Chesterfield Vacation Rentals

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Vacation Rentals in Chesterfield

Pet-Friendly Soulard Townhouse · 2BR/2BA · Parking + Rooftop Deck

St. Louis MO

$198 nightly

$214 total

Jun 16 - Jun 17

Total with taxes and fees

With a stay at this vacation home in St. Louis (Soulard), you'll be within a 5-minute drive of Busch Stadium and St. Louis Union Station.

Kitchen

Washer

🌟 Adorable Historic 🏠 in the ❤️ of St. Charles 🌟

Saint Charles MO

With a stay at this vacation home in St. Charles (St. Charles Historic District), you'll be a 4-minute drive from Ameristar Casino St. Charles and 7 minutes from Hollywood Casino Amphitheatre.

Kitchen

Washer

Charming 3-bedroom house in delightful Ballwin and basement is not included

Ballwin MO

$258 nightly

$276 total

Jun 28 - Jun 29

Total with taxes and fees

With a stay at this vacation home in Ballwin, you'll be within a 15-minute drive of Hollywood Casino Amphitheatre and Myseum.

Washer

Dryer

Entire 4BR Home near Lafayette Square

St. Louis MO

$280 nightly

$305 total

Jun 29 - Jun 30

Total with taxes and fees

With a stay at this vacation home in St. Louis (The Gate), you'll be within a 5-minute drive of St. Louis Union Station and Busch Stadium.

Kitchen

Washer

Pet Friendly First Floor 2 Bedroom Apartment

St. Louis MO

With a stay at this vacation home in St. Louis (McKinley Heights), you'll be within a 5-minute drive of Gateway Arch and St. Louis Union Station.

Kitchen

Pet friendly

La Casetta Cafe on The Hill

St. Louis MO

With a stay at this vacation home in St. Louis (The Hill), you'll be within a 5-minute drive of Forest Park and Barnes Jewish Hospital.

Kitchen

Washer

Cozy modern cabin nestled in the beautiful woods of Innsbrook.

Innsbrook MO

With a stay at this vacation home in Innsbrook, you'll be a 3-minute walk from Aspen Lake and 7 minutes by foot from Moon Lake.

Pool

Kitchen

Modern & Luxurious. 4BR. Sleep 12. Minutes to downtown

St. Louis MO

With a stay at this vacation home, you'll be centrally located in St. Louis, within a 5-minute drive of St. Louis Union Station and St. Louis University.

Kitchen

Washer

Brand New! Soulard Charmer - Pet Friendly.

St. Louis MO

$261 nightly

$285 total

Jun 16 - Jun 17

Total with taxes and fees

With a stay at this vacation home in St. Louis (Soulard), you'll be within a 5-minute drive of Gateway Arch and St. Louis Union Station.

Kitchen

Washer

Home Retreat -Cozy Neighborhood, 2 bedroom, 3 full baths, 4 guests

O'Fallon MO

With a stay at this vacation home in O'Fallon, you'll be within a 10-minute drive of CarShield Field and Alligator Creek Aquatic Center.

Kitchen

Washer

King's Corner Retreat

Saint Charles MO

With a stay at this vacation home in St. Charles, you'll be within a 15-minute drive of Family Arena and St Charles Convention Center.

Kitchen

Washer

Modern & Stylish 3-Story Home w/ View of the Arch

St. Louis MO

With a stay at this vacation home in St. Louis (The Gate), you'll be within a 5-minute drive of St. Louis Union Station and Gateway Arch.

Kitchen

Washer

Don't see what you're looking for?

See all available properties in Chesterfield

View all properties

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.