Holiday Rentals in Winfield

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Holiday Rentals in Winfield

Cabin in Winfield

9.8 out of 10, Exceptional, (147)
"This was a great place to stay. Clean, quiet and very welcoming! I would definitely stay again and recommend!"
United States
johnna T.
Spacious Riverfront Perch/Easy Access to St.Charles less than 1 Hr to St. Louis

Holiday Home in St. Charles Historic District

10.0 out of 10, Exceptional, (94)
"Check-in was easy and the house was lovely "
United States
Delfino A.
The price is €258
includes taxes & fees
3 Dec - 4 Dec
Stunning 1890's Home - Sleeps 8!

Holiday Home in St. Charles Historic District

10.0 out of 10, Exceptional, (135)
"We loved staying here in this adorable clean house that was only 1 block off of downtown Main Street shopping. "
United States
Lisa S.
The St. Charles Guest House, lovely historic home, fun for families and groups

Holiday Home in St. Charles Historic District

8.8 out of 10, Excellent, (11)
"Great location close to historic district."
United States
Hugh S.
The price is €291
includes taxes & fees
25 Dec - 26 Dec
Honky Tonk Hideaway

Cottage in St. Charles Historic District

10.0 out of 10, Exceptional, (210)
"Nice view of the Mississippi in the morning. Just off of the main street in old town St Charles, this place was perfect for our needs."
United States
Ralph
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!

Holiday Home in Saint Charles

9.8 out of 10, Exceptional, (25)
"The place was great! "
United States
Melissa I.
The price is €423
includes taxes & fees
30 Nov - 1 Dec
Home Near Main Street-Covered Patio-Hot Tub!

Apartment in St. Charles Historic District

9.6 out of 10, Exceptional, (13)
"Awesome place to stay"
United States
paul
Cozy Clark Suite in Frenchtown Saint Charles

Holiday Home in St. Charles Historic District

9.8 out of 10, Exceptional, (132)
"This was such a cute historical home and was perfect for our weekend in St Charles!"
United States
Isabelle C.
The price is €242
includes taxes & fees
7 Dec - 8 Dec
St. Charles 1860's Gem - Sleeps 6!

Aparthotel in St. Charles Historic District

9.4 out of 10, Exceptional, (12)
"We really enjoyed our stay! The Hare was an amazing suite & the location was great!"
United States
Angela R.
The Hare Suite at Divine Otter

Holiday Home in St. Charles Historic District

9.0 out of 10, Wonderful, (19)
"Excellent location and a great space for 4 couples. The beds were exceptionally comfortable! "
United States
Kimberly C.
The price is €355
includes taxes & fees
4 Dec - 5 Dec
The Lewis & Clark Hangout

Holiday Home in St Charles

9.4 out of 10, Exceptional, (143)
"House was very nice. Pictures were good and we knew what to expect. Location was great for where we wanted to go.Owner was punctual when we had any questions!"
United States
Anne L.
Residence on the Roundabout

Holiday Home in St. Charles Historic District

8.6 out of 10, Excellent, (14)
"The house was clean and well stocked, location was great, and plenty of street parking. "
United States
Brad K.
The price is €213
includes taxes & fees
1 Dec - 2 Dec
Madison House 1 -Walk to Main St

Aparthotel in St. Charles Historic District

9.0 out of 10, Wonderful, (6)
"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. "
United States
kim F.
The Otter Suite at Divine Otter

Chalet in Innsbrook

10.0 out of 10, Exceptional, (77)
"We loved the place the beach access, and view and the home was so cozy. Kayaks were not in the best shape but we brought our own paddle board. Would stay again! Hoping to this fall! "
United States
Jamie D.
Peaceful chalet - *new* private beach, WIFI, kayaks

Apartment in St. Charles Historic District

9.8 out of 10, Exceptional, (99)
"The loft was very nice, very clean, well appointed, and in a perfect location. I highly recommend this property!"
United States
Mary ann S.
The price is €230
includes taxes & fees
30 Nov - 1 Dec
Prime Loft of Main Street

Holiday Home in St. Charles Historic District

10.0 out of 10, Exceptional, (241)
"The house was quite spacious for our needs. It was very nice and comfortable. Appreciate the care taken to restore this great property and decorated tastefully. "
United States
Eric S.
Charming Cottage on Main St. in Historic St. Charles! Jetted Tub, 2 Fireplaces!!

Holiday Home in Golden Eagle

10.0 out of 10, Exceptional, (361)
"Another great stay at the Barn for us. I highly recommend the Barn! Great hosts, very clean and comfortable and the rolling hills is such a view! "
United States
Jeremy T.
Escape the city to quiet and picturesque Golden Eagle, IL..

Apartment in St. Charles Historic District

8.2 out of 10, Very good, (12)
"Just make sure you are fit and able to navigate steps. Great party place for the younger generation. The bar below has a nice back outside sitting area we were able to use. "
United States
Lisa W.
The Wild West Getaway- 204-1

Cabin in Troy

9.4 out of 10, Exceptional, (40)
"Very peaceful and great get place to escape "
United States
Toney D.
The price is €183
includes taxes & fees
30 Nov - 1 Dec
The Nest, reconnect with that special someone in our charming birdhouse!

Holiday Home in St. Charles Historic District

9.2 out of 10, Wonderful, (11)
"The place wonderful and comfortable! Location was great and convenient. We would use this place again!"
United States
Anthony A.
The price is €211
includes taxes & fees
30 Nov - 1 Dec
5th Street #1 · Historic 5th Street House - Fully Rehabbed # 1
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, apart-hotels, 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 favorite 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 depends 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 €183 per night. Entering your travel dates in the search wizard you might find 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 4 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.