Chesapeake City holiday rentals

We found 119 holiday 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 holiday rentals in Chesapeake City that are perfect for your trip. Holiday homes offer the best amenities for you and your friends, family or even pets, such as Wi-Fi and a fireplace. Whatever you're looking for, you'll be sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Find spaces that suit your style

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Delight in the waterfront landscape of Chesapeake City

The area's history and museums are just some of the reasons to come on holiday to Chesapeake City. Travellers appreciate the restaurants in this welcoming city. With a holiday 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 searching for attractions to see while you're in the area? Venture out of your cosy holiday rental and experience everything that makes Chesapeake City a fun spot to go on holiday. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • 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 an active traveller or just want to take in the scenery, Chesapeake City is a great spot to appreciate mother nature. These are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • 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)

Transport 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 centre. If you can't find a flight that's convenient for your trip, you could book a flight to Baltimore Washington International Airport (BWI), which is 52 mi (83.7 km) away.

Frequently asked questions

How much does it cost to rent a holiday home in Chesapeake City?

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

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

The average price for a holiday home 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 Stayz 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 holiday home in Chesapeake City?

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

How long can I rent a holiday home 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 Stayz'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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