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Holiday houses in Cicero

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Top-rated holiday rentals in Cicero

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

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Guest favourite
A cozy seating area is highlighted by a modern electric fireplace beneath a mounted television displaying streaming options. Soft cushions and a pastel throw blanket add comfort to the light-colored chair. A touch of decor is presented with wall art and a small side table.
Apartment in Oak Park
4.91 out of 5 average rating, 206 reviews

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

Bring the whole family to enjoy this great place with lots of comforts and space. Beautifully decorated with reclaimed barn wood throughout the home and a completely remodeled kitchen with cute bistro table to enjoy your coffee. Wonder around this beautiful, quiet Frank Lloyd Wright neighborhood to see beautiful Victorian homes and architect or take a brisk walk to downtown Oak Park before taking in the sites in Downtown Chicago. Whether you stay for a while or a few days, welcome home!

Guest favourite
A cozy living area features a gray sofa adorned with patterned cushions, complemented by a light-colored coffee table. Wooden flooring adds warmth, and large windows are draped with sheer curtains, allowing natural light to brighten the space. A small workspace is visible in the corner.
Apartment in Cicero
4.96 out of 5 average rating, 364 reviews

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.

Guest favourite
Townhouse in Oak Park
4.98 out of 5 average rating, 55 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.

Guest favourite
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.
Apartment in Oak Park
4.84 out of 5 average rating, 199 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
The living room features a spacious teal sofa paired with a simple black coffee table in front. A window with sheer curtains allows natural light to fill the area, complemented by a floor lamp and potted plants. Hardwood floors add warmth to the room.
Apartment in Berwyn
4.9 out of 5 average rating, 385 reviews

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.

Top Guest favourite
The exterior of a two-story house is shown, featuring a dark grey facade with white trim. Large windows are adorned with flower boxes displaying colorful blooms. Steps lead to a covered porch, inviting entry into the home.
Apartment in Oak Park
4.89 out of 5 average rating, 182 reviews

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

Top Guest favourite
A cozy bedroom is visible through an open doorway, featuring a king size bed with decorative pillows and a soft blanket. Three framed wall decorations are arranged above the headboard, while bedside lamps provide soft illumination, creating a restful and inviting atmosphere.
Apartment in Oak Park
4.98 out of 5 average rating, 125 reviews

Cheerful Oak Park Apartment

Welcome to our lovely space, located above a unique piano restoration shop. Spacious and relaxing, with plenty to enjoy staying in, and 5-minutes walking distance to cafes, grocery, bars, restaurants, and more. The apartment is down the street from a Botanic Garden, and there is a nice arts district nearby. Easily accessible to downtown Oak Park and Chicago with nearby public transportation and expressway (downtown Chicago is about 25-35 min. drive, 35-45 min. by train).

Guest favourite
A spacious living area showcases a light brown sectional sofa positioned around a coffee table. Two large televisions are visible in the background, framed by dark curtains. A decorative rug and plants add warmth to the room, which is illuminated by natural light.
Guest suite in Oak Park
4.81 out of 5 average rating, 196 reviews

Private 2 BR Oak Park Garden Apt

This spacious 2 BR garden apartment is fully furnished, private Kitchen and Bathroom ! In a safe, quiet neighborhood, stay cool and comfortable while you rest. 1 block from the Austin Blue line and the 290/ Eisenhower express way. Approx 20 minutes to Downtown Chicago or Midway Airport and 30 mins to O'hare Airport. Oak Park is a wonderfully diverse community and holds the largest collection of Frank Lloyd Wright homes. It is also the childhood home of Ernest Hemingway.

Top Guest favourite
A cozy seating area features a retro red sofa, complemented by two wooden side tables and a round coffee table. A potted plant is placed on one table, while a decorative piece adds interest to the sofa. Natural light illuminates the space.
Apartment in Forest Park
4.96 out of 5 average rating, 361 reviews

Mid-Century Charm. Near Chicago. Low Cleaning Fee!

Step back in time a bit with our charming 2nd floor walk-up in a quiet, safe suburb. Parking included on-site. Vintage, welcoming vibe. We're a 20-30 minute drive to downtown Chicago (depending on traffic). The unit is on the 2nd Floor and is separate from the rest of the house (we live on the 1st floor). 1 Dedicated Guest Parking spot (included). Additional Free Parking is available. Great wifi. 3-season back porch. Record Player (Real Vinyl!)

Guest favourite
A modern living area features a sleek black sofa paired with two cozy white armchairs. Natural light pours in through large windows adorned with light grey curtains. Minimalist decor includes two framed artworks and a small wooden side table that complements the space.
Apartment in Berwyn
4.86 out of 5 average rating, 137 reviews

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 space. 2nd Floor Apt. can sleep upto 6 people. Inflatable bed added as an 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 is approximately 18 min from your stay. •Brookfield Zoo 15 min Away

Superhost
Apartment in Cicero
4.89 out of 5 average rating, 64 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

Top Guest favourite
A bright living room is depicted, featuring a spacious sofa adorned with decorative pillows. A large flat-screen TV is positioned across from a glass coffee table, while natural light flows through tall windows framed by light curtains. Indoor plants add a touch of greenery to the space.
Apartment in Berwyn
4.96 out of 5 average rating, 291 reviews

Spacious Oasis Berwyn with Free Parking

Welcome to Spacious Oasis Berwyn! Make your stay in the area easy. Take advantage of our centralized location where most destinations are only 20 minutes away by car and public transit is less than a block away. Great food, parks, nightlife, and shopping are all within walking distance. Whatever brings you to "My Kind of Town", our oasis is sure to please with ease.

Popular amenities for Cicero holiday rentals

When is the best time to visit Cicero?

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Avg. price$161 NZD$166 NZD$168 NZD$170 NZD$221 NZD$207 NZD$219 NZD$221 NZD$209 NZD$198 NZD$175 NZD$175 NZD
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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 40 holiday rentals in Cicero

  • Nightly prices starting at

    Cicero holiday rentals start at $51 NZD per night before taxes and fees

  • Verified guest reviews

    Over 3,330 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Cicero holiday rentals include Wi-Fi 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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