A city skyline with high-rise buildings, a marina with boats, and a river.

Cicero Vacation Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Cicero vacation rentals

A living room with a grey sofa, a white coffee table, and a grey rug.

1. Small hidden Gem. Location!

Small hidden Gem. Location!
Cicero
9.2 out of 10, Wonderful, (25 reviews)
"Great viby place really enjoyed staying here"
United States
Edward S.
The price is AED 397
AED 857 total
includes taxes & fees
2 Nov - 3 Nov
Small hidden Gem. Location!
A living room with a gray sofa, a coffee table, a TV mounted on the wall, and a wooden door.

2. Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW

Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW
Berwyn
9.8 out of 10, Exceptional, (23 reviews)
"Great place to stay "
United States
Harquesha S.
The price is AED 249
AED 663 total
includes taxes & fees
12 Oct - 13 Oct
Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW
A living room with a brick fireplace, a flat-screen TV mounted above it, and a large potted plant.

3. Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP

Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP
Berwyn
9.2 out of 10, Wonderful, (41 reviews)
"Beautiful clean and comfy loved my stay"
United States
Tania W.
The price is AED 281
AED 717 total
includes taxes & fees
13 Oct - 14 Oct
Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP
A dining area with a table set for two, a black leather sofa, and a ceiling fan.

4. 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, (33 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 AED 252
AED 667 total
includes taxes & fees
14 Oct - 15 Oct
Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP
Private kitchen

5. Cozy Boho - 10 Minutes to Downtown Chicago + Arcades

Cozy Boho - 10 Minutes to Downtown Chicago + Arcades
Lawndale
9.8 out of 10, Exceptional, (10 reviews)
"Wonderful space and convenient location. Really responsive host and super quiet neighborhood! "
United States
Jess S.
The price is AED 294
AED 816 total
includes taxes & fees
20 Oct - 21 Oct
Cozy Boho - 10 Minutes to Downtown Chicago + Arcades
A compact kitchen with dark wood cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

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

Cozy, Comfortable and Convenient apartment. Close to everything!
Oak Park
9.8 out of 10, Exceptional, (81 reviews)
"Excellent place to stay!"
United States
Alicia K.
The price is AED 436
AED 1,134 total
includes taxes & fees
19 Oct - 20 Oct
Cozy, Comfortable and Convenient apartment. Close to everything!
A modern living room with a grey sofa, white and patterned cushions, a round coffee table, and a ceiling fan.

7. 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, (71 reviews)
"Easy access to the Green Line."
United States
Michael
The price is AED 389
AED 887 total
includes taxes & fees
2 Nov - 3 Nov
Chic Suite/Mins to L Train /Laundry/Free Parking
A modern building with large glass windows, surrounded by a grassy area with trees and a pathway.

8. The Oak Park Loft

The Oak Park Loft
2.0 star property
Oak Park
9.4 out of 10, Exceptional, (8 reviews)
"Good location, nice neighborhood, restaurants close"
United States
Linda
The price is AED 400
AED 865 total
includes taxes & fees
28 Oct - 29 Oct
The Oak Park Loft
A glass elevator with a city view.

9. 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, (114 reviews)
"Very clean, spacious living area, and convenient location"
United States
Clara B.
The price is AED 529
AED 1,068 total
includes taxes & fees
13 Oct - 14 Oct
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
A modern living room with a sectional sofa, a coffee table, and a TV.

10. Attractive Coach House Apartment for rent in Oak Park.

Attractive Coach House Apartment for rent in Oak Park.
Oak Park
8.6 out of 10, Excellent, (4 reviews)
"The house was super clean , very quiet neighborhood !! Check in was super easy we enjoyed our stay"
United States
kerston b.
The price is AED 661
AED 854 total
includes taxes & fees
13 Oct - 14 Oct
Attractive Coach House Apartment for rent in Oak Park.
Private kitchen

11. 1BR Apartment - Walk to Shops - Downtown OAK PARK

1BR Apartment - Walk to Shops - Downtown OAK PARK
Oak Park
9.2 out of 10, Wonderful, (44 reviews)
"Great location! Enjoyed my stay!"
United States
Shannon H.
The price is AED 411
AED 938 total
includes taxes & fees
27 Oct - 28 Oct
1BR Apartment - Walk to Shops - Downtown OAK PARK
A modern dining area with a white table, chairs, and a chandelier. There is a painting on the wall and a plant on the sideboard.

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

Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill
Belmont Cragin
9.6 out of 10, Exceptional, (7 reviews)
"Room was nice and in a safe location."
United States
Jacob
The price is AED 507
AED 1,769 total
includes taxes & fees
20 Oct - 21 Oct
Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill
A modern kitchen with white cabinets, a central island with stools, a microwave, and a refrigerator.

13. 3BR Complete and Spacious Apartment in Ideal Spot

3BR Complete and Spacious Apartment in Ideal Spot
West Town
8.2 out of 10, Very good, (22 reviews)
"absolutely would stay here again. Great property and great communcation"
United States
Daniel J.
The price is AED 720
AED 1,360 total
includes taxes & fees
20 Oct - 21 Oct
3BR Complete and Spacious Apartment in Ideal Spot
A modern living room with a blue sofa, a patterned rug, and a television.

14. Great Area Logan Square Apt Games Pets - Sleeps 5

Great Area Logan Square Apt Games Pets - Sleeps 5
Avondale
10.0 out of 10, Exceptional, (2 reviews)
"Place was nice and clean. Great communication from the host! Would stay here again!"
United States
Deborah J.
The price is AED 257
AED 800 total
includes taxes & fees
13 Oct - 14 Oct
Great Area Logan Square Apt Games Pets - Sleeps 5
A hotel room with a bed, two bedside lamps, a wall-mounted artwork, and a small table with a lamp.

15. 2BR Apt with 2 Baths & Laundry

2BR Apt with 2 Baths & Laundry
Near West Side
10.0 out of 10, Exceptional, (1 review)
"The property was very clean and perfect for our overnight stay. Thank you"
United States
michele
The price is AED 580
AED 1,164 total
includes taxes & fees
13 Oct - 14 Oct
2BR Apt with 2 Baths & Laundry
A living room with a sectional sofa, a glass coffee table, a fireplace, and a flat-screen TV mounted on the wall.

16. 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
7.8 out of 10, Good, (34 reviews)
"Very nice home with basement bar. Host was very accommodating."
United States
Carl T.
The price is AED 545
AED 1,110 total
includes taxes & fees
12 Oct - 13 Oct
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Terrace/patio

17. 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 AED 704
AED 1,214 total
includes taxes & fees
25 Oct - 26 Oct
At Home in Oak Park
A round table with a wooden board holding cheese, crackers, and grapes, a bottle of wine, and two glasses.

18. Sleeps 7 • Huge Projector • Designated Workspace

Sleeps 7 • Huge Projector • Designated Workspace
Irving Park
9.6 out of 10, Exceptional, (8 reviews)
"Great location and easy on street parking. "
United States
Lori A.
The price is AED 259
AED 1,116 total
includes taxes & fees
26 Oct - 27 Oct
Sleeps 7 • Huge Projector • Designated Workspace
A rooftop terrace with a fire pit, seating area, and a city skyline view.

19. Penthouse and Private Rooftop with Skyline Views, Grill, and Fire Pit - Sleeps 6

Penthouse and Private Rooftop with Skyline Views, Grill, and Fire Pit - Sleeps 6
West Town
9.8 out of 10, Exceptional, (6 reviews)
"Very happy with our stay. Loved the rooftop views! The host was very friendly and welcoming."
United States
Jessica C.
The price is AED 853
AED 1,440 total
includes taxes & fees
19 Oct - 20 Oct
Penthouse and Private Rooftop with Skyline Views, Grill, and Fire Pit - Sleeps 6
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 Cicero Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Great stay for a few days. Very convenient location and close to the train. Rooftop bars are also great, shout out to the staff"
Joel 3-night trip
Posted less than an hour ago
The Chicago Hotel Collection - Magnificent Mile

Frequently asked questions

Can I find vacation rentals in Cicero?

Yes, we offer vacation rentals in Cicero near Jedlica Performing Arts Center, or you can choose a more secluded option if you're looking for extra privacy while you relax. 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 vacation home rentals in Cicero?

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line: This vacation home rental near Cicero is located in the city center and has a balcony, a barbecue grill, 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 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 larger area, you’ll find popular places like Soldier Field and Navy Pier.

What are vacation rentals like in Cicero?

Vacation rentals are private accommodations you can stay in for a couple days or more in Cicero. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll have everything you need. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from shared hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for family trips or small group gatherings.