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Winfield Holiday Rentals

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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Winfield holiday 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, (49 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 HK$1,333
HK$1,628 total
includes taxes & fees
2 Sept - 3 Sept
The Nest, reconnect with that special someone in our charming birdhouse!
Room

2. 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 HK$1,118
HK$3,023 total
includes taxes & fees
31 Aug - 1 Sept
Pet-Friendly 2BR Townhome | Workspace
Private kitchen

3. 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, (15 reviews)
"Great place to stay! Beautiful property! "
United States
Carrie G.
The price is HK$721
HK$2,157 total
includes taxes & fees
24 Aug - 25 Aug
Private Entry Basement Suite • Pond & Farm View • Pet Friendly • St Peters
Private kitchen

4. 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 HK$1,095
HK$2,232 total
includes taxes & fees
15 Sept - 16 Sept
Quiet 2BR Retreat on 7 Acres | Sleeps 6, Fast WiFi
Dining

5. Cozy 3 Bedroom/ Family Comfort & Convenient Location

Cozy 3 Bedroom/ Family Comfort & Convenient Location
Wentzville
10.0 out of 10, Exceptional, (10 reviews)
"Great place to stay for the night"
United States
Jacob M.
The price is HK$1,087
HK$2,775 total
includes taxes & fees
31 Aug - 1 Sept
Cozy 3 Bedroom/ Family Comfort & Convenient Location
Marina

6. Riverside Home - Modern meets comfort

Riverside Home - Modern meets comfort
Grafton
10.0 out of 10, Exceptional, (69 reviews)
"Clean, quiet and convenient place to stay. Would definitely recommend this place!"
United States
Kathy K.
The price is HK$811
HK$2,405 total
includes taxes & fees
2 Sept - 3 Sept
Riverside Home - Modern meets comfort
Exterior

7. 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, (147 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 HK$1,242
HK$2,348 total
includes taxes & fees
24 Aug - 25 Aug
Our 80-Acre Farm, Lake, Nature Trail, Bonfires, Starry Nights 2 Miles Grafton
Bar (on property)

8. Studio Condo on the Water @ Innsbrook

Studio Condo on the Water @ Innsbrook
Wright City
9.8 out of 10, Exceptional, (64 reviews)
"everything was clean and really beautiful, we enjoyed the stay "
United States
Vanessa O.
The price is HK$627
HK$1,583 total
includes taxes & fees
7 Sept - 8 Sept
Studio Condo on the Water @ Innsbrook
Room

9. 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 HK$1,176
HK$2,617 total
includes taxes & fees
23 Aug - 24 Aug
Rafton Inn Vacation Cottage 93
Dining

10. Historic 2BR Home in Downtown Troy - King Bed, Fire Table & Patio

Historic 2BR Home in Downtown Troy - King Bed, Fire Table & Patio
Troy
10.0 out of 10, Exceptional, (1 review)
"We came in town for the fair and this place was a very beautiful place. Very clean and very well decorated. It was the perfect place to stay in Troy. The host was very nice and could be reached instantly if we had any issues."
United States
Unspecified B.
The price is HK$1,348
HK$3,124 total
includes taxes & fees
10 Sept - 11 Sept
Historic 2BR Home in Downtown Troy - King Bed, Fire Table & Patio
Private kitchen

11. Spacious 4BR Home for Families & Pets

Spacious 4BR Home for Families & Pets
Wentzville
9.0 out of 10, Wonderful, (8 reviews)
"It was a perfect house for our family to stay in for the week. Great bedroom spaces, very nice kitchen. It’s in a cute area with some great restaurants and coffee shops within walking distance. "
United States
kristen l.
The price is HK$1,482
HK$4,149 total
includes taxes & fees
25 Aug - 26 Aug
Spacious 4BR Home for Families & Pets
Interior

12. 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 HK$1,294
HK$3,266 total
includes taxes & fees
25 Aug - 26 Aug
Spacious, 3 bedroom home, finished basement on quiet court
Bar (on property)

13. Geneva Retreat by Innsbrook Vacations!

Geneva Retreat by Innsbrook Vacations!
Innsbrook
9.4 out of 10, Exceptional, (3 reviews)
"Very clean"
United States
Suzanne H.
The price is HK$548
HK$1,756 total
includes taxes & fees
23 Aug - 24 Aug
Geneva Retreat by Innsbrook Vacations!
Outdoor spa tub

14. Main Street Cottage with Hot Tub

Main Street Cottage with Hot Tub
Grafton
9.0 out of 10, Wonderful, (7 reviews)
"We really enjoyed the space!"
United States
Ian P.
The price is HK$1,411
HK$2,462 total
includes taxes & fees
26 Aug - 27 Aug
Main Street Cottage with Hot Tub
Living area

15. Family Friendly w/ Game Room in Quiet Neighborhood

Family Friendly w/ Game Room in Quiet Neighborhood
Wentzville
10.0 out of 10, Exceptional, (2 reviews)
"Nice house for our week in Lake St. Louis area. Accurate description of what you are getting and clean house. Would stay again if we are back in the area"
United States
Campbell W.
The price is HK$1,686
HK$3,716 total
includes taxes & fees
3 Sept - 4 Sept
Family Friendly w/ Game Room in Quiet Neighborhood
Private kitchen

16. 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)
"The house was very nice,close to everything and on a quiet cul-du-sac.the host was very nice and helpful.would definitely stay again.as a matter of fact we were there for work and are planning on staying again for another couple weeks! "
United States
Patrick S.
The price is HK$1,224
HK$3,176 total
includes taxes & fees
31 Aug - 1 Sept
Centrally located, spacious 4 bdrm, on quiet Ct
Dining

17. Renovated 5BR | Group Space + Large Yard

Renovated 5BR | Group Space + Large Yard
Wentzville
10.0 out of 10, Exceptional, (17 reviews)
"Great place and people really helped the stay"
United States
Rustin N.
The price is HK$1,804
HK$4,822 total
includes taxes & fees
1 Sept - 2 Sept
Renovated 5BR | Group Space + Large Yard
Bar (on property)

18. Lakefront Studio Condo

Lakefront Studio Condo
Wright City
9.8 out of 10, Exceptional, (34 reviews)
"everything was beautiful and really calm, we had a really good time there"
United States
Vanessa O.
The price is HK$960
HK$2,081 total
includes taxes & fees
1 Sept - 2 Sept
Lakefront Studio Condo
Interior

19. Spacious 2 Bedroom Townhome

Spacious 2 Bedroom Townhome
Saint Charles
8.0 out of 10, Very good, (19 reviews)
"Quiet area and clean rooms"
United States
Chelsie H.
The price is HK$711
HK$2,209 total
includes taxes & fees
31 Aug - 1 Sept
Spacious 2 Bedroom Townhome
Interior

20. 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 HK$980
HK$2,496 total
includes taxes & fees
1 Sept - 2 Sept
Stylish1BRStudioCleanQuietandCozy
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

Drury Plaza Hotel St. Louis St. Charles

Drury Plaza Hotel St. Louis St. Charles

10/10 Excellent
"A nice clean hotel surrounded by shops and restaurants. The breakfast had tons of options and great coffee."
Courtney 1-night trip
Posted 11 hours ago
Drury Plaza Hotel St. Louis St. Charles

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 holiday rentals in Winfield?

Yes, there are holiday rentals close to the most popular sights in Winfield, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Winfield has to offer?

St. Charles 1860's Gem - Sleeps 6!: This holiday home rental outside of 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 holiday rentals are there in Winfield?

With 3 Expedia holiday rentals, you're guaranteed 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 wider area.

What are holiday rentals like in Winfield?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winfield. Holiday rentals provide amenities such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for family trips.