Holiday Rentals in Winfield

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Holiday Rentals in Winfield

Spacious open concept home w/ game room + firepit

Winfield
9.8 out of 10, Exceptional, (76)
"This was an excellent place to stay! "
United States
Marie
Spacious open concept home w/ game room + firepit

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Maywood
8.0 out of 10, Very good, (14)
"Very nice place "
United States
Elliot H.
The price is €216
includes taxes & fees
1 Dec - 2 Dec
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

LUXE 3 BR, 2 BA + Hot Tub

Elmhurst
8.8 out of 10, Excellent, (38)
"A really nice house, clean and well kept. Neighborhood is older but nice and quiet. Close to highway and lots of restaurants. The owner was very responsive and great to work with. I plan on using this VRBO again in future. Backyard was fenced in and I might bring my pets next time. "
United States
Scott C.
The price is €421
includes taxes & fees
1 Dec - 2 Dec
LUXE 3 BR, 2 BA + Hot Tub

Less is more! Pet friendly Tiny Home near Chicago!

Burr Ridge
9.8 out of 10, Exceptional, (34)
"Nice stay. Dog friendly. Great location. Helpful and communicative owners. Well laid out tiny home. "
United States
Laura P.
The price is €162
includes taxes & fees
2 Dec - 3 Dec
Less is more! Pet friendly Tiny Home near Chicago!

8Beds, 2Queen, 3Twin, 2Sofa sleepers. Min. to O’hare & Allstate. Free parking

Franklin Park
8.6 out of 10, Excellent, (10)
"Overall it was a great VRBO. "
United States
Amy G.
8Beds, 2Queen, 3Twin, 2Sofa sleepers. Min. to O’hare & Allstate. Free parking

Chic Suite/Mins to L Train /Laundry/Free Parking

Oak Park
9.6 out of 10, Exceptional, (57)
"The home was very clean, had easy parking, and really convenient to downtown Oak Park where there are many restaurants to choose from. The communication from the host was wonderful and we would definitely stay here again. "
United States
Jill J.
The price is €169
includes taxes & fees
1 Dec - 2 Dec
Chic Suite/Mins to L Train /Laundry/Free Parking

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

Oak Park
8.8 out of 10, Excellent, (24)
"Property was great.. super cute space and the neighborhood was great, felt very safe and no problems. "
United States
Nadar A.
The price is €190
includes taxes & fees
1 Dec - 2 Dec
Restful Comfy Retreat W Free Parking with Laundry and Close to Downtown Chicago

Warrenville Rep 2

4.0 star property
Warrenville
10.0 out of 10, Exceptional, (1)
"This was a four bedroom townhome, fully furnished, with all linens and a full kitchen with ample supplies. It was clean and bright, and simply but pleasantly furnished. There are two large bedrooms, one mid-sized, and one smaller. The first floor is the kitchen and living room and a half bath. The second has a three bedrooms and two full baths. The third floor has another large bedroom with a balcony and a half bath (and a ping pong table!). Do note that if you are reserving through...
United States
Cheryl
Warrenville Rep 2

Cozy 3-bedroom house in family-oriented Melrose Park.

Melrose Park
10.0 out of 10, Exceptional, (23)
"Excellent place to stay and host provided great communication. The house is very nice and we also enjoyed the fire pit and hot tub, too! We highly recommend staying at this house and we will be back soon!"
United States
Rich H.
Cozy 3-bedroom house in family-oriented Melrose Park.

Fully-Equipped Suite | Gym Access

York Center
The price is €134
includes taxes & fees
12 Dec - 13 Dec
Fully-Equipped Suite | Gym Access

Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!

Portage Park
10.0 out of 10, Exceptional, (113)
"Very nice place to stay. Host was very friendly and helpful."
United States
JoEllen P.
Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!

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

Downers Grove
9.6 out of 10, Exceptional, (30)
"Nice downstairs apartment in a great neighborhood. We enjoyed our stay! Thank you Denise!"
United States
Sylvia U.
The price is €94
includes taxes & fees
1 Dec - 2 Dec
Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum

Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.

Aurora
10.0 out of 10, Exceptional, (29)
"Communication was quick/responsive and the house was as described. Our group had a great stay"
United States
Connie A.
The price is €949
includes taxes & fees
1 Dec - 2 Dec
Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.

Breathtaking home close to Schaumburg, Chicago

Palatine
9.8 out of 10, Exceptional, (77)
"Beautiful property with private backyard. "
United States
Brian E.
Breathtaking home close to Schaumburg, Chicago

Updated Forest Park 3 BR Bungalow

Forest Park
10.0 out of 10, Exceptional, (121)
"This was perfect for our family! Comfy beds, super clean, great host."
United States
Rachel L.
Updated Forest Park 3 BR Bungalow

Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP

Berwyn
9.6 out of 10, Exceptional, (28)
"Beautiful clean and comfy loved my stay"
United States
Tania W.
Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP

AeroStay Retreat – 4BR Home Near O’Hare Airport!

2.0 star property
Wood Dale
AeroStay Retreat – 4BR Home Near O’Hare Airport!

- Beautiful Condo - King Bed - Free Waffle Breakfast -

Geneva
10.0 out of 10, Exceptional, (20)
"Beautiful place! Every detail was thought of for their guest!"
United States
Libby M.
The price is €214
includes taxes & fees
1 Dec - 2 Dec
- Beautiful Condo - King Bed - Free Waffle Breakfast -

Your Next Vacation Home

Oakton
9.6 out of 10, Exceptional, (54)
"The home was spacious, with ample supplies in the kitchen & bathrooms. We enjoyed the outdoor space as well!"
United States
Alissa S.
The price is €266
includes taxes & fees
1 Dec - 2 Dec
Your Next Vacation Home

Historic Oak Park Home

2.0 star property
Oak Park
10.0 out of 10, Exceptional, (5)
"The owner was awesome. Convenient parking and beautiful area! Will definitely make a reservation again."
United States
Janette
Historic Oak Park Home
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 holiday rentals

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

Winfield holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winfield holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winfield holiday rentals we have selected for you start as low as €94 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winfield rentals

At Expedia, we put the best Winfield holiday 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 holiday.

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 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. Winfield is known for its shopping and restaurants.

What are some of the best holiday rentals that Winfield has to offer?

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed: This holiday home rental outside of Winfield offers a patio, a BBQ 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 holiday rentals are there in Winfield?

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

What can I see and do in Winfield?

While exploring the area, visit family-friendly sights like 390 Golf Experience, or get outside and enjoy nature at Blackwell Forest Preserve. In the wider area, you’ll find Royal Golf Club at Klein Creek and Cantigny Golf Club.

What’s a holiday rental in Winfield like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winfield. Holiday rentals provide amenities like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy front desks while still allowing you to travel. You'll also find 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 or small group gatherings.