can visitors enjoy in and around Kent, CT?

    Kent is a great place for outdoor activities. You can go hiking, biking, fishing, kayaking, and swimming in the many lakes and rivers in the area. In the winter, you can go skiing, snowboarding, and snowshoeing at nearby ski resorts. There's also a popular golf course, the Bull's Bridge Golf Course, just outside of town.
  • What are the best vacation rentals with a pool in Kent, CT?

  • What other towns or cities can be easily accessed from Kent, CT?

    Kent is conveniently located near a few other charming towns. You can easily drive to Litchfield, New Milford, and Danbury, all within 30 minutes. If you want to head to a bigger city, you can reach Hartford in about an hour.
  • What are the best rentals for families and kids in Kent, CT?

  • What amenities are commonly available in vacation rentals in Kent, CT?

    Vacation rentals in Kent usually come with a range of amenities. Most have kitchens, bathrooms, and bedrooms, and many have outdoor spaces like patios or decks. Some rentals also have things like fireplaces, hot tubs, and swimming pools.
  • What are the best rentals or Airbnbs with a jacuzzi in Kent, CT?

    The best vacation rental or Airbnb with a jacuzzi in Kent, CT is Beautiful Barn W/ Pond Views- Pool & Hot Tub Open.

  • What time of year is best to rent a vacation rental Kent, CT?

    The best time to visit Kent depends on what you want to do. The summer months (June to August) are ideal for swimming, hiking, and enjoying the outdoors. Autumn is beautiful for leaf peeping, and winter offers opportunities for skiing and snowboarding. Spring is a lovely time to visit, too, with blooming flowers and mild weather.

Popular destinations

Best Kent, CT vacation rentals with a balcony

Fabulous Year Round Waterfront Retreat On Lake Waramaug - Kent, CT
10 7 reviews

Fabulous Year Round Waterfront Retreat On Lake Waramaug

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.

Best pet friendly Kent, CT vacation rentals

Among the 57 accommodations in Kent, CT, here are the 3 best pet friendly rentals

Litchfield County Getaway - Kent, CT
9.9 168 reviews

Litchfield County Getaway

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.
Litchfield County Ensuite Getaway - Kent, CT
9.9 45 reviews

Litchfield County Ensuite Getaway

apartment, 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 Lodge- 3-bedroom With Wifi, Ac And Seasonal Heated Pool In Gorgeous Amenia - Kent, CT
No reviews

The Lodge- 3-bedroom With Wifi, Ac And Seasonal Heated Pool In Gorgeous Amenia

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.
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