Photo by Jennifer Crim

Kent Island vacation rentals

We found 957 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024

Sign in and earn OneKeyCash for your eligible stays

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value
  • A place for everyone
    We stand for diversity, inclusion and families everywhere.
    Learn more

Explore the waterfront setting in Kent Island

Enjoy the history and other features of Kent Island. Well known for its island views, boating and biking, this relaxing city won't disappoint. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Kent Island

Do you want to find top things to see and do while you're in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Kent Island a fun place to get away. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Queenstown Harbor Golf Club (9.3 mi / 15 km)
  • St. Michaels Winery (12.2 mi / 19.7 km)
  • Chesapeake Beach Water Park (20.3 mi / 32.6 km)
  • U.S. Naval Academy Golf Club (8.3 mi / 13.4 km)
  • Thurgood Marshall Memorial (9.2 mi / 14.8 km)
  • Queenstown Harbor Golf Links (9.3 mi / 15 km)

Exploring the natural features in Kent Island

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Kent Island is a great place to get outside. Here are some of the area’s most stunning sights, all within 30 miles (48.2 km) of the city center:

  • Chesapeake Bay Environmental Center (5.4 mi / 8.8 km)
  • Sandy Point Beach (6.3 mi / 10.1 km)
  • Sandy Point State Park (7.1 mi / 11.5 km)
  • Maryland Quiet Waters Park (9.1 mi / 14.6 km)
  • Rocky Point Park and Beach (22.1 mi / 35.6 km)
  • Matapeake State Park (1.7 mi / 2.7 km)

Frequently asked questions

What is the best area to stay in Kent Island when booking a vacation rental?

One of the more sought-after areas for a Kent Island vacation home is Chester. When you lock in your vacation rental with Vrbo, you'll have the entire place to yourself. This means you don't have to share it with anyone apart from your group.

What is the most popular type of vacation rental accommodation in Kent Island?

Houses are the most popular style of vacation rental in Kent Island, according to our data. Even if you have something else in mind, Vrbo has vacation homes in many sizes and shapes. Filter our options to find your perfect match.

How much does it cost to rent a vacation rental in Kent Island?

The average price for a vacation home in Kent Island is based on several factors, such as property type, season and length of stay. Whether you prefer a villa with space for extended family or a cozy condo perfect for just you and the kids, just enter your travel dates to see stays with unbeatable value.

How much does it cost to rent a beach house in Kent Island?

When you travel and the size and style of the property will help determine the cost of your beachside stay. Type in your Kent Island travel dates to view your options on Vrbo. Can't live without a private pool? Use the filters to pick the features and amenities you want in your beach house.

What are popular rental amenities in Kent Island?

The most popular rental amenities people search for in Kent Island include an ocean view, a water view and an electric car charging station. Whether you're on the road with family, buddies or even pets, Vrbo vacation properties feature the best amenities for ultimate relaxation with the people that matter most.

Can I find two-bedroom vacation rentals in Kent Island?

Take off with your besties and enjoy total privacy and comfort in one of the three two-bedroom vacation properties Kent Island has to offer.

Are there vacation rentals with WiFi in Kent Island?

Kent Island has 23 vacation rentals with WiFi, so you'll be able to stay connected during your vacation. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming TV shows with the family to checking emails, these Vrbo homes will keep you online.

How old do you have to be to rent a vacation rental in Kent Island?

The minimum age allowed can vary across properties on Vrbo, so be sure to look at the rules of the vacation rental in Kent Island you want. But normally, it's 16, 18 or 21.

How long can I rent a vacation rental in Kent Island for?

The length of time you can rent a vacation rental in Kent Island differs according to the property. Simply enter your selected travel dates to look at a list of options offering extended stays. With tons of creature comforts such as air conditioning and full kitchens, as well as some offering weekly or monthly discounts, you're sure to discover somewhere just right to call your home away from home in Kent Island.

More Vacation Rentals ideas