Search Vacation Homes in Winfield

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Winfield vacation homes

The cowboy Compound. 4-bedroom house in terrific Winfield with AC

The cowboy Compound. 4-bedroom house in terrific Winfield with AC
Winfield
The price is AED 1,653
AED 2,472 total
includes taxes & fees
26 Feb - 27 Feb
The cowboy Compound. 4-bedroom house in terrific Winfield with AC

The Below Deck Suite

The Below Deck Suite
Saint Charles
9.0 out of 10, Wonderful, (2 reviews)
"Overall good place for a family. The neighborhood is quiet and there is a good amount of space. Easy to find and to get places. You will hear the people upstairs and one bed was very squeaky. It was very clean and the couches are very comfy. "
United States
Amy B.
The price is AED 360
AED 863 total
includes taxes & fees
16 Feb - 17 Feb
The Below Deck Suite

Farmhouse 80 Acres Rec Room Peddle Boat Lake Fishing Nature Trl 2 ml to Grafton

Farmhouse 80 Acres Rec Room Peddle Boat Lake Fishing Nature Trl 2 ml to Grafton
Grafton
10.0 out of 10, Exceptional, (132 reviews)
"We loved our stay here!! It offers so much and is a perfect location! The owners are great and answered every question and responded instantly! Highly recommend and we will for sure be back for our next trip to Grafton! "
United States
JD B.
The price is AED 430
AED 852 total
includes taxes & fees
20 Feb - 21 Feb
Farmhouse 80 Acres Rec Room Peddle Boat Lake Fishing Nature Trl 2 ml to Grafton

Charming 2-bedroom townhome with a cozy fireplace in the heart of Grafton

Charming 2-bedroom townhome with a cozy fireplace in the heart of Grafton
Grafton
9.8 out of 10, Exceptional, (10 reviews)
"Great Stay. Clean, excellent accomodations."
United States
Brad H.
The price is AED 476
AED 1,423 total
includes taxes & fees
16 Feb - 17 Feb
Charming 2-bedroom townhome with a cozy fireplace in the heart of Grafton

Spacious Cottage on Main st- Near Downtown

Spacious Cottage on Main st- Near Downtown
St. Charles Historic District
10.0 out of 10, Exceptional, (7 reviews)
"The house was perfect. Clean, organized and portrayed exactly as in the pictures. We loved our stay here. The host was punctual and attentive to all questions. We would definitely stay again. "
United States
Theresa P.
The price is AED 331
AED 771 total
includes taxes & fees
23 Feb - 24 Feb
Spacious Cottage on Main st- Near Downtown

Riverside Home - Modern meets comfort

Riverside Home - Modern meets comfort
Grafton
10.0 out of 10, Exceptional, (57 reviews)
"Wife and I both loved the outside seating in front and back. Very nice place to stay"
United States
David C.
The price is AED 463
AED 1,222 total
includes taxes & fees
17 Feb - 18 Feb
Riverside Home - Modern meets comfort

Casa de Saint Charles

Casa de Saint Charles
Saint Charles
9.2 out of 10, Wonderful, (17 reviews)
"The home was perfect for our multi-family gathering. There was lots of room for everyone and the location was great for our needs."
United States
Karla Z.
The price is AED 507
AED 1,172 total
includes taxes & fees
16 Feb - 17 Feb
Casa de Saint Charles

5th Street #1 · Historic 5th Street House - Fully Rehabbed # 1

5th Street #1 · Historic 5th Street House - Fully Rehabbed # 1
St. Charles Historic District
9.4 out of 10, Exceptional, (13 reviews)
"House was beautiful. Very nice quiet stay"
United States
Amy S.
The price is AED 364
AED 907 total
includes taxes & fees
15 Feb - 16 Feb
5th Street #1 · Historic 5th Street House - Fully Rehabbed # 1

Cozy Cottage on Historic Main Street

Cozy Cottage on Historic Main Street
St. Charles Historic District
10.0 out of 10, Exceptional, (11 reviews)
"Wonderful host and accomodations !"
United States
Matthew K.
The price is AED 378
AED 841 total
includes taxes & fees
19 Feb - 20 Feb
Cozy Cottage on Historic Main Street

St. Charles 1860's Gem - Sleeps 6!

St. Charles 1860's Gem - Sleeps 6!
St. Charles Historic District
9.8 out of 10, Exceptional, (138 reviews)
"Good communication by host, cute place"
United States
Patrick S.
The price is AED 479
AED 957 total
includes taxes & fees
16 Feb - 17 Feb
St. Charles 1860's Gem - Sleeps 6!

Spacious 2 Bedroom Townhome by StayLage

Spacious 2 Bedroom Townhome by StayLage
Saint Charles
7.8 out of 10, Good, (12 reviews)
"Perfect size"
United States
Barbie D.
The price is AED 393
AED 1,100 total
includes taxes & fees
16 Feb - 17 Feb
Spacious 2 Bedroom Townhome by StayLage

Madison House 1 -Walk to Main St

Madison House 1 -Walk to Main St
St. Charles Historic District
8.6 out of 10, Excellent, (17 reviews)
"The house was clean and well stocked, location was great, and plenty of street parking. "
United States
Brad K.
The price is AED 364
AED 907 total
includes taxes & fees
15 Feb - 16 Feb
Madison House 1 -Walk to Main St

Quaint and Cozy Hamlet

Quaint and Cozy Hamlet
O'Fallon
9.6 out of 10, Exceptional, (14 reviews)
"Wonderful for families! Host had many little welcoming extras."
United States
Stephanie W.
The price is AED 533
AED 1,475 total
includes taxes & fees
3 Mar - 4 Mar
Quaint and Cozy Hamlet

Spacious 2 bed Townhome by StayLage

Spacious 2 bed Townhome by StayLage
Saint Charles
9.0 out of 10, Wonderful, (10 reviews)
"Great location, clean, and management was informative and reacted to any needs quickly. Would recommend to anyone."
United States
Nathan D.
The price is AED 413
AED 1,126 total
includes taxes & fees
15 Feb - 16 Feb
Spacious 2 bed Townhome by StayLage

Saint Charles White House

Saint Charles White House
Saint Charles
8.6 out of 10, Excellent, (4 reviews)
"It was great Needed towels but otherwise great"
United States
Jennifer R.
The price is AED 507
AED 1,194 total
includes taxes & fees
15 Feb - 16 Feb
Saint Charles White House

1st Capitol Mansion - Suite 401

1st Capitol Mansion - Suite 401
St. Charles Historic District
7.6 out of 10, Good, (8 reviews)
"Nice property and a great location to all the shops and restaurants that St. Charles has to offer. The place was clean and nicely updated. Will definitely stay here again!"
United States
Emily L.
The price is AED 364
AED 907 total
includes taxes & fees
15 Feb - 16 Feb
1st Capitol Mansion - Suite 401

The Cozy Family Retreat

The Cozy Family Retreat
O'Fallon
8.4 out of 10, Very Good, (23 reviews)
"Great hosts. Place was comfortable. "
United States
Vicky W.
The price is AED 452
AED 1,006 total
includes taxes & fees
16 Feb - 17 Feb
The Cozy Family Retreat

The Olive House - Near Main Street- Fully rehabbed

The Olive House - Near Main Street- Fully rehabbed
Saint Charles
8.8 out of 10, Excellent, (9 reviews)
"Great place to stay for the weekend. Only 1 bathroom can be a stretch if you’re used to having access to multiple. However, it’s a quick walk to Upshot or Lady Di’s for coffee or breakfast. "
United States
Rachel Y.
The price is AED 459
AED 1,280 total
includes taxes & fees
15 Feb - 16 Feb
The Olive House - Near Main Street- Fully rehabbed

Historic 4‑BR Farmhouse • Steps to Main Street

Historic 4‑BR Farmhouse • Steps to Main Street
St. Charles Historic District
10.0 out of 10, Exceptional, (22 reviews)
"The house was perfect for our stay. "
United States
Susan F.
The price is AED 503
AED 2,248 total
includes taxes & fees
10 Mar - 11 Mar
Historic 4‑BR Farmhouse • Steps to Main Street

Charming open 4bd and screen-in porch! Sleeps 10!

Charming open 4bd and screen-in porch! Sleeps 10!
Saint Charles
9.2 out of 10, Wonderful, (34 reviews)
"Stay here for 3 weeks. Place was just as described. Would recommend. Thank you "
United States
Eddy
The price is AED 707
AED 1,841 total
includes taxes & fees
15 Feb - 16 Feb
Charming open 4bd and screen-in porch! Sleeps 10!
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.

Eid al-Fitr Sale

Members save up to 40% on hotels. Plan this year’s big trip and save.
Save an average of 15% on thousands of hotels when you're signed in

Top Winfield Hotel Reviews

Explore a world of travel with Expedia