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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Maywood holiday rentals

Indoor pool

1. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,235 reviews)
"Great property and location."
United States
Michael
The price is 4.186.323 ₫
5.686.045 ₫ total
includes taxes & fees
16 Aug - 17 Aug
Sentral Michigan Avenue
Full-sized fridge, microwave, oven, stovetop

2. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (512 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 7.556.944 ₫
9.519.414 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Level Chicago – Old Town
Lake

3. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (9 reviews)
"Great location and super clean!"
United States
Erica
The price is 8.230.648 ₫
11.348.582 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Kasa Lake Shore Chicago
Breakfast, lunch and dinner served

4. The Gem Museum Suites

The Gem Museum Suites
3.5 star property
Downtown Evanston
9.4 out of 10, Exceptional, (186 reviews)
"Absolutely amazing property."
United States
Nuriye
The price is 3.881.290 ₫
4.443.498 ₫ total
includes taxes & fees
20 Aug - 21 Aug
The Gem Museum Suites
Living area

5. Wrigleyville Suites

Wrigleyville Suites
2.0 star property
Lakeview
8.8 out of 10, Excellent, (45 reviews)
"We had a great stay! Perfect location for cubs games and hanging out in wrigleyville."
United States
Kate
The price is 6.271.596 ₫
7.362.226 ₫ total
includes taxes & fees
11 Aug - 12 Aug
Wrigleyville Suites
Exclusive Room, Private Bathroom, Garden View (2nd Floor) | Exterior

6. 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 11.683.050 ₫
16.294.580 ₫ total
includes taxes & fees
9 Aug - 10 Aug
Historic Oak Park Residence
Exclusive Apartment, Private Bathroom, Garden View (1st Floor) | Lounge

7. 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 5.534.519 ₫
9.255.929 ₫ total
includes taxes & fees
18 Aug - 19 Aug
Historic Oak Park Home
Studio | Interior

8. Cabin 105 by 747 Lofts

Cabin 105 by 747 Lofts
2.0 star property
West Town
6.0 out of 10, (2 reviews)
"The code that was provided was incorrect. I was so anxious waiting outside the building until I was lucky that other guests were out and helped me get in. I tried reaching the “24/7” line but no response until a while and they had to reset everything before I was able to get in. First and last time I will be staying here. The bed is so small for even one person and the bathroom lights felt like a ghost was there. Do not book here, your anxiety will be through the roof !"
United States
Jamila
The price is 2.762.395 ₫
4.184.746 ₫ total
includes taxes & fees
11 Aug - 12 Aug
Cabin 105 by 747 Lofts
Apartment, Private Bathroom | Lounge

9. 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 5.260.252 ₫
8.941.955 ₫ total
includes taxes & fees
23 Aug - 24 Aug
At Home in Oak Park
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

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"The staff was excellent in every area we encountered (front desk, The Lounge, housekeeping, room service, and the amazing gentlemen out front)"
Laila 4-night trip
Posted 4 hours ago
Fairmont Chicago at Millennium Park

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.