A city skyline with a prominent skyscraper, a marina with boats, and a river.

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Check prices for these dates

In two weeks
4 Sep - 6 Sep
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Maywood holiday rentals

Design Apartment, Private Bathroom (The Oak Park Loft) | Exterior

1. The Oak Park Loft

The Oak Park Loft
2.0 star property
Oak Park
9.2 out of 10, Wonderful, (7 reviews)
"Good location, nice neighborhood, restaurants close"
United States
Linda
The price is ฿6,608
฿11,192 total
includes taxes & fees
16 Sept - 17 Sept
The Oak Park Loft
House (3 Bedrooms) | Interior

2. Classic Forest Park Foursquare < 1 Mi to Blue Line

Classic Forest Park Foursquare < 1 Mi to Blue Line
3.0 star property
Forest Park
The price is ฿6,991
฿14,534 total
includes taxes & fees
24 Aug - 25 Aug
Classic Forest Park Foursquare < 1 Mi to Blue Line
Exterior

3. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,276 reviews)
"Nice stay"
United States
Heather
The price is ฿4,940
฿6,758 total
includes taxes & fees
7 Sept - 8 Sept
Sentral Michigan Avenue
Lake

4. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (17 reviews)
"Great location and super clean!"
United States
Erica
The price is ฿6,175
฿9,283 total
includes taxes & fees
9 Sept - 10 Sept
Kasa Lake Shore Chicago
Exclusive Room, Private Bathroom, Garden View (2nd Floor) | Exterior

5. Historic Oak Park Residence

Historic Oak Park Residence
2.0 star property
Oak Park
9.6 out of 10, Exceptional, (12 reviews)
"The house is in an amazing neighborhood, easy access to subway, extremely clean and great follow-up and follow through communication with owner!"
United States
Ann-Marie
The price is ฿6,261
฿10,795 total
includes taxes & fees
13 Sept - 14 Sept
Historic Oak Park Residence
Full-sized fridge, microwave, oven, stovetop

6. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (520 reviews)
"We only stayed one night but we definitely want to go back and stay at least two nights. It really was beautiful, clean and very secure."
United States
Martha
The price is ฿7,691
฿9,834 total
includes taxes & fees
31 Aug - 1 Sept
Level Chicago – Old Town
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 Maywood Hotel Reviews

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Everything was nice"
Aubrey 3-night trip
Posted 1 hour ago
The Royal Sonesta Chicago Downtown

Find out more about Maywood

Search for holiday rentals in Maywood on Expedia! You can easily find your home rentals, villas, holiday apartments in Maywood using one of the methods below:

  • View our selection of featured holiday rentals in Maywood
  • Use the map to find apartments and other holiday homes in the Maywood neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Maywood while they last

Look no further and take a look at our great range of rental properties in Maywood!

Frequently asked questions

Can I find a holiday rental in Maywood?

Yes, there are holiday rentals close to the most popular sights in Maywood, or you can select a more secluded option if you're looking for a relaxing stay. Maywood is known for its shopping and restaurants. Make sure you have time to check out the festivals while you're in the area.

How many holiday rentals will I find in Maywood?

With 7 Expedia holiday rentals, you're guaranteed to find just the right place for your Maywood stay.

What’s there to see and do in Maywood?

While exploring the area, visit family-friendly sights like Galloping Ghost, or get outside and enjoy nature at Millennium Park. United Center and Wrigley Field are other popular places to visit in the area.

What’s a holiday rental in Maywood like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Maywood. Holiday rentals offer extras such as laundry facilities and kitchens so your stay will be comfortable. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from shared hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for family gatherings.