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Kent County holiday rentals

We found 289 holiday rentals — enter your dates for availability

Discover a selection of 76 homes, 12 apartments and other holiday rentals in Kent County that are perfect for your trip. Holiday homes provide the amenities that you need and want for your stay with friends, family or just your pet, such as a fireplace and a washer and dryer. No matter what you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Popular Kent County destinations on Stayz

Chestertown

Chestertown

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Book a holiday rental for your Kent County getaway

Learn about the unique charm of Kent County with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in Kent County

Are you searching for attractions to see while you're in town? Venture out of your cosy holiday rental and experience everything that makes Kent County a fun place to get away to. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Queenstown Harbor Golf Club (16.1 mi / 25.9 km)
  • Queenstown Harbor Golf Links (16.1 mi / 26 km)
  • Bulle Rock Golf Course (23.3 mi / 37.5 km)
  • Bay Hills Golf Club (24.8 mi / 39.9 km)
  • U.S. Naval Academy Golf Club (25.9 mi / 41.7 km)
  • Hog Neck Golf Course (26.5 mi / 42.7 km)

Exploring the natural landscape of Kent County

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Kent County is a great spot to appreciate mother nature. These are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Betterton Beach (11.2 mi / 18 km)
  • Ferry Park (11.3 mi / 18.2 km)
  • Eastern Neck National Wildlife Refuge (14.9 mi / 24 km)
  • Miami Beach (17.6 mi / 28.3 km)
  • Rocky Point Park and Beach (18.3 mi / 29.5 km)
  • Chesapeake Bay Environmental Center (20 mi / 32.2 km)

Frequently asked questions

What is the best area to stay in Kent County when booking a holiday home?
Among the more popular neighbourhoods to get a Kent County holiday home is Fairlee. When you lock in your holiday home with Stayz, you can look forward to having the entire place to yourself. So you won’t have to share it with anybody other than your people.
What is the most popular type of holiday home accommodation in Kent County?
According to our research, houses are considered the most popular property type in Kent County. But as you might expect, everyone’s idea of an epic stay is bound to be different. Stayz has holiday homes with every size, shape and budget in mind, so you’re bound to find the perfect match.
How much does it cost to rent a holiday home in Kent County?
The average price for a holiday home in Kent County is based on several factors, such as property type, length of stay and time of year. Whether you’d like a villa with space for extended family or an apartment for just you and the kids, just enter your dates of travel to see stays with unbeatable value.
How much does it cost to rent a beach house in Kent County?
The average price for a holiday home by the beach in Kent County depends on when you’re travelling and the size and type of property you’re searching for. You can find prices quickly and easily on Stayz by entering your destination and travel dates. Then use the handy filter tool to select the number of bedrooms and amenities that you need, like air conditioning, WiFi and a hot tub.
What are popular home amenities in Kent County?
When it comes to home amenities that guests prefer in Kent County, off-street parking options, a microwave oven and a fridge rank the highest. With Stayz holiday homes, you’ll discover options to fit your style and taste, whether you’re going on a holiday with family, friends or even pets.
Are there large group holiday homes in Kent County?
With 19 properties that can host 10 guests or more in Kent County, you don’t have to keep your invite list short. From family get-togethers to special events like weddings and birthday parties, Stayz will help you find a large group home to match the occasion.
What are the top attractions for families in Kent County?
You’ll find loads of fun things to do and see with the family in Kent County, such as:

  • Rock Hall Harbour
  • Historical Society of Kent County Maryland
  • Eastern Neck National Wildlife Refuge

Can I find two-bedroom holiday homes in Kent County?
Kent County has 20 two-bedroom properties for you to pick from. Enjoy a holiday home with all the space and comfort you need at a price that’s hard to resist on Stayz.
Are there holiday homes with WiFi in Kent County?
You can pick from 43 holiday homes with WiFi in Kent County. If you want to disconnect from daily life on your trip, but still need to be connected to the web, these properties are just what you need. Narrow your search by applying the WiFi filter on Stayz.
How old do you have to be to rent a holiday home in Kent County?
The minimum age allowed can differ between properties on Stayz, so check the rules of the holiday home in Kent County you’re interested in. But in general, it’s 16, 18 or 21.
How long can I rent a holiday home in Kent County for?
The length of time you can rent a holiday home in Kent County varies according to the property. Just enter your chosen travel dates to look at a list of options offering extended stays. With many amenities such as laundries and air conditioning, as well as some offering weekly or monthly discounted prices, you’re sure to get a terrific place to call your home away from home in Kent County.

Explore destinations around Kent County

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