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

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

Dainty New Preston Cottage W/ Dock & Lake Views!

house, Washington
Vacation rental listing. You will be in Washington.
Services and facilities include a dish washer, free parking and a fridge. Take advantage of the air conditioning in this house in Washington.
Charming And Relaxing 4b Farmhouse Group Getaway - Across From Covered Bridge - Kent, CT
9.0 6 reviews

Charming And Relaxing 4b Farmhouse Group Getaway - Across From Covered Bridge

apartment, Cornwall
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.
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.
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 holiday rentals with parking

Custom Built Home On A Country Lane In Sharon - Kent, CT
9.1 20 reviews

Custom Built Home On A Country Lane In Sharon

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.
Cozy Lakefront Cottage On Candlewood- Swim, Relax, Hike, Wineries 90min From Nyc - Kent, CT
10 9 reviews

Cozy Lakefront Cottage On Candlewood- Swim, Relax, Hike, Wineries 90min From Nyc

cottage, Sherman
This Sherman lakeside holiday home is situated a short walk from Candlewood Lake, approximately 9.6km from the Housatonic River and Akin Free Library, and under 14.5km from Emmanuel Williamson Park and Squantz Pond State Park.
The two-bedroom property sleeps seven, boasting a fully equipped kitchen, laundry facilities, a patio, fireplace, Smart TV, and air conditioning, plus parking; guests can enjoy direct lake access and nearby outdoor recreation.
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.

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

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 holiday rentals

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

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.
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.
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.
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.
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