Winfield Vacation Rentals

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Our top choices for Winfield vacation rentals

Stylish Luxe King bed w/Free Parkng near DT Oak Pk

Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Oak Park
9.6 out of 10, Exceptional, (97 reviews)
"The kitchen was fully equipped and the whole apartment was very comfortable. I especially liked the two very clean bathrooms. There were even curling and flat irons for me to do my hair. Wow! So thoughtful!"
United States
Masooma
$231 nightly
The price is $265
Jan 14 - Jan 15
Total with taxes and fees
Stylish Luxe King bed w/Free Parkng near DT Oak Pk

Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain

Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain
Geneva
9.4 out of 10, Exceptional, (32 reviews)
"We had a great stay in Geneva for the night. Our spot was very convenient to lots of places around town. I would definitely recommend staying at this location! "
United States
jennifer f.
$246 nightly
The price is $261
Feb 10 - Feb 11
Total with taxes and fees
Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain

Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking

Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
2.0 star property
Northlake
10.0 out of 10, Exceptional, (2 reviews)
"Had a great experience here, and also close to the airport!"
United States
Yafeat D.
$115 nightly
The price is $123
Jan 13 - Jan 14
Total with taxes and fees
Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking

Riverfront rental

Riverfront rental
South Elgin
9.8 out of 10, Exceptional, (34 reviews)
"Luci was an excellent host and our stay was great!"
United States
Michelle C.
$194 nightly
The price is $206
Jan 18 - Jan 19
Total with taxes and fees
Riverfront rental

Comfy 2-bedroom apartment with AC, WiFi in Oak Park

Comfy 2-bedroom apartment with AC, WiFi in Oak Park
Oak Park
8.4 out of 10, Very Good, (6 reviews)
"Very responsive, parking and nice layout "
United States
Cynthia B.
$237 nightly
The price is $272
Jan 12 - Jan 13
Total with taxes and fees
Comfy 2-bedroom apartment with AC, WiFi in Oak Park

- Beautiful Condo - King Bed - Free Waffle Breakfast -

- Beautiful Condo - King Bed - Free Waffle Breakfast -
Geneva
10.0 out of 10, Exceptional, (20 reviews)
"Beautiful place! Every detail was thought of for their guest!"
United States
Libby M.
$228 nightly
The price is $242
Jan 13 - Jan 14
Total with taxes and fees
- Beautiful Condo - King Bed - Free Waffle Breakfast -

Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum

Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum
Downers Grove
9.6 out of 10, Exceptional, (30 reviews)
"Great option for a relatively affordable place to stay near family."
United States
Erick B.
$99 nightly
The price is $105
Jan 19 - Jan 20
Total with taxes and fees
Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum

Restful Comfy Retreat W Free Parking with Laundry and Close to Downtown Chicago

Restful Comfy Retreat W Free Parking with Laundry and Close to Downtown Chicago
Oak Park
8.8 out of 10, Excellent, (25 reviews)
"The house was very comfortable and clean. We definitely enjoyed our stay there, and will keep it in mind next time we visit the area."
United States
Jill S.
$178 nightly
The price is $204
Jan 19 - Jan 20
Total with taxes and fees
Restful Comfy Retreat W Free Parking with Laundry and Close to Downtown Chicago

- Fully-Equipped Condo - King Bed - Massive yard -

- Fully-Equipped Condo - King Bed - Massive yard -
Geneva
10.0 out of 10, Exceptional, (37 reviews)
"We really enjoyed our stay here. The kitchen had everything we needed and the house was very nice. Finding the driveway was a bit tricky in the dark. Thank you for a welcoming place to call home while we were in town for a wedding. "
United States
Cathy
$296 nightly
The price is $313
Jan 25 - Jan 26
Total with taxes and fees
- Fully-Equipped Condo - King Bed - Massive yard -

Cozy, Comfortable and Convenient apartment. Close to everything!

Cozy, Comfortable and Convenient apartment. Close to everything!
Oak Park
9.8 out of 10, Exceptional, (70 reviews)
"My husband, daughter and I went to Chicago for a weekend getaway and this place was clean, cute and so close to transit. Great place for a small family to stay. "
United States
Amy A.
$258 nightly
The price is $295
Jan 12 - Jan 13
Total with taxes and fees
Cozy, Comfortable and Convenient apartment. Close to everything!

Oak Park Queen

Oak Park Queen
Oak Park
8.2 out of 10, Very Good, (31 reviews)
"The property was very clean and comfortable. Good location. The owner was responsive."
United States
Susan S.
$194 nightly
The price is $222
Jan 12 - Jan 13
Total with taxes and fees
Oak Park Queen

Cozy Home by O'Hare + EV Plug

Cozy Home by O'Hare + EV Plug
Des Plaines
9.2 out of 10, Wonderful, (5 reviews)
"Charming property in a quiet neighborhood. Host were exceptionally accommodating and replied promptly with questions. Would happily stay in this home again."
United States
Michael H.
$318 nightly
The price is $340
Jan 12 - Jan 13
Total with taxes and fees
Cozy Home by O'Hare + EV Plug

2 BR Stay MINS to Aurora Premium Outlets

2 BR Stay MINS to Aurora Premium Outlets
Aurora
8.0 out of 10, Very Good, (4 reviews)
"It was a great place to stay. Very clean plenty of space"
United States
Nolan` L.
2 BR Stay MINS to Aurora Premium Outlets

Less is more! Pet friendly Tiny Home near Chicago!

Less is more! Pet friendly Tiny Home near Chicago!
Burr Ridge
9.8 out of 10, Exceptional, (37 reviews)
"We loved it! We were in for a short time and it was perfect!!"
United States
nicole l.
$196 nightly
The price is $209
Jan 12 - Jan 13
Total with taxes and fees
Less is more! Pet friendly Tiny Home near Chicago!

✽ Charming Cottage ✽ close to College/Town/Station

✽ Charming Cottage ✽ close to College/Town/Station
Wheaton
10.0 out of 10, Exceptional, (56 reviews)
"Great place for a family visit to Wheaton! Thanks!"
United States
Lisa
$291 nightly
The price is $308
Jan 12 - Jan 13
Total with taxes and fees
✽ Charming Cottage ✽ close to College/Town/Station

Brand New Studio apart. free parking

Brand New Studio apart. free parking
Broadview
8.0 out of 10, Very Good, (6 reviews)
"Everything was straight forward and simple, what more could you ask for when scheduling a stay!"
United States
Addison B.
$212 nightly
The price is $227
Jan 12 - Jan 13
Total with taxes and fees
Brand New Studio apart. free parking

Hip Urban Loft-Small Town Charm - 124 LOFTS #1

Hip Urban Loft-Small Town Charm - 124 LOFTS #1
West Dundee
10.0 out of 10, Exceptional, (13 reviews)
"Great stay. The loft is situated in an area where it is easy to walk to interesting dining options and stroll the river walk."
United States
Angela D.
$198 nightly
The price is $214
Jan 12 - Jan 13
Total with taxes and fees
Hip Urban Loft-Small Town Charm - 124 LOFTS #1

Family Heaven Retreat, 6 Bedroom, Sleep 16

Family Heaven Retreat, 6 Bedroom, Sleep 16
Carol Stream
9.6 out of 10, Exceptional, (7 reviews)
"Host was very receptive to any damages that needed fixing, beds were comfy and clean, and kitchen is wonderful! "
United States
Daniella S.
$635 nightly
The price is $673
Jan 12 - Jan 13
Total with taxes and fees
Family Heaven Retreat, 6 Bedroom, Sleep 16

Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry

Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry
Geneva
9.4 out of 10, Exceptional, (23 reviews)
"Great location for walking downtown and on 3rd street. Quiet, clean and nice touches. "
United States
Richard K.
$255 nightly
The price is $270
Jan 12 - Jan 13
Total with taxes and fees
Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry

20 min to O'Hare Airport, 20 min to Schamburg

20 min to O'Hare Airport, 20 min to Schamburg
2.0 star property
Addison
10.0 out of 10, Exceptional, (2 reviews)
"Definitely recommend!"
United States
Jennifer H.
20 min to O'Hare Airport, 20 min to Schamburg
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winfield vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winfield vacation 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 low season months. For more hustle and bustle, you may prefer to visit Winfield in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $161 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Winfield rentals

At Expedia, we put the best Winfield vacation 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 vacation.

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

Are there vacation rentals in Winfield?

Yes, we give you a choice of vacation rentals close to well known points of interest in Winfield, or you can choose a secluded option if you'd like a relaxing place to stay. Winfield is known for its shopping and restaurants.

What are some of the best vacation rentals in Winfield?

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed: Visitors like this Winfield vacation home rental. It offers a patio, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

How many vacation rentals are there in Winfield?

Choose from 3 Expedia vacation rentals in Winfield for a memorable vacation.

What can I see and do in Winfield?

While exploring the area, visit family-friendly sights like Addison Ice Arena, or get outside and enjoy nature at Blackwell Forest Preserve. In the larger area, you’ll find Royal Golf Club at Klein Creek and Cantigny Golf Club.

What’s a vacation rental in Winfield like?

Vacation rentals are privately owned accommodations you can book for a few days or a quick weekend in Winfield. Vacation rentals feature extras like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a family getaway.