Chesapeake City County vacation rentals

We found 998 vacation rentals — enter your dates for availability

your current months are May, 2024 and June, 2024.
May 2024
June 2024
Discover a selection of 35 homes, 19 apartments, and other vacation rentals in Chesapeake City County that are perfect for your trip. Vacation rentals provide the best amenities for your family, friends, or furry companion, such as a fireplace and a washer and dryer. You'll be sure to find a rental for everyone's needs, including options that are accessible or non-smoking.

Popular Chesapeake City County destinations on Vrbo

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Find the perfect vacation rental for your Chesapeake City County getaway

Learn about the unique charm of Chesapeake City County with a stay in a private vacation home. You'll find plenty to explore during your stay in the area. If you're looking for accommodations with space to entertain friends and family, Vrbo has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in Chesapeake City County

Do you want to discover attractions to see while you're in town? Venture out of your vacation home and check out everything that makes Chesapeake City County a fun spot to vacation. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Virginia Zoo (13.9 mi / 22.4 km)
  • Ocean Breeze Waterpark (19.6 mi / 31.5 km)
  • Currituck County Welcome Center (10.7 mi / 17.3 km)
  • Virginia Beach National Golf Club (13.8 mi / 22.2 km)
  • Motor World (19.4 mi / 31.2 km)
  • Atlantic Fun Park (21.5 mi / 34.6 km)

Exploring the natural features in Chesapeake City County

Whether you're looking for adventure or just want to take in the scenery, Chesapeake City County is a great place to get out in nature. Here are some of the area’s most enchanting features, all within 30 miles (48.2 km) of the city center:

  • Sandbridge Beach (20.4 mi / 32.9 km)
  • Great Dismal Swamp National Wildlife Refuge (10.1 mi / 16.3 km)
  • Town Point Park (11.6 mi / 18.7 km)
  • Mount Trashmore Park (14.4 mi / 23.2 km)
  • Norfolk Botanical Garden (16.6 mi / 26.6 km)
  • Little Creek Beach (19 mi / 30.5 km)

Frequently asked questions

What is the best area to stay in Chesapeake City County when booking a vacation rental?

Among the most popular destinations to book your vacation home in Chesapeake City County is Chesapeake. Set up home here and see its leading attractions, such as Greenbrier Mall and Chesapeake Square Mall.

What is the most popular type of vacation rental accommodation in Chesapeake City County?

The most in-demand types of vacation rentals in Chesapeake City County are houses. Searching for something different? Vrbo has a variety of options to match the needs of our guests, so you'll see properties in all sizes, and for all budgets. The perfect home away from home is waiting for you — find yours today.

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

A number of factors can influence how much you pay for a vacation rental in Chesapeake City County, like the type of property, season and length of stay. But, all of our vacation homes have one thing in common — unbeatable value. Simply enter your travel dates to find your ideal fit.

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

The average price for a vacation home near the beach in Chesapeake City County depends on when you'll be there and the type and size of property you're looking for. You can find prices quickly and easily on Vrbo by entering the dates you'll be traveling. Then make use of the filter tool to select the number of bedrooms and amenities that you require, like WiFi, air conditioning and a pool.

What are popular rental amenities in Chesapeake City County?

When it comes to rental amenities that people are looking for in Chesapeake City County, a stovetop, a fridge and a microwave oven are at the top of the list. With Vrbo vacation rentals, you'll have options to suit your style and taste, whether you're going on a vacation with friends, family or even pets.

Are there large group vacation rentals in Chesapeake City County?

Take your pick of five Vrbo vacation rentals in Chesapeake City County that can accommodate five or more people. You'll enjoy all the room and privacy you need to spend time with your favorite people — and nobody else.

What are the top attractions for families in Chesapeake City County?

There are loads of wonderful things to see and do with the family in Chesapeake City County, including:

  • Greenbrier Mall
  • Chesapeake City Park
  • Chesapeake Square Mall

Can I find two-bedroom vacation rentals in Chesapeake City County?

Chesapeake City County has four two-bedroom vacation properties to select from. Go for a vacation home with all the comfort and privacy you need at a price that's hard to resist on Vrbo.

Are there vacation rentals with WiFi in Chesapeake City County?

Chesapeake City County has 11 vacation rentals with WiFi, so you can stay connected during your vacation. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming Hollywood blockbusters to sending emails, these Vrbo homes make it a breeze to go online.

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

The minimum required age is usually 16, 18 or 21. It can vary between properties on Vrbo, so look at the rules of your chosen Chesapeake City County vacation home before booking.

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

The amount of time you can stay in a Chesapeake City County vacation rental for is up to the property. Just enter your preferred travel dates to browse available options that offer extended stays. They feature the things you need to make your extended vacation more convenient and comfortable, such as kitchens and air conditioning. Some vacation homes might also offer discounted weekly or monthly prices, so you can stay even longer for less.

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