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

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.
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.
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.
Sugarloaf Mountain Farm - Kent, CT
10 78 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.

Best Kent, CT holiday rentals with parking

Kent Village Apartment - Kent, CT
10 6 reviews

Kent Village Apartment

apartment, Kent
This newly renovated two-bedroom flat is located in a prime spot in Kent, Connecticut, offering easy walking access to local restaurants and shops, and is a short drive from Kent School, the Appalachian Trail, and Kent Falls State Park.
This accommodation for four guests features air conditioning, Wi-Fi, and a kitchen equipped with a fridge, freezer, microwave, and dishwasher, providing a convenient base for exploring the area's hiking trails and scenic beauty.
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.
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.
Unique Geodesic Dome Escape In Nature! - Kent, CT
9.7 7 reviews

Unique Geodesic Dome Escape In Nature!

apartment, Warren
This Warren, Litchfield Hills, Connecticut lodge is situated on a secluded 2.5-acre property near scenic trails and wineries, offering easy access to Kent Falls State Park.
The three-bedroom, two-bathroom retreat sleeps six, boasts a fully equipped kitchen with modern appliances, a dedicated workspace, outdoor amenities including a deck, gas fire pit and electric BBQ, and access to an organic vegetable garden.

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

Creek Side Cabin With Wood Fired Hot Tub And Fire Pit - Kent, CT
9.5 2 reviews

Creek Side Cabin With Wood Fired Hot Tub And Fire Pit

cabin, New Milford
The Creek Side Cabin is situated in New Milford, Connecticut, approximately 37 kilometres from both the Russian Railway Museum and the Flanders Nature Center.
This self-catering lodge boasts a 65-square-metre floor area, featuring one bedroom, one bathroom, and a Jacuzzi, comfortably accommodating up to seven guests; enjoy its wood-fired hot tub, fire pit and private garden.
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.
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.
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 4 best pet friendly rentals

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.
The Perfect Getaway Cabin - Kent, CT
9.8 33 reviews

The Perfect Getaway Cabin

cabin, Washington
This Washington cabin is situated on 20 acres of land, just a short distance from hiking trails and a tranquil pond. It has received excellent ratings from previous guests for its cleanliness, location, and overall experience.
The comfortable retreat has three bedrooms and one bathroom, accommodating up to six guests. The cabin offers a fully equipped kitchen, a wrap-around deck with outdoor seating, a fire pit, a barbecue, and access to streaming services, board games, and books.
Unique Geodesic Dome Escape In Nature! - Kent, CT
10 2 reviews

Unique Geodesic Dome Escape In Nature!

apartment, Warren
This Cornwall Bridge lodge, located in Litchfield County, Connecticut, is near Candlewood Lake and Kent Falls State Park.
The 212-square-metre (2280 sq ft) property sleeps six, boasting three bedrooms, two bathrooms, a fully equipped kitchen (including a dishwasher in each bedroom), a private patio with BBQ facilities, and in-unit laundry.
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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