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Compare 168 Vacation Homes in Winfield with updated reviews, rates, and availability.

Residence on the Roundabout
Exterior
Residence on the Roundabout
9.6 out of 10, Exceptional, (116)
"Enjoyed the comfort of this little house while we explored all there is to do in St Charles "
Residence on the Roundabout
Confluence Cabin Grafton, IL
Exterior
Confluence Cabin Grafton, IL
10.0 out of 10, Exceptional, (23)
"Nice property and host. "
Confluence Cabin Grafton, IL
Relaxing, Quiet get away where you can enjoy the outdoors.
Interior
Relaxing, Quiet get away where you can enjoy the outdoors.
10.0 out of 10, Exceptional, (22)
"Me and family stayed here for the weekend since it was close to my daughter's wedding venue. It was perfect for our stay. Lots of space and my husband just adored it. The location, the decor....I think he was ready to move in. LOL Rachel Daugherty "
Relaxing, Quiet get away where you can enjoy the outdoors.
Modern Family Home
Living area
Modern Family Home
9.0 out of 10, Wonderful, (7)
"Need pots and pans for preparing meals. "
Modern Family Home
The St. Charles Guest House, lovely historic home, fun for families and groups
Lovely master bedroom with fireplace and sitting area.
The St. Charles Guest House, lovely historic home, fun for families and groups
10.0 out of 10, Exceptional, (119)
"We loved this place and the location! We plan on returning one day!"
The St. Charles Guest House, lovely historic home, fun for families and groups
Charming open 4bd and screen-in porch! Sleeps 10!
Private kitchen
Charming open 4bd and screen-in porch! Sleeps 10!
9.4 out of 10, Exceptional, (25)
"There was 7 of us on our girls trip. Can’t say enough good things about this house. It was clean, charming, and oh so cozy. We had a wonderful time & the host was very prompt in answering any & all our questions. Love this place & would definitely stay here again. We all recommend it highly!"
The price is AED 588
AED 1,535 total
includes taxes & fees
5 Dec - 6 Dec
Charming open 4bd and screen-in porch! Sleeps 10!
Luxe Innsbrook Resort Home - Lakes/Golf/Trails
Living area
Luxe Innsbrook Resort Home - Lakes/Golf/Trails
9.8 out of 10, Exceptional, (11)
"Great house with everything you need for a large group gathering. We had 18 people staying at the house and ended up having a few guests visit for a BBQ. The house was beautifully decorated, clean, and homey. The beds and pillows were very comfortable. The kitchen was great and had every tool we could have needed and had plenty of kids plates and cups which is rare in rentals! The outdoor space was lovely and well maintained. The owner was very responsive before, during, and after the trip and...
The price is AED 2,016
AED 3,463 total
includes taxes & fees
24 Nov - 25 Nov
Luxe Innsbrook Resort Home - Lakes/Golf/Trails
Escape the city to quiet and picturesque Golden Eagle, IL..
spring time!
Escape the city to quiet and picturesque Golden Eagle, IL..
10.0 out of 10, Exceptional, (330)
"Great property in a beautiful setting. It was a very peaceful stay!!! The kitchen was the best stocked of any VRBO we have stayed in. "
Escape the city to quiet and picturesque Golden Eagle, IL..
The robin nest a cozy cottage on historic main street; pet Friendly
living room
The robin nest a cozy cottage on historic main street; pet Friendly
9.8 out of 10, Exceptional, (28)
"Excellent location, great communication with property manager and terrific unit!"
The robin nest a cozy cottage on historic main street; pet Friendly
Gorgeous Lakefront Getaway - Innsbrook Chalet with Outdoor Spa!
Exterior
Gorgeous Lakefront Getaway - Innsbrook Chalet with Outdoor Spa!
10.0 out of 10, Exceptional, (82)
"Perfect getaway! Location is amazing. Property set up is wonderful. Will be coming back! "
Gorgeous Lakefront Getaway - Innsbrook Chalet with Outdoor Spa!
🌟 Adorable Historic 🏠 in the ❤️ of St. Charles 🌟
Exterior
🌟 Adorable Historic 🏠 in the ❤️ of St. Charles 🌟
10.0 out of 10, Exceptional, (53)
"Absolutely beautiful property so quiet and serene!! Only complaint was down stairs bathroom wasn’t very clean "
🌟 Adorable Historic 🏠 in the ❤️ of St. Charles 🌟
New Remodel in St. Charles - Sleeps 10! New patio! Large Fenced-in backyard!
Living area
New Remodel in St. Charles - Sleeps 10! New patio! Large Fenced-in backyard!
9.8 out of 10, Exceptional, (49)
"Overall, house was great. A couple of suggestions would be a night light in bathrooms (for old folks like us) and a binder with instructions, like how to use the various tv remotes, how to operate the washer/dryer (not intuitive), etc. Arrival communication (which I think is through VRBO) had a few hiccups so I had to request info from the host prior to arrival which was supposed to be included in welcome communications...but this was no big deal. House was roomy, comfortable, and pretty well...
The price is AED 551
AED 1,489 total
includes taxes & fees
5 Dec - 6 Dec
New Remodel in St. Charles - Sleeps 10! New patio! Large Fenced-in backyard!
Fresh & Modern Home-Away-From-Home Near St Charles
Living area
Fresh & Modern Home-Away-From-Home Near St Charles
10.0 out of 10, Exceptional, (49)
"This was the cleanest place we've stayed at. It was so cute, quiet and we felt safe. Communication was amazing. We would definitely stay again. 100% recommend this to anyone who is staying in the area. "
Fresh & Modern Home-Away-From-Home Near St Charles
Private St Peters Home Patio Pool Table
Living area
Private St Peters Home Patio Pool Table
10.0 out of 10, Exceptional, (15)
"House was absolutely perfect for us! "
Private St Peters Home Patio Pool Table
Blair's House in St. Charles - Long Stays Welcome
Blair's House in St. Charles - Long Stays Welcome
9.4 out of 10, Exceptional, (13)
"Very pleasant and clean home with all the amenities you could want. Very nice neighborhood. Would recommend this home to anyone."
Blair's House in St. Charles - Long Stays Welcome
☆BackYard BBQ Hidden Gem☆Perfect Location~Groups /Pets Welcome
Dining
☆BackYard BBQ Hidden Gem☆Perfect Location~Groups /Pets Welcome
9.0 out of 10, Wonderful, (44)
"My stay was very pleasant! The house was very homey and inviting! The deck was my favorite place-it was very equipped with everything needed for outdoor cooking and dining! The neighborhood was very nice and the neighbors were friendly and welcoming!"
☆BackYard BBQ Hidden Gem☆Perfect Location~Groups /Pets Welcome
1790's Renovated Barn, Main Street St. Charles, Hot Tub in private backyard!
The Red Barn Guest House
1790's Renovated Barn, Main Street St. Charles, Hot Tub in private backyard!
10.0 out of 10, Exceptional, (200)
"Overall this was a fantastic location less than a block off the historic street. Great for walking around and the backyard was great for relaxing. This is best suited for short stays with no real cooking needed but couldn’t ask for a better weekend getaway spot. "
1790's Renovated Barn, Main Street St. Charles, Hot Tub in private backyard!
Newly Updated Charming and Cozy Home near Historic Main Street in Frenchtown.
Exterior street view
Newly Updated Charming and Cozy Home near Historic Main Street in Frenchtown.
9.8 out of 10, Exceptional, (19)
"This was a great location for a girls weekend visiting St Charles. It is just down the road from Frenchtown and Main St which were really fun to bop around all the shops. The house was very clean, comfortable beds, and the patio area was super cute. Would absolutely stay here again!"
Newly Updated Charming and Cozy Home near Historic Main Street in Frenchtown.
Aunt Doodle’s House 8 blocks from Historic Main Street.. Convenient location!
Exterior
Aunt Doodle’s House 8 blocks from Historic Main Street.. Convenient location!
9.8 out of 10, Exceptional, (56)
"Great location! Very comfortable, everything we needed. Cute and interesting decor. Quick response to questions from owner. Perfect Sisters weekend!"
Aunt Doodle’s House 8 blocks from Historic Main Street.. Convenient location!
St. Charles 1860's Gem - Sleeps 6!
Renovated historic home with10ft ceilings, original brickwork and lots of charm.
St. Charles 1860's Gem - Sleeps 6!
9.8 out of 10, Exceptional, (79)
"I chose this property for the location, but would go back for the comfort and coziness of the home. The house included everything you could need in the kitchen and bathroom and made the trip very easy. It was very clean and very well organized. The offstreet parking was a plus. Highly recommend, Especially if you want something close to the Lindenwood campus and the downtown area."
The price is AED 422
AED 900 total
includes taxes & fees
25 Nov - 26 Nov
St. Charles 1860's Gem - Sleeps 6!
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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Other property types in Winfield

Spacious Riverfront Perch/Easy Access to St.Charles less than 1 Hr to St. Louis
Spring Special -- 10% Off Now! Great Views!!! Winfield Lock & Dam #25
Spacious Riverfront Perch/Easy Access to St.Charles less than 1 Hr to St. Louis
9.8 out of 10, Exceptional, (128)
"It was a great place to relax and enjoy some quiet time. Relaxing on the deck and enjoying looking out over the river with such an amazing view was the best!"
Spacious Riverfront Perch/Easy Access to St.Charles less than 1 Hr to St. Louis
Stunning 1890's Home - Sleeps 8!
Fully stocked kitchen
Stunning 1890's Home - Sleeps 8!
10.0 out of 10, Exceptional, (36)
"Super cute house, clean and within easy walking distance of historic main street"
Stunning 1890's Home - Sleeps 8!
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!
Exterior
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!
10.0 out of 10, Exceptional, (192)
"Host and house were both great. "
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!
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.