Chesapeake City vacation rentals

We found 119 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of 6 homes and other vacation rentals in Chesapeake City that are perfect for your trip. Vacation homes provide the amenities you need and want for you and your friends, family, or even pets, such as parking and a washer and dryer. At the end of the day, you'll be able to choose a rental for everyone's needs, including a place that's non-smoking or offers accessibility.

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Delight in the waterfront landscape of Chesapeake City

The area's history and museums are just a few of the reasons to vacation in Chesapeake City. Travelers appreciate the restaurants in this welcoming city. With a vacation rental, you get a home away from home. Many rentals offer full kitchens and outdoor grills for some home cooking.

Sightseeing in and around Chesapeake City

Are you looking for top things to see and do in the area? Venture out of your cozy vacation rental and experience everything that makes Chesapeake City a one-of-a-kind vacation spot. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Plumpton Park Zoo (15.9 mi / 25.5 km)
  • Bulle Rock Golf Course (17.3 mi / 27.9 km)
  • Back Creek Golf Club (3.3 mi / 5.3 km)
  • Dove Valley Winery (15.7 mi / 25.2 km)
  • Crow Farm and Vineyard (16 mi / 25.8 km)
  • Mount Felix Vineyard & Winery (17.2 mi / 27.6 km)

Exploring the natural features in Chesapeake City

Whether you're looking for adventure or just want to spend some time taking in the scenery, Chesapeake City is a great spot to appreciate mother nature. These are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city center:

  • Lums Pond State Park (5.1 mi / 8.2 km)
  • Glasgow Park (6.9 mi / 11.2 km)
  • Elk Neck State Park (9.7 mi / 15.7 km)
  • University of Delaware Botanic Gardens (10.6 mi / 17.1 km)
  • Chespeake & Delaware Branch Canal (12 mi / 19.2 km)
  • Kirkwood Soccer Complex (12.3 mi / 19.8 km)

Transportation to and around Chesapeake City

The nearest airport is in Baltimore, MD (MTN-Martin State), located 35.6 mi (57.3 km) from the city center. If you can't find a flight that's convenient for your trip, you can also fly into Baltimore Washington Intl. Airport (BWI), which is 52 mi (83.7 km) away.

Frequently asked questions

How much does it cost to rent a vacation rental in Chesapeake City?

Season, property type and length of stay are some things that can affect the price of a vacation home. Simply enter your dates of travel to find your ideal match. From cozy cabins to expansive luxury villas, all Vrbo vacation rentals offer unbeatable value.

How much does it cost to rent a beach house in Chesapeake City?

The average price for a vacation rental near the beach in Chesapeake City depends on when you'll be there and the type and size of property you're searching for. You can find prices quickly and easily on Vrbo by entering your travel dates and destination. Then use the filter tool to pick the number of bedrooms and amenities essential to you, like a pool, air conditioning and WiFi.

What are the top attractions for families in Chesapeake City?

Keeping the kiddos entertained during your stay in Chesapeake City is simple with these exciting family-friendly attractions:

  • Historical Society of Cecil County
  • Cow Pond
  • Elkton Indoor Tennis

How old do you have to be to rent a vacation rental in Chesapeake City?

Age restrictions can differ across properties on Vrbo, so be sure to look at the rules of the vacation rental in Chesapeake City you're considering. But normally, it's 16, 18 or 21.

How long can I rent a vacation rental in Chesapeake City for?

It's down to the Chesapeake City property. To look at a list of options offering extended stays, simply enter your dates and number of guests into Vrbo's search page. You can look forward to having the property to yourself, along with home comforts such as a fully-equipped kitchen and a yard where the kids can play. Keep your eyes peeled for long-term stays that offer weekly or monthly discounts.

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