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Next weekend
Aug 22 - Aug 24
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Aug 29 - Aug 31
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Sep 12 - Sep 14
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Oct 10 - Oct 12

Browse Select Winfield Vacation Homes

St. Charles 1860's Gem - Sleeps 6!
Fridge, microwave, oven, stovetop

St. Charles 1860's Gem - Sleeps 6!

9.8 out of 10, Exceptional, (119)
"Everything was great!"
The price is CA $137
CA $308 total
includes taxes & fees
Aug 17 - Aug 18
St. Charles 1860's Gem - Sleeps 6!
Historic*Unique*Downtown*Quiet*Bright*Cheerful*Getaway
Dining

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

9.6 out of 10, Exceptional, (44)
"This place is the cutest little bungalow. Beautiful and clean. I couldn't have asked for a better place to stay. "
The price is CA $179
CA $451 total
includes taxes & fees
Aug 17 - Aug 18
Historic*Unique*Downtown*Quiet*Bright*Cheerful*Getaway
Stunning 1890's Home - Sleeps 8!
Microwave, oven, stovetop, dishwasher

Stunning 1890's Home - Sleeps 8!

10.0 out of 10, Exceptional, (71)
"Adorable place with plenty of room for our group of five ladies. Walkable to Main St to the shops and restaurants. All the beds were comfortable, nice to have two full bathrooms and all the amenities you could want. "
The price is CA $237
CA $518 total
includes taxes & fees
Sep 2 - Sep 3
Stunning 1890's Home - Sleeps 8!
Honky Tonk Hideaway
Outdoor dining

Honky Tonk Hideaway

9.2 out of 10, Wonderful, (5)
"Great place to stay"
Honky Tonk Hideaway
1870's Luxury Guest Cottage, Historic Downtown St. Charles, Mo.
Exterior

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

10.0 out of 10, Exceptional, (261)
"Place was beautiful and had everything we needed! Would absolutely stay again "
1870's Luxury Guest Cottage, Historic Downtown St. Charles, Mo.
The St. Charles Guest House, lovely historic home, fun for families and groups
Outdoor dining

The St. Charles Guest House, lovely historic home, fun for families and groups

10.0 out of 10, Exceptional, (132)
"We very much enjoyed the property and location. "
The St. Charles Guest House, lovely historic home, fun for families and groups
Grafton Escape #2 - River views! Pool! Walking distance to bars/restaurants
Property grounds

Grafton Escape #2 - River views! Pool! Walking distance to bars/restaurants

10.0 out of 10, Exceptional, (69)
"Perfect location and set up for ourselves and another couple. Michelle is an awesome hoey"
Grafton Escape #2 - River views! Pool! Walking distance to bars/restaurants
Spacious*Outdoor Space*Modern*Family*Groups*Modern*Artistic
Fridge, microwave, oven, stovetop

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

9.6 out of 10, Exceptional, (55)
"Perfect house for a famiky stay. Lots of room and a great backyard Full equipped kitchen and great furniture throughout! We will be back. "
The price is CA $223
CA $528 total
includes taxes & fees
Aug 17 - Aug 18
Spacious*Outdoor Space*Modern*Family*Groups*Modern*Artistic
Charming Escape in Grafton!
Smart TV

Charming Escape in Grafton!

10.0 out of 10, Exceptional, (9)
"Our stay was short but delightful. The house had all the essentials, was spotless, and offered a peaceful ambiance with a river view. We're already looking forward to returning in the spring for a longer visit."
Charming Escape in Grafton!
Charming 3BR/2BA home—peaceful country vibes, perfect for relaxing stays!
Interior

Charming 3BR/2BA home—peaceful country vibes, perfect for relaxing stays!

6.6 out of 10, (4)
"The house was great and Nicole was a great host. "
Charming 3BR/2BA home—peaceful country vibes, perfect for relaxing stays!
Walk to St Charles Main St. Shops, Eateries & Bars!
Smart TV, books, stereo

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

10.0 out of 10, Exceptional, (71)
"The house was just as described and the location is just a few blocks from the historic area."
Walk to St Charles Main St. Shops, Eateries & Bars!
Madison House 1 -Walk to Main St
2 bedrooms, desk, iron/ironing board, travel crib

Madison House 1 -Walk to Main St

9.0 out of 10, Wonderful, (11)
"Comfy fun stay!"
The price is CA $137
CA $345 total
includes taxes & fees
Aug 20 - Aug 21
Madison House 1 -Walk to Main St
Stunning Lakeside Retreat at Innsbrook w/ Swing, Canoe and 3 Kayaks
Property grounds

Stunning Lakeside Retreat at Innsbrook w/ Swing, Canoe and 3 Kayaks

10.0 out of 10, Exceptional, (55)
"We had a great time. The home was great for our group of 7.! "
Stunning Lakeside Retreat at Innsbrook w/ Swing, Canoe and 3 Kayaks
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, (97)
"Perfect place to ask my girl to be engaged, so relaxing and fun"
Gorgeous Lakefront Getaway - Innsbrook Chalet with Outdoor Spa!
Escape the city to quiet and picturesque Golden Eagle, IL..
Smart TV, fireplace, DVD player, stereo

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

10.0 out of 10, Exceptional, (354)
"The property is wonderful. Very clean and exceptionally cozy. Fun experience to take the ferry. Would stay again!"
Escape the city to quiet and picturesque Golden Eagle, IL..
🌟 Adorable Historic 🏠 in the ❤️ of St. Charles 🌟
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (65)
"Had a great stay! Perfect place and super cute! Perfect distance from downtown st. Charles!! Will stay here again!!!!"
🌟 Adorable Historic 🏠 in the ❤️ of St. Charles 🌟
Luxe Innsbrook Resort Home - Lakes/Golf/Trails
Terrace/patio

Luxe Innsbrook Resort Home - Lakes/Golf/Trails

9.6 out of 10, Exceptional, (17)
"House was very large and accommodated our group of 10 very well. The house had everything we needed during our stay. Access to the community pool was also nice. We would return again."
Luxe Innsbrook Resort Home - Lakes/Golf/Trails
Historic Main Street Cottage
Property grounds

Historic Main Street Cottage

10.0 out of 10, Exceptional, (31)
"The house was great! There was plenty of space for all of us, and we can't wait to come back!"
Historic Main Street Cottage
Springhurst Serenity: Fresh 4BR Getaway
Exterior

Springhurst Serenity: Fresh 4BR Getaway

9.6 out of 10, Exceptional, (10)
"Very nice home. Extremely clean and updated. It was perfect for our family. We had 8 people stay and had more than enough room. Would definitely stay again!"
Springhurst Serenity: Fresh 4BR Getaway
Home Near Main Street-Covered Patio-Hot Tub!
Fridge, microwave, oven, stovetop

Home Near Main Street-Covered Patio-Hot Tub!

10.0 out of 10, Exceptional, (21)
"Great place to stay. They had plenty of games and seating for an extended family. Walked the neighborhood a bit very quiet. "
The price is CA $296
CA $661 total
includes taxes & fees
Aug 17 - Aug 18
Home Near Main Street-Covered Patio-Hot Tub!
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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Top Winfield Hotel Reviews

Sleep Inn & Suites O'Fallon MO - Technology Drive

Sleep Inn & Suites O'Fallon MO - Technology Drive

10/10 Excellent
"Convenient."
Marlene 1-night trip
Posted 18 hours ago
Sleep Inn & Suites O'Fallon MO - Technology Drive