Discover a selection of 500 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 kitchens. Prices start at $96 per night, and condos and houses are popular options for a stay in Chesterfield. Either way, you'll find a rental for everyone's needs.
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, HomeAway 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 2020 property listings offer a large selection of 599 vacation rentals around Chesterfield. From 314 condo and apartment rentals to 195 house rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent a city-center property in Chesterfield?

Those same old hotel rooms are easy to forget. Living like a local in the bustling heart of an exciting new city is most definitely not. Vrbo has 96 centrally located rental homes available. Open to more ideas? Vrbo has a bunch more rental options to discover, including:

  • 22 town vacation rentals.
  • 19 rural vacation rentals.
  • 14 riverside vacation rentals.

Can I rent an apartment in Chesterfield?

Having space to spread out, cooking with local flavors, lofty views — if any of these things appeal to you, an apartment is an awesome option. Vrbo has 321 for you to browse through here. How does $30 a night sound? That's what you could be paying if you don't leave it too long! If that doesn't match your group's taste, we've got a number of other rental options available, such as:

  • House: 223 vacation homes. Prices start from $44 per night.
  • Hotel: 158 vacation homes. Prices start from $43 per night.
  • Condo: 54 vacation homes. Prices start from $54 per night.

Can I stay in Chesterfield in a large group?

It can be difficult finding the time to unwind with your extended family and friends. A vacation is an ideal opportunity to come together. If you were planning to stay under the same roof, Vrbo has places to suit. Why not have a squiz at the 50 apartment vacation homes available here? They're the most popular option for big groups of travelers. If you're traveling in a large group, the properties for rent that can cater to you include:

  • If yours is a group of 6, we offer 138 vacation homes suitable for that size. Spend a night from just $61.
  • If you've got 8 in your family, you'll be happy to discover that there are 83 vacation homes that are suitable. You can book one for as little as $53 per night.
  • Traveling with a group of 5? We have 77 vacation homes that match your requirements. Prices begin at just $62 a night.

You and your crew will be in good hands when you arrange your Chesterfield escape through us!

Where are the cheapest rentals in Chesterfield?

Vrbo is here to help you get together with the ones you love. Offering up a great range of reasonably priced rentals, you're sure to score a fabulous pad that fits the whole group. Clayton-Tamm is a bargain-hunter's dream. And with 26 Vrbo rentals at an average price of $92 a night, it isn't difficult to see why. Another 64 Vrbo rentals are on offer in or around Southwest Garden. With an average price of $93 per night, you're sure to get a deal worth boasting to your friends about.

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