Chester Vacation Rentals, Richmond: homes, house rentals & more

Scroll through and select from vacation rentals in Chester to find one that's perfect for your trip. Vacation homes offer the best amenities for your family, friends, or furry companion, like WiFi and a washer and dryer. At the end of the day, you'll be sure to find a rental that has what everyone needs, including accessible or non-smoking choices.

Find spaces that suit your style

Find the best place to stay - Chester

The GiaMaria resting in only 4 feet of water and a beautiful oxbow on the James.

A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city

Sleeps 4 · 1 bedroom · 1 bathroom

Private pool and patio grilling area ready for entertaining and relaxing.

Historic Marshall house w/3 King sized beds, 11 total beds & saltwater Pool

Sleeps 16 · 5 bedrooms · 3+ bathrooms

VMFA • Carytown • Keyless • Coffee & Treats • Queen Bedrooms • Generous Deck

Sleeps 5 · 2 bedrooms · 1 bathroom

Top rated rentals - Chester

Clean and quiet

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
All the privacy of home
Enjoy full kitchens, laundry, pools, yards and more
More for less
More space, more privacy, more amenities — more value
A place for everyone
We stand for diversity, inclusion and families everywhere.
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The artsy city of Chester awaits you

Enjoy the art galleries and other features of Chester. Well known for its restaurants, shopping and bird watching, this welcoming city won't disappoint. 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 Chester

Do you want to discover top things to see and do in the area? Venture out of your vacation home and experience everything that makes Chester a fun spot to vacation. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

Iron Bridge Sports Park (2.9 mi / 4.7 km)
Pocahontas State Park (7.2 mi / 11.6 km)
The Barns of Kanak (13.3 mi / 21.3 km)
Virginia Motorsports Park (13.9 mi / 22.4 km)
Country Club of Virginia (15.5 mi / 24.9 km)
Richmond Raceway (16.8 mi / 27 km)

Exploring the natural features in Chester

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Chester is a great spot to appreciate mother nature. These are some of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

Richmond National Battlefield Park (6.4 mi / 10.2 km)
Pocahontas State Park (7.2 mi / 11.6 km)
Dorey Park (9.6 mi / 15.4 km)
Virginia Capital Trail: Richmond Trailhead (11.8 mi / 19 km)
James River (12.1 mi / 19.5 km)
Pamplin Historical Park (12.2 mi / 19.6 km)

Transportation options to and around Chester

The nearest airport is in Richmond Intl. Airport (RIC), located 12.2 mi (19.6 km) from the city center.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Chester?

Corporate apartments are the most popular style of vacation rental in Chester, according to our data. Even if you have something else in mind, Vrbo has properties in loads of shapes and sizes. Look through our options to find your ideal fit.

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

The average price for a vacation home in Chester is based on a number of factors, including season, length of stay and property type. Whether you're searching for a sprawling villa with space for the whole family or a cozy cabin just enough for two, just add your travel dates to discover stays with amazing value.

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

Prices for beach houses in Chester can vary depending on the type and size of the property and time of year you're traveling. All you have to do is enter your travel dates into Vrbo and the number of guests to see your options and prices. From there you can use the filters to tailor your search results by amenities, nearby activities, ratings and more.

What are popular rental amenities in Chester?

When it comes to rental amenities that people search for in Chester, a barbecue grill, a swimming pool and an electric car charging station are at the top of the list. With Vrbo vacation homes, you'll find options to match your taste and style, whether you're going away with friends, relatives or even pets.

What are the top attractions for families in Chester?

Keep your kids occupied at these fantastic family-friendly attractions in Chester:

Keystone Antique Truck and Tractor Museum
Iron Bridge Sports Park
Point of Rocks Park

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

The minimum age permitted can differ between properties on Vrbo, so check the rules of the vacation home in Chester you're considering. But in general, it's 16, 18 or 21.

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

It all depends on the Chester property. To see all available options offering extended stays, just type your travel dates and number of people into Vrbo's search page. You can enjoy having the place to yourself, along with home comforts such as a fully-equipped kitchen and a yard to run around in. Keep your eyes peeled for long-term stays that offer discounted weekly or monthly prices.