
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 bd/1 bth Cozy Guest Suite w/ Free Parking & W/D
Enjoy a delightful stay in our cozy 2 bedroom guest suite! The unit is located in Cicero, less than a 15-minute drive to the city. Conveniently located near both airports. It’s equipped with a full kitchen, free laundry, WiFi, and a dedicated workspace to make your stay comfortable. Free street parking easily available. It is at walkable distance to many restaurants, cafes, local shops, and even a park. A great location for you to discover Chicago in the best way. We look forward to hosting you!

Berwyn Beauty
Don't miss out on this charming home away from home! Including 3BD/2BA with a finished basement, our house sits in the heart of the Depot District of Berwyn. It is stocked with all the amenities you will need for your stay, including laundry facilities in the basement. A beautiful backyard awaits you to enjoy the outdoors! There is a two-car garage for easy parking, and the Metra train is steps away for a quick trip to downtown Chicago! The area has a variety of restaurants, bars, & breweries!

Chicago stay Near Midway Airport • CTA • Downtown
Welcome to Windy City Nest, a stylish and cozy 1-bedroom apartment in Archer Heights, Chicago. Walk to the CTA Orange Line for easy access to Downtown, Midway Airport, McCormick Place, and top attractions. Perfect for business travelers, vacations, medical stays, travel professionals, remote work, and extended stays. Enjoy fast Wi-Fi, self check-in, exterior security cameras for added peace of mind, a full kitchen, and a clean, comfortable space designed to feel like your home away from home.

Rockin' 2Bed steps to shops/food/train
This musically-inspired vintage 2 BR is perfectly placed in Oak Park and we know you'll have a rockin' vacation here. Steps to shops, cafes, train, and FL Wright home. With a cassette wall, reading nook, and many other cute touches. The apartment is a vintage brownstone with charming details, like original woodwork. Street parking available. Easy access to Chicago.The place is an older Chicago brownstone, with a lived-in feel. NO PARTIES!! Upstairs neighbors can be heard walking and moving

Modern apartment in great central location!
Welcome to the Troost House. This property is newly remodeled with high end finishes including Quartz counters, hardwood floors and fully equipped with brand-new stainless appliances. This 2BR 1B offers its own laundry room as well as a 1 car garage parking space. Superb location with easy access to major highways, a 5-minute walk to Blue line train station, a 3-minute drive to Loyola Medical Center, a 10-minute drive to DT Chicago, and near the heart of DT Forest Park and historic Oak park.

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, Sunny, and Clean Apt 3 bd Free Parking
Relax in this stylish three-bedroom apartment in Berwyn located only 25 minutes from Downtown Chicago and 20 minutes from Midway Airport. Adventure through Chicago and the region easily from this prime location with ample street parking, accessible highways, and public transportation. Venture out to the local restaurants, bars, and nightlife. ✔ Beautiful and Comfortable Bedrooms ✔ 58” Smart TV in Living Room ✔ Full Kitchen ✔ Ample Street Parking ✔ High-Speed Wi-Fi

Cozy guest studio, great for couples!
This unique place has a style all its own. Enjoy this beautiful, cozy guest studio with modern touches and well furnished living area, small kitchenette with mini fridge and microwave to reheat a quick bite before heading to the city, full bathroom with rainfall shower and handheld sprayer to help you relax after a long day. Flat screen TV with Xfinity streaming device so you can connect your accounts and enjoy your favorite shows and movies for a quiet stay in.

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.

The Blueprint Studio
Welcome to The Blueprint Studio – A Stylish Modern Retreat Step into comfort and contemporary design at The Blueprint Studio, a newly renovated 2-bedroom, 1-bathroom unit thoughtfully crafted for your perfect stay. This modern bottom-level space features sleek interiors, cozy furnishings, and all the amenities you need to feel right at home. Please note: This is a bottom unit of a two-unit home. Thus you will hear some occasional noise from the unit above.

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

Entire home w/ 2bath 7 beds & 2car private parking

104 Mid Cen Mod 1 Bedroom Apt

Cozy 1BR Near City + Airport

Casa De Samuel⭐️ Nice, cozy & clean 3BR 🏠 Unit

Modern & Relaxing Apt for 4 | Near City+Airport

2 BR • CTA Blue Line to Chicago • Free Parking

Friendly Suite Home Chicago

7 BR 3 BA Cicero Home 20 Mins To Downtown Chicago
When is the best time to visit Cicero?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £66 | £64 | £67 | £75 | £97 | £91 | £96 | £97 | £92 | £87 | £77 | £77 |
| 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
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- Wrigley Field
- Soldier Field
- Lincoln Park
- United Center
- Grant Park
- Navy Pier
- Millennium Park
- Indiana Dunes State Park
- Naval Station Great Lakes
- 875 North Michigan Avenue
- Six Flags Great America
- Chicago River Walk
- The Field Museum
- Shedd Aquarium
- University of Chicago
- Humboldt Park
- Guaranteed Rate Field
- Lincoln Park Zoo
- Loyola University Chicago
- Union Park
- Frank Lloyd Wright Home and Studio
- Donald E Stephens Convention Center
- Beachwalk Vacation Rentals
- Washington Park Zoo





