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Holiday rentals in Cicero

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Cicero

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious living room is featured with a comfortable sectional sofa, accented by several pillows. A coffee table is centered on a soft area rug, while large windows allow natural light to illuminate the space. Potted plants add a touch of greenery to the decor.
Apartment in Highland Park
5 out of 5 average rating, 63 reviews

Green oasis in law suite

Beautiful & spacious 1 bedroom, 1 bath in law in owner occupied home. New windows. Fragrance free home. There are Curtains in the living room & kitchen. Designated Parking onsite. Full kitchen full sized stainless appliances, private stackable washer and dryer machines & beautiful tile throughout. Bring slippers tile is chilly if barefoot. Starbucks, parks, restaurants, dry cleaners & Jewel walking distance from apartment. Whole Foods & Target 7 min. drive. NO PARTIES. 21 years & older to book.

Top guest favourite
Flat in Oak Park
5 out of 5 average rating, 51 reviews

Serene 1-Bedroom Suite in Oak Park (Free Parking!)

This serene, one-bedroom unit is nestled beneath our cozy Oak Park bungalow, with free off-street parking, strong Wi-Fi, and within walking distance of the Chicago Blue Line, which can take you into the city or to O'Hare. We are just 8 miles west of downtown to Chicago. Full of natural light and thoughtfully furnished with a kitchenette, coffee nook, large-screen TV, and dedicated workspace, this private unit is a comfortable retreat perfect for solo travelers or couples seeking a quiet stay.

Superhost
A spacious artist loft features a living area with hardwood floors and large windows allowing natural light. A leather sofa is positioned in the center, with stylish chairs nearby. The open kitchen is visible in the background, along with a modern dining space under soft lighting.
Loft in Brookfield
4.87 out of 5 average rating, 168 reviews

1920s fully updated unique open artist loft space

True artist living loft space!!! One of a kind space in a safe area of the western suburbs close to the city and easy commute to shops stores. very close to trains buses and expressways. Private parking lot. No unit above or below. Quiet and private spacious updated wide open loft. Hardwood floors throughout forced heat and ac slated steel designer bathroom.. Double oven dishwasher electric cooktop sub zero fridge microwave and toaster oven. Ceiling fans two beds. Can sleep 6 for added cost

Guest favourite
A soft gray sofa with decorative cushions sits adjacent to a small wooden coffee table. A textured area rug adds warmth underfoot, while patterned curtains frame a window allowing natural light to filter in. A standing lamp provides additional lighting beside the sofa.
Flat in Cicero
4.93 out of 5 average rating, 115 reviews

Modern 2BR Family Apt Near Downtown + Parking

Enjoy a relaxing stay with the whole family at this tranquil location in Cicero, conveniently near the United Center, Downtown Chicago, MDW airport, and Soldier Field. Stroll down the quiet city streets to charming local convenience stores/larger retail outlets. Public transportation options, including the Pink Line CTA train, Metra train, and Cicero Ave bus to Midway, walking distance. Diverse dining options, authentic Mexican cuisine and iconic Chicago pizza, hot dogs, Italian beefs & more.

Top guest favourite
Townhouse in Oak Park
4.99 out of 5 average rating, 68 reviews

A Pleasant Stay in Oak Park

Welcome to our bright and peaceful townhouse in Oak Park, IL! Just steps from the vibrant Oak Park Arts District, you'll be close to the area’s best shops and restaurants. Recently renovated from top to bottom, the home features high-quality materials and a clean, modern style that beautifully honors its vintage charm. Located in a residential neighborhood step to the train, downtown Oak Park and 15 minutes to Chicago. We offer a calm and stylish space where guests can relax and unwind.

Superhost
A cozy sitting area features a blue armchair and a light gray sofa adorned with yellow accent pillows. A wooden coffee table sits in front, placed on a patterned rug. A wall art piece of a toucan against floral imagery adds a touch of color.
Flat in Oak Park
4.85 out of 5 average rating, 220 reviews

Circle Back Modern Apartment

Sit on your leafy private patio and enjoy your coffee before heading out to the city- or wind down at the end of the day with a cold beer. Steps to coffee shops, neighborhood pubs, and the Blue Line train this beautifully updated and decorated apartment is the perfect landing pad for your Chicago adventure. FREE off-street parking, free in-unit laundry, a cute coffee station- basically every amenity we could think of! This will be the place you want to stay every time you visit Chicago.

Guest favourite
Flat in Maywood
4.93 out of 5 average rating, 227 reviews

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.

Superhost
Flat in Cicero
4.85 out of 5 average rating, 85 reviews

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

Guest favourite
A well-equipped kitchen is visible, featuring modern appliances and cabinetry. A comfortable seating area includes a dark sofa with accent pillows and a matching ottoman. Soft lighting creates a calming ambience, complemented by a decorative wall art piece above the couch.
Flat in Chicago
5 out of 5 average rating, 40 reviews

Chicago Addison St. 1 bed/1 bath condo, Garden Lvl

You'll have a great time at this comfortable place, 12 minutes from o’Hare airport and 20 minutes from downtown, dunning pour house is a nice bar&restaurant just 2 buildings down from the place, which is nice you don’t have to drive or look for parking, there is a park across the street also walking distance and couple of grocery and liquor stores plus a dry cleaner also walking distance!

Guest favourite
The kitchen features a spacious layout with a farmhouse sink and modern appliances, including a dishwasher and gas stove. Colorful backsplash tiles add a playful touch. Natural light enters through two windows, illuminating the black marble-like flooring and nearby shelves filled with utensils.
Home in Oak Park
4.88 out of 5 average rating, 56 reviews

Charming Retro 2BR Cottage/Train/Laundry/FREE PKG

This Arts District located beautiful Retro Cottage in the heart of Oak Park. Walk to all tourist attractions, public transportation that takes you directly to downtown Chicago, great restaurants, boutiques and grocery stores. It’s the perfect base for exploring Oak Park and Chicago. We kindly ask that you read our full listing description and our house rules prior to booking.

Top guest favourite
An inviting living area features a white couch paired with a dark coffee table, facing a flat-screen TV. The modern kitchen showcases sleek cabinetry, a stainless steel refrigerator, and a central island with bar seating, lit by overhead lighting.
Guest house in Oak Park
4.89 out of 5 average rating, 553 reviews

Coachhouse in central OP 4 blk to L

Just updated, furnished 1 BR 1 BA apt in Frank Lloyd Wright Historic District. Parking, kitchen, washer/dryer in unit, Air/Heat, Smart TV. Free wifi. Central location: 1 blk to farmers market, near Hemingway / Frank Lloyd Wright attractions. 4 blocks to green line. 20 min ride to downtown Chicago. Available for longer term stays.

Top guest favourite
A two-story coachhouse features a yellow exterior with white railings along a spacious porch. A stairway leads up to the porch from the ground level, and a single door is visible at the base of the steps. Surrounding trees are bare, indicating winter.
Guest house in Oak Park
4.94 out of 5 average rating, 134 reviews

O'Malley Oasis!

Your home away from home at this centrally-located coachhouse apartment.Queen sized bed, fully equipped eat-in kitchen, relaxing living area with recliner, leather couch and big screen tv. Walk to downtown or explore Chicago via public transportation just a few blocks away. Adorable porch and your own entry. Parking spot included!

Popular amenities for Cicero holiday rentals

When is the best time to visit Cicero?

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Avg. price£66£63£67£74£97£91£96£97£92£87£77£77
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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.

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 3,440 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

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