Book Holiday Homes in Winfield

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Featured Holiday Homes in Winfield

Newly Updated Charming and Cozy Home near Historic Main Street in Frenchtown.

Newly Updated Charming and Cozy Home near Historic Main Street in Frenchtown.

Saint Charles
Stay at this vacation home in St. Charles. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Ameristar Casino St. Charles and Hollywood ...
Newly Updated Charming and Cozy Home near Historic Main Street in Frenchtown.
Gorgeous Lakefront Getaway - Innsbrook Chalet with Outdoor Spa!

Gorgeous Lakefront Getaway - Innsbrook Chalet with Outdoor Spa!

Innsbrook
Stay at this vacation home in Wright City. Enjoy free WiFi, a fitness center, and tennis courts. Popular attractions Cardinal Lake and Wren Lake are located ...
Gorgeous Lakefront Getaway - Innsbrook Chalet with Outdoor Spa!
St. Charles 1860's Gem - Sleeps 6!

St. Charles 1860's Gem - Sleeps 6!

St Charles
The price is NZ$415 per night from 15 Apr to 16 Apr
NZ$415
includes taxes & fees
15 Apr - 16 Apr
Book a stay at this family-friendly vacation home in St. Charles. Enjoy free WiFi, a garden, and an in-room coffeemaker. Popular attractions Ameristar Casino ...
St. Charles 1860's Gem - Sleeps 6!
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Residence on the Roundabout

Residence on the Roundabout

St Charles
Stay at this vacation home in St. Charles. Enjoy a water park, a garden, and patios. Popular attractions Ameristar Casino St. Charles and Hollywood Casino Amphitheatre ...
Residence on the Roundabout
☆BackYard BBQ Hidden Gem☆Perfect Location~Groups /Pets Welcome

☆BackYard BBQ Hidden Gem☆Perfect Location~Groups /Pets Welcome

St Peters
The price is NZ$753 per night from 6 Apr to 7 Apr
NZ$753
includes taxes & fees
6 Apr - 7 Apr
Book a stay at this family-friendly vacation home in St. Peters. Enjoy free WiFi, private pools, and a water park. Popular attractions Bowlero St. Peters and ...
☆BackYard BBQ Hidden Gem☆Perfect Location~Groups /Pets Welcome
Madison House 1 -Walk to Main St

Madison House 1 -Walk to Main St

Saint Charles
Stay at this vacation home in St. Charles. Enjoy a pool table, an in-room coffeemaker, and air conditioning. Popular attractions Ameristar Casino St. Charles ...
Madison House 1 -Walk to Main St
Farmhouse 80 Acres Rec Room Peddle Boat Lake Fishing Nature Trl 2 ml to Grafton

Farmhouse 80 Acres Rec Room Peddle Boat Lake Fishing Nature Trl 2 ml to Grafton

Grafton
Book a stay at this family-friendly vacation home in Grafton. Enjoy free WiFi, a water park, and a garden. Popular attractions Raging Rivers Waterpark and Grafton ...
Farmhouse 80 Acres Rec Room Peddle Boat Lake Fishing Nature Trl 2 ml to Grafton
Escape the city to quiet and picturesque Golden Eagle, IL..

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

Golden Eagle
Stay at this vacation home in Calhoun County. Enjoy free WiFi, a garden, and a pool table. Our guests praise the helpful staff and the property condition in ...
Escape the city to quiet and picturesque Golden Eagle, IL..
St. Charles Victorian Gem | Steps to Main Street

St. Charles Victorian Gem | Steps to Main Street

Saint Charles
The price is NZ$1,243 per night from 17 Apr to 18 Apr
NZ$1,243
includes taxes & fees
17 Apr - 18 Apr
Stay at this vacation home in St. Charles. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Ameristar Casino St. Charles and Hollywood ...
St. Charles Victorian Gem | Steps to Main Street
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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
196 Holiday Homes
Lowest Price
NZ$223
Highest Price
NZ$1,243
Popular accommodation
Newly Updated Charming and Cozy Home near Historic Main Street in Frenchtown. , Gorgeous Lakefront Getaway - Innsbrook Chalet with Outdoor Spa!, St. Charles 1860's Gem - Sleeps 6!, Residence on the Roundabout, ☆BackYard BBQ Hidden Gem☆Perfect Location~Groups /Pets Welcome, Madison House 1 -Walk to Main St, Farmhouse 80 Acres Rec Room Peddle Boat Lake Fishing Nature Trl 2 ml to Grafton, Escape the city to quiet and picturesque Golden Eagle, IL.., St. Charles Victorian Gem | Steps to Main Street

Top trending hotels in Winfield

Spacious Riverfront Perch/Easy Access to St.Charles less than 1 Hr to St. Louis

Spacious Riverfront Perch/Easy Access to St.Charles less than 1 Hr to St. Louis

Winfield
Stay at this cabin in Winfield. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker.
Spacious Riverfront Perch/Easy Access to St.Charles less than 1 Hr to St. Louis
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$246 per night from 17 Apr to 18 Apr
NZ$246
includes taxes & fees
17 Apr - 18 Apr
Book a 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 ...
Hollywood 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$375 per night from 15 Apr to 16 Apr
NZ$375
includes taxes & fees
15 Apr - 16 Apr
Stay at this 4.5-star luxury hotel in St. Charles. Enjoy an outdoor pool, a full-service spa, and 6 restaurants. Our guests praise the clean rooms and the property ...
Ameristar Casino Resort and Spa
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Drury Plaza Hotel St. Louis St. Charles

Drury Plaza Hotel St. Louis St. Charles

3 out of 5
380 Mulholland Drive, St. Charles, MO
Fully refundableReserve now, pay when you stay
The price is NZ$223 per night from 13 Apr to 14 Apr
NZ$223
includes taxes & fees
13 Apr - 14 Apr
Stay at this 3-star business-friendly hotel in St. Charles. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Drury Plaza Hotel St. Louis St. Charles
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.