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Compare 165 Vacation Homes in Winfield with updated reviews, rates, and availability.

Spacious*Outdoor Space*Modern*Family*Groups*Modern*Artistic
Private kitchen

Spacious*Outdoor Space*Modern*Family*Groups*Modern*Artistic

9.8 out of 10, Exceptional, (37)
"Cozy and comfortable"
The price is SAR 859
SAR 1,721 total
includes taxes & fees
2 Mar - 3 Mar
Spacious*Outdoor Space*Modern*Family*Groups*Modern*Artistic
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, (123)
"A group of our college friends met for a hockey game/birthday celebration! This home smelt clean the second you walked in the door and was the perfect location! Much thanks for a fabulous weekend! "
The St. Charles Guest House, lovely historic home, fun for families and groups
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.

10.0 out of 10, Exceptional, (22)
"It’s was clean and a very nice place! The host was absolutely amazing! Would book again :)"
Newly Updated Charming and Cozy Home near Historic Main Street in Frenchtown.
Stunning 1890's Home - Sleeps 8!
Fully stocked kitchen

Stunning 1890's Home - Sleeps 8!

10.0 out of 10, Exceptional, (47)
"This property was so beautiful. A short walk to St. Charles Main Street. My family was happy with this house and our host was very accommodating and easy to reach. Can’t wait to go back, definitely renting this again."
Stunning 1890's Home - Sleeps 8!
1870's Luxury Guest Cottage, Historic Downtown St. Charles, Mo.
The Old Town Guest House

1870's Luxury Guest Cottage, Historic Downtown St. Charles, Mo.

10.0 out of 10, Exceptional, (250)
"It was a wonderful getaway it was close to St Peter's Church and downtown."
1870's Luxury Guest Cottage, Historic Downtown St. Charles, Mo.
🌟 Adorable Historic 🏠 in the ❤️ of St. Charles 🌟
Exterior

🌟 Adorable Historic 🏠 in the ❤️ of St. Charles 🌟

9.8 out of 10, Exceptional, (58)
"The house is charming, late 18th century, in a lovely neighborhood. Queen beds only accessible from one side due to being against walls on both levels. Additional towels required search, and limited for kitchen. Listing has occupancy as 7 - but insufficient 3 piece silverware for one full meal for that number, so washing required even if only 4 for 2 meals a day.. Kitchen cookware quite adequate but preparation bowls and storage boxes are limited. Charming holiday decorations, placemats,...
🌟 Adorable Historic 🏠 in the ❤️ of St. Charles 🌟
Luxurious couples retreat just steps from Historic Main Street in St. Charles!
Exterior

Luxurious couples retreat just steps from Historic Main Street in St. Charles!

10.0 out of 10, Exceptional, (82)
"We enjoyed the cozy space and location that allowed us to have an unplanned weekend of relaxation. We will be back! "
Luxurious couples retreat just steps from Historic Main Street in St. Charles!
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, (207)
"The property was adorable and super clean. Located just off Historical Main Street in Saint Charles. Loved the hot tub! perfect way to end a day of shopping"
1790's Renovated Barn, Main Street St. Charles, Hot Tub in private backyard!
Clark Brick House w/ Pool - Historic St. Charles
Backyard Oasis

Clark Brick House w/ Pool - Historic St. Charles

9.8 out of 10, Exceptional, (82)
"The house was wonderful!"
Clark Brick House w/ Pool - Historic St. Charles
Blair's House in St. Charles - Long Stays Welcome

Blair's House in St. Charles - Long Stays Welcome

9.6 out of 10, Exceptional, (14)
"Convenient location. The size and layout of the house is comfortable and great for visiting! Nice kitchen and laundry room. The game room is Fantastic! A short drive to the Schnucks ( groceries) and Fratelli’s (Italian restaurant). Highly recommend!"
Blair's House in St. Charles - Long Stays Welcome
Historic*Unique*Downtown*Quiet*Bright*Cheerful*Getaway
Living area

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

9.6 out of 10, Exceptional, (31)
"We enjoyed our stay here at this property. Met our needs for a short stay in the St. Louis area. The kids enjoyed the games and little art area."
The price is SAR 409
SAR 1,148 total
includes taxes & fees
25 Feb - 26 Feb
Historic*Unique*Downtown*Quiet*Bright*Cheerful*Getaway
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, (86)
"We enjoyed our stay! The place was clean and in a excellent location!"
The price is SAR 431
SAR 900 total
includes taxes & fees
17 Mar - 18 Mar
St. Charles 1860's Gem - Sleeps 6!
Innsbrook Luxe Escape
Lots of space to enjoy the outdoors on the 1.5 acre lot

Innsbrook Luxe Escape

10.0 out of 10, Exceptional, (63)
"we rent this beautiful every January for a long weekend. As always, it was a great stay. Owner very responsive and house has everything needed. "
Innsbrook Luxe Escape
Charming Cottage on Main St. in Historic St. Charles! Jetted Tub, 2 Fireplaces!!
The Main Street Guest House, located at #422 S. Main St, sleeps 8

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

10.0 out of 10, Exceptional, (230)
"Such a beautiful home! We had a wonderful time over the holidays. The home was beautifully decorated. Highly recommended stay :)"
Charming Cottage on Main St. in Historic St. Charles! Jetted Tub, 2 Fireplaces!!
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, (33)
"Comfortable and convenient. Nice owner. "
The robin nest a cozy cottage on historic main street; pet Friendly
Madison House 1 -Walk to Main St

Madison House 1 -Walk to Main St

The price is SAR 315
SAR 884 total
includes taxes & fees
25 Feb - 26 Feb
Madison House 1 -Walk to Main St
Farmhouse 80 Acres Rec Room Peddle Boat Lake Fishing Nature Trl 2 ml to Grafton
Exterior

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

10.0 out of 10, Exceptional, (109)
"From the get go the property felt angelic and peaceful. With the Loud World this is exactly what a person needs to find their Peace and Joy! Thank you ladies!!"
The price is SAR 469
SAR 925 total
includes taxes & fees
6 Mar - 7 Mar
Farmhouse 80 Acres Rec Room Peddle Boat Lake Fishing Nature Trl 2 ml to Grafton
Blair's House in St. Charles - Game Room - Hot Tub

Blair's House in St. Charles - Game Room - Hot Tub

10.0 out of 10, Exceptional, (14)
"House was as exactly as advertised. Very clean with all the essentials household accommodations and amenities. Owner was very responsive and provided clear instructions. Neighborhood was very quiet and convenient shopping nearby. Overall we were very pleased. "
Blair's House in St. Charles - Game Room - Hot Tub
Charming Escape in Grafton!
Outdoor dining

Charming Escape in Grafton!

10.0 out of 10, Exceptional, (2)
"This property was so convenient to get to, beautiful views, and a lovely interior! We were blown away at all the extras that were given: coffee, creamer, popcorn, soap, shampoo, lotion, and much more! The beds were big and comfortable. The sunroom overlooking the river was my favorite!"
The price is SAR 413
SAR 1,039 total
includes taxes & fees
25 Feb - 26 Feb
Charming Escape in Grafton!
Charming 1800s Farmhouse in Historic St. Charles
The La Maison in Frenchtown is the perfect historic home from the 19th Century!

Charming 1800s Farmhouse in Historic 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 435
SAR 2,043 total
includes taxes & fees
25 Feb - 26 Feb
Charming 1800s Farmhouse in Historic St. Charles
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, (130)
"We have stayed here twice now. This time to relax and see the eagles and they were easy to spot.It was super cold so we didn't walk Much. Might be back 1 daymucharound"
Spacious Riverfront Perch/Easy Access to St.Charles less than 1 Hr to St. Louis
Spacious*Outdoor Space*Modern*Family*Groups*Modern*Artistic
Private kitchen

Spacious*Outdoor Space*Modern*Family*Groups*Modern*Artistic

9.8 out of 10, Exceptional, (37)
"Cozy and comfortable"
The price is SAR 859
SAR 1,721 total
includes taxes & fees
2 Mar - 3 Mar
Spacious*Outdoor Space*Modern*Family*Groups*Modern*Artistic
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, (86)
"We enjoyed our stay! The place was clean and in a excellent location!"
The price is SAR 431
SAR 900 total
includes taxes & fees
17 Mar - 18 Mar
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.