Search Vacation Homes in Winfield

Compare 161 Vacation Homes in Winfield with updated reviews, rates, and availability.

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, (120)
"Sisters and sisterinlaws who take trips together had a fabulous time! House is great, clean and decorated nicely. Loved walking to shopping. Loved Lewis & Clark restaurant, Magpies, and Bradden 1818."
The St. Charles Guest House, lovely historic home, fun for families and groups
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, (249)
"The property was perfect for our 2 day shopping trip. Only a half block from all the shops and restaurants. House is very unique and beautifully decorated."
1870's Luxury Guest Cottage, Historic Downtown St. Charles, Mo.
The Cardinal Nest A Cozy Cottage on Historic Main Street; Pet Friendly
living room

The Cardinal Nest A Cozy Cottage on Historic Main Street; Pet Friendly

9.8 out of 10, Exceptional, (38)
"Home was clean and all necessities of convenience were provided. Cozy stay!"
The Cardinal Nest A Cozy Cottage on Historic Main Street; Pet Friendly
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, (59)
"The home is in a great location among the hills and lakes, but still close enough to shopping if you need to venture in. Beautifully decorated with Christmas cheer our children & grandchildren had lots of space to relax and enjoy each others company. Thank you for providing such an inviting atmosphere. "
Innsbrook Luxe Escape
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
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, (205)
"This was a perfect, cozy retreat. Super clean, well-appointed, and just steps from old main street in Saint Charles. Impressive!"
1790's Renovated Barn, Main Street St. Charles, Hot Tub in private backyard!
Riverside Home - Modern meets comfort
Private kitchen

Riverside Home - Modern meets comfort

10.0 out of 10, Exceptional, (32)
"This was a wonderful house for a girls weekend! Close to downtown, private, and quiet neighborhood. Very clean and obviously updated very nicely. Our host was very gracious and communicative. We could have asked for a better stay, and can’t wait to come stay again!"
The price is AED 367
AED 1,039 total
includes taxes & fees
12 Jan - 13 Jan
Riverside Home - Modern meets comfort
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, (31)
"Excellent location, great communication with property manager and terrific unit!"
The robin nest a cozy cottage on historic main street; pet Friendly
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, (21)
"We had a great time with family and friends! The house was so cute and had everything we needed. Including coffee and tea started pods! "
Newly Updated Charming and Cozy Home near Historic Main Street in Frenchtown.
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 AED 680
AED 1,186 total
includes taxes & fees
12 Jan - 13 Jan
Farmhouse 80 Acres Rec Room Peddle Boat Lake Fishing Nature Trl 2 ml to Grafton
Stunning 1890's Home - Sleeps 8!
Fully stocked kitchen

Stunning 1890's Home - Sleeps 8!

10.0 out of 10, Exceptional, (44)
"Just the perfect amount of space for our family. Great location. Beautiful home"
Stunning 1890's Home - Sleeps 8!
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, (79)
"My wife and I stayed here for two nights and enjoyed the property and surrounding area so much. The property was so cozy and inviting. We especially loved coming into the warm gas fire after exploring the shops that line the streets of St. Charles.The owners were also a pleasure to work with and they were very accommodating."
Luxurious couples retreat just steps from Historic Main Street in St. Charles!
Paradise Point by Innsbrook Vacations!

Paradise Point by Innsbrook Vacations!

9.2 out of 10, Wonderful, (14)
"Good activities for the group bonding."
Paradise Point by Innsbrook Vacations!
Blair's House - Game Room - Long Stays Welcome

Blair's House - Game Room - Long Stays Welcome

10.0 out of 10, Exceptional, (13)
"Very nice home! We stayed 4 days and had Christmas with ygevrandkids! Kids loved the game room downstairs@!"
Blair's House - Game Room - Long Stays Welcome
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, (2)
"Our son was married this past weekend. We chose this house based on proximity to the church, rehearsal dinner, other out of town guests and the wedding venue. Over nights were just right to accommodate our multigenerational family, a bedroom on first floor alleviated my parents from using the stairs. We did need to send guests through the down stairs bedroom to access the only first floor bathroom. Kitchen was well appointed, I cooked breakfast, lunch and dinner for our family, amd had some...
The price is AED 466
AED 2,054 total
includes taxes & fees
4 Feb - 5 Feb
Charming 1800s Farmhouse in Historic St. Charles
4 Bedroom Wentzville Adventure 3 King Bedrooms
Exterior

4 Bedroom Wentzville Adventure 3 King Bedrooms

The price is AED 294
AED 483 total
includes taxes & fees
31 Jan - 1 Feb
4 Bedroom Wentzville Adventure 3 King Bedrooms
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
Confluence Cabin Grafton, IL
Exterior

Confluence Cabin Grafton, IL

10.0 out of 10, Exceptional, (24)
"Nice property and host. "
The price is AED 624
AED 764 total
includes taxes & fees
17 Jan - 18 Jan
Confluence Cabin Grafton, IL
Walk to St Charles Main St. Shops, Eateries & Bars! Bubble Tent!
Enjoy photos in front of the Lion House enhanced signature wall!

Walk to St Charles Main St. Shops, Eateries & Bars! Bubble Tent!

10.0 out of 10, Exceptional, (60)
"Kim was a fantastic host with great communication. The home was just as presented. Location, space and bubble tent was perfect for our girls trip. "
Walk to St Charles Main St. Shops, Eateries & Bars! Bubble Tent!
Spacious, Beautiful St. Charles Home-Remodeled-Sleeps 10! New Patio!
Welcome!

Spacious, Beautiful St. Charles Home-Remodeled-Sleeps 10! New Patio!

9.8 out of 10, Exceptional, (45)
"This home is nicely decorated, clean, very spacious, and in a great location. We have no complaints. We would stay again. "
The price is AED 606
AED 1,544 total
includes taxes & fees
12 Jan - 13 Jan
Spacious, Beautiful St. Charles Home-Remodeled-Sleeps 10! New Patio!
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, (129)
"My family loved staying at the house! my kids loved seeing the birds on the water and thought the hide-a-bed was the coolest thing ever! the view was beautiful and the cookies were the best we’ve ever had! The host was very helpful and very kind. We would definitely stay here again! "
Spacious Riverfront Perch/Easy Access to St.Charles less than 1 Hr to St. Louis
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, (120)
"Sisters and sisterinlaws who take trips together had a fabulous time! House is great, clean and decorated nicely. Loved walking to shopping. Loved Lewis & Clark restaurant, Magpies, and Bradden 1818."
The St. Charles Guest House, lovely historic home, fun for families and groups
The Lofts of North Main Street
Dining

The Lofts of North Main Street

9.6 out of 10, Exceptional, (120)
"Loved the vibe, location couldn’t have been better. The unit was clean and had everything we needed. "
The price is AED 400
AED 878 total
includes taxes & fees
20 Jan - 21 Jan
The Lofts of North Main Street
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.