Search Holiday Rentals in Winfield

    price find illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Save instantly and earn perks with One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Top 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, (141)
"Great place to stay..river, barges, nice hosts, friendly and protective dog, peaceful, birds/eagles....."
Spacious Riverfront Perch/Easy Access to St.Charles less than 1 Hr to St. Louis

Charming 3BR/2BA home—peaceful country vibes, perfect for relaxing stays!

6.8 out of 10, (3)
"The house was great and Nicole was a great host. "
Charming 3BR/2BA home—peaceful country vibes, perfect for relaxing stays!

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

The price is £41
includes taxes & fees
7 Aug - 8 Aug
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, (112)
"Great time and nice and quiet :) "
The price is £192
includes taxes & fees
10 Aug - 11 Aug
St. Charles 1860's Gem - Sleeps 6!

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

10.0 out of 10, Exceptional, (130)
"We very much enjoyed the property and location. "
The St. Charles Guest House, lovely historic home, fun for families and groups

Historic*Unique*Downtown*Quiet*Bright*Cheerful*Getaway

9.6 out of 10, Exceptional, (44)
"This place is the cutest little bungalow. Beautiful and clean. I couldn't have asked for a better place to stay. "
The price is £249
includes taxes & fees
7 Aug - 8 Aug
Historic*Unique*Downtown*Quiet*Bright*Cheerful*Getaway

Stunning 1890's Home - Sleeps 8!

10.0 out of 10, Exceptional, (68)
"Adorable place with plenty of room for our group of five ladies. Walkable to Main St to the shops and restaurants. All the beds were comfortable, nice to have two full bathrooms and all the amenities you could want. "
The price is £307
includes taxes & fees
7 Aug - 8 Aug
Stunning 1890's Home - Sleeps 8!

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

9.4 out of 10, Exceptional, (30)
"Great place to get away from it all. Clean, modern getaway in the woods with a great Jacuzzi."
The price is £154
includes taxes & fees
12 Aug - 13 Aug
Owl house was built for unplugging, relaxing & connecting with friends/family

Overlook Main St. in this 2 Bedroom Owners Suite!

4.0 star property
9.4 out of 10, Exceptional, (31)
"Perfect place for a visit to St Charles! Hope to return and stay here again!"
Overlook Main St. in this 2 Bedroom Owners Suite!

Prime Loft of Main Street

9.8 out of 10, Exceptional, (94)
"The apartment had everything we needed for a quick getaway with family. Cute place and perfectly located. "
The price is £188
includes taxes & fees
11 Aug - 12 Aug
Prime Loft of Main Street

Private Cabin on 90 Acres!

10.0 out of 10, Exceptional, (4)
"We enjoyed our stay in this peaceful cabin, the atmosphere was great for a date nite and the hot tube was very relaxing. "
Private Cabin on 90 Acres!

Innsbrook Falls Hideaway - Roomy lakefront Chalet w/ spacious deck & firepit

10.0 out of 10, Exceptional, (25)
"Great time and property! We enjoyed fishing on the private dock, taking the kayaks out that were provided, having a fire in the fire pit, taking a few hikes as well as having a ping pong tournament. Wonderful stay! "
Innsbrook Falls Hideaway - Roomy lakefront Chalet w/ spacious deck & firepit

Honky Tonk Hideaway

9.2 out of 10, Wonderful, (5)
"Great place to stay"
Honky Tonk Hideaway

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

9.6 out of 10, Exceptional, (65)
"Property is great loved it"
Grafton Escape #1 - River views! Pool! Walking distance to bars/restaurants

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

10.0 out of 10, Exceptional, (204)
"Beautiful cottage in the perfect location. "
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!

☆BackYard BBQ Hidden Gem☆Perfect Location~Groups /Pets Welcome

8.8 out of 10, Excellent, (55)
"Great stay with family! "
The price is £329
includes taxes & fees
7 Aug - 8 Aug
☆BackYard BBQ Hidden Gem☆Perfect Location~Groups /Pets Welcome

Gorgeous, Completely Remodeled, Waterfront Condo on Aspen Lake!

10.0 out of 10, Exceptional, (35)
"We had wonderful stay."
Gorgeous, Completely Remodeled, Waterfront Condo on Aspen Lake!

1870's Luxury Guest Cottage, Historic Downtown St. Charles, Mo.

10.0 out of 10, Exceptional, (260)
"Place was beautiful and had everything we needed! Would absolutely stay again "
1870's Luxury Guest Cottage, Historic Downtown St. Charles, Mo.

Grafton Escape #2 - River views! Pool! Walking distance to bars/restaurants

10.0 out of 10, Exceptional, (67)
"Perfect location and set up for ourselves and another couple. Michelle is an awesome hoey"
Grafton Escape #2 - River views! Pool! Walking distance to bars/restaurants

Cozy 2 bedroom waterfront chalet with private beach, hot tub at Innsbrook Resort

10.0 out of 10, Exceptional, (62)
"Cute little house. Beautiful deck surrounded by woods and a gorgeous view of the lake. Cozy weekend get-a-way! All that we wanted. "
Cozy 2 bedroom waterfront chalet with private beach, hot tub at Innsbrook Resort
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Winfield Hotel Reviews

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 Kokomo Joe's Family Fun Center, 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.