Discover a selection of 114 vacation rentals in Chesterfield, VA that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including private pools and swimming pools. Prices start at $35 per night, and houses and condos are popular options for a stay in Chesterfield. Either way, you'll find a rental for everyone's needs.
Destination guide

Delight in the natural landscape of Chesterfield

Enjoy the area's culture, history and museums and make a vacation rental your home during your stay in Chesterfield. Renowned for its shopping, golfing and parks, this city welcomes all visitors. Virginia Museum of Fine Arts and Edgar Allan Poe Museum are just a couple of the must-sees in the area. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.


Activities and attractions in and around Chesterfield

Are you searching for top things to see and do in the city? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Chesterfield a fun place to get away. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Pocahontas State Park (3.3 mi / 5.3 km)
  • Iron Bridge Sports Park (6.9 mi / 11.1 km)
  • Rockwood Park (7.7 mi / 12.3 km)
  • Metro Richmond Zoo (8.4 mi / 13.6 km)
  • Mid-Lothian Mines Park (10.8 mi / 17.4 km)
  • Putt-Putt Fun Center (11.8 mi / 19 km)
Natural features

Exploring the natural features in Chesterfield

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Chesterfield is a great place to spend some time outside. These are some of the area's most stunning natural features, all within 30 miles (48.2 km) of the city center:

  • Lewis Ginter Botanical Garden (21.2 mi / 34.1 km)
  • Pocahontas State Park (3.3 mi / 5.3 km)
  • Rockwood Park (7.7 mi / 12.3 km)
  • Mid-Lothian Mines Park (10.8 mi / 17.4 km)
  • Parker's Battery Park (12.5 mi / 20.1 km)
  • Pamplin Historical Park (13.2 mi / 21.2 km)
How to get there

Transportation to and around Chesterfield

The nearest airport is in Richmond, VA (RIC-Richmond Intl.), located 19.7 mi (31.7 km) from the city center.

How many vacation rentals are available around Chesterfield, VA?

Our 2021 property listings offer a large selection of 114 vacation rentals around Chesterfield. From 72 house rentals to 37 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What are the popular point of interests near where I can stay when traveling to Chesterfield?

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

  • Pocahontas State Park: 138 vacation rentals
  • Chesterfield Historical Society of Virginia: 139 vacation rentals
  • Castlewood: 138 vacation rentals
  • Pocahontas State Park Museum: 138 vacation rentals
  • Magnolia Grange: 138 vacation rentals

But there are many other points of interest around Chesterfield listed on Vrbo 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 Chesterfield?

Yes, of course. Vrbo has 72 Houses in Chesterfield. Our other popular types of vacation rentals in Chesterfield include:

  • Condos/Apartments: 37 rentals available
  • Studios: 33 rentals available
  • Cabins: 3 rentals available

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

Can I find a vacation rental with pool in Chesterfield?

Yes, you can select your preferred vacation rental with pool among our 12 vacation rentals with pool available in Chesterfield. Please use our search bar to access the selection of vacation rentals available.