Winfield 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 Winfield

🌟 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

Cottage on Historic Main Street- Low Cleaning fee

Saint Charles MO

$254 nightly

$272 total

May 4 - May 5

Total with taxes and fees

With a stay at this vacation home, you'll be centrally located in St. Charles, a 2-minute drive from Ameristar Casino St. Charles and 6 minutes from Hollywood Casino Amphitheatre.

Kitchen

Washer

Gorgeous Lakefront Getaway - Innsbrook Chalet with Outdoor Spa!

Innsbrook MO

With a stay at this vacation home in Wright City, you'll be on the waterfront, just a 1-minute walk from Cardinal Lake and 9 minutes by foot from Wren Lake.

Pool

Hot Tub

The Lewis & Clark Hangout

Saint Charles MO

$491 nightly

$552 total

May 2 - May 3

Total with taxes and fees

With a stay at this vacation home in St. Charles (St. Charles Historic District), you'll be a 3-minute drive from Ameristar Casino St. Charles and 6 minutes from Hollywood Casino Amphitheatre.

Kitchen

Washer

St. Charles 1860's Gem - Sleeps 6!

St Charles MO

$251 nightly

$268 total

May 4 - May 5

Total with taxes and fees

With a stay at this vacation home in St. Charles (St. Charles Historic District), you'll be a 3-minute drive from Ameristar Casino St. Charles and 6 minutes from Hollywood Casino Amphitheatre.

Kitchen

Washer

Aunt Doodle’s House 8 blocks from Historic Main Street.. Convenient location!

St Charles MO

$219 nightly

$234 total

May 3 - May 4

Total with taxes and fees

With a stay at this vacation home in St. Charles (St. Charles Historic District), you'll be a 3-minute drive from Ameristar Casino St. Charles and 6 minutes from Hollywood Casino Amphitheatre.

Kitchen

Washer

HotTub-2br2b-near Historic Main Street

Saint Charles MO

$291 nightly

$311 total

May 11 - May 12

Total with taxes and fees

With a stay at this vacation home in St. Charles (St. Charles Historic District), you'll be a 5-minute drive from Ameristar Casino St. Charles and 7 minutes from Hollywood Casino Amphitheatre.

Hot Tub

Kitchen

Escape the city to quiet and picturesque Golden Eagle, IL..

Golden Eagle IL

This family-friendly vacation home is 3.3 mi (5.3 km) from Mississippi River and 16.8 mi (27 km) from Ameristar Casino St. Charles.

Hot Tub

Kitchen

Stunning 1890's Home - Sleeps 8!

Saint Charles MO

$378 nightly

$404 total

May 5 - May 6

Total with taxes and fees

With a stay at this vacation home in St. Charles (St. Charles Historic District), you'll be a 2-minute drive from Ameristar Casino St. Charles and 5 minutes from Hollywood Casino Amphitheatre.

Kitchen

Washer

Spacious, 3 bedroom home, finished basement on quiet court

St. Peters MO

With a stay at this vacation home in St. Peters, you'll be within a 15-minute drive of Mississippi River and Bowlero St. Peters.

Kitchen

Washer

Hilltop Hideaway with Lake Front Access

Innsbrook MO

When you stay at this vacation home in Innsbrook, you'll be on the waterfront, within a 10-minute walk of Audubon Lake and Lake Charrette.

Pool

Kitchen

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

Don't see what you're looking for?

See all available properties in Winfield

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.