
Holiday rentals in Cicero
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Quick stats about holiday rentals in Cicero

Total holiday rentals
Explore 30 holiday rentals in Cicero

Nightly prices starting at
Cicero holiday rentals start at £22 per night before taxes and fees

Verified guest reviews
Over 3,830 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 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
Top-rated holiday rentals in Cicero
Guests agree: these stays are highly rated for location, cleanliness and more.

2 bedroom• 3 beds • 1 bath Apartment in Berwyn
Enjoy a stylish and elegant experience at this centrally-located private apartment On famous Route 66. Sunny, clutter free very spacious 2nd floor. Apt. Can sleep upto 6 ppl. Inflatable bed added for extra sleep option. Prepped for photo sessions of your own. •Restaurants, Auto repair shops and Walgreens are walking distance and much more. •Metra is a 10-15 minute walk. •DT Chicago 18 min •Brookfield Zoo 15 min Away •Midway Airport 15 min •O’Hare Airport 30 min •Mall 10 min •Loyola Hospital

Sunny Jumbo Studio
Bright and sunny Oak Park jumbo garden studio, steps from cute downtown, train to Chicago, and amazing local tourist destinations- like the Hemingway Home and the Wright Studio. This welcoming studio was completely rehabbed and updated. We put a lot of care into designing a relaxing apartment with all the amenities. The main room features a king-sized bed, office nook, and fully stocked entertainment area, with games, books, and a TV. The spacious kitchen and luxurious bathroom are brand new!

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!

Gallery Loft of Oak Park #1 Top Host in IL
Gallery Loft of Oak Park <a href="https://news.airbnb.com/the-number-one-new-host-in-each-us-state/">2021 #1 Top Host in Illinois</a> is a Chicagoland gem near the birthplace of Ernest Hemingway, Frank Lloyd Wright Home/Studio. 2nd story flat furnished in vintage mcm style, featuring local artists. Walking distance to live music (Fitzgerald's, Friendly Music Community), and restaurants. Firepit access, easy street parking and kitchen well stocked. Private porch. Perfect long/short term stays.

1 bedroom garden apartment in Forest Park
Unique private garden apartment in our single family residence. Approximately 8 miles directly west of downtown Chicago. Close to shopping, dining, entertainment and public transportation to the city. One bedroom & best for 2 people but could sleep 3 (w/fee) for short stays. It's important to note that we have pets (cats/dog) in this home and also that this is a garden/ground/lower level apartment. The ceilings are relatively low at 6.5'. This would not be the best space for tall people.

Private apartment with retro vibe
Cozy 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 twin sofa bed, + 2 twins available on request. 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! (Yes, I truly needed to add the “no glitter” rule! (You can only imagine!)

RetroModern Bungalow | free parking | pet friendly
Experience the city in style at our Retro Modern Bungalow, the perfect pad for up to four friends. Featuring two spacious bedrooms—each with a king bed and luxury linens—a propane fire pit and a pup-friendly, fenced-in backyard. With central HVAC, speedy WiFi, a dedicated workspace, and a pack-n-play crib available at no cost. Central location—just south of Oak Park, 15 mins from Midway airport, and 20 mins from downtown. Park for free in our garage and catch the train a few blocks away.

Cozy Garden Unit with Private Entrance
Enjoy a stylish experience with a city vibe and suburban feel while taking advantage of the proximity to the city without the tedious traffic and congestion! It’s about an 8 minute walk to the blue line (public transportation) that takes you right to the city of Chicago. It’s about a 20 minute drive to downtown. The unit has a brand new stove and microwave. You can also hang out in the backyard and if you’re lucky you might smell candy being made at the local candy factory.

A Comfortable Stay While You are Away in Oak Park
Welcome to this Oak Park home, conveniently minutes from the main expressway, train station, downtown Chicago, and the Medical Center. This entire Oak Park house is ideal for travelers seeking a tranquil and welcoming space to unwind in after a long day, medical professionals, visiting patients at the Medical Center, and families needing long-term housing. The residence is minutes from downtown Oak Park and the historical landmarks of Frank Lloyd Wright's home and studio.

COZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy
Enjoy a fully renovated first-floor 2-bedroom apartment on a peaceful, tree-lined street. Clean, modern, and designed for comfort and tranquility. Steps from dining and shopping, with easy access to the Metra, CTA Pink Line, and direct bus to Midway. Downtown Chicago is 20 minutes away; the United Center and Soldier Field just 15 minutes. A stylish, private retreat combining luxury, comfort, and convenience. Along with a designated parking spot on property.

Cozy Home in Brookfield
Discover tranquility just minutes from the busy city life! Nestled in the heart of Brookfield, IL, our charming home offers the perfect blend of suburban serenity and urban convenience. Just an 8-minute walk from the train station, you'll find easy access to downtown Chicago while enjoying the peaceful atmosphere of our neighborhood. Max 4 overnight guests. No parties or events. Pets allowed (no exotic pets or animals with a bite history).

Apartment in Chicago Area
Newly remodeled comfortable apartment with the following amenities: -Entrance to the apartment on a major avenue with lighting providing security -A/C and heating -Free parking -1.5 miles from the 'L' pink line station (30 minutes to downtown Chicago) - Less than 10 miles from downtown Chicago -4 miles from Midway Airport -Mexican Bakery, Supermarket, and Restaurant attached -Laundry, beauty salon, gas station, cell phone store next door
Popular amenities for Cicero holiday rentals
Stay near Cicero's top sights
Other great holiday rentals in Cicero

Chic 2BR Retreat 10 minutes from Midway Airport

Chicago stay Near Midway Airport • CTA • Downtown

Spacious whole apt near shopping and city

104 Mid Cen Mod 1 Bedroom Apt

A cosy apartment 20 min by car from Chicago

Cozy 2BR |Near Downtown Chicago Sleeps 7 +Parking

Hidden Gem Near Downtown Chicago | Free Parking

Apartment in Cicero
When is the best time to visit Cicero?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £65 | £63 | £66 | £72 | £82 | £93 | £95 | £96 | £90 | £86 | £76 | £76 |
| 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 |
Frequently Asked Questions
What are the best places to stay in Cicero?
Cicero has a range of places to stay, including apartments and homes in quiet residential neighborhoods. Some guests choose spots near local parks or close to dining options to get a feel for the area’s community.
What are the best things to do in Cicero with kids?
Families often explore community parks with playgrounds, enjoy local recreation centers, or visit cultural centers that host kid-friendly programs. Many guests also appreciate gathering in neighborhood green spaces for a relaxed outing.
What are some of the best things to do in Cicero?
Explore Cicero's local markets, historic architecture, and vibrant cultural centers. The town is known for community parks, public art, and neighborhood eateries highlighting diverse traditions.
How is the weather in Cicero?
Cicero has cold winters, with January temperatures from 19–33°F (-7–0°C), and warm summers peaking at 68–85°F (20–29°C) in July. Spring and autumn bring mild weather, with occasional rainfall, making layered clothing a good choice.
When is the best time to visit Cicero?
Late spring through early autumn is often recommended for warmer temperatures and outdoor events. This period is popular for community gatherings and exploring local parks.
What are the best places to visit in Cicero?
Frequently suggested spots include local cultural centers, historic public buildings, and family-friendly parks. Public art and neighborhood eateries also give visitors a glimpse into Cicero’s character.
What are some hiking trails in Cicero?
Cicero has city parks with walking paths ideal for a leisurely stroll or casual walk. For more extensive hiking, many guests explore larger nature preserves or forested areas found around the region.
What are some family activities we can do in Cicero?
Explore local playgrounds, enjoy community recreation centers, or attend family events hosted in parks during warmer months. Indoor activity centers and cultural programs are also available throughout the year.
What are some of the best day trip ideas from Cicero?
Guests frequently visit nearby botanical gardens, explore lakefront parks around the region, or spend a day at museums and cultural sites in neighboring cities. Urban neighborhoods known for food and public art are also popular choices.
Are there any pet friendly accommodations available in Cicero?
Many hosts in Cicero welcome pets in their homes, especially near parks or green spaces. It is helpful to review individual listing details or contact your host regarding pet-specific amenities or requirements.
What are some local tips for visiting Cicero?
Embrace Cicero’s community spirit by attending neighborhood events and visiting local eateries with home-cooked flavors. Many guests enjoy chatting with shop owners to discover hidden gems or seasonal happenings.
What is Cicero known for?
Cicero is known for its rich immigrant history, vibrant neighborhood culture, and community events. The town’s distinctive blend of historic architecture, public art, and family traditions define its local character.
What are the best hidden gems to explore in Cicero?
Discover neighborhood bakeries, quietly celebrated murals, and small family-run eateries specializing in traditional dishes. Local marketplaces and lesser-known parks often surprise visitors with their welcoming atmosphere.
What are the best foods to try in Cicero?
Cicero’s culinary scene is rooted in Mexican, Central European, and Italian traditions, so dishes like tamales, hearty sausages, and pizza are frequently suggested. Guests also enjoy sampling fresh pastries from neighborhood bakeries.
What should I bring for a trip to Cicero?
Bring comfortable walking shoes for exploring parks and cultural sites. Layered clothing works well, as temperatures can shift with the seasons, and a lightweight rain jacket is helpful in spring and autumn.
What is the nightlife in Cicero like?
Nightlife in Cicero centers around casual social spots, with family-owned restaurants, friendly pubs, and venues that sometimes host live music or karaoke. Guests often join locals for an evening meal or weekend gathering.
What are the most popular events or festivals in Cicero?
Cicero celebrates community with street fairs, cultural parades, and seasonal festivals, often taking place in summer and around major holidays. Annual neighborhood gatherings showcase local food, music, and arts.
Are there family friendly vacation rentals in Cicero?
Many homes and apartments in Cicero welcome families, with amenities like kitchens, laundry, and nearby play areas. Review listing details to find spaces set up for family comfort and relaxation.
Destinations to explore
- Chicago Holiday rentals
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- St. Louis Holiday rentals
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- Downtown Chicago Holiday rentals
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- Wrigley Field
- Soldier Field
- United Center
- Lincoln Park
- Grant Park
- Navy Pier
- Millennium Park
- Indiana Dunes State Park
- Naval Station Great Lakes
- 875 North Michigan Avenue
- Six Flags Great America
- The Field Museum
- University of Chicago
- Shedd Aquarium
- Humboldt Park
- Loyola University Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Union Park
- Donald E Stephens Convention Center
- Beachwalk Vacation Rentals
- Frank Lloyd Wright Home and Studio
- Washington Park Zoo
- Garfield Park Conservatory





