Choose from 19 vacation rentals located in Kent, Connecticut. Top filters in Kent include Internet / Wifi, Kitchen / Kitchenette, and Parking. Prices range from $75 to $1,485 per night. Our most popular vacation rental types near Kent are Condo and Hotel.

Top vacation rentals in Kent

Front entrance of the home
4.8
Outstanding(65 Reviews)
House
 in Warren
Historic Warren/Kent Home
6 guests · 3 bedrooms · 3 baths
Garden · Pets allowed · Kitchen / Kitchenette

Looking for the perfect place to call home during your trip to Kent? This House offers a comfort and style with top-notch amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
vrbo logo
View deal
Welcome!
4.9
Outstanding(51 Reviews)
House
 in Kent
In town, walk to everything, close to Kent, South Kent and Marvelwood schools
4 guests · 2 bedrooms · 2 baths
Garden · Kitchen / Kitchenette · Air conditioner

Looking for a House in Kent, this House for $270 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

$$$$
vrbo logo
View deal
Exterior
4.8
Outstanding(73 Reviews)
House
 in Kent
Spectacular Short Term Vacation Rental in Kent
14 guests · 3 bedrooms · 2 baths
Garden · Pool · Pets allowed

Nestled in Kent, this House is perfect for your next vacation. Enjoy Spectacular Short Term Vacation Rental in Kent's top-rated amenities, including Air conditioner, Dishwasher and Fireplace, and more.

$$$$
vrbo logo
View deal
Exterior
5.0
Outstanding(34 Reviews)
House
 in Warren
Litchfield County Getaway
6 guests · 3 bedrooms · 2 baths
Garden · Pets allowed · Kitchen / Kitchenette

When traveling to Kent, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $249 per night.

$$$$
vrbo logo
View deal

Search by property type

Vacation rentals with internet & wifi in Kent

Newly renovated pool for summer 2021!
5.0
Outstanding(4 Reviews)
House
 in Kent
Country retreat with stunning views, spectacular pool, unparalleled privacy!
8 guests · 4 bedrooms · 2 baths
Garden · Pool · Kitchen / Kitchenette

Nestled in Kent, this House is perfect for your next vacation. Enjoy Country retreat with stunning views, spectacular pool, unparalleled privacy!'s top-rated amenities, including Dishwasher, Internet / Wifi and Laundry, and more.

$$$$
vrbo logo
View deal
Painted Victorian in the heart of the Village, w wrap around porch
5.0
Outstanding(4 Reviews)
House
 in Kent
Victorian Guest Suite in heart of the Village
4 guests · 2 bedrooms · 1 bath
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

The best choice in Kent for House, for $144 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
vrbo logo
View deal
Property grounds
5.0
Outstanding(2 Reviews)
House
 in New Milford
Historic 1750's farmhouse w/hot tub, outdoor fireplace and gym.
6 guests · 3 bedrooms · 3 baths
Garden · Kitchen / Kitchenette · Air conditioner

Enjoy the best of Kent in our House, Historic 1750's farmhouse w/hot tub, outdoor fireplace and gym.. A stunning property with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
vrbo logo
View deal
Kent Vacation Rental | 2BR | 1BA | 1,500 Sq Ft | 1 Small Step to Enter
5.0
Outstanding(6 Reviews)
House
 in Kent
Modern Escape w/ Fire Pit, Near Lake Waramaug
4 guests · 2 bedrooms · 1 bath
Pool · Kitchen / Kitchenette · Air conditioner

Experience the best of Kent with this House available for $182. This property is equipped with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
vrbo logo
View deal
city photo
Kent

Kent travel guide

Let us help you plan your perfect Kent vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Kent, and more.

Frequently asked questions

What is the price range for rentals in Kent?

Vacation rentals in Kent have a price range between $75-$1,485. The average price for rentals in Kent is $270 per night.

What are the top things to do in Kent, CT?

Kent, Connecticut is a charming town full of activities and attractions. Here are some of the top things to do in Kent:

  • Visit the Kent Falls State Park
  • Explore the Appalachian Trail
  • Go to the Kent Antiques Gallery
  • Visit the Kent Historical Society Museum

From outdoor activities to cultural attractions, Kent has something for everyone. Whether you're looking for a relaxing day in nature, or a fun day of shopping and exploring, Kent is the perfect destination.

What are the most popular vacation rental amenities in Kent, CT?

The most popular vacation rental amenities in Kent, CT include:

  • Spacious outdoor living areas with patios and decks
  • Full kitchens with modern appliances
  • High-speed internet access
  • On-site laundry facilities
  • Convenient access to local attractions

These amenities make Kent, CT a great destination for a vacation rental. Guests can enjoy the convenience of having all the comforts of home while exploring the area's attractions. Plus, the area's natural beauty and abundance of outdoor activities make it a perfect spot for a relaxing getaway.

Where is Kent, CT?

Kent, Connecticut is a small town located in the northwestern corner of the state. It is bordered by Massachusetts to the north and New York to the west. It is home to about 2,500 people and is known for its picturesque views of the Appalachian Trail.

What are the best neighborhoods to visit in Kent, CT?

Kent, CT is home to some great neighborhoods to visit. Here are some of the best:

  • Kent Falls State Park
  • The Appalachian Trail
  • Bull's Bridge

These beautiful locations offer visitors a chance to explore the great outdoors and take in the stunning scenery of Kent, CT.

What are the popular shopping destinations in Kent, CT?

Kent, CT is a popular shopping destination with a variety of stores to choose from. Here are some of the popular shopping destinations:

  • Kent Green Shopping Center
  • Kent Antiques & Collectibles
  • Kent Wine & Spirits
  • Kent Station Shopping Center

Is Kent, CT safe to travel to?

Kent, CT is generally safe to travel to. Here are a few tips to ensure your safety:

  • Avoid walking alone at night.
  • Be aware of your surroundings.
  • Keep your valuables secure.

What is the culture like in Kent, CT?

Kent, CT is a small town in the Litchfield Hills of Connecticut. Its culture is diverse and vibrant, and it offers a wide variety of activities and experiences for locals and visitors alike. Here are five aspects of the culture in Kent, CT:

  • Outdoor Activities: Kent is known for its beautiful natural scenery, and there are many options for outdoor recreation. Hiking, camping, fishing, and boating are all popular activities.
  • Arts and Culture: Kent is home to a thriving art scene, with many galleries, museums, and performance venues. There are also a variety of festivals and events throughout the year.
  • Local Cuisine: Kent is known for its delicious restaurants, featuring a variety of cuisines. There are also a number of farm-to-table restaurants that serve locally sourced ingredients.
  • Community Events: Kent is a close-knit community, and there are a variety of events throughout the year that bring people together. From farmers' markets to concerts, there is something for everyone.
  • Historic Sites: Kent is home to a number of historic sites, including the Kent Iron Furnace, the Kent Memorial Library, and the Kent School. These sites provide an interesting glimpse into the past.

Where can I find affordable accommodation in Kent, CT?

Kent, CT offers a variety of affordable accommodation options. Here are some of the top choices:

  • Kent Motor Lodge: Located on Route 7, this motel offers comfortable rooms for a reasonable price.
  • The Inn at Kent Falls: This inn is close to Kent Falls State Park and offers a tranquil setting.
  • The Boulders Inn: This inn is located on the Housatonic River and offers stunning views.
  • The Kent Inn: This motel is close to the town center and offers a convenient location.

How can I get around in Kent, CT?

You can get around in Kent, CT in many ways:

  • By car
  • By bike
  • By foot

Public transportation is also available, including local shuttle buses, commuter rail and bus services.

What are the must-visit tourist attractions in Kent, CT?

Kent, CT is a charming small town filled with plenty of attractions to explore. Here are some of the must-visit tourist attractions in Kent, CT:

  • Kent Falls State Park
  • Bull’s Bridge
  • Kent Pumpkin Run
  • The Kent Coffee & Chocolate Company

Whether you’re looking for outdoor activities, unique shops, or an annual event, Kent, CT has something for everyone. It's a great place to explore and enjoy the beauty of New England.

What do I need to know before visiting Kent, CT?

Before visiting Kent, CT, it's important to know a few things. Kent is a small town, located in Litchfield County, and is the oldest continually operating town in the state of Connecticut. Here are some other points of interest:

  • The town is home to the Kent School, a private, college-preparatory boarding school.
  • The town is known for its picturesque settings and is often referred to as "the prettiest small town in New England".
  • The Housatonic River runs through the center of town.

What are the most popular vacation rental amenities in Kent?

  • Internet / Wifi
  • Kitchen / Kitchenette
  • Parking

Explore near Kent

Rentals near top attractions

Related vacation destinations

Nearby vacation destinations

Travel inspiration

Keep exploring