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

Maywood Holiday Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Maywood holiday rentals

Interior

1. 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 S$607
includes taxes & fees
8 Sept - 9 Sept
Classic Forest Park Foursquare < 1 Mi to Blue Line
Lounge

2. At Home in Oak Park

At Home in Oak Park
3.5 star property
Oak Park
9.6 out of 10, Exceptional, (11 reviews)
"Great place, clean, and very accommodating! "
United States
Theresa
The price is S$468
includes taxes & fees
23 Aug - 24 Aug
At Home in Oak Park
Lounge

3. Historic Oak Park Home

Historic Oak Park Home
2.0 star property
Oak Park
10.0 out of 10, Exceptional, (5 reviews)
"The owner was awesome. Convenient parking and beautiful area! Will definitely make a reservation again."
United States
Janette
The price is S$485
includes taxes & fees
18 Aug - 19 Aug
Historic Oak Park Home
Indoor pool

4. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,250 reviews)
"Great property and location."
United States
Michael
The price is S$265
includes taxes & fees
30 Aug - 31 Aug
Sentral Michigan Avenue
Lake

5. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (13 reviews)
"Great location and super clean!"
United States
Erica
The price is S$450
includes taxes & fees
8 Sept - 9 Sept
Kasa Lake Shore Chicago
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, (515 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 S$387
includes taxes & fees
1 Sept - 2 Sept
Level Chicago – Old Town
Living area

7. Ground Floor Studios in Chicago by 747 Lofts

Ground Floor Studios in Chicago by 747 Lofts
2.0 star property
West Town
8.6 out of 10, Excellent, (25 reviews)
"It’s a really nice place. Its quite a distance from downtown Chicago. But it’s like 3 minutes from Chicago Blue line and a minute away from the bus station. Food is not a problem since there is a Korean grocery nearby. There is also a nearby Catholic church. The ameneties in this loft hotel is complete so if you are looking for a budget style trip and accommodation, I highly recommend this place."
United States
Joel
The price is S$311
includes taxes & fees
12 Aug - 13 Aug
Ground Floor Studios in Chicago by 747 Lofts
Breakfast, lunch and dinner served

8. The Gem Museum Suites

The Gem Museum Suites
3.5 star property
Downtown Evanston
9.4 out of 10, Exceptional, (202 reviews)
"Absolutely amazing property."
United States
Nuriye
The price is S$227
includes taxes & fees
16 Aug - 17 Aug
The Gem Museum Suites
Living area

9. Wrigleyville Suites

Wrigleyville Suites
2.0 star property
Lakeview
8.6 out of 10, Excellent, (48 reviews)
"would not recommend"
United States
heidi
The price is S$237
includes taxes & fees
12 Aug - 13 Aug
Wrigleyville Suites
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

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

10/10 Excellent
"The Hyatt is a perfect place to enjoy Chicago is you want to stay close to the airport. Public transportation is close and easily accessible, the hotel is immaculately cleaned, and the staff helped in every way possible. I definitely recommend this hotel"
Chad 5-night trip
Posted less than an hour ago
Hyatt Regency O'Hare Chicago

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 8 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.