Search Vacation Homes in Winfield

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

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

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!
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
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
Blair's House - Game Room - Long Stays Welcome

Blair's House - Game Room - Long Stays Welcome

10.0 out of 10, Exceptional, (12)
"Wow! We picked the perfect house for our family to celebrate a very special weekend. The house was clean and well organized. The kitchen had everything I needed to do a mini early Thanksgiving dinner since our family is never all together for the holiday’s. My adult children, nieces and nephews loved the games in the basement! Some intense ping pong games took place. My older parents said the bed in the master bedroom slept better than their expensive one at home! I loved having this space...
Blair's House - Game Room - Long Stays Welcome
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
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, (57)
"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!
The Lewis & Clark Hangout

The Lewis & Clark Hangout

9.2 out of 10, Wonderful, (9)
"The location was perfect - we loved the house - the host was very responsive. A very good and very fun overnight trip!"
The price is SAR 597
SAR 1,453 total
includes taxes & fees
16 Jan - 17 January 2025
The Lewis & Clark Hangout
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.
🌟 Adorable Historic 🏠 in the ❤️ of St. Charles 🌟
Exterior

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

10.0 out of 10, Exceptional, (55)
"We enjoyed our stay at this property and would recommend it to others!"
🌟 Adorable Historic 🏠 in the ❤️ of St. Charles 🌟
Newly Remodeled Home - Sleeps 9!
Living area

Newly Remodeled Home - Sleeps 9!

10.0 out of 10, Exceptional, (17)
"The interior is super clean, showers all very nice, and beds seemed like they have never been slept in. I highly recommend this place, the kitchen is well suited for cooking anything! "
Newly Remodeled Home - Sleeps 9!
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, (58)
"The space is really well set up not just for a lot of people to sleep at, but to spend time together as well. Our group all fit comfortably at the dinner table and around the fire pit. And the area around the house is gorgeous! "
Innsbrook Luxe Escape
The Grafton Beach House
Room

The Grafton Beach House

8.8 out of 10, Excellent, (51)
"Location was great. Bed needs replaced, lock was tricky, but the only real downfall was the bathroom. No trash can and the shower needs replaced badly. For one shower it was fine. "
The price is SAR 563
SAR 943 total
includes taxes & fees
30 Dec - 31 Dec
The Grafton Beach House
Serene Ivory*Fireplace*Fenced Yard* Dogs Welcome!
Welcome to Serene Ivory!

Serene Ivory*Fireplace*Fenced Yard* Dogs Welcome!

2.0 star property
6.0 out of 10, (2)
"House was nice but people parking in the street make it almost impossible to get to the house. First is the toaster didn’t work. Could overlook that but had invited the family over on Labor Day planned to grill on the deck but couldn’t use the grill due to gas leak at regulator and hose. Then the most important part was when I was making sure my son had towels and when I opened the closet door I found a hand written note on a paper bag stating this house wasn’t mine don’t trash it and there was...
The price is SAR 487
SAR 1,796 total
includes taxes & fees
8 Jan - 9 January 2025
Serene Ivory*Fireplace*Fenced Yard* Dogs Welcome!
☆BackYard BBQ Hidden Gem☆Perfect Location~Groups /Pets Welcome
Dining

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

9.0 out of 10, Wonderful, (44)
"My stay was very pleasant! The house was very homey and inviting! The deck was my favorite place-it was very equipped with everything needed for outdoor cooking and dining! The neighborhood was very nice and the neighbors were friendly and welcoming!"
☆BackYard BBQ Hidden Gem☆Perfect Location~Groups /Pets Welcome
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 SAR 962
SAR 2,001 total
includes taxes & fees
29 Dec - 30 Dec
Spacious, Beautiful St. Charles Home-Remodeled-Sleeps 10! New Patio!
Residence on the Roundabout
Exterior

Residence on the Roundabout

9.6 out of 10, Exceptional, (118)
"Excellent! Comfortable, clean and great location for our visit. There is a little TLC that needs to happen but the upgrades that were done were perfect."
Residence on the Roundabout
The Olive House - Near Main Street- Fully rehabbed

The Olive House - Near Main Street- Fully rehabbed

8.4 out of 10, Very Good, (5)
"Was not very happy yet. Was not told that there was stairs to get to the other 2 bedrooms. The front porch step My uncle cut his leg very bad trying to get up it. No handrail. One bathroom in the middle of the house have to go through main bedroom to get to.. I don't know how insurance would ensure that place was no handrail."
The price is SAR 424
SAR 1,254 total
includes taxes & fees
13 Jan - 14 January 2025
The Olive House - Near Main Street- Fully rehabbed
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, (82)
"What a great place to stay! Off the main drag but close enough to enjoy all of St Charles. The house is super clean, uncluttered, so charming and comfy! Wi-fi worked great the whole time! Beds were very comfy. We will be back!"
The price is SAR 432
SAR 913 total
includes taxes & fees
1 Jan - 2 January 2025
St. Charles 1860's Gem - Sleeps 6!
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 695
SAR 1,213 total
includes taxes & fees
29 Dec - 30 Dec
Farmhouse 80 Acres Rec Room Peddle Boat Lake Fishing Nature Trl 2 ml to Grafton
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.
Don't see what you're looking for?
See all available properties in Winfield
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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
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!
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.