Book Holiday Homes in Winfield

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Featured Holiday Homes in Winfield

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

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

Saint Charles MO
Stay at this holiday home in St. Charles. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Ameristar Casino St. Charles and Hollywood Casino ...
Opens in a new window🌟 Adorable Historic 🏠 in the ❤️ of St. Charles 🌟
Cottage on Historic Main Street- Low Cleaning fee

Cottage on Historic Main Street- Low Cleaning fee

Saint Charles MO
The price is NZ$466 per night from 4 May to 5 May
NZ$466
4 May - 5 May
includes taxes & fees
Stay at this holiday home in St. Charles. Enjoy free Wi-Fi, laundry facilities and an in-room coffee maker. Popular attractions Ameristar Casino St. Charles ...
Opens in a new windowCottage on Historic Main Street- Low Cleaning fee
Gorgeous Lakefront Getaway - Innsbrook Chalet with Outdoor Spa!

Gorgeous Lakefront Getaway - Innsbrook Chalet with Outdoor Spa!

Innsbrook MO
Stay at this holiday home in Wright City. Enjoy free Wi-Fi, a fitness centre and laundry facilities. Popular attractions Cardinal Lake and Wren Lake are located ...
Opens in a new windowGorgeous Lakefront Getaway - Innsbrook Chalet with Outdoor Spa!
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The Lewis & Clark Hangout

The Lewis & Clark Hangout

Saint Charles MO
Stay at this holiday home in St. Charles. Enjoy laundry facilities, an in-room coffee maker and air conditioning. Popular attractions Ameristar Casino St. Charles ...
Opens in a new windowThe Lewis & Clark Hangout
St. Charles 1860's Gem - Sleeps 6!

St. Charles 1860's Gem - Sleeps 6!

St Charles MO
The price is NZ$454 per night from 4 May to 5 May
NZ$454
4 May - 5 May
includes taxes & fees
Stay at this family-friendly holiday home in St. Charles. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Ameristar Casino St. Charles ...
Opens in a new windowSt. Charles 1860's Gem - Sleeps 6!
 Aunt Doodle’s House 8 blocks from Historic Main Street.. Convenient location!

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

St Charles MO
Stay at this holiday home in St. Charles. Enjoy laundry facilities, cable/satellite TV service and an in-room coffee maker. Popular attractions Ameristar Casino ...
Opens in a new window Aunt Doodle’s House 8 blocks from Historic Main Street.. Convenient location!
HotTub-2br2b-near Historic Main Street

HotTub-2br2b-near Historic Main Street

Saint Charles MO
Stay at this holiday home in St. Charles. Enjoy a garden, laundry facilities and patios. Popular attractions Ameristar Casino St. Charles and Hollywood Casino ...
Opens in a new windowHotTub-2br2b-near Historic Main Street
Escape the city to quiet and picturesque Golden Eagle, IL..

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

Golden Eagle IL
Stay at this holiday home in Calhoun County. Enjoy free Wi-Fi, a garden and laundry facilities. Our guests praise the helpful staff and the property condition ...
Opens in a new windowEscape the city to quiet and picturesque Golden Eagle, IL..
Stunning 1890's Home - Sleeps 8!

Stunning 1890's Home - Sleeps 8!

Saint Charles MO
Stay at this holiday home in St. Charles. Enjoy laundry facilities and air conditioning. Popular attractions Ameristar Casino St. Charles and Hollywood Casino ...
Opens in a new windowStunning 1890's Home - Sleeps 8!
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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.

Winfield Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Winfield vacation homes are the perfect way for you to wing it.

Holiday houses in Winfield let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Winfield in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Winfield adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Winfield with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Winfield vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Winfield Holiday Homes essential information

Accommodation
183 Holiday Homes
Lowest Price
NZ$143
Highest Price
NZ$466
Popular accommodation
🌟 Adorable Historic 🏠 in the ❤️ of St. Charles 🌟, Cottage on Historic Main Street- Low Cleaning fee, Gorgeous Lakefront Getaway - Innsbrook Chalet with Outdoor Spa!, The Lewis & Clark Hangout, St. Charles 1860's Gem - Sleeps 6!, Aunt Doodle’s House 8 blocks from Historic Main Street.. Convenient location!, HotTub-2br2b-near Historic Main Street, Escape the city to quiet and picturesque Golden Eagle, IL.., Stunning 1890's Home - Sleeps 8!

Top trending hotels in Winfield

Hollywood Casino & Hotel St. Louis

Hollywood Casino & Hotel St. Louis

3.5 out of 5
777 Casino Center Drive Maryland Heights MO
Fully refundableReserve now, pay when you stay
The price is NZ$217 per night from 1 June to 2 June
NZ$217
1 June - 2 June
includes taxes & fees
Stay at this business-friendly hotel in Maryland Heights. Enjoy free parking, 7 restaurants and a casino. Our guests praise the helpful staff and the clean rooms ...
Opens in a new windowHollywood Casino & Hotel St. Louis
Ameristar Casino Resort and Spa

Ameristar Casino Resort and Spa

4.5 out of 5
1 Ameristar Blvd St. Charles MO
Fully refundableReserve now, pay when you stay
The price is NZ$343 per night from 26 May to 27 May
NZ$343
26 May - 27 May
includes taxes & fees
Stay at this luxury hotel in St. Charles. Enjoy a full-service spa, 6 restaurants and a casino. Our guests praise the clean rooms in their reviews. Popular attractions ...
Opens in a new windowAmeristar Casino Resort and Spa
Larkspur Landing Extended Stay Suites St. Louis Riverport - Airport West

Larkspur Landing Extended Stay Suites St. Louis Riverport - Airport West

3 out of 5
13639 Riverport Dr Maryland Heights MO
Fully refundableReserve now, pay when you stay
The price is NZ$199 per night from 7 May to 8 May
NZ$199
7 May - 8 May
includes taxes & fees
Stay at this business-friendly hotel in Maryland Heights. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean ...
Opens in a new windowLarkspur Landing Extended Stay Suites St. Louis Riverport - Airport West
Save an average of 15% on thousands of hotels when you're signed in
WoodSpring Suites St Peters-OFallon

WoodSpring Suites St Peters-OFallon

2.5 out of 5
7850 Veterans Memorial Parkway St. Peters MO
Fully refundableReserve now, pay when you stay
The price is NZ$143 per night from 6 May to 7 May
NZ$143
6 May - 7 May
includes taxes & fees
Stay at this hotel in St. Peters. Enjoy free Wi-Fi, free parking and a 24-hour front desk. Popular attractions Bowlero St. Peters and CarShield Field are located ...
Opens in a new windowWoodSpring Suites St Peters-OFallon
Don't see what you're looking for?
See all available properties in Winfield
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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.

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^Subject to availability and chosen travel dates.