Chicago, Diversey Harbor Lincoln Park, Lake Michigan, at Dusk, Illinois

Cicero Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Cicero holiday rentals

1. Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP

Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP
Berwyn
10.0 out of 10, Exceptional, (31 reviews)
"Relaxing stay and safe location. Host JD provided great communication throughout the stay. Stores are nearby in case you need items for your trip. Food options are abundant in the area. 30 min drive to downtown Chicago."
United States
Cynthia M.
The price is NZ$308
includes taxes & fees
23 Aug - 24 Aug
Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP

2. Cozy, Comfortable and Convenient apartment. Close to everything!

Cozy, Comfortable and Convenient apartment. Close to everything!
Oak Park
9.8 out of 10, Exceptional, (77 reviews)
"The host responded quickly to my requests. Apartment was clean. Kitchen well stocked with cooking, utensils, spices, etc. He registered my car so I coiud park on the street without any problem. Close to the Blue Line stop to take the "L" into downtown Chicago."
United States
Michael
The price is NZ$544
includes taxes & fees
18 Aug - 19 Aug
Cozy, Comfortable and Convenient apartment. Close to everything!

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

Chic Suite/Mins to L Train /Laundry/Free Parking
Oak Park
9.4 out of 10, Exceptional, (69 reviews)
"Very nice stay. Close to everything. Host very helpful. "
United States
Tamela S.
The price is NZ$434
includes taxes & fees
18 Aug - 19 Aug
Chic Suite/Mins to L Train /Laundry/Free Parking

4. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,265 reviews)
"The room and building were beautiful and located in a great place."
United States
Ryan
The price is NZ$353
includes taxes & fees
30 Aug - 31 Aug
Sentral Michigan Avenue

5. Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6

Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
Brighton Park
8.6 out of 10, Excellent, (21 reviews)
"Excellent location and go anywhere so close."
United States
Yiu S.
The price is NZ$478
includes taxes & fees
7 Sept - 8 Sept
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6

6. 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 NZ$508
includes taxes & fees
10 Sept - 11 Sept
Kasa Lake Shore Chicago

7. Stylish Luxe King bed w/Free Parkng near DT Oak Pk

Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Oak Park
9.6 out of 10, Exceptional, (110 reviews)
"Very clean, spacious living area, and convenient location"
United States
Clara B.
The price is NZ$531
includes taxes & fees
19 Aug - 20 Aug
Stylish Luxe King bed w/Free Parkng near DT Oak Pk

8. 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 NZ$355
includes taxes & fees
16 Aug - 17 Aug
Ground Floor Studios in Chicago by 747 Lofts

9. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (517 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 NZ$516
includes taxes & fees
31 Aug - 1 Sept
Level Chicago – Old Town

10. LIVN West Loop Chicago Classic Queen Studio

LIVN West Loop Chicago Classic Queen Studio
Downtown Chicago
10.0 out of 10, Exceptional, (7 reviews)
"Excellent stay. Great area and very happy with everything"
United States
Abigail B.
The price is NZ$355
includes taxes & fees
17 Aug - 18 Aug
LIVN West Loop Chicago Classic Queen Studio

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

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Maywood
8.0 out of 10, Very good, (32 reviews)
"Pros: Quiet neighborhood, felt safe going in and out of the house. Upstairs bathroom shower was amazing. Cons: warmer in living room, stained pillows, couches and floors felt like dust mites all over( simple fix) All in all it was a good stay."
United States
Amal
The price is NZ$506
includes taxes & fees
14 Sept - 15 Sept
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

12. LIVN Millennium Park Downtown Chicago Prem Studio

LIVN Millennium Park Downtown Chicago Prem Studio
Downtown Chicago
10.0 out of 10, Exceptional, (3 reviews)
"The check in and out process was very quick. Communication with the host was great. "
United States
Raquel W.
The price is NZ$377
includes taxes & fees
16 Aug - 17 Aug
LIVN Millennium Park Downtown Chicago Prem Studio

13. 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 NZ$625
includes taxes & fees
23 Aug - 24 Aug
At Home in Oak Park

14. Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill

Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill
Belmont Cragin
9.4 out of 10, Exceptional, (6 reviews)
"Room was nice and in a safe location."
United States
Jacob
Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill

15. Downtown Chicago Stay with Free In & Out Parking-2

Downtown Chicago Stay with Free In & Out Parking-2
Downtown Chicago
The price is NZ$1,293
includes taxes & fees
30 Aug - 31 Aug
Downtown Chicago Stay with Free In & Out Parking-2

16. 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 NZ$806
includes taxes & fees
20 Aug - 21 Aug
Classic Forest Park Foursquare < 1 Mi to Blue Line

17. BF - Bright and Cozy 1BR Apartment in Logan Square!

BF - Bright and Cozy 1BR Apartment in Logan Square!
Logan Square
10.0 out of 10, Exceptional, (55 reviews)
"Perfect location for a peaceful stay in Chicago! Great place, great decoration, amenities, and Joan is a fantastic host. Highly recommended! "
United Kingdom
Fernando J.
BF - Bright and Cozy 1BR Apartment in Logan Square!

18. Chicago Third Floor Studio by 747 Lofts

Chicago Third Floor Studio by 747 Lofts
2.0 star property
West Town
9.8 out of 10, Exceptional, (7 reviews)
"Clean, easy to check in, all the household items you’d expect"
United States
Jason
The price is NZ$446
includes taxes & fees
18 Aug - 19 Aug
Chicago Third Floor Studio by 747 Lofts

19. Flexhome East Village • Modern 2BR • Quiet Street

Flexhome East Village • Modern 2BR • Quiet Street
West Town
9.6 out of 10, Exceptional, (22 reviews)
"Great location! "
United States
Andrea B.
The price is NZ$410
includes taxes & fees
25 Aug - 26 Aug
Flexhome East Village • Modern 2BR • Quiet Street

20. 4BR Retreat w/ Theater, Arcade, Gym and Firepit

4BR Retreat w/ Theater, Arcade, Gym and Firepit
Belmont Cragin
10.0 out of 10, Exceptional, (3 reviews)
"Great location, safe and quiet. Perfect for our family of 6!"
United States
Jason
The price is NZ$1,073
includes taxes & fees
19 Aug - 20 Aug
4BR Retreat w/ Theater, Arcade, Gym and Firepit
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Cicero Hotel Reviews

Find out more about Cicero

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Cicero holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Cicero. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Cicero. Seeing all the best attractions is bound to make you fall in love with Cicero. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Cicero short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Cicero?

Yes, there are holiday rentals in Cicero close to Jedlica Performing Arts Center, or you can select a more secluded option if you're looking for a relaxing stay. Cicero is known for its hockey games and restaurants. Make sure you have time to check out the shopping and bars during your trip.

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

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line: This holiday home rental outside of Cicero is located in the city centre, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What can I see and do in Cicero?

While exploring the area, visit family-friendly sights like Galloping Ghost, or get outside and enjoy nature at Douglas Park. In the wider area, you’ll find popular places such as United Center and Soldier Field.

What are holiday rentals like in Cicero?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Cicero. Holiday rentals offer amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from shared hotel lifts and busy lobbies 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 a great option for small groups.