Compare Vacation Rentals & Airbnb in Kent, CT

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Kent, CT vacation rentals
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36 Rentals and Airbnb in Kent, CT

Best family friendly Kent, CT vacation rentals

Among the 36 accommodations in Kent, CT, here are the 4 best family friendly rentals

Litchfield County Getaway - Kent, CT
9.9 165 reviews
Kent, CT
19/10 – 23/10
$424/nighttotal: $1696 (4 )

Litchfield County Getaway

3 2
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.
The Kent Collection - The Garden Cottages - Kent, CT
9.5 2 reviews
Kent, CT
19/10 – 23/10
$1040/nighttotal: $4160 (4 )

The Kent Collection - The Garden Cottages

1 2
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.
Private New House On 10 Acres Of Pristine Nature - Kent, CT
10 216 reviews
Kent, CT
01/08 – 03/08
$470/nighttotal: $940 (2 )

Private New House On 10 Acres Of Pristine Nature

3 2
apartment , Warren
This charming house is located just outside Warren, within easy reach of hiking trails, a pond, and a selection of restaurants, galleries and shops. The accommodation has consistently received excellent ratings for its location, cleanliness and overall experience.
The house is spread over three floors and can accommodate up to six guests. It features a fully equipped kitchen, a spacious living area, a dedicated TV room, a private garden, a fitness centre and parking.
Nyc-area Escape  Game Room  Firepit  Chef's Kitchen  Near Boarding Schools - Kent, CT
Kent, CT
19/10 – 23/10
$933/nighttotal: $3732 (4 )

Nyc-area Escape Game Room Firepit Chef's Kitchen Near Boarding Schools

3 2
apartment , New Milford
This New Milford holiday home is conveniently located 7 kilometres from Lake Waramaug and 11 kilometres from Lake Waramaug State Park, offering easy access to local attractions such as Hollister House Garden and the White Memorial Conservation Centre.
This family-friendly apartment sleeps six guests and features three bedrooms and three bathrooms, with amenities including air conditioning, Wi-Fi, a fully equipped kitchen, a washer/dryer, and on-site parking, plus outdoor facilities like a fire pit and garden furniture.

Best Kent, CT vacation rentals with parking

Fabulous Year Round Waterfront Retreat On Lake Waramaug - Kent, CT
10 7 reviews
Kent, CT
01/08 – 03/08
$2650/nighttotal: $5300 (2 )

Fabulous Year Round Waterfront Retreat On Lake Waramaug

3 2
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.
Country Retreat With Pool 10 Mn From Kent Ct - Kent, CT
10 6 reviews
Kent, CT
19/10 – 23/10
$875/nighttotal: $3500 (4 )

Country Retreat With Pool 10 Mn From Kent Ct

3 2
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.
Unique Geodesic Dome Escape In Nature! - Kent, CT
10 1 review
Kent, CT
19/10 – 23/10
$658/nighttotal: $2632 (4 )

Unique Geodesic Dome Escape In Nature!

3 2
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.
Creek Side Cabin With Wood Fired Hot Tub And Fire Pit - Kent, CT
10 3 reviews
Kent, CT
19/10 – 23/10
$839/nighttotal: $3356 (4 )

Creek Side Cabin With Wood Fired Hot Tub And Fire Pit

1 2
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.

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.

Destinations nearby

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
Kent, CT
19/10 – 23/10
$671/nighttotal: $2684 (4 )

Creek Side Cabin With Wood Fired Hot Tub And Fire Pit

1 2
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.
Gunn Brook Mountain House - Kent, CT
Kent, CT
19/10 – 23/10
$432/nighttotal: $1728 (4 )

Gunn Brook Mountain House

1 2
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.
Hoppy Hill Farm House - Kent, CT
9.8 6 reviews
Kent, CT
01/08 – 02/08
$391/nightfor 1 night

Hoppy Hill Farm House

1 2
apartment , Dover Plains
This Dover Plains condo, a short drive (approximately 26km) from Candlewood Lake and 13km from the Housatonic River, offers convenient access to Harlem Valley Golf Club and Thunder Ridge Ski Resort.
This self-catering apartment sleeps three guests, featuring a fully equipped kitchen with microwave and fridge, a private balcony and garden, plus on-site parking and BBQ facilities.
Unique Geodesic Dome Escape In Nature! - Kent, CT
10 3 reviews
Kent, CT
19/10 – 23/10
$648/nighttotal: $2592 (4 )

Unique Geodesic Dome Escape In Nature!

3 2
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 36 accommodations in Kent, CT, here are the 4 best pet friendly rentals

Quiet Historic Retreat - Kent, CT
9.8 9 reviews
Kent, CT
01/08 – 03/08
$570/nighttotal: $1140 (2 )

Quiet Historic Retreat

4 2
apartment , New Milford
This Gaylordsville flat is located near New Milford and Kent, offering convenient access to antique shops, restaurants, and outdoor pursuits along the Housatonic River, with the Old Oak Tavern just a short walk away.
This four-bedroom, two-bathroom apartment accommodates six guests and features a well-equipped kitchen with a dishwasher and microwave, air conditioning, a balcony, and a large soaking tub, with nearby fishing, hiking, and ski resorts like Mohawk and Thunder Ridge within approximately 48 kilometres.
Ski, Snowshoe & Fish: Dome Escape In Nature! - Kent, CT
10 4 reviews
Kent, CT
19/10 – 23/10
$565/nighttotal: $2260 (4 )

Ski, Snowshoe & Fish: Dome Escape In Nature!

3 2
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.
Artist Room At The Wandering Peacock - Kent, CT
9.8 398 reviews
Kent, CT
19/10 – 23/10
$588/nighttotal: $2352 (4 )

Artist Room At The Wandering Peacock

1 2
studio , 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.
Modern Mountaintop Log Cabin & Sauna - Kent, CT
9.9 64 reviews
Kent, CT
19/10 – 23/10
$822/nighttotal: $3288 (4 )

Modern Mountaintop Log Cabin & Sauna

4 2
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.
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