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Compare 167 Vacation Homes in Winfield with updated reviews, rates, and availability.

Residence on the Roundabout
9.6 out of 10, Exceptional, (116)
"We had a nice stay in this cute home. St. Charles is a wonderful place to visit! "
Residence on the Roundabout
Confluence Cabin Grafton, IL
10.0 out of 10, Exceptional, (22)
"Perfect get away for the weekend. House was great and close to everything but still felt private. "
Confluence Cabin Grafton, IL
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
9.0 out of 10, Wonderful, (6)
"The house was awesome, just like it looked in pictures. The front patio was a nice place to sit. The AC worked REALLY well, and the beds were comfy. Both showers had shampoo/conditioner/body soap. The towels were a little thin and scratchy. The house is in a decent central location for getting around. Getting through the neighborhood was a little confusing due to construction. Check-in was delayed over an hour, but we had somewhere to hang out until it was ready. The entry keypad was broken, so...
Modern Family Home
The St. Charles Guest House, lovely historic home, fun for families and groups
10.0 out of 10, Exceptional, (118)
"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!
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 SAR 601
SAR 1,570 total
includes taxes & fees
18 Nov - 19 Nov
Charming open 4bd and screen-in porch! Sleeps 10!
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 SAR 2,061
SAR 3,540 total
includes taxes & fees
17 Dec - 18 Dec
Luxe Innsbrook Resort Home - Lakes/Golf/Trails
Escape the city to quiet and picturesque Golden Eagle, IL..
10.0 out of 10, Exceptional, (329)
"Was yet another great experience at the Barn. Thanks again Susan and Mike!!"
Escape the city to quiet and picturesque Golden Eagle, IL..
The robin nest a cozy cottage on historic main street; pet Friendly
9.8 out of 10, Exceptional, (26)
"Host was great! Loved the cobblestone streets. Quiet neighborhood. Perfect location. Would definitely stay again!"
The robin nest a cozy cottage on historic main street; pet Friendly
Gorgeous Lakefront Getaway - Innsbrook Chalet with Outdoor Spa!
10.0 out of 10, Exceptional, (80)
"We had a really lovely couple days at this place- we were looking for a romantic, cozy spot to spend our anniversary. This hit all the marks. It ended up raining most of the time and the firewood kept us cozy inside enjoying the weather with some board games and drinks in front of the fire. The weather did cooperate for us to get some night soaks in the hot tub. Everything was perfect. Would return! "
Gorgeous Lakefront Getaway - Innsbrook Chalet with Outdoor Spa!
🌟 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!
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 SAR 669
SAR 1,648 total
includes taxes & fees
20 Nov - 21 Nov
New Remodel in St. Charles - Sleeps 10! New patio! Large Fenced-in backyard!
Fresh & Modern Home-Away-From-Home Near St Charles
10.0 out of 10, Exceptional, (48)
"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
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
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
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!
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.
9.8 out of 10, Exceptional, (17)
"Close to my work and perfect space for 1 person who likes space"
Newly Updated Charming and Cozy Home near Historic Main Street in Frenchtown.
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!
9.8 out of 10, Exceptional, (79)
"Great place in a quiet neighborhood. "
The price is SAR 432
SAR 920 total
includes taxes & fees
18 Nov - 19 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
9.8 out of 10, Exceptional, (128)
"Such a peaceful, quiet and cozy property. The view is beautiful and it is bright and clean. I absolutely loved my stay! The hosts are wonderful and accommodating. "
Spacious Riverfront Perch/Easy Access to St.Charles less than 1 Hr to St. Louis
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!
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.