Winfield Holiday Rentals

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Our top choices for Winfield holiday rentals

The cowboy Compound. 4-bedroom house in terrific Winfield with AC

The cowboy Compound. 4-bedroom house in terrific Winfield with AC
Winfield
The price is AU$982
includes taxes & fees
18 May - 19 May
The cowboy Compound. 4-bedroom house in terrific Winfield with AC

Lake Aspen Hideaway by Innsbrook Vacations!

Lake Aspen Hideaway by Innsbrook Vacations!
Wright City
9.8 out of 10, Exceptional, (21 reviews)
"Check-in was easy and property was clean. Great place to stay!"
United States
Casey A.
The price is AU$309
includes taxes & fees
18 May - 19 May
Lake Aspen Hideaway by Innsbrook Vacations!

Owl house was built for unplugging, relaxing & connecting with friends/family

Owl house was built for unplugging, relaxing & connecting with friends/family
Troy
9.4 out of 10, Exceptional, (46 reviews)
"We had a great weekend getaway. It was good to relax and have some family time. "
United States
Christopher W.
The price is AU$291
includes taxes & fees
18 May - 19 May
Owl house was built for unplugging, relaxing & connecting with friends/family

Aspen Sights by Innsbrook Vacations!

Aspen Sights by Innsbrook Vacations!
Innsbrook
9.6 out of 10, Exceptional, (13 reviews)
"Lovely weekend- enjoyed checking out Innsbrook"
United States
Denise L.
The price is AU$309
includes taxes & fees
18 May - 19 May
Aspen Sights by Innsbrook Vacations!

Aspen Heights by Innsbrook Vacations!

Aspen Heights by Innsbrook Vacations!
Innsbrook
9.0 out of 10, Wonderful, (10 reviews)
"Nice, quiet, relaxing place to stay! Great communication with the host. "
United States
Lorna M.
The price is AU$309
includes taxes & fees
18 May - 19 May
Aspen Heights by Innsbrook Vacations!

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, (137 reviews)
"The property was amazing! The house gave me warm memories of my grandparents. Bed was extremely comfortable, we slept great. Definitely want to come back!"
United States
Susan M.
The price is AU$416
includes taxes & fees
31 May - 1 June
Our 80-Acre Farm, Lake, Nature Trail, Bonfires, Starry Nights 2 Miles Grafton

The Harris Overlook by Innsbrook Vacations!

The Harris Overlook by Innsbrook Vacations!
Innsbrook
9.4 out of 10, Exceptional, (21 reviews)
"Great location and property within close distance of all Innsbrook has to offer. Would stay again. "
United States
Kristina U.
The price is AU$309
includes taxes & fees
18 May - 19 May
The Harris Overlook by Innsbrook Vacations!

Aspen Hideout by Innsbrook Vacations!

Aspen Hideout by Innsbrook Vacations!
Innsbrook
8.6 out of 10, Excellent, (12 reviews)
"Great property! Will rent again."
United States
donald j.
The price is AU$309
includes taxes & fees
18 May - 19 May
Aspen Hideout by Innsbrook Vacations!

The Aspen Hideout Pt.II by Innsbrook Vacations!

The Aspen Hideout Pt.II by Innsbrook Vacations!
Innsbrook
7.0 out of 10, Good, (2 reviews)
"Great location, clean and plenty of space. Lots of amenities to use during our stay, canoes, fishing gear, video games. Could be updated a little. Baking supplies to make breakfast. "
United States
Nancy P.
The Aspen Hideout Pt.II by Innsbrook Vacations!

Rafton Inn Vacation Cottage 19

Rafton Inn Vacation Cottage 19
Grafton
10.0 out of 10, Exceptional, (2 reviews)
"Our stay was great at the Rafton Inn. The description was accurate as well as the times for walking to the lighthouse and river front. It was in the perfect location to walk to The Loading Dock, The Bloody Bucket, and to the SkyTour. Also the beds were comfy, the bathroom was larger than expected, and it was super clean. "
United States
Jessica R.
The price is AU$466
includes taxes & fees
18 May - 19 May
Rafton Inn Vacation Cottage 19

The Secret Sojourn | 3BR Game Room Home | Fenced Yard | Dog-Friendly O'Fallon

The Secret Sojourn | 3BR Game Room Home | Fenced Yard | Dog-Friendly O'Fallon
O Fallon
9.4 out of 10, Exceptional, (8 reviews)
"The house was great! plenty of space for the 4 adults and the basement gaming area was fun. Great place to stay and easy access to everything. "
United States
Randall
The price is AU$610
includes taxes & fees
20 May - 21 May
The Secret Sojourn | 3BR Game Room Home | Fenced Yard | Dog-Friendly O'Fallon

Private deck with hot tub and fire pit.

Private deck with hot tub and fire pit.
Grafton
8.8 out of 10, Excellent, (6 reviews)
"We really enjoyed the space!"
United States
Ian P.
The price is AU$438
includes taxes & fees
18 May - 19 May
Private deck with hot tub and fire pit.

Charming open 4bd and screen-in porch! Sleeps 10!

Charming open 4bd and screen-in porch! Sleeps 10!
Saint Charles
9.2 out of 10, Wonderful, (39 reviews)
"House had everything we needed, and was very well organized! Would definitely recommend!"
United States
Tim W.
The price is AU$702
includes taxes & fees
18 May - 19 May
Charming open 4bd and screen-in porch! Sleeps 10!

Lakefront Studio Condo

Lakefront Studio Condo
Wright City
9.6 out of 10, Exceptional, (24 reviews)
"It was absolutely perfect for a weekend getaway for 2!! Perfect place to celebrate a wedding as well!!"
United States
Alicia R.
The price is AU$481
includes taxes & fees
18 May - 19 May
Lakefront Studio Condo

Geneva View Pt. IV by Innsbrook Vacations

Geneva View Pt. IV by Innsbrook Vacations
Innsbrook
9.2 out of 10, Wonderful, (7 reviews)
"Very comfortable. Awesome views of the lake. Within walking distance to lake"
United States
Leah M.
Geneva View Pt. IV by Innsbrook Vacations

Serene Seebach Sights by Innsbrook Vacations!

Serene Seebach Sights by Innsbrook Vacations!
Innsbrook
9.4 out of 10, Exceptional, (10 reviews)
"Great clubhouse, plenty of wildlife roaming grounds, and friendly atmosphere."
United States
tony
The price is AU$314
includes taxes & fees
28 May - 29 May
Serene Seebach Sights by Innsbrook Vacations!

Centrally located, spacious 4 bdrm, on quiet Ct

Centrally located, spacious 4 bdrm, on quiet Ct
O'Fallon
10.0 out of 10, Exceptional, (21 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 AU$553
includes taxes & fees
19 May - 20 May
Centrally located, spacious 4 bdrm, on quiet Ct

Riverside Home - Modern meets comfort

Riverside Home - Modern meets comfort
Grafton
10.0 out of 10, Exceptional, (61 reviews)
"Great place to stay, everything was what you expect. "
United States
Chris H.
The price is AU$499
includes taxes & fees
21 May - 22 May
Riverside Home - Modern meets comfort

Spacious 2 Bedroom Townhome

Spacious 2 Bedroom Townhome
Saint Charles
8.2 out of 10, Very good, (15 reviews)
"This property was perfect for our needs. We enjoyed our stay and thank you for a seamless transaction! Much appreciated!"
United States
Elizabeth
The price is AU$426
includes taxes & fees
19 May - 20 May
Spacious 2 Bedroom Townhome

Spacious 4BR Home for Families & Pets

Spacious 4BR Home for Families & Pets
Wentzville
9.8 out of 10, Exceptional, (6 reviews)
"Amazing for attending the fireworks festivals nearby. Great shops walking distance for coffee and food"
United States
Tom K.
The price is AU$790
includes taxes & fees
18 May - 19 May
Spacious 4BR Home for Families & Pets
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

Find out more about Winfield

Everything you need to know about Winfield holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winfield holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Winfield holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winfield holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winfield holiday rentals we have selected for you start as low as AU$291 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Winfield rentals

At Expedia, we put the best Winfield holiday 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 holiday.

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. 

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?

🌟 Adorable Historic 🏠 in the ❤️ of St. Charles 🌟: This holiday home rental outside of Winfield offers a patio, a garden and air conditioning to help you feel perfectly comfortable 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. Cuivre River State Park and CarShield Field 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.