Chesapeake Vacation Rentals, Charleston: house rentals & more

Discover a selection of vacation rentals in Chesapeake that are perfect for your trip. Vacation rentals provide the amenities you need and want for your stay with friends, family, or just your pet, such as parking and a hot tub. You'll be sure to find a rental to meet everyone's needs, including options that are accessible or non-smoking.

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Find the best place to stay - Chesapeake

Beautiful deck overlooking the river and mountains.

Riverfront-NRG-Hike-Bike-Boat-Raft-Family Friendly

Sleeps 6 · 3 bedrooms · 1 bathroom

Top rated rentals - Chesapeake

Welcome to the Charleston Craftsman! We're glad you're here.

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Book a vacation rental for your Chesapeake getaway

Experience the unique character of Chesapeake with a stay in a vacation home rental. This city has something for everyone. 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 Chesapeake

Are you hoping to find attractions to visit during your stay? Venture out of your cozy vacation rental and experience everything that makes Chesapeake a one-of-a-kind vacation spot. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

Cabin Creek Quilts (5.4 mi / 8.6 km)
Memorial Ice Arena (12.4 mi / 20 km)
Upper Big Branch Miners Memorial (13.4 mi / 21.5 km)

Exploring the natural features in Chesapeake

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Chesapeake is a great place to get out in nature. Here are some of the area’s most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

Kanawha State Forest (7 mi / 11.3 km)
Laidley Field (9.4 mi / 15.1 km)
Haddad Riverfront Park (10.3 mi / 16.6 km)
North Charleston Recreation Center (12.7 mi / 20.4 km)
Shawnee Sports Complex (16.2 mi / 26.1 km)
Daniel Boone Park (7.8 mi / 12.6 km)

Transportation options to and around Chesapeake

Fly into Charleston, WV (CRW-Yeager), the closest airport, located 10.6 mi (17.1 km) from the city center.

Frequently asked questions

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

A number of factors influence what you'll pay for your vacation rental in Chesapeake, such as the length of stay, type of property and season. Still, all of our vacation homes have something in common — incredible value. Simply add your travel dates to find your ideal match.

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

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

What are the top attractions for families in Chesapeake?

Keep the kids occupied at these leading family-friendly attractions in Chesapeake:

West Virginia State Museum
Kanawha State Forest
Daniel Boone Park

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

We recommend checking with the Chesapeake vacation rental you'd like on Vrbo as the minimum age varies. However, it's generally 16, 18 or 21.

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

It really depends on the Chesapeake property. To browse a list of options offering extended stays, just type your travel dates and number of people into the Vrbo search page. You can look forward to having the entire place to yourself, as well as comforts such as a fully-equipped kitchen, air conditioning and a yard where the kids can play. Keep your eyes peeled for any long-term stays that offer discounted weekly or monthly prices.