A glacier with a waterfall, rocky terrain, and mountains in the background.

Addison Holiday Rentals

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Addison holiday rentals

A modern building with the name 'SENIORAL' prominently displayed on the facade.

1. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,306 reviews)
"clean property, amazing staff, in-unit laundry machines, awesome location"
United States
Allison
The price is S$263
includes taxes & fees
8 Sept - 9 Sept
Sentral Michigan Avenue
A modern building with large glass windows, surrounded by a grassy area with trees and a pathway.

2. 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 S$504
includes taxes & fees
12 Sept - 13 Sept
The Oak Park Loft
A modern kitchen with a large island, bar stools, and a city view.

3. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (522 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$457
includes taxes & fees
8 Sept - 9 Sept
Level Chicago – Old Town
A spacious hotel lobby with a high ceiling, chandeliers, and a bar area.

4. The Gem Museum Suites

The Gem Museum Suites
3.5 star property
Downtown Evanston
9.4 out of 10, Exceptional, (246 reviews)
"Really helpful staff, really nice rooms."
United States
Archita
The price is S$276
includes taxes & fees
8 Sept - 9 Sept
The Gem Museum Suites
A modern kitchen with white cabinets, a central island, stainless steel appliances, and a ceiling fan.

5. 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$601
includes taxes & fees
30 Sept - 1 Oct
Classic Forest Park Foursquare < 1 Mi to Blue Line

6. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (26 reviews)
"Great location and super clean!"
United States
Erica
The price is S$321
includes taxes & fees
9 Sept - 10 Sept
Kasa Lake Shore Chicago
A spacious living room with a grand piano, a comfortable sofa, and a dining area with a chandelier.

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 S$486
includes taxes & fees
14 Sept - 15 Sept
Historic Oak Park Home
A modern living room with a fireplace, a dining area with a wooden table and chairs, and a kitchen with a white railing.

8. Wrigleyville Suites

Wrigleyville Suites
2.0 star property
Lakeview
8.2 out of 10, Very good, (54 reviews)
"We had a great stay! Perfect location for cubs games and hanging out in wrigleyville."
United States
Kate
The price is S$221
includes taxes & fees
8 Sept - 9 Sept
Wrigleyville Suites
A living room with a sofa, armchair, dining table, and a TV.

9. At Home in Oak Park

At Home in Oak Park
3.5 star property
Oak Park
9.6 out of 10, Exceptional, (12 reviews)
"Great place, clean, and very accommodating! "
United States
Theresa
The price is S$438
includes taxes & fees
21 Sept - 22 Sept
At Home in Oak Park
A building with a white exterior and a tree with white blossoms in front.

10. 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 S$489
includes taxes & fees
30 Sept - 1 Oct
Historic Oak Park Residence
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 Addison Hotel Reviews

Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Beautiful, will come back. Great location. Worth the price"
Deveny 4-night trip
Posted less than an hour ago
Hyatt Regency Chicago

Frequently asked questions

Can I find holiday rentals in Addison?

Yes, there are holiday rentals in Addison close to Addison Ice Arena, or you can select a more secluded option if you're looking for a relaxing stay. The shops and restaurants are several reasons why visitors like Addison. Make sure you have time to check out the baseball games while you're in the area.

How many holiday rentals are there in Addison?

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

What’s there to see and do in Addison?

Family-friendly attractions include Addison Ice Arena, whereas Nike Park is a spot to enjoy the outdoors. In the wider area, you’ll find United Center and Elmhurst College.

What’s a holiday rental in Addison like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Addison. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from shared hotel lifts and bustling concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a small group gathering.