Holiday Rentals in Kent, CT

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Kent, CT holiday rentals
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Best Holiday rentals and Airbnb offers in Kent, CT

Best family friendly Kent, CT holiday rentals

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

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.
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.
Two Bedroom Cottage Close To Town - Kent, CT
9.4 32 reviews

Two Bedroom Cottage Close To Town

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.
Dog Tail Corners Main House - Kent, CT
10 2 reviews

Dog Tail Corners Main House

apartment, Dover Plains
This 1860 farmhouse lodging is situated in Kent, approximately 1.6 kilometres from Bulls Bridge and adjacent to the Appalachian Trail, offering a natural retreat.
This pet-friendly dwelling accommodates up to six guests across three bedrooms and two bathrooms, featuring original hardwood floors, a sunroom, and outdoor amenities including a fire pit and BBQ, with internet and air conditioning provided.

Best Kent, CT holiday rentals with parking

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.
Beautiful Country House In Cornwall Ct. - Kent, CT
10 103 reviews

Beautiful Country House In Cornwall Ct.

cabin, Cornwall
This five-bedroom lodge, located in Cornwall, is just 15 minutes from the Mohawk Mountain Ski Area and 2 minutes from Kent Falls.
The property features a fully equipped kitchen, a living room with a fireplace, a dining room, a finished basement with laundry facilities, and a private garden, perfect for families or groups of up to 10 guests.
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.
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.

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 haven for outdoor enthusiasts. You can go hiking, mountain biking, kayaking, or fishing in the nearby lakes and rivers. The area is also popular for cross-country skiing and snowshoeing in the winter.
  • 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.

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

    Kent is ideally situated for exploring the surrounding area. You can easily reach Litchfield, New Milford, and Danbury by car. For a bigger city experience, head to Waterbury or Hartford, which are both around a 45-minute drive away.
  • 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 amenities are commonly available in vacation rentals in Kent, CT?

    Vacation rentals in Kent often come with amenities such as a kitchen, laundry facilities, and Wi-Fi. Many also have fireplaces, outdoor decks, and hot tubs. You can find a variety of properties, from cozy cottages to spacious houses.
  • What are the best vacation rentals with a pool in Kent, CT?

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

    The best time to visit Kent depends on your preferences. Summer offers warm weather for outdoor activities, while autumn brings beautiful foliage and cooler temperatures. Spring and winter are quieter and offer a different charm.
  • What are the best rentals for families and kids in Kent, CT?

  • What are the local dishes in Kent, CT region?

    The region is known for its fresh, locally sourced ingredients. You can find delicious New England clam chowder, lobster rolls, and other seafood dishes. There are also many farm-to-table restaurants serving up seasonal menus with local produce.
  • What are the best rentals or Airbnbs with a jacuzzi in Kent, CT?

    Beautiful Barn W/ Pond Views- Pool & Hot Tub Open and Artistic Concered Barn are the best vacation rentals or Airbnb with a jacuzzi in Kent, CT.

Popular destinations

Best Kent, CT holiday rentals with a balcony

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.

Best pet friendly Kent, CT holiday rentals

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

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.
Country Retreat With Pool 10 Mn From Kent Ct - Kent, CT
10 8 reviews

Country Retreat With Pool 10 Mn From Kent Ct

apartment, Kent
This Kent, Connecticut mountainside property is situated approximately 3km from Lake Waramaug State Park and within 10km of Hopkins Vineyard and Mount Bushnell State Park, offering easy access to outdoor activities.
This three-bedroom, two-bathroom house sleeps seven guests and boasts a private outdoor pool, patio, fully equipped kitchen, free Wi-Fi, and a fireplace; nearby attractions include opportunities for swimming, boating, fishing, wine tasting, and hiking.
Artist Room At The Wandering Peacock - Kent, CT
9.8 413 reviews

Artist Room At The Wandering Peacock

farm, 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.
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