Discover a selection of 1,000 vacation rentals in Chesterfield, MO 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 swimming pools and private pools. Prices start at $149 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.
Top rated rentals — Chesterfield
Destination guide

The friendly area of Chesterfield awaits your stay

Enjoy the museums and other features of Chesterfield. Well-liked for its shopping, restaurants and sporting events, this city is both welcoming and scenic. Grants Farm and St. Louis Art Museum are just a couple of the must-sees 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 and around Chesterfield

Are you hoping to find attractions to visit while you're in town? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Chesterfield a one-of-a-kind vacation spot. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Grants Farm (13.9 mi / 22.4 km)
  • St. Louis Zoo (14.9 mi / 23.9 km)
  • Sophia M. Sachs Butterfly House (1.3 mi / 2 km)
  • Myseum (3.6 mi / 5.7 km)
  • Missouri Bluffs Golf Course (6.6 mi / 10.6 km)
  • Creve Coeur Golf Club (7.1 mi / 11.4 km)
Natural features

Exploring the natural features in Chesterfield

Whether you're an adventurous traveler or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Chesterfield. These are some of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

  • Missouri Botanical Gardens and Arboretum (16.9 mi / 27.2 km)
  • Faust Park (1.3 mi / 2 km)
  • Babler State Park (7.3 mi / 11.7 km)
  • Dr. Edmund A. Babler Memorial State Park (7.3 mi / 11.8 km)
  • Castlewood State Park (7.9 mi / 12.8 km)
  • Sugar Creek Park (8.1 mi / 13.1 km)
How to get there

Transportation to and around Chesterfield

Fly into St. Louis, MO (SUS-Spirit of St. Louis), the closest airport, located 4.4 mi (7 km) from the city center. If you can't find a flight that's convenient for your trip, you might consider flying into St. Louis, MO (STL-Lambert-St. Louis Intl.), which is 12.1 mi (19.4 km) away.

How many vacation rentals are available around Chesterfield, MO?

Our 2021 property listings offer a large selection of 794 vacation rentals around Chesterfield. From 304 house rentals to 471 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:

  • St. Louis Premium Outlets: 154 vacation rentals
  • Westfield Chesterfield Mall: 555 vacation rentals
  • Taubman Prestige Outlets: 451 vacation rentals
  • Sophia M. Sachs Butterfly House: 736 vacation rentals
  • Faust Park: 458 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 304 Houses in Chesterfield. Our other popular types of vacation rentals in Chesterfield include:

  • Condos/Apartments: 471 rentals available
  • Studios: 414 rentals available
  • Townhouses: 34 rentals available

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

Can I find a vacation rental with pool in Chesterfield?

Yes, you can select your preferred vacation rental with pool among our 106 vacation rentals with pool available in Chesterfield. Please use our search bar to access the selection of vacation rentals available.