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Compare 208 Vacation Homes in Winfield with updated reviews, rates, and availability.

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

10.0 out of 10, Exceptional, (25)
"Close to my workplace. Excellent communication with the owner should a problem arise.Will be back."
Newly Updated Charming and Cozy Home near Historic Main Street in Frenchtown.

Gorgeous Lakefront Getaway - Innsbrook Chalet with Outdoor Spa!

10.0 out of 10, Exceptional, (86)
"We had a girls trip to get together with friends. The cabin was perfect and had plenty of space for us. The kitchen was equipped with everything we needed. The staff at the clubhouse was also fabulous! We flatlanders were surprised by the hills, but that added some entertainment to our weekend."
Gorgeous Lakefront Getaway - Innsbrook Chalet with Outdoor Spa!

St. Charles 1860's Gem - Sleeps 6!

9.8 out of 10, Exceptional, (89)
"Travel for work and like quiet neighborhoods with outside space and long hot bath before bedtime. This place had all of above plus antique house was awesome and beautifully furnished with comfy bed.A great stay!"
The price is SAR 431
SAR 923 total
includes taxes & fees
1 Apr - 2 Apr
St. Charles 1860's Gem - Sleeps 6!

Residence on the Roundabout

9.6 out of 10, Exceptional, (121)
"The house was perfect for us. My wife and I had a weekend getaway to historic St Charles. We spent most of our time out walking around downtown and used the house to hang out in the evening and sleeping. The neighborhood was quiet, other than traffic on the main road out front. The neighbors across the alley out back have junk everywhere, but doesn’t affect the property. Parking was a giant concrete pad behind the house. Could be great for 4 people with a king bed downstairs and upstairs. Attic...
Residence on the Roundabout

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

9.0 out of 10, Wonderful, (45)
"Everything was perfect. Thank you so much for everything. "
The price is SAR 821
SAR 1,612 total
includes taxes & fees
1 Apr - 2 Apr
☆BackYard BBQ Hidden Gem☆Perfect Location~Groups /Pets Welcome

Madison House 1 -Walk to Main St

8.0 out of 10, Very Good, (3)
"The town house is in a great location and has a cool vibe. It is an older unit, so be aware the windows rattle when windy and there wasnt an outlet by one of the beds upstairs. The sofa seat cushions were stained. The biggest negative is the two sides of the townhomes are connected by a door on the main floor and a door upstairs. Even though locked, that felt strange and we could hear a LOT from the other townhouse. Could hear talking, laughing, the TV, and people walking on the stairs. Also,...
The price is SAR 334
SAR 902 total
includes taxes & fees
3 Apr - 4 Apr
Madison House 1 -Walk to Main St

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

10.0 out of 10, Exceptional, (111)
"Awesome property to stay at, we didn't have time to explore around but there is a lot of fun stuff to do. We forgot a baby monitor camera and realized it when we were halfway home (3.5 hours) and Patricia mailed it to us the next day! 100% would recommend "
The price is SAR 638
SAR 1,143 total
includes taxes & fees
3 Apr - 4 Apr
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..

10.0 out of 10, Exceptional, (341)
"We have stayed multiple times and we love the Barn and the hosts are super nice and accommodating. Highly recommend! "
Escape the city to quiet and picturesque Golden Eagle, IL..

St. Charles Victorian Gem | Steps to Main Street

9.8 out of 10, Exceptional, (9)
"The house was great. Comfortable, well-equipped, and very roomy."
The price is SAR 593
SAR 2,452 total
includes taxes & fees
14 Apr - 15 Apr
St. Charles Victorian Gem | Steps to Main Street

Beautiful Luxury Home on water

10.0 out of 10, Exceptional, (72)
"We had a wonderful stay at this spacious, well stocked home. Kitchen had everything we needed. Beds were very comfortable. Beautiful view of the lake. We would definitely come back again! "
Beautiful Luxury Home on water

Spacious, 3 bedroom home, finished basement on quiet court

9.8 out of 10, Exceptional, (27)
"We had a great stay while in the area for a conference."
Spacious, 3 bedroom home, finished basement on quiet court

Riverside Home - Modern meets comfort

10.0 out of 10, Exceptional, (38)
"We did a girls getaway for the weekend. The house was nicely updated with everything you need. Nicely stocked coffee bar. The beds were very comfortable and the whole house was very clean. While this is not walking distance to the main Grafton area, it just a few minute drive away. Highly recommend and plan on returning."
The price is SAR 413
SAR 1,099 total
includes taxes & fees
7 Apr - 8 Apr
Riverside Home - Modern meets comfort

🌷RARE NEW TREASURE🌷2 Homes+Outdoor Gathering Area. Two Blocks From Main St.!!!

9.2 out of 10, Wonderful, (10)
"Many things were wrong with the property."
🌷RARE NEW TREASURE🌷2 Homes+Outdoor Gathering Area. Two Blocks From Main St.!!!

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

9.6 out of 10, Exceptional, (34)
"The house was very clean. Floor boards were pretty creaky, so we had to tiptoe around when the kids were asleep. Beds were pretty hard. The upstairs room can get hot if the a/c doesn’t stay on. "
The price is SAR 615
SAR 1,388 total
includes taxes & fees
1 Apr - 2 Apr
Historic*Unique*Downtown*Quiet*Bright*Cheerful*Getaway

Charming Cottage on Main St. in Historic St. Charles! Jetted Tub, 2 Fireplaces!!

10.0 out of 10, Exceptional, (231)
"We loved our stay at the main st guest house! Perfect location and great property. We really enjoyed our stay!"
Charming Cottage on Main St. in Historic St. Charles! Jetted Tub, 2 Fireplaces!!

Frenchtown Retreat: Historic Farmhouse in St. Charles

10.0 out of 10, Exceptional, (4)
"We enjoyed our stay in Frenchtown, walking the historic streets, and spending time in old St. Charles which was a short walk away. Our 1800s house was very confortable and provided plenty of room for the 6 of us plus our dogs. The kitchen was well stocked with dishware and cooking items. Beds were comfortable. It was a great home away from home!"
The price is SAR 593
SAR 2,339 total
includes taxes & fees
1 Apr - 2 Apr
Frenchtown Retreat: Historic Farmhouse in St. Charles

3 Bedroom Cottleville Retreat By StayLage

3 Bedroom Cottleville Retreat By StayLage

Fresh&Mondern-1/2 mile from STC Convention Center

9.4 out of 10, Exceptional, (67)
"Overall it was a good stay but it would have been better if there were basic utilities like washer/dryer and dishwasher "
The price is SAR 521
SAR 1,149 total
includes taxes & fees
15 Apr - 16 Apr
Fresh&Mondern-1/2 mile from STC Convention Center

1790's Renovated Barn, Main Street St. Charles, Hot Tub in private backyard!

10.0 out of 10, Exceptional, (209)
"This little red barn ended up being a perfect getaway for us. The close proximity to Main Street St. Charles made it convenient for us to explore the many restaurants, bars and shops nearly every day we were here. The hot tub was a great way to end each day after we got done golfing or hiking. The downstairs bed was quite comfortable despite the very creaky bed frame/headboard. Overall, this house was a great place to stay for us and we would love to come back again someday. "
1790's Renovated Barn, Main Street St. Charles, Hot Tub in private backyard!

Stunning 1890's Home - Sleeps 8!

10.0 out of 10, Exceptional, (51)
"We booked this home with some friends while visiting St. Louis. It was less than 30min to the Gateway Arch, Zoo, and City Museum. St Charles is an adorable town and this home was just a few blocks from Main Street. The kitchen was pretty well equipped and we didn't have any issues during our stay. We would definitely book this home again if we were to come back. "
Stunning 1890's Home - Sleeps 8!
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, (133)
"Great place to stay..river, barges, nice hosts, friendly and protective dog, peaceful, birds/eagles....."
Spacious Riverfront Perch/Easy Access to St.Charles less than 1 Hr to St. Louis

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

9.0 out of 10, Wonderful, (45)
"Everything was perfect. Thank you so much for everything. "
The price is SAR 821
SAR 1,612 total
includes taxes & fees
1 Apr - 2 Apr
☆BackYard BBQ Hidden Gem☆Perfect Location~Groups /Pets Welcome

St. Charles 1860's Gem - Sleeps 6!

9.8 out of 10, Exceptional, (89)
"Travel for work and like quiet neighborhoods with outside space and long hot bath before bedtime. This place had all of above plus antique house was awesome and beautifully furnished with comfy bed.A great stay!"
The price is SAR 431
SAR 923 total
includes taxes & fees
1 Apr - 2 Apr
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.