Winfield Holiday Rentals

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Holiday Rentals in Winfield

Our top choices for Winfield holiday rentals

Spacious Riverfront Perch/Easy Access to St.Charles less than 1 Hr to St. Louis

10.0 out of 10, Exceptional, (142)
"It couldn't have been more perfect...it was exactly what i was looking for...we didn't want to leave...could live there for real!!"
Spacious Riverfront Perch/Easy Access to St.Charles less than 1 Hr to St. Louis

Private RV Boondocking Retreat – Easy Access, Big Sky Views! Close to hwy 79/61

The price is AU$89
includes taxes & fees
11 Oct - 12 Oct
Private RV Boondocking Retreat – Easy Access, Big Sky Views! Close to hwy 79/61

St. Charles 1860's Gem - Sleeps 6!

9.8 out of 10, Exceptional, (120)
"Perfect place to stay while we were in town for a show! "
The price is AU$376
includes taxes & fees
12 Oct - 13 Oct
St. Charles 1860's Gem - Sleeps 6!

Residence on the Roundabout

9.6 out of 10, Exceptional, (136)
"Very clean. Comfortable couch/beds"
Residence on the Roundabout

Stunning 1890's Home - Sleeps 8!

10.0 out of 10, Exceptional, (75)
"The house is beautiful, in a great location, and has all the amenities of home. Definitely glad we stayed here instead of a nearby hotel."
The price is AU$605
includes taxes & fees
12 Oct - 13 Oct
Stunning 1890's Home - Sleeps 8!

Home Near Main Street-Covered Patio-Hot Tub!

10.0 out of 10, Exceptional, (22)
"Great place to stay. They had plenty of games and seating for an extended family. Walked the neighborhood a bit very quiet. "
The price is AU$731
includes taxes & fees
14 Sept - 15 Sept
Home Near Main Street-Covered Patio-Hot Tub!

The St. Charles Guest House, lovely historic home, fun for families and groups

10.0 out of 10, Exceptional, (132)
"We loved staying here in this adorable clean house that was only 1 block off of downtown Main Street shopping. "
The St. Charles Guest House, lovely historic home, fun for families and groups

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

9.6 out of 10, Exceptional, (30)
"Everything was good, it was a unique experience. Very interesting design "
The price is AU$275
includes taxes & fees
7 Oct - 8 Oct
The Nest, reconnect with that special someone in our charming birdhouse!

The Otter Suite at Divine Otter

8.0 out of 10, Very good, (1)
"We absolutely loved this place! I would recommend this place. We had one issue but it was resolved. If you have children, I would probably stay somewhere else. There are bars all around and gets loud at night but it does get really quiet after 1:30 a.m. The property manager was absolutely amazing and is very quick to respond to your needs. "
The Otter Suite at Divine Otter

Escape the city to quiet and picturesque Golden Eagle, IL..

10.0 out of 10, Exceptional, (356)
"Loved the property. It was beautiful and peaceful. A great place for total relaxation. Hosts respond quickly to messages."
Escape the city to quiet and picturesque Golden Eagle, IL..

Overlook Main St. in this 2 Bedroom Owners Suite!

4.0 star property
9.4 out of 10, Exceptional, (32)
"Perfect place for a visit to St Charles! Hope to return and stay here again!"
Overlook Main St. in this 2 Bedroom Owners Suite!

Grafton Escape #1 - River views! Pool! Walking distance to bars/restaurants

9.8 out of 10, Exceptional, (66)
"Property is great loved it"
Grafton Escape #1 - River views! Pool! Walking distance to bars/restaurants

The Lofts of North Main Street

9.6 out of 10, Exceptional, (146)
"Perfect location!"
The price is AU$382
includes taxes & fees
15 Sept - 16 Sept
The Lofts of North Main Street

The Lewis & Clark Hangout

9.0 out of 10, Wonderful, (18)
"Enjoyed are stay"
The price is AU$910
includes taxes & fees
25 Sept - 26 Sept
The Lewis & Clark Hangout

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

9.4 out of 10, Exceptional, (31)
"Great hosts, great stay, always enjoy my time"
The price is AU$299
includes taxes & fees
18 Sept - 19 Sept
Owl house was built for unplugging, relaxing & connecting with friends/family

Aunt Doodle’s House 8 blocks from Historic Main Street.. Convenient location!

9.6 out of 10, Exceptional, (65)
"Comfy beds, plenty of towels, good location."
Aunt Doodle’s House 8 blocks from Historic Main Street.. Convenient location!

Peaceful chalet - *new* private beach, WIFI, kayaks

10.0 out of 10, Exceptional, (70)
"Great place. Very clean and relaxing. "
Peaceful chalet - *new* private beach, WIFI, kayaks

1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!

10.0 out of 10, Exceptional, (206)
"The riverside guest house was a perfect find for our two day getaway. Would definitely stay again. Perfect location. "
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!

The Original Custom House!

9.8 out of 10, Exceptional, (30)
"We enjoyed our stay in this historic setting with modern touches. Cute decorating, they included coffee, large televisions for evening relaxation, and prompt replies for questions and very clean house. We could walk everywhere! "
The price is AU$557
includes taxes & fees
15 Sept - 16 Sept
The Original Custom House!

Cozy Clark Suite in Frenchtown Saint Charles

9.4 out of 10, Exceptional, (8)
"Perfect for a couple. Well maintained. "
Cozy Clark Suite in Frenchtown Saint Charles
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

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$89 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?

Stunning 1890's Home - Sleeps 8! : This holiday home rental outside of Winfield is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 4 bedrooms, as well as a kitchen with a dishwasher, a stovetop and a microwave, so that you can cook with friends or family.

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.