Holiday Rentals in Winfield

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Holiday Rentals in Winfield

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
St. Charles 1860's Gem - Sleeps 6!
9.8 out of 10, Exceptional, (126)
"Perfect place to stay while we were in town for a show! "
The price is €222
includes taxes & fees
26 Oct - 27 Oct
St. Charles 1860's Gem - Sleeps 6!
Madison House 1 -Walk to Main St
8.8 out of 10, Excellent, (13)
"Comfortable place to stay easy to find location close to everything in St Charles"
The price is €208
includes taxes & fees
15 Oct - 16 Oct
Madison House 1 -Walk to Main St
The Nest, reconnect with that special someone in our charming birdhouse!
9.6 out of 10, Exceptional, (34)
"Everything was good, it was a unique experience. Very interesting design "
The price is €179
includes taxes & fees
16 Oct - 17 Oct
The Nest, reconnect with that special someone in our charming birdhouse!
Madison House 2 -Walk to Main St
8.6 out of 10, Excellent, (4)
"This property was clean and offered basic amenities, but is a very old historic home and lacks the luster and comfort of most homes, but has needed repairs and improvements to have a 5 star rating. "
The price is €226
includes taxes & fees
20 Oct - 21 Oct
Madison House 2 -Walk to Main St
Studio Condo on the Water @ Innsbrook
9.8 out of 10, Exceptional, (35)
"Had a good golf day wonderful place to stay "
The price is €161
includes taxes & fees
20 Oct - 21 Oct
Studio Condo on the Water @ Innsbrook
Main Street Balcony Apartment by StayLage!
9.4 out of 10, Exceptional, (33)
"Wonderful location for a night or two in St. Charles!! Clean & easy to find, plenty of parking & within walking distance of restaurants & shops."
The price is €395
includes taxes & fees
21 Oct - 22 Oct
Main Street Balcony Apartment by StayLage!
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!
10.0 out of 10, Exceptional, (209)
"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."
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!
Owl house was built for unplugging, relaxing & connecting with friends/family
9.4 out of 10, Exceptional, (34)
"Great hosts, great stay, always enjoy my time"
The price is €179
includes taxes & fees
16 Oct - 17 Oct
Owl house was built for unplugging, relaxing & connecting with friends/family
Historic*Unique*Downtown*Quiet*Bright*Cheerful*Getaway
9.6 out of 10, Exceptional, (51)
"This place was perfect for our visit to St Charles. We'll definitely book it again the next time we come to visit family"
The price is €298
includes taxes & fees
19 Oct - 20 Oct
Historic*Unique*Downtown*Quiet*Bright*Cheerful*Getaway
Stunning 1890's Home - Sleeps 8!
10.0 out of 10, Exceptional, (82)
"We loved this beautiful property. The host was great at communicating with us and took care of everything we needed to accommodate my family. We will be booking this property for our next stay!"
The price is €356
includes taxes & fees
15 Oct - 16 Oct
Stunning 1890's Home - Sleeps 8!
Honky Tonk Hideaway
9.4 out of 10, Exceptional, (8)
"Great place to stay"
The price is €249
includes taxes & fees
15 Oct - 16 Oct
Honky Tonk Hideaway
The St. Charles Guest House, lovely historic home, fun for families and groups
10.0 out of 10, Exceptional, (133)
"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
Residence on the Roundabout
9.4 out of 10, Exceptional, (138)
"The house fit the purpose we needed it for. It had enough room for my family. "
Residence on the Roundabout
New Remodel in St. Charles - Sleeps 10! New patio! Large Fenced-in backyard!
9.8 out of 10, Exceptional, (59)
"We enjoyed the roomy house and proximity to riverfront area."
The price is €388
includes taxes & fees
15 Oct - 16 Oct
New Remodel in St. Charles - Sleeps 10! New patio! Large Fenced-in backyard!
Cozy Clark Suite in Frenchtown Saint Charles
9.4 out of 10, Exceptional, (9)
"Perfect for a couple. Well maintained. "
Cozy Clark Suite in Frenchtown Saint Charles
Aunt Doodle’s House 8 blocks from Historic Main Street.. Convenient location!
9.6 out of 10, Exceptional, (68)
"It was in a fantastic location and truly helped make my stay enjoyable. "
Aunt Doodle’s House 8 blocks from Historic Main Street.. Convenient location!
Cozy 2 bedroom waterfront chalet with private beach, hot tub at Innsbrook Resort
10.0 out of 10, Exceptional, (67)
"We had a lovely lake weekend getaway - Mandy (the owner) was so responsive and helpful. The chalet is lovely and perfectly situated on a private small lake. Our girls loved every moment of water activities."
Cozy 2 bedroom waterfront chalet with private beach, hot tub at Innsbrook Resort
Historic 4‑BR Farmhouse • Steps to Main Street
10.0 out of 10, Exceptional, (15)
"Absolutely loved the home and it truly is right in the middle of everything.. "
The price is €497
includes taxes & fees
20 Oct - 21 Oct
Historic 4‑BR Farmhouse • Steps to Main Street
The Olive House - Near Main Street- Fully rehabbed
8.6 out of 10, Excellent, (7)
"Perfect location for buddies golf trip... clean comfortable house...very helpful host!"
The price is €310
includes taxes & fees
15 Oct - 16 Oct
The Olive House - Near Main Street- Fully rehabbed
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 €161 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?

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. 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.