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Winfield Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Winfield vacation rentals

A cozy living room with a brown leather couch, a wooden spiral staircase, and large windows offering a view of the outdoors.

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

The Nest, unplug& reconnect with that special someone in our charming birdhouse!
Troy
9.4 out of 10, Exceptional, (54 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 AED 624
AED 759 total
includes taxes & fees
4 Oct - 5 Oct
The Nest, unplug& reconnect with that special someone in our charming birdhouse!
A hotel room with a large bed, a nightstand with a lamp, a painting on the wall, and a window with curtains.

2. Pet-Friendly 2BR Townhome | Workspace

Pet-Friendly 2BR Townhome | Workspace
O Fallon
9.8 out of 10, Exceptional, (17 reviews)
"Thank you for letting us stay in your home. We felt safe and we felt comfortable. If we are ever in MO and we need a place to stay, we will definitely check with you first. Thank you again!"
United States
Martin S.
Pet-Friendly 2BR Townhome | Workspace
A marina with boats docked, a waterfront restaurant, and a building with a green roof.

3. Riverside Home - Modern meets comfort

Riverside Home - Modern meets comfort
Grafton
9.8 out of 10, Exceptional, (73 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 AED 397
AED 1,148 total
includes taxes & fees
1 Oct - 2 Oct
Riverside Home - Modern meets comfort
A kitchen with a stainless steel sink, a gold faucet, and a bottle of hand soap.

4. Wentzville King Bed Walk to Downtown!

Wentzville King Bed Walk to Downtown!
Wentzville
9.0 out of 10, Wonderful, (2 reviews)
"Most everything was good. I do recommend correcting the upward slope on the top of the step from the living area to the bedroom area. As you approach from the kitchen, the slight rise in the floor throws off your balance going down the step. Wrenched my back and legs when awkwardly hitting the lower level."
United States
Alan G.
The price is AED 440
AED 1,414 total
includes taxes & fees
13 Oct - 14 Oct
Wentzville King Bed Walk to Downtown!
A modern living room with a grey sofa, teal armchairs, a wooden coffee table, and a patterned rug.

5. Private Basement - Two King Beds and Hot Tub

Private Basement - Two King Beds and Hot Tub
Saint Charles
9.6 out of 10, Exceptional, (5 reviews)
"Clean. The patio was very comfortable and nice to sit and relax. The beds were also very comfortable."
United States
Beth S.
The price is AED 264
AED 1,144 total
includes taxes & fees
4 Oct - 5 Oct
Private Basement - Two King Beds and Hot Tub
A modern kitchen with white cabinets, a black refrigerator, a stainless steel microwave, and a black oven. There are four blue bowls on a wooden table with a woven placemat.

6. 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 AED 461
AED 986 total
includes taxes & fees
13 Oct - 14 Oct
Quiet 2BR Retreat on 7 Acres | Sleeps 6, Fast WiFi
A dining area with a table and chairs, a ceiling fan, and a wall-mounted flower painting.

7. The Cozy Family Retreat

The Cozy Family Retreat
O'Fallon
7.8 out of 10, Good, (26 reviews)
"Location was great, potential was unabated. Execution was absolutely terrible. "
United States
clint a.
The price is AED 419
AED 1,148 total
includes taxes & fees
4 Oct - 5 Oct
The Cozy Family Retreat
A room with a dark wooden wall, a brown leather sofa, a white door, and a patterned wall.

8. Stylish1BRStudioCleanQuietandCozy

Stylish1BRStudioCleanQuietandCozy
Saint Charles
10.0 out of 10, Exceptional, (3 reviews)
"Room was very clean with little to no issues at all. Host was super easy to work with and get information from. This spot is within 15-20minutes OR LESS to anything you’d need to do in the ofallon and surrounding areas. I’d book it again if I needed to."
United States
Mike S.
The price is AED 459
AED 1,155 total
includes taxes & fees
1 Oct - 2 Oct
Stylish1BRStudioCleanQuietandCozy
A modern apartment with a living room, kitchen, and dining area.

9. Adorable 2 King Bed Frenchtown Home

Adorable 2 King Bed Frenchtown Home
Saint Charles
10.0 out of 10, Exceptional, (5 reviews)
"Great location. Pet friendly. Perfect space for my wife and I to work remotely. So many great local places in close proximity. Host was quick to answer any and all questions. Would absolutely book again."
United States
Don S.
Adorable 2 King Bed Frenchtown Home
A bedroom with two beds, a desk, and a chair.

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 AED 551
AED 1,226 total
includes taxes & fees
1 Oct - 2 Oct
Rafton Inn Vacation Cottage 93
A spacious kitchen with white cabinets, a central island with bar stools, a stainless steel refrigerator, and a microwave.

11. 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, (55 reviews)
"It was a perfect choice for our family to celebrate Christmas. "
United States
Leanne S.
The price is AED 533
AED 1,616 total
includes taxes & fees
12 Oct - 13 Oct
Spacious, 3 bedroom home, finished basement on quiet court
Clubhouse

12. Serene Seebach Sights by Innsbrook Vacations!

Serene Seebach Sights by Innsbrook Vacations!
Innsbrook
9.6 out of 10, Exceptional, (14 reviews)
"Great clubhouse, plenty of wildlife roaming grounds, and friendly atmosphere."
United States
tony
Serene Seebach Sights by Innsbrook Vacations!
A living room with a sofa, coffee table, and patterned rug. There is a dining area with a bar and stools.

13. Private Entry Basement Suite • Pond & Farm View • Dog Friendly • St Peters

Private Entry Basement Suite • Pond & Farm View • Dog Friendly • St Peters
St. Peters
10.0 out of 10, Exceptional, (17 reviews)
"Excellent place to stay while visiting. Pet friendly a HUGE plus. The host was very pleasant to work with and the place really is thoughtfully outfitted. Would definitely stay here again"
United States
Chris B.
The price is AED 350
AED 1,065 total
includes taxes & fees
12 Oct - 13 Oct
Private Entry Basement Suite • Pond & Farm View • Dog Friendly • St Peters
A white house with a porch and a large tree in front.

14. 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, (151 reviews)
"Great place to get away and unwind."
United States
Rex P.
The price is AED 661
AED 1,204 total
includes taxes & fees
14 Oct - 15 Oct
Our 80-Acre Farm, Lake, Nature Trail, Bonfires, Starry Nights 2 Miles Grafton
A bedroom with two beds, a ceiling fan, and a window with blue curtains.

15. 4BR Marvel House Game Room, Sleeps 14

4BR Marvel House Game Room, Sleeps 14
St. Peters
9.2 out of 10, Wonderful, (5 reviews)
The price is AED 785
AED 1,865 total
includes taxes & fees
1 Oct - 2 Oct
4BR Marvel House Game Room, Sleeps 14
Clubhouse

16. 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.
Aspen Heights by Innsbrook Vacations!
Clubhouse

17. Lake Aspen Overlook by Innsbrook Vacations!

Lake Aspen Overlook by Innsbrook Vacations!
Innsbrook
9.8 out of 10, Exceptional, (24 reviews)
"Everything was great!"
United States
Samm B.
Lake Aspen Overlook by Innsbrook Vacations!
Clubhouse

18. The Harris Overlook by Innsbrook Vacations!

The Harris Overlook by Innsbrook Vacations!
Innsbrook
9.4 out of 10, Exceptional, (24 reviews)
"Great location and property within close distance of all Innsbrook has to offer. Would stay again. "
United States
Kristina U.
The Harris Overlook by Innsbrook Vacations!
A rustic bar area with stone walls, wooden chairs, and hanging pendant lights.

19. Studio Condo on the Water @ Innsbrook

Studio Condo on the Water @ Innsbrook
Wright City
9.8 out of 10, Exceptional, (69 reviews)
"everything was clean and really beautiful, we enjoyed the stay "
United States
Vanessa O.
The price is AED 294
AED 738 total
includes taxes & fees
5 Oct - 6 Oct
Studio Condo on the Water @ Innsbrook
Clubhouse

20. The Perch Chalet by Innsbrook Vacations!

The Perch Chalet by Innsbrook Vacations!
Innsbrook
10.0 out of 10, Exceptional, (21 reviews)
"This was perfect for what we needed. Great location & had all the amenities in the house for our group of 5. Plenty of table space, towels, etc. "
United States
Dana G.
The price is AED 474
AED 1,684 total
includes taxes & fees
1 Oct - 2 Oct
The Perch Chalet by Innsbrook Vacations!
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

Country Inn & Suites by Radisson, St. Charles Historic District

Country Inn & Suites by Radisson, St. Charles Historic District

8/10 Good
"nice size free parking spots in the garage. Breakfast was slim. one morning just had sausage and eggs and waffles. next morning had biscuits and gravy and waffles. hotel was clean staffing was friendly. location was good. The cookies were delicious."
Scott 2-night trip
Posted 1 day ago
Country Inn & Suites by Radisson, St. Charles Historic District

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?

HotTub-2br2b-near Historic Main Street: This vacation home rental near Winfield offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the hot tub in this rental home to help you unwind.

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. Cuivre River State Park and CarShield Field 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.