Winfield Holiday Rentals

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Holiday Rentals in Winfield

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!

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

9.8 out of 10, Exceptional, (140)
"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

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

The price is AU$80
includes taxes & fees
27 July - 28 July
Private RV Boondocking Retreat – Easy Access, Big Sky Views! Close to hwy 79/61

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

9.6 out of 10, Exceptional, (28)
"Cozy and a great place to stay!"
The price is AU$280
includes taxes & fees
27 July - 28 July
The Nest, reconnect with that special someone in our charming birdhouse!

Stunning 1890's Home - Sleeps 8!

10.0 out of 10, Exceptional, (67)
"Beautiful house and location."
The price is AU$615
includes taxes & fees
3 Aug - 4 Aug
Stunning 1890's Home - Sleeps 8!

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

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

9.4 out of 10, Exceptional, (29)
"Great place to get away from it all. Clean, modern getaway in the woods with a great Jacuzzi."
The price is AU$307
includes taxes & fees
27 July - 28 July
Owl house was built for unplugging, relaxing & connecting with friends/family

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

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

9.6 out of 10, Exceptional, (44)
"This was our third stay in this house! It’s the perfect location for visiting our son who attends Lindenwood. Quiet neighborhood, great place to walk our fur baby, comfy beds and decorated so cute!"
The price is AU$497
includes taxes & fees
27 July - 28 July
Historic*Unique*Downtown*Quiet*Bright*Cheerful*Getaway

St. Charles 1860's Gem - Sleeps 6!

9.8 out of 10, Exceptional, (110)
"Great time and nice and quiet :) "
The price is AU$393
includes taxes & fees
27 July - 28 July
St. Charles 1860's Gem - Sleeps 6!

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

8.8 out of 10, Excellent, (53)
"Great stay with family! "
The price is AU$659
includes taxes & fees
27 July - 28 July
☆BackYard BBQ Hidden Gem☆Perfect Location~Groups /Pets Welcome

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!

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

9.8 out of 10, Exceptional, (64)
"Property is great loved it"
Grafton Escape #1 - River views! Pool! Walking distance to bars/restaurants

Gorgeous, Completely Remodeled, Waterfront Condo on Aspen Lake!

10.0 out of 10, Exceptional, (33)
"Great condo and location . "
The price is AU$727
includes taxes & fees
30 July - 31 July
Gorgeous, Completely Remodeled, Waterfront Condo on Aspen Lake!

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

10.0 out of 10, Exceptional, (66)
"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

Honky Tonk Hideaway

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

Prime Loft of Main Street

9.8 out of 10, Exceptional, (93)
"Fantastic place and location!"
The price is AU$374
includes taxes & fees
28 July - 29 July
Prime Loft of Main Street

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

10.0 out of 10, Exceptional, (203)
"Beautiful cottage in the perfect location. "
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!

Spacious*Outdoor Space*Modern*Family*Groups*Modern*Artistic

9.6 out of 10, Exceptional, (53)
"Lovely home within a neighborhood subdivision. Clean, beautifully decorated, plenty of bedrooms and bathroom for our group. Close to restaurants and shopping. "
The price is AU$587
includes taxes & fees
27 July - 28 July
Spacious*Outdoor Space*Modern*Family*Groups*Modern*Artistic

The Otter Suite at Divine Otter

The Otter Suite at Divine Otter
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

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 has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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.