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Winfield Vacation Rentals

Check prices for these dates

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

Our top choices for Winfield vacation rentals

Clubhouse

1. Lake Aspen Hideaway by Innsbrook Vacations!

Lake Aspen Hideaway by Innsbrook Vacations!
Wright City
9.6 out of 10, Exceptional, (26 reviews)
"Check-in was easy and property was clean. Great place to stay!"
United States
Casey A.
$216 nightly
The price is $222
Oct 4 - Oct 5
Total with taxes and fees
Lake Aspen Hideaway by Innsbrook Vacations!
Clubhouse

2. 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
$216 nightly
The price is $222
Oct 4 - Oct 5
Total with taxes and fees
Serene Seebach Sights by Innsbrook Vacations!
A cozy living room with a brown leather couch, a wooden spiral staircase, and large windows offering a view of the outdoors.

3. 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.
$194 nightly
The price is $207
Oct 4 - Oct 5
Total with taxes and fees
The Nest, unplug& reconnect with that special someone in our charming birdhouse!
A rustic bar area with stone walls, wooden chairs, and hanging pendant lights.

4. 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.
$179 nightly
The price is $191
Oct 4 - Oct 5
Total with taxes and fees
Studio Condo on the Water @ Innsbrook
Clubhouse

5. 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.
$216 nightly
The price is $222
Oct 4 - Oct 5
Total with taxes and fees
Lake Aspen Overlook by Innsbrook Vacations!
A kitchen with a stainless steel sink, a gold faucet, and a bottle of hand soap.

6. 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.
$314 nightly
The price is $351
Oct 4 - Oct 5
Total with taxes and fees
Wentzville King Bed Walk to Downtown!
Clubhouse

7. 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.
$216 nightly
The price is $222
Oct 4 - Oct 5
Total with taxes and fees
The Harris Overlook by Innsbrook Vacations!
A living room with a sofa, coffee table, and patterned rug. There is a dining area with a bar and stools.

8. 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, (18 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.
$260 nightly
The price is $290
Oct 12 - Oct 13
Total with taxes and fees
Private Entry Basement Suite • Pond & Farm View • Dog Friendly • St Peters
Clubhouse

9. 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.
$216 nightly
The price is $222
Oct 4 - Oct 5
Total with taxes and fees
Geneva Retreat by Innsbrook Vacations!
Clubhouse

10. 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.
$216 nightly
The price is $222
Oct 4 - Oct 5
Total with taxes and fees
Aspen Heights by Innsbrook Vacations!
A room with a dark wooden wall, a brown leather sofa, a white door, and a patterned wall.

11. 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.
$282 nightly
The price is $314
Oct 4 - Oct 5
Total with taxes and fees
Stylish1BRStudioCleanQuietandCozy
Clubhouse

12. Lake Aspen Landing by Innsbrook Vacations!

Lake Aspen Landing by Innsbrook Vacations!
Innsbrook
9.2 out of 10, Wonderful, (17 reviews)
"Perfect room and amenities for our getaway. The view of the lake was so nice and the environment was incredibly peaceful! Just what we were looking for! "
United States
Erica K.
$215 nightly
The price is $221
Oct 6 - Oct 7
Total with taxes and fees
Lake Aspen Landing by Innsbrook Vacations!
A modern living room with a grey sofa, teal armchairs, a wooden coffee table, and a patterned rug.

13. 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.
$299 nightly
The price is $335
Oct 5 - Oct 6
Total with taxes and fees
Private Basement - Two King Beds and Hot Tub
Clubhouse

14. 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.
$448 nightly
The price is $458
Oct 4 - Oct 5
Total with taxes and fees
The Perch Chalet by Innsbrook Vacations!
A dining area with a table and chairs, a ceiling fan, and a wall-mounted flower painting.

15. 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.
$282 nightly
The price is $302
Oct 4 - Oct 5
Total with taxes and fees
The Cozy Family Retreat
A rustic bar area with stone walls, wooden chairs, and hanging pendant lights.

16. Lakefront Studio Condo

Lakefront Studio Condo
Wright City
9.8 out of 10, Exceptional, (35 reviews)
"The room was clean and beautiful, we really enjoyed the stay "
United States
Vanessa O.
$236 nightly
The price is $252
Oct 5 - Oct 6
Total with taxes and fees
Lakefront Studio Condo
A spacious kitchen with white cabinets, a central island with bar stools, a stainless steel refrigerator, and a microwave.

17. 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.
$430 nightly
The price is $499
Oct 12 - Oct 13
Total with taxes and fees
Spacious, 3 bedroom home, finished basement on quiet court
A modern kitchen with white cabinets, stainless steel appliances, and a wooden dining table.

18. 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.
$499 nightly
The price is $579
Oct 12 - Oct 13
Total with taxes and fees
Centrally located, spacious 4 bdrm, on quiet Ct
A multi-story building with balconies and a covered porch area.

19. Aeries Villas 311 A Perfect Weekend Getaway! Condo With Great River Views! Pool!

Aeries Villas 311 A Perfect Weekend Getaway! Condo With Great River Views! Pool!
Grafton
9.6 out of 10, Exceptional, (159 reviews)
"Very nice stay and near everything!"
United States
Melissa W.
$224 nightly
The price is $247
Oct 4 - Oct 5
Total with taxes and fees
Aeries Villas 311 A Perfect Weekend Getaway! Condo With Great River Views! Pool!
A hotel pool area with a rectangular pool, lounge chairs, and a wooden bench.

20. 1 Bedroom | Pool & Gym. Free Breakfast

1 Bedroom | Pool & Gym. Free Breakfast
O'Fallon
8.4 out of 10, Very good, (5 reviews)
"It’s a suite hotel - rooms were very spacious. It’s in a great location. Staff is welcoming and kind. It was exactly what we needed for a last minute trip to check on family."
United States
Melinda C.
$171 nightly
The price is $197
Oct 5 - Oct 6
Total with taxes and fees
1 Bedroom | Pool & Gym. Free Breakfast
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

Ameristar Casino Resort and Spa

Ameristar Casino Resort and Spa

10/10 Excellent
"Perfect place to stay, for a fun weekend. The pool was amazing!"
Laura 2-night trip
Posted 3 hours ago
Ameristar Casino Resort and Spa

Find out more about Winfield

Everything you need to know about Winfield vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winfield vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winfield vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winfield vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winfield. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Winfield in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $191 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Winfield rentals

At Expedia, we put the best Winfield vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Winfield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winfield vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winfield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.