Winfield Vacation Rentals

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Vacation Rentals in Winfield

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

10.0 out of 10, Exceptional, (142)
"It couldn't have been more perfect...it was exactly what i was looking for...we didn't want to leave...could live there for real!!"
Spacious Riverfront Perch/Easy Access to St.Charles less than 1 Hr to St. Louis

St. Charles 1860's Gem - Sleeps 6!

9.8 out of 10, Exceptional, (122)
"Perfect place to stay while we were in town for a show! "
The price is ¥18,490
¥37,424 total
includes taxes & fees
Oct 12 - Oct 13
St. Charles 1860's Gem - Sleeps 6!

Residence on the Roundabout

9.4 out of 10, Exceptional, (138)
"Very clean. Comfortable couch/beds"
Residence on the Roundabout

The Nest, reconnect with that special someone in our charming birdhouse!

9.8 out of 10, Exceptional, (32)
"Everything was good, it was a unique experience. Very interesting design "
The price is ¥22,188
¥26,806 total
includes taxes & fees
Oct 5 - Oct 6
The Nest, reconnect with that special someone in our charming birdhouse!

The St. Charles Guest House, lovely historic home, fun for families and groups

10.0 out of 10, Exceptional, (133)
"We loved staying here in this adorable clean house that was only 1 block off of downtown Main Street shopping. "
The St. Charles Guest House, lovely historic home, fun for families and groups

Historic*Unique*Downtown*Quiet*Bright*Cheerful*Getaway

9.6 out of 10, Exceptional, (50)
"This place was perfect for our visit to St Charles. We'll definitely book it again the next time we come to visit family"
The price is ¥22,602
¥52,322 total
includes taxes & fees
Oct 2 - Oct 3
Historic*Unique*Downtown*Quiet*Bright*Cheerful*Getaway

Main Street Balcony Apartment by StayLage!

9.4 out of 10, Exceptional, (32)
"Wonderful location for a night or two in St. Charles!! Clean & easy to find, plenty of parking & within walking distance of restaurants & shops."
The price is ¥23,963
¥66,262 total
includes taxes & fees
Oct 21 - Oct 22
Main Street Balcony Apartment by StayLage!

Madison House 1 -Walk to Main St

8.8 out of 10, Excellent, (13)
"Comfortable place to stay easy to find location close to everything in St Charles"
The price is ¥14,644
¥37,255 total
includes taxes & fees
Oct 12 - Oct 13
Madison House 1 -Walk to Main St

St. Charles, MO house with Private Patio

8.8 out of 10, Excellent, (17)
"Perfect spot for exploring the historic district or the Lindenwood campus. Easy parking. Charming older home."
The price is ¥22,366
¥51,462 total
includes taxes & fees
Oct 14 - Oct 15
St. Charles, MO house with Private Patio

Cozy Clark Suite in Frenchtown Saint Charles

9.4 out of 10, Exceptional, (8)
"Perfect for a couple. Well maintained. "
Cozy Clark Suite in Frenchtown Saint Charles

Owl house was built for unplugging, relaxing & connecting with friends/family

9.4 out of 10, Exceptional, (33)
"Great hosts, great stay, always enjoy my time"
The price is ¥24,407
¥29,192 total
includes taxes & fees
Oct 5 - Oct 6
Owl house was built for unplugging, relaxing & connecting with friends/family

Stunning 1890's Home - Sleeps 8!

10.0 out of 10, Exceptional, (79)
"We loved this beautiful property. The host was great at communicating with us and took care of everything we needed to accommodate my family. We will be booking this property for our next stay!"
The price is ¥28,844
¥59,574 total
includes taxes & fees
Oct 15 - Oct 16
Stunning 1890's Home - Sleeps 8!

Victorian Gem Steps from Main St – Sleeps 9 & Pets

9.8 out of 10, Exceptional, (17)
"Great location and accommodation for a business trip with some colleagues. Easy to check in and find everything we needed! Super cute and cozy!"
The price is ¥39,495
¥108,367 total
includes taxes & fees
Oct 2 - Oct 3
Victorian Gem Steps from Main St – Sleeps 9 & Pets

Prime Loft of Main Street

9.8 out of 10, Exceptional, (99)
"This is a great property located in wiyhin walking distance to shops restaurants and interesting things to see"
The price is ¥14,578
¥32,938 total
includes taxes & fees
Oct 2 - Oct 3
Prime Loft of Main Street

Grafton Escape #1 - River views! Pool! Walking distance to bars/restaurants

9.8 out of 10, Exceptional, (67)
"Perfect location! Great stay! "
Grafton Escape #1 - River views! Pool! Walking distance to bars/restaurants

Gorgeous Lakefront Getaway - Innsbrook Chalet with Outdoor Spa!

10.0 out of 10, Exceptional, (98)
"We absolutely loved the location and having easy access to the lake. The hot tub nestled in the trees was a bonus! The property was clean and had everything we needed to enjoy our stay. It was quiet and private, exactly what we were looking for. We’ll be back next year!"
Gorgeous Lakefront Getaway - Innsbrook Chalet with Outdoor Spa!

Honky Tonk Hideaway

9.2 out of 10, Wonderful, (7)
"Great place to stay"
Honky Tonk Hideaway

New Remodel in St. Charles - Sleeps 10! New patio! Large Fenced-in backyard!

9.8 out of 10, Exceptional, (58)
"We enjoyed the roomy house and proximity to riverfront area."
The price is ¥30,730
¥69,714 total
includes taxes & fees
Oct 5 - Oct 6
New Remodel in St. Charles - Sleeps 10! New patio! Large Fenced-in backyard!

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

10.0 out of 10, Exceptional, (357)
"Loved the property. It was beautiful and peaceful. A great place for total relaxation. Hosts respond quickly to messages."
Escape the city to quiet and picturesque Golden Eagle, IL..

Historic 4‑BR Farmhouse • Steps to Main Street

10.0 out of 10, Exceptional, (15)
"Absolutely loved the home and it truly is right in the middle of everything.. "
The price is ¥42,797
¥108,361 total
includes taxes & fees
Oct 6 - Oct 7
Historic 4‑BR Farmhouse • Steps to Main Street
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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Top Winfield Hotel Reviews

Find out more about Winfield

Find out more about Winfield

Search for holiday rentals in Winfield on Expedia! You can easily find your home rentals, villas, holiday apartments in Winfield using one of the methods below:

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Frequently asked questions

Can I find vacation rentals in Winfield?

Yes, we have vacation rentals near popular sights in Winfield, or you can select a secluded option if you want a relaxing place to stay.

What are some of the best vacation rentals in Winfield?

St. Charles 1860's Gem - Sleeps 6!: This vacation home rental near Winfield is located on a river and has a garden, a selection of books, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Winfield?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Winfield stay.

What can I see and do in Winfield?

Explore the area and family-friendly sights such as Raging Rivers Waterpark, or get out into nature at a spot like Mississippi River. Cuivre River State Park and CarShield Field are a couple of places you'll find in the larger area.

What are vacation rentals like in Winfield?

Vacation rentals are private accommodations you can reserve for a few days or a quick weekend in Winfield. Vacation rentals feature extras such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.