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Winfield Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Winfield vacation rentals

Living area

1. The Nest, reconnect with that special someone in our charming birdhouse!

The Nest, reconnect with that special someone in our charming birdhouse!
Troy
9.4 out of 10, Exceptional, (50 reviews)
"Was very clean, great little spot for a weekend get away. Was everything they said it was."
United States
Dillon E.
The price is ￥27,164
￥33,190 total
includes taxes & fees
Sep 3 - Sep 4
The Nest, reconnect with that special someone in our charming birdhouse!
Exterior

2. Our 80-Acre Farm, Lake, Nature Trail, Bonfires, Starry Nights 2 Miles Grafton

Our 80-Acre Farm, Lake, Nature Trail, Bonfires, Starry Nights 2 Miles Grafton
Grafton
10.0 out of 10, Exceptional, (148 reviews)
"My wife and I stayed there for a few days for her birthday. It was so peaceful there. The host keeps the place very clean and includes many additional thoughtful items. The trail is a nice touch and worth exploring. It was super hot during our stay and the A/C kept us nice and cool."
United States
Alex
The price is ￥28,043
￥51,575 total
includes taxes & fees
Sep 3 - Sep 4
Our 80-Acre Farm, Lake, Nature Trail, Bonfires, Starry Nights 2 Miles Grafton
Private kitchen

3. Centrally located, spacious 4 bdrm, on quiet Ct

Centrally located, spacious 4 bdrm, on quiet Ct
O'Fallon
10.0 out of 10, Exceptional, (25 reviews)
"Great host and beautiful of house"
United States
William M.
The price is ￥24,608
￥61,929 total
includes taxes & fees
Sep 14 - Sep 15
Centrally located, spacious 4 bdrm, on quiet Ct
Interior

4. Spacious, 3 bedroom home, finished basement on quiet court

Spacious, 3 bedroom home, finished basement on quiet court
St. Peters
9.8 out of 10, Exceptional, (54 reviews)
"It was a perfect choice for our family to celebrate Christmas. "
United States
Leanne S.
The price is ￥23,170
￥62,311 total
includes taxes & fees
Sep 8 - Sep 9
Spacious, 3 bedroom home, finished basement on quiet court
Dining

5. Cozy 3 Bedroom/ Family Comfort & Convenient Location

Cozy 3 Bedroom/ Family Comfort & Convenient Location
Wentzville
10.0 out of 10, Exceptional, (11 reviews)
"Great place to stay for the night"
United States
Jacob M.
Cozy 3 Bedroom/ Family Comfort & Convenient Location
Room

6. Pet-Friendly 2BR Townhome | Workspace

Pet-Friendly 2BR Townhome | Workspace
O Fallon
9.8 out of 10, Exceptional, (16 reviews)
"Great quiet neighborhood close to everything!"
United States
Jen D.
The price is ￥25,311
￥64,827 total
includes taxes & fees
Sep 14 - Sep 15
Pet-Friendly 2BR Townhome | Workspace
Outdoor spa tub

7. Main Street Cottage with Hot Tub

Main Street Cottage with Hot Tub
Grafton
9.0 out of 10, Wonderful, (9 reviews)
"We really enjoyed the space!"
United States
Ian P.
The price is ￥28,762
￥49,837 total
includes taxes & fees
Sep 7 - Sep 8
Main Street Cottage with Hot Tub
Private kitchen

8. Quiet 2BR Retreat on 7 Acres | Sleeps 6, Fast WiFi

Quiet 2BR Retreat on 7 Acres | Sleeps 6, Fast WiFi
Moscow Mills
10.0 out of 10, Exceptional, (14 reviews)
"Great place, nice neighborhood. "
United States
Julie L.
The price is ￥22,323
￥45,493 total
includes taxes & fees
Sep 15 - Sep 16
Quiet 2BR Retreat on 7 Acres | Sleeps 6, Fast WiFi
Private kitchen

9. Private Entry Basement Suite • Pond & Farm View • Pet Friendly • St Peters

Private Entry Basement Suite • Pond & Farm View • Pet Friendly • St Peters
St. Peters
10.0 out of 10, Exceptional, (16 reviews)
"A wonderful location, description is spot-on, and the host is delightful. The VRBO is spotless with subtle decorations. The location is within two miles of shopping and restaurants. Beautiful neighborhood plus walking/running trails close-by.If we ever travel this way again, we will hope to return to this location."
United States
Ruth R.
The price is ￥13,966
￥43,289 total
includes taxes & fees
Sep 3 - Sep 4
Private Entry Basement Suite • Pond & Farm View • Pet Friendly • St Peters
Room

10. Rafton Inn Vacation Cottage 93

Rafton Inn Vacation Cottage 93
Grafton
9.8 out of 10, Exceptional, (7 reviews)
"Great place & location. Very clean & accommodating."
United States
Mike F.
The price is ￥23,969
￥53,345 total
includes taxes & fees
Sep 8 - Sep 9
Rafton Inn Vacation Cottage 93
Marina

11. Riverside Home - Modern meets comfort

Riverside Home - Modern meets comfort
Grafton
10.0 out of 10, Exceptional, (70 reviews)
"It is a very nice place to stay. Rooms were clean and the place is in a very good location."
United States
Tanmoy D.
The price is ￥16,538
￥48,856 total
includes taxes & fees
Sep 7 - Sep 8
Riverside Home - Modern meets comfort
Bar (on property)

12. Serene Seebach Sights by Innsbrook Vacations!

Serene Seebach Sights by Innsbrook Vacations!
Innsbrook
9.6 out of 10, Exceptional, (13 reviews)
"Great clubhouse, plenty of wildlife roaming grounds, and friendly atmosphere."
United States
tony
The price is ￥11,165
￥35,784 total
includes taxes & fees
Sep 3 - Sep 4
Serene Seebach Sights by Innsbrook Vacations!
Living area

13. Spacious 5-bedroom house in serene O'Fallon with AC

Spacious 5-bedroom house in serene O'Fallon with AC
O'Fallon
9.8 out of 10, Exceptional, (9 reviews)
"Nice place "
United States
RAMONA O E.
The price is ￥47,937
￥97,593 total
includes taxes & fees
Sep 3 - Sep 4
Spacious 5-bedroom house in serene O'Fallon with AC
Bar (on property)

14. Aspen Heights by Innsbrook Vacations!

Aspen Heights by Innsbrook Vacations!
Innsbrook
9.0 out of 10, Wonderful, (12 reviews)
"Great place for a nice quiet weekend!"
United States
Michael K.
The price is ￥11,194
￥35,878 total
includes taxes & fees
Sep 3 - Sep 4
Aspen Heights by Innsbrook Vacations!
Exterior detail

15. The Crimson Caboose! Unique, one of a kind experience in downtown, Grafton

The Crimson Caboose! Unique, one of a kind experience in downtown, Grafton
Grafton
10.0 out of 10, Exceptional, (4 reviews)
"Had a fantastic trip! We recomend highly!"
United States
Jeremy B.
The price is ￥47,937
￥67,738 total
includes taxes & fees
Sep 3 - Sep 4
The Crimson Caboose! Unique, one of a kind experience in downtown, Grafton
Bar (on property)

16. The Harris Overlook by Innsbrook Vacations!

The Harris Overlook by Innsbrook Vacations!
Innsbrook
9.4 out of 10, Exceptional, (23 reviews)
"Great location and property within close distance of all Innsbrook has to offer. Would stay again. "
United States
Kristina U.
The price is ￥11,165
￥35,784 total
includes taxes & fees
Sep 3 - Sep 4
The Harris Overlook by Innsbrook Vacations!
Interior

17. St. Charles 1860's Gem - Sleeps 6!

St. Charles 1860's Gem - Sleeps 6!
St. Charles Historic District
9.8 out of 10, Exceptional, (163 reviews)
"Very nice historical place "
United States
Shawntell C.
The price is ￥18,839
￥42,541 total
includes taxes & fees
Sep 3 - Sep 4
St. Charles 1860's Gem - Sleeps 6!
Interior

18. The Lofts of North Main Street

The Lofts of North Main Street
St. Charles Historic District
9.6 out of 10, Exceptional, (188 reviews)
"It was great! Clean and great communication with host."
United States
Natalie H.
The price is ￥19,990
￥42,057 total
includes taxes & fees
Sep 3 - Sep 4
The Lofts of North Main Street
Bar (on property)

19. Cozy Condo on Lake Aspen by Innsbrook Vacations!

Cozy Condo on Lake Aspen by Innsbrook Vacations!
Innsbrook
9.2 out of 10, Wonderful, (7 reviews)
"Nice ,comfortable 2 bedroom condo on lake. Beach is easy walk from condo, pool is a short drive to community center. Beautiful lakefront views with deer ,foxes, and lots of birds. Would stay here again"
United States
jennifer m.
The price is ￥21,471
￥59,229 total
includes taxes & fees
Sep 3 - Sep 4
Cozy Condo on Lake Aspen by Innsbrook Vacations!
Living area

20. Prime Loft of Main Street

Prime Loft of Main Street
St. Charles Historic District
9.8 out of 10, Exceptional, (116 reviews)
"Host was great. The cutest place in the perfect spot! "
United States
Anonymous traveler
The price is ￥19,990
￥42,057 total
includes taxes & fees
Sep 3 - Sep 4
Prime Loft of 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.
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Top Winfield Hotel Reviews

Comfort Suites St Charles - St Louis

Comfort Suites St Charles - St Louis

10/10 Excellent
"Front desk was maybe a little short staffed at times. Breakfast was good. Elevator was slow. Not horrible if you weren't in a hurry. Overall, it was a good value."
Priscilla 2-night trip
Posted 2 hours ago
Comfort Suites St Charles - St Louis

Find out more about Winfield

Search for holiday rentals in Winfield on Expedia! You can easily find your home rentals, villas, holiday apartments in Winfield using one of the methods below:

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Look no further and take a look at our great range of rental properties in Winfield!

Frequently asked questions

Can I find vacation rentals in Winfield?

Yes, we have vacation rentals near popular sights in Winfield, or you can select a secluded option if you want a relaxing place to stay.

What are some of the best vacation rentals in Winfield?

St. Charles 1860's Gem - Sleeps 6!: This vacation home rental near Winfield is located on a river and has a garden, a selection of books, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Winfield?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Winfield stay.

What can I see and do in Winfield?

Explore the area and family-friendly sights such as Raging Rivers Waterpark, or get out into nature at a spot like Mississippi River. CarShield Field and Pere Marquette State Park are a couple of places you'll find in the larger area.

What are vacation rentals like in Winfield?

Vacation rentals are private accommodations you can reserve for a few days or a quick weekend in Winfield. Vacation rentals feature extras such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.