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Check prices for these dates

Next weekend
25 Apr - 27 Apr
In two weeks
2 May - 4 May
In one month
16 May - 18 May
In two months
13 Jun - 15 Jun

Compare 203 Vacation Homes in Winfield with updated reviews, rates, and availability.

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

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

10.0 out of 10, Exceptional, (26)
"The property was lovely. Very clean. We had a wonderful stay. It is truly just a short distance to the historic district which was perfect. Would definitely book again."
Newly Updated Charming and Cozy Home near Historic Main Street in Frenchtown.
Gorgeous Lakefront Getaway - Innsbrook Chalet with Outdoor Spa!
Smart TV, fireplace, video games, DVD player

Gorgeous Lakefront Getaway - Innsbrook Chalet with Outdoor Spa!

10.0 out of 10, Exceptional, (89)
"Beautiful home. Perfect for unwinding. "
Gorgeous Lakefront Getaway - Innsbrook Chalet with Outdoor Spa!
St. Charles 1860's Gem - Sleeps 6!
Fridge, microwave, oven, stovetop

St. Charles 1860's Gem - Sleeps 6!

9.8 out of 10, Exceptional, (93)
"My husband and I (plus our pup) stayed for two nights and would definitely come back to this place. Loved the style and space, plus everything they included! "
The price is AED 422
AED 893 total
includes taxes & fees
15 Apr - 16 Apr
St. Charles 1860's Gem - Sleeps 6!
Residence on the Roundabout
Interior

Residence on the Roundabout

9.6 out of 10, Exceptional, (123)
"This was a good spot for my husband and son to crash for a soccer tournament. Clean and close to the freeway. Communication with Caryn was great!"
Residence on the Roundabout
☆BackYard BBQ Hidden Gem☆Perfect Location~Groups /Pets Welcome
Pool

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

9.0 out of 10, Wonderful, (46)
"Everything was perfect. Thank you so much for everything. "
The price is AED 804
AED 1,560 total
includes taxes & fees
15 Apr - 16 Apr
☆BackYard BBQ Hidden Gem☆Perfect Location~Groups /Pets Welcome
Madison House 1 -Walk to Main St
2 bedrooms, desk, iron/ironing board, travel crib

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 AED 364
AED 925 total
includes taxes & fees
20 Apr - 21 Apr
Madison House 1 -Walk to Main St
Farmhouse 80 Acres Rec Room Peddle Boat Lake Fishing Nature Trl 2 ml to Grafton
Smart TV, DVD player, foosball, table tennis

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 AED 624
AED 1,116 total
includes taxes & fees
21 Apr - 22 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..
TV, fireplace, DVD player, stereo

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

10.0 out of 10, Exceptional, (342)
"It is an awesome place to stay"
Escape the city to quiet and picturesque Golden Eagle, IL..
St. Charles Victorian Gem | Steps to Main Street
Fridge, microwave, oven, stovetop

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 AED 580
AED 2,401 total
includes taxes & fees
15 Apr - 16 Apr
St. Charles Victorian Gem | Steps to Main Street
Beautiful Luxury Home on water
Pool

Beautiful Luxury Home on water

10.0 out of 10, Exceptional, (73)
"From the start Michael was great at communication. He made the process super easy. We were able to check in early with no problem since we were driving in from 6 hours away. We did have a hiccup with checking in with the code not working but one quick phone call and we were in within minutes. The house is gorgeous with beautiful floor to ceiling windows overlooking the lake! We had a group of 11 people. Four of them being kids and the rest ages 17-34 and we all fit comfortably. We kept saying...
Beautiful Luxury Home on water
Spacious, 3 bedroom home, finished basement on quiet court
Smart TV

Spacious, 3 bedroom home, finished basement on quiet court

9.8 out of 10, Exceptional, (29)
"Great place"
Spacious, 3 bedroom home, finished basement on quiet court
Riverside Home - Modern meets comfort
TV

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 AED 404
AED 1,076 total
includes taxes & fees
16 Apr - 17 Apr
Riverside Home - Modern meets comfort
🌷RARE NEW TREASURE🌷2 Homes+Outdoor Gathering Area. Two Blocks From Main St.!!!
Property grounds

🌷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
Beach

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

9.6 out of 10, Exceptional, (36)
"Great house. Lots of room. Walkable to main st"
The price is AED 474
AED 1,197 total
includes taxes & fees
21 Apr - 22 Apr
Historic*Unique*Downtown*Quiet*Bright*Cheerful*Getaway
Charming Cottage on Main St. in Historic St. Charles! Jetted Tub, 2 Fireplaces!!
Exterior

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

10.0 out of 10, Exceptional, (232)
"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!!
Historic Farmhouse in St. Charles
Fridge, microwave, oven, stovetop

Historic Farmhouse in St. Charles

10.0 out of 10, Exceptional, (5)
"It was in a great location, beds are comfortable, just overall very, very comfortable home"
The price is AED 580
AED 2,264 total
includes taxes & fees
15 Apr - 16 Apr
Historic Farmhouse in St. Charles
3 Bedroom Cottleville Retreat By StayLage
Interior

3 Bedroom Cottleville Retreat By StayLage

3 Bedroom Cottleville Retreat By StayLage
Fresh&Mondern-1/2 mile from STC Convention Center
Fridge, microwave, oven, stovetop

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 AED 511
AED 1,150 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!
Exterior

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

10.0 out of 10, Exceptional, (211)
"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!
Private kitchen

Stunning 1890's Home - Sleeps 8!

10.0 out of 10, Exceptional, (52)
"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. "
The price is AED 606
AED 1,334 total
includes taxes & fees
27 Apr - 28 Apr
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
Terrace/patio

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

9.8 out of 10, Exceptional, (134)
"We wanted to stay by the river and this is right on the river. We had Barge traffic in our front yard. It was really nice. The cabin was very nicely decorated and very comfortable. We thoroughly enjoyed our stay and wanted to stay longer. The Cookies were great! A nice touch was the wine and the chalk board welcome. Wonderful property owners makes it so comfort. Thanks for doing it right and exceeding our expectations!!!"
Spacious Riverfront Perch/Easy Access to St.Charles less than 1 Hr to St. Louis
☆BackYard BBQ Hidden Gem☆Perfect Location~Groups /Pets Welcome
Pool

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

9.0 out of 10, Wonderful, (46)
"Everything was perfect. Thank you so much for everything. "
The price is AED 804
AED 1,560 total
includes taxes & fees
15 Apr - 16 Apr
☆BackYard BBQ Hidden Gem☆Perfect Location~Groups /Pets Welcome
St. Charles 1860's Gem - Sleeps 6!
Fridge, microwave, oven, stovetop

St. Charles 1860's Gem - Sleeps 6!

9.8 out of 10, Exceptional, (93)
"My husband and I (plus our pup) stayed for two nights and would definitely come back to this place. Loved the style and space, plus everything they included! "
The price is AED 422
AED 893 total
includes taxes & fees
15 Apr - 16 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.