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.
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.
The House On High Meadow Farm - Kent, CT
10 19 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.
Gunn Brook Mountain House - Kent, CT
No reviews

Gunn Brook Mountain House

house, Cornwall
Gunn Brook Mountain House, a beachfront property in Cornwall, is situated 35km from both the Abbey of Regina Laudis and Flanders Nature Centre, and 76km from Bradley International Airport.
This 186 square metre house sleeps 11, boasting three bathrooms, a fully equipped kitchen, fitness centre, private beach access, and a terrace with mountain views; nearby hiking trails and a dartboard provide additional entertainment.

Best Kent, CT vacation rentals with parking

Modern Woodland Retreat In Kent, Ct - Kent, CT
No reviews

Modern Woodland Retreat In Kent, Ct

apartment, Kent
This newly renovated three-bedroom post-and-beam house is situated on a secluded 25-acre woodland near Kent, Connecticut, a short drive (minutes) from the town and approximately 32km from Mohawk Mountain ski area.
The property boasts an open-plan kitchen/dining area, living room, yoga room, and screened-in porch, sleeping up to six guests and offering three fireplaces, two bathrooms (one ensuite with whirlpool tub), and parking, with outdoor amenities (available Spring 2025) including a patio with BBQ and fire pit.
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.
Kents Best Waterfront In-town! (3 Queen Beds) - Kent, CT
9.4 13 reviews

Kents Best Waterfront In-town! (3 Queen Beds)

apartment, Kent
This Kent riverfront cottage, a two-minute walk from Kent town centre and 1.3km from Kent School, offers secluded panoramic views.
Sleeping up to six guests across three bedrooms (two queen beds and a loft suite) and one bathroom, this property boasts a petite gourmet kitchen, 74 square metre wraparound deck, Yamaha baby grand piano, screened sleeping porch, and beautiful gardens attracting hummingbirds and bald eagles.
Country Retreat With Pool 10 Mn From Kent Ct - Kent, CT
10 7 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.

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

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.
Creek Side Cabin With Wood Fired Hot Tub And Fire Pit - Kent, CT
10 3 reviews

Creek Side Cabin With Wood Fired Hot Tub And Fire Pit

cabin, New Milford
This Sherman, Connecticut lodge is situated a short drive (approximately 10km) from New Milford and offers easy access to Candlewood Lake and Squantz Pond.
The 65-square-metre property sleeps four, boasting two bedrooms, one bathroom, a fully equipped kitchen, a wood-fired hot tub, and kayaks for guest use, alongside access to nearby hiking trails and the Elephant's Trunk Flea Market.
Unique Geodesic Dome Escape In Nature! - Kent, CT
10 3 reviews

Unique Geodesic Dome Escape In Nature!

house, Warren
This Warren house, sleeping up to 11 guests, is situated in a location not specified in the provided details.
The 212 square metre property boasts three bedrooms, two bathrooms, a fully equipped kitchen with dishwasher, a garden, parking, and free Wi-Fi.

Best pet friendly Kent, CT vacation rentals

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

Unique Geodesic Dome Escape In Nature! - Kent, CT
No reviews

Unique Geodesic Dome Escape In Nature!

cottage, Warren
This pet-friendly Warren cottage, located within 10km of the Housatonic River, Kent Falls State Park, and Lake Waramaug State Park, offers easy access to Cornwall Bridge and its surrounding attractions.
The self-catering property boasts two bathrooms, a fully equipped kitchen including a microwave and dishwasher, free Wi-Fi, a private patio, and barbecue facilities, perfect for a relaxing break in the Connecticut countryside.
Escape To A One-of-a-kind Mountaintop Retreat With Panoramic Westerly Views - Kent, CT
No reviews

Escape To A One-of-a-kind Mountaintop Retreat With Panoramic Westerly Views

apartment, New Milford
This New Milford holiday home, situated approximately 120 kilometres from New York City, offers easy access to Lake Waramaug State Park, Mohawk Mountain Ski Area, and several golf clubs including the Harlem Valley Golf Club.
The three-bedroom, three-bathroom property sleeps six guests and features an open-plan ground floor, a finished basement games room with ping pong, darts, foosball and shuffleboard, plus a deck, enclosed porch and firepit.
Modern Mountaintop Log Cabin & Sauna - Kent, CT
9.9 65 reviews

Modern Mountaintop Log Cabin & Sauna

cabin, Kent
This charming cabin is located near Kent, a short distance from Sharon, Wassaic, Mohawk Ski Area, the Appalachian Trail, local restaurants, and art galleries. The surrounding area offers a peaceful retreat amidst stunning natural beauty, making it ideal for those seeking a tranquil escape. The cabin has consistently received excellent ratings for its location, cleanliness, and overall experience, making it a popular choice for travellers.
The property features four bedrooms and three bathrooms, comfortably accommodating up to eight guests. The cabin offers a range of modern amenities including a fully equipped kitchen, air conditioning, a fireplace, a spacious living area, a recreation room, and a wrap-around porch and deck with stunning views of the surrounding landscape.
The Perfect Getaway Cabin - Kent, CT
9.8 32 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.
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