Winfield Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in Winfield, Illinois, USA

Walking distance to downtown shops, hospital and train station.
10.0 (73 Reviews)
2 Bedrooms 4 Guests
Hampton Inn Chicago-Carol Stream
8.6 (1016 Reviews)
1 Bedroom 2 Guests
Private separate entrance to a 1000sf. house apartment
8.8 (5 Reviews)
1 Bedroom 2 Guests
Farmhouse on the Lake
FromR1,520 per night
New
2 Bedrooms 4 Guests
Holiday Inn & Suites Chicago-Carol Stream (Wheaton) by IHG
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8.6 (899 Reviews)
1 Bedroom 2 Guests
Holiday Inn & Suites Chicago-Carol Stream Wheaton by IHG
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8.9 (144 Reviews)
194 Bedrooms 43 Guests
Du Wayne Motel
FromR1,316 per night
5.2 (221 Reviews)
1 Bedroom 2 Guests
Enjoy your stay at the Train Conductor’s Cottage!
10.0 (95 Reviews)
3 Bedrooms 6 Guests
Hampton Inn Chicago-Carol Stream
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8.2 (192 Reviews)
116 Bedrooms 23 Guests
Entire House! Sleeps 6-Cozy, Clean & Well-Stocked
10.0 (56 Reviews)
3 Bedrooms 6 Guests
Glamorous Stay in this 3 BR + 3BA House w/Bar and Home Sauna!
10.0 (4 Reviews)
3 Bedrooms 8 Guests
The Orchard House/King Bed/Privacy/Walking Trail
10.0 (1 Review)
3 Bedrooms 14 Guests
Spacious open concept home w/game room + firepit
9.8 (94 Reviews)
4 Bedrooms 12 Guests
Charming 3-bedroom house just minutes from Downtown Wheaton!
9.6 (4 Reviews)
3 Bedrooms 6 Guests
6 Bedrm/3 Bath Spring Retreat, Hot Tub, Fireplace
9.4 (24 Reviews)
6 Bedrooms 20 Guests
LUX - 3 Kings
FromR8,081 per night
New
3 Bedrooms 8 Guests
Albor Homes #3
FromR2,638 per night
New
4 Bedrooms 8 Guests
1st Floor In Single Family Home on 2.5 Fenced Acres
10.0 (3 Reviews)
1 Bedroom 2 Guests
Garden Unit - In Law Suite in Single Family House on 2.5 Acres
10.0 (1 Review)
1 Bedroom 2 Guests
Discover Wheaton's charm.
FromR4,445 per night
9.4 (24 Reviews)
3 Bedrooms 6 Guests
4BR Family Home - Prime Location | LCP Collection
6.8 (6 Reviews)
4 Bedrooms 8 Guests
Wheaton Rental
FromR9,059 per night
New
4 Bedrooms 10 Guests
Wheaton FHS Rental
FromR2,238 per night
New
4 Bedrooms 10 Guests
Wheaton FHS Rental
FromR2,235 per night
New
5 Bedrooms 10 Guests
Wheaton’s Best Getaway
FromR5,977 per night
7.0 (2 Reviews)
4 Bedrooms 8 Guests
Modern Cozy Getaway + Pool Table
5.6 (4 Reviews)
4 Bedrooms 11 Guests
Cosy ranch style home in Suburban Chicago
5.0 (1 Review)
3 Bedrooms 8 Guests
Historic charm★Family friendly★Walk to Metra★Patio
5.0 (1 Review)
3 Bedrooms 6 Guests
19th Century Charm - Kid Friendly - Fire Pit
4.9 (8 Reviews)
4 Bedrooms 8 Guests
Wheaton Rental
FromR10,413 per night
New
4 Bedrooms 10 Guests
Wheaton FHS Rental
FromR5,977 per night
New
4 Bedrooms 10 Guests
Old Charm Whitehouse in West Chicago
New
5 Bedrooms 8 Guests
Wheaton Rental
FromR5,381 per night
New
4 Bedrooms 14 Guests
Wheaton Rental
FromR6,524 per night
New
4 Bedrooms 2 Guests

About Winfield Vacation Rentals

With more than 42 Winfield vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Winfield.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Winfield, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Winfield. Places to stay near Winfield are 644.07 ft² on average, with prices averaging R5,182 a night.

RentByOwner makes it easy and safe to find and compare vacation rentals in Winfield with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Frequently Asked Questions About Winfield?

What are the top vacation rentals in Winfield?

How many Rentbyowner vacation rentals are available in Winfield?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 42 in the Winfield area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Winfield.