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

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.
Charming Home With Fireplace And Indoor Pool In Sharon, Ct - Kent, CT
10 5 reviews

Charming Home With Fireplace And Indoor Pool In Sharon, Ct

apartment, Sharon
This three-bedroom apartment near Sharon, Connecticut, offers convenient access to the Sharon Wildlife Area, Lime Rock Park (approximately 16km away), Mohawk Mountain Ski Area, and Wassaic Metro-North station.
The self-catering property sleeps six, boasting three bathrooms, a private indoor pool, outdoor firepit, and amenities including a fridge, microwave, and dishwasher; nearby attractions include the Bodhi Tree Gallery and Harney & Sons tea tasting.
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.
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 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.
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.
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.
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.

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

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 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.

Best pet friendly Kent, CT vacation rentals

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

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.
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.
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.
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