Destination guide

The waterfront setting of Chesapeake City is ready to explore

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.


Activities and attractions in Chesapeake City

Are you searching for attractions to see while you're in town? Venture out of your cozy vacation rental and experience everything that makes Chesapeake City a fun spot to vacation. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Back Creek Golf Club (4.5 mi / 7.3 km)
  • Frog Hollow Golf Club (7.5 mi / 12.1 km)
  • Bulle Rock Golf Course (15.6 mi / 25.2 km)
  • Mount Felix Vineyard & Winery (15.7 mi / 25.3 km)
  • Dove Valley Winery (15.8 mi / 25.4 km)
  • Plumpton Park Zoo (16.5 mi / 26.5 km)
Natural features

Exploring the natural features in Chesapeake City

Whether you're an outdoor enthusiast or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Chesapeake City. Here are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city center:

  • Elk Neck State Park (7.2 mi / 11.6 km)
  • Lums Pond State Park (7.9 mi / 12.7 km)
  • Glendale Park (12.7 mi / 20.4 km)
  • Dickey Park (12.9 mi / 20.8 km)
  • Lewis Park (13 mi / 21 km)
  • Kells Park (13.1 mi / 21.1 km)
How to get there

Traveling to and around Chesapeake City

The nearest airport is in Baltimore, MD (MTN-Martin State), located 32.9 mi (53 km) from the city center. If you're unable to find a flight that fits your schedule, you can also fly into Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall), which is 49.3 mi (79.3 km) away.

Where to stay around Chesapeake City?

Our 2019 property listings offer a large selection of 32 vacation rentals near Chesapeake City. From 22 Houses to 2 Cottages, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Chesapeake City for a holiday or a weekend are on HomeAway.

What are the popular points of interest near where I can stay when traveling to Chesapeake City?

HomeAway offers a large selection of vacation rentals near lovely places in Chesapeake City. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • C and D Canal Museum: 60 vacation rentals
  • University of Delaware: 76 vacation rentals
  • Lewis Park: 78 vacation rentals
  • Delaware State University Wilmington: 70 vacation rentals
  • Concord Point Lighthouse: 54 vacation rentals

But there are many other points of interest around Chesapeake City listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Chesapeake City?

Yes, of course. HomeAway has 22 Houses in Chesapeake City. Our other popular types of vacation rentals in Chesapeake City include:

  • Cottages: 2 rentals available
  • Cabins: 2 rentals available
  • Bungalows: 2 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Condos/Apartments and more.

Can I find a vacation rental with pool in Chesapeake City?

Yes, you can select your preferred vacation rental with pool among our 8 vacation rentals with pool available in Chesapeake City. Please use our search bar to access the selection of vacation rentals available.