Holiday houses 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 $52 NZD 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 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

    30 of Cicero holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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.

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Guest favourite
A living room is presented with light-colored walls and hardwood flooring. Comfortable seating arrangements include two light armchairs and a grey sofa with decorative pillows. A round coffee table sits in the center, complemented by a chic area rug. Natural light enters through two windows, enhancing the bright atmosphere.
Apartment in Berwyn
4.83 out of 5 average rating, 117 reviews

House to Relax

Elegant/Spacious 2bd Apt close to Chicago Stay includes: * 1 FREE parking spot in garage for most vehicles including regular size trucks. (Clearance 7’) *FREE Wi-Fi *Comfortable Queen Bd *50' smart TV with all streaming services for you to sign in and enjoy your favorites *Fully Stocked Kitchen + Microwave + Fridge + Coffee/Tea maker The space 5-10min walk > lots of restaurants/Local Gambling Slots 10min drive > Mall/Oak Park/Hospitals/Brookfield Zoo 20min drive> Medical District/Medicine/Doctors 25min drive> Ohare & Midway airport/Northwestern/Rivers-Bally Casino/Downtown Chicago/Golfing

ValueLocationWalkability

Superhost
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
4.85 out of 5 average rating, 175 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 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

LocationValueDecor

Top Guest favourite
A light-filled living area features a soft blue couch and armchairs, complemented by a decorative rug. Art pieces on the wall offer a subtle touch of color. An adjacent dining area is visible, with a wooden table surrounded by chairs.
Home in Berwyn
4.95 out of 5 average rating, 73 reviews

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!

LocationValueLaundry

Top Guest favourite
A bright living room features a cozy seating arrangement with a variety of armchairs and a sofa. Original art pieces adorn the walls, and a coffee table with a decorative table runner sits on a soft area rug. Light streams in through windows creating a lively atmosphere.
Apartment in Forest Park
5.0 out of 5 average rating, 229 reviews

Sunny 1 bedroom apartment 1 block from restaurants

This sunny second floor apartment perched in an 1890’s farmhouse offers traditional charm with many contemporary touches. It showcases a variety of original art. Located on a quiet street but just steps away from restaurants, bars and shops, off-street parking is included. Two nearby trains provide easy access to downtown Chicago and O’Hare Airport. An enclosed porch directly off the kitchen overlooks a beautiful prairie garden. You can relax on the backyard patio with gas grill and fire pit.

FamilyValueWalkability

Guest favourite
An open living area features a comfortable sofa adorned with patterned pillows, set on light hardwood flooring. A dining space with a table and four chairs is visible. Natural light fills the room, enhancing the modern decor and inviting atmosphere.
Apartment in Forest Park
4.93 out of 5 average rating, 107 reviews

Luxurious 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.

LocationValueHospitality

Guest favourite
Apartment in Chicago
4.96 out of 5 average rating, 25 reviews

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.

ValueLocationGetting around

Top Guest favourite
A fenced backyard features a circular arrangement of wooden lounge chairs centered around a propane fire pit, creating a cozy gathering space. Twinkling string lights hang above, illuminating a bistro table with two blue chairs. Lush green grass surrounds the stone patio area.
Home in Berwyn
4.98 out of 5 average rating, 242 reviews

retro modern bungalow | a pet friendly pad

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.

ValueLocationParking

Top Guest favourite
The kitchen features modern appliances, a gas stove, and a spacious granite countertop. A cozy bedroom displays a colorful striped blanket atop a spacious bed. The living area contains comfortable seating, decorative plants, and warm lighting, while another bedroom shows neatly arranged bedding with fresh towels.
Home in Chicago
4.95 out of 5 average rating, 110 reviews

Chicago Home (1st floor) by Midway near Downtown

Hello, Welcome in 1st floor apt, where 3 rooms are available with newly remodelled kitchen, bathroom and livingroom. LOCATION, convenient location, walking distance to grocery store and few restaurants near by, also walking distance to public transportation bus 62 and 62 H. 5 min driving to Midway airport and 15 min driving to downtown Chicago. Easy access to public transportation to get to Chicago downtown. In addition to convenient location, apt offers access to yard and free parking

FamilyValueLong stay

Top Guest favourite
Townhouse in Oak Park
4.96 out of 5 average rating, 83 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.

ValueFamilyParking

Guest favourite
Apartment in Oak Park
5.0 out of 5 average rating, 8 reviews

3BR/1BA With Private Garage, Near Train & Shops

Experience the comfort of our spacious, modern apartment in Oak Park's Historic Gunderson District. Walk to parks, the train station, restaurants, cafés, and local shops in this vibrant, walkable neighborhood. The home features 3 bedrooms with queen-size beds, 1 full bathroom, a cozy living area, and an air mattress available upon request. Enjoy high-speed Wi-Fi, a fully equipped kitchen, in-unit laundry, private garage parking, and easy access to downtown Chicago in just 15–20 minutes.

LocationFamilyHospitality

Guest favourite
Apartment in Forest Park
4.88 out of 5 average rating, 86 reviews

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.

FamilyValuePets

Top Guest favourite
The kitchen area features wooden cabinets and modern stainless steel appliances, including a refrigerator and stove. A sleek countertop extends across the space, complemented by decorative backsplash tiles. Natural light enters through a window, illuminating the inviting layout.
Apartment in Berwyn
4.91 out of 5 average rating, 82 reviews

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

ValueLocationParking

Popular amenities for Cicero holiday rentals

When is the best time to visit Cicero?

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Avg. price$154 NZD$149 NZD$157 NZD$171 NZD$194 NZD$222 NZD$226 NZD$227 NZD$215 NZD$205 NZD$180 NZD$180 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.