Book Holiday Homes in Winfield

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Featured Holiday Homes in Winfield

St. Charles 1860's Gem - Sleeps 6!

St. Charles 1860's Gem - Sleeps 6!

St Charles MO
The price is AU$404 per night from 23 Mar to 24 Mar
AU$404
23 Mar - 24 Mar
includes taxes & fees
With a stay at this vacation home in St. Charles (St. Charles Historic District), you'll be within a 5-minute drive of Ameristar Casino St. Charles and SSM Health ...
Opens in a new windowSt. Charles 1860's Gem - Sleeps 6!
🌟 Adorable Historic 🏠 in the ❤️ of St. Charles 🌟

🌟 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 within a 5-minute drive of Ameristar Casino St. Charles and Lindenwood ...
Opens in a new window🌟 Adorable Historic 🏠 in the ❤️ of St. Charles 🌟
Cozy Cottage on Historic Main Street

Cozy Cottage on Historic Main Street

Saint Charles MO
The price is AU$354 per night from 23 Mar to 24 Mar
AU$354
23 Mar - 24 Mar
includes taxes & fees
This vacation home is in the heart of St. Charles, within a 10-minute walk of Frontier Park and Ameristar Casino St. Charles.
Opens in a new windowCozy Cottage on Historic Main Street
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Gorgeous Lakefront Getaway - Innsbrook Chalet with Outdoor Spa!

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.
Opens in a new windowGorgeous Lakefront Getaway - Innsbrook Chalet with Outdoor Spa!
Stafford Court Escape by Stay Lage

Stafford Court Escape by Stay Lage

Saint Charles MO
With a stay at this vacation home in St. Charles, you'll be within a 15-minute drive of Ameristar Casino St. Charles and Family Arena.
Opens in a new windowStafford Court Escape by Stay Lage
The Lewis & Clark Hangout

The Lewis & Clark Hangout

Saint Charles MO
The price is AU$664 per night from 22 Mar to 23 Mar
AU$664
22 Mar - 23 Mar
includes taxes & fees
With a stay at this vacation home in St. Charles (St. Charles Historic District), you'll be within a 5-minute drive of Ameristar Casino St. Charles and SSM Health ...
Opens in a new windowThe Lewis & Clark Hangout
Historic 4‑BR Farmhouse • Steps to Main Street

Historic 4‑BR Farmhouse • Steps to Main Street

Saint Charles MO
With a stay at this vacation home, you'll be centrally located in St. Charles, within a 10-minute drive of Ameristar Casino St. Charles and Katy Trail.
Opens in a new windowHistoric 4‑BR Farmhouse • Steps to Main Street
 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
With a stay at this vacation home in St. Charles (St. Charles Historic District), you'll be within a 5-minute drive of Ameristar Casino St. Charles and Historic ...
Opens in a new window Aunt Doodle’s House 8 blocks from Historic Main Street.. Convenient location!
Sweet Escape, 4BR, 2 Full Baths Near Historic Main St

Sweet Escape, 4BR, 2 Full Baths Near Historic Main St

Saint Charles MO
With a stay at this vacation home in St. Charles (St. Charles Historic District), you'll be within a 5-minute drive of Ameristar Casino St. Charles and Lindenwood ...
Opens in a new windowSweet Escape, 4BR, 2 Full Baths Near Historic Main St
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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
AU$129
Highest Price
AU$664
Popular accommodation
St. Charles 1860's Gem - Sleeps 6!, 🌟 Adorable Historic 🏠 in the ❤️ of St. Charles 🌟, Cozy Cottage on Historic Main Street, Gorgeous Lakefront Getaway - Innsbrook Chalet with Outdoor Spa!, Stafford Court Escape by Stay Lage, The Lewis & Clark Hangout, Historic 4‑BR Farmhouse • Steps to Main Street, Aunt Doodle’s House 8 blocks from Historic Main Street.. Convenient location!, Sweet Escape, 4BR, 2 Full Baths Near Historic Main St

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 AU$175 per night from 5 Apr to 6 Apr
AU$175
5 Apr - 6 Apr
includes taxes & fees
Located in Maryland Heights, Hollywood Casino & Hotel St. Louis is on a river, just a 3-minute walk from Hollywood Casino and a 4-minute drive from Hollywood ...
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 AU$335 per night from 23 Mar to 24 Mar
AU$335
23 Mar - 24 Mar
includes taxes & fees
A stay at Ameristar Casino Resort and Spa places you in the heart of St. Charles, steps from Ameristar Casino St. Charles and a 4-minute drive from Family ...
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 AU$129 per night from 2 Apr to 3 Apr
AU$129
2 Apr - 3 Apr
includes taxes & fees
With a stay at Larkspur Landing Extended Stay Suites St. Louis Riverport - Airport West in Maryland Heights, you'll be near the airport, within a 10-minute drive ...
Opens in a new windowLarkspur Landing Extended Stay Suites St. Louis Riverport - Airport West
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Elimwood Hotel, a Ramada by Wyndham

Elimwood Hotel, a Ramada by Wyndham

3 out of 5
13735 Riverport Dr Maryland Heights MO
Fully refundableReserve now, pay when you stay
The price is AU$158 per night from 29 Mar to 30 Mar
AU$158
29 Mar - 30 Mar
includes taxes & fees
With a stay at Elimwood Hotel, a Ramada by Wyndham, you'll be centrally located in Maryland Heights, within a 10-minute drive of Ameristar Casino St. Charles ...
Opens in a new windowElimwood Hotel, a Ramada by Wyndham
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.