
Apartment holiday rentals in Cicero
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Top-rated apartment rentals in Cicero
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Charming Home | Heart of Chicago | Parking | WiFi
Head “home” to this urban retreat in the heart of Chicago. Warm and inviting, this charming apartment offers tasteful furnishings, a full kitchen, and high-speed Wi-Fi for a comfortable stay. Located in a quiet, residential neighborhood, it’s an ideal base for anyone exploring the Windy City for business, pleasure, or both. Illinois Medical District – 15 min drive Downtown – 16 min drive The Art Institute of Chicago – 18 min drive Create Lasting Memories In Chicago With Us & Learn More Below!

City-Accessible Basement Retreat
Discover a perfect mix of small-town charm and city life in this cozy basement unit. Situated just a 7-minute walk from the train station, downtown Chicago is easily accessible for work/leisure. The neighborhood is a treasure trove of local restaurants, bars, and stores, ensuring you're never far from what you need. A convenient gas station/store is right behind your home for quick needs. Ideal for a simple, connected lifestyle with the city’s pulse at your doorstep. Your urban retreat awaits!

COZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy
Located on a tranquil city side street, this property is walking distance to numerous restaurants and stores. Enjoy easy access to public transportation, including Metra train, CTA Pink Line, and a direct CTA bus to Midway Airport. Downtown Chicago is a mere 20-minute drive away, with the United Center and Soldier Field just 15 minutes away. Ideal for a quick getaway, an overnight stay before your flight, or an extended work assignment. Unwind on the patio, complete with a fire pit and grill.

Betty BnB
Free admission to The World's Smallest Betty White Museum! Oh, and a comfortable king-sized bed in a newly updated studio apartment. Centrally located in Oak Park, close to cafes and transit. Quiet, friendly neighborhood with ample street parking and a pub across the street. This is a basement unit with a kitchenette (NO STOVE/OVEN), cozy TV room, desk nook, and full bathroom. The bed is king-sized and has a firm mattress. The floors slope and there's no thermostat, but it's cute + welcoming

*Entire City Apartment 1 block to Train Park Free
Perfectly private - large & comfortable with full kitchen. FREE & EASY street parking One block to (Green Line) train stop to United Center - Concerts, Bulls & Blackhawk games. Two stops to trendy West Loop Randolph bars, restaurants and shops. 10 minute ride downtown Chicago. Kitchen has cooking utensils & coffee, cream, sugar, spices. Shampoo/conditioner/towels/linens are provided. Free wifi. PLEASE NOTE No visitors No smokers no exceptions and agree per message to confirm reservation

Charming Chicago-Style, Vintage, Cable 42-1
→ Introducing our newly renovated and furnished apartment unit nestled in the charming Oak Park Art District. Experience vintage Chicago style living in this richly characteristic brick building, situated in a safe and quiet neighborhood. ★ Property Features: • One block away from the Oak Park Art District • Vintage Chicago style brick building • Safe, quiet neighborhood • Newly renovated and furnished • Smart TV with Cable and option to use other apps • Free Laundry Room • Free Parking

Private apartment with retro vibe
Gunderson Getaway is a cosy 1 BR apartment with retro touches in Berwyn a block from Oak Park. 2nd floor private apartment. Wifi, cable, premium channels. Full kitchen. Queen bed plus brand new twin sofa bed, + 1 more twin available. EASY free street parking right by unit. Quick drive to City. Convenient to both airports, United Center and walk to Fitzgerald’s Club. Near Blue Line, restaurants, great bakery. NO smoking, candles or glitter! Pets MUST be pre-approved and never left alone.

A Quiet Stay While You Are Away Oak Park
Welcome to our cozy and comfortable home located in a quiet neighborhood. Our space is perfect for couples, solo travelers, small families, and long-term stays. This is a beautiful, modernist home located in the Frank Lloyd Wright District Neighborhood, a designated historic district known for its collection of homes designed by the famous architect Frank Lloyd Wright. This district features a collection of some of his iconic designs and is a destination for architecture enthusiasts.

The Green Bungalow: Charming 1-BR apt. with patio
Situated in a residential neighborhood just outside the city limits, this lovely 2nd floor apartment is blocks from the Blue Line train and highway. Our newly renovated vintage unit has a full kitchen, hardwood floors, plenty of natural light, a backyard patio and its own private entrance. Our bungalow is walking distance to cafes, restaurants, shopping, music and nightlife. Enjoy the charm of the suburbs while having easy access to all the attractions Chicago's downtown has to offer.

A Little Slice of Heaven in Oak Park, IL
A private space with a fun vintage vibe. Located several blocks from the El and the Eisenhower, it’s really easy to access the city. It also includes free off-street parking which is a must. The space is located in my basement and has a private entrance. I do live in the house above so you will hear some noises including my dog - but we do try to be quiet. The space includes a bedroom, spacious living area and an updated bathroom. Please contact me with any questions

2 Bed Apartment | Convenient Access to Downtown
Enjoy your stay in Forest Park in this modern, newly remodeled two-bedroom apartment in first level of the 3 unit building! It is conveniently located close right by highway ,dependent on the traffic, without traffic drive just 20 minutes to Chicago downtown. O’Hare and Midway Airports 30minutes a way. The apartment is comfortable for up 4 people, has a two private bedrooms with queen beds and a pull out sofa in the living room.

Chic retreat near the best of Lakeview & Wrigley
Stylish, centrally-located getaway perfect for a visit to the Windy City! This charming space was freshly renovated in early 2022 with ample space (nearly 1500 sq ft), a Peloton exercise bike, and kitchenette. Located in the trendy Southport Corridor blocks from the best of Chicago's north side; shopping, fine dining, bars, Wrigley Field, close to Brown line train public transit with Whole Foods at the end of the block!
Popular amenities for Cicero apartment rentals
Weekly apartment rentals

New 3Bed 1 Bath Foosball+ Ping-Pong+theater room

Lovely, spacious 2bd, 1bath home w/free parking

Department in Chicago Area

Cozy guest studio, great for couples!

NEW Jade Haven in Berwyn/Riverside

Private Garden APT/ Cozy/Warm

Cheerful Oak Park Apartment

private 2BedroomAPt/Garage park/ Close to City
Private apartment rentals

Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom

Cozy and Spacious! Logan Square Apartment

1bd/1bth Berwyn Grden Apt 20 mins frm Chgo

Comfortable King Apartment with Living&Dining Area

Sun drenched 2 bedroom 1 bath with Kitchen & W/D

Great Location Studio in the Gold Coast!!

Large, modern 2 bedroom in heart of Forest Park

Spacious, Renovated Suburban 2-Bed Near Chicago
Apartment rentals with a hot tub

Spacious Beautiful Condo

Skyline Oasis: City & Lake Views

Level One Bedroom Suite | Fulton Market

Winter Escape 1 BR in Wicker Parl|1 FREE G Parking

Modern 4BR Retreat in Vibrant West Town

Belmont Pleasures - hot tub / arcade gaming room

2Bed 2Bath 15min to Wrigley with Parking& Balcony

49th Fl Luxury Retreat + Stunning Lake Views
When is the best time to visit Cicero?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $114 SGD | $125 SGD | $122 SGD | $127 SGD | $145 SGD | $157 SGD | $162 SGD | $157 SGD | $141 SGD | $136 SGD | $122 SGD | $110 SGD |
| Avg. temp | -3°C | -1°C | 4°C | 10°C | 16°C | 22°C | 25°C | 24°C | 20°C | 13°C | 6°C | 0°C |
Quick stats about flat rentals in Cicero

Total holiday rentals
Explore 20 holiday rentals in Cicero

Nightly prices starting at
Cicero holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 2,150 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Cicero holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Cicero rentals

4.7 Average rating
Cicero stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Chicago Holiday rentals
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- Milwaukee Holiday rentals
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- Oak Street Beach
- The Field Museum
- Garfield Park Conservatory
- Wicker Park
- Lincoln Park Zoo
- Frank Lloyd Wright Home and Studio
- Brookfield Zoo
- Museum of Science and Industry
- Willis Tower
- The Beverly Country Club
- Illinois Beach State Park
- Washington Park Zoo
- The 606
- Raging Waves Waterpark




