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Holiday rentals in Cicero

Find and book unique accommodation on Airbnb

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 $39 SGD 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

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
The exterior of a charming brick apartment building is showcased, framed by vibrant greenery. The structure features large windows and a welcoming entryway, with a well-kept lawn and flower beds enhancing its curb appeal. The clear sky provides ample natural light.
Flat in Forest Park
4.98 out of 5 average rating, 186 reviews

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 ($50 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.

Guest favourite
A treehouse elevated above ground showcases a wooden exterior with a balcony. An inviting staircase leads to the entrance, surrounded by lush greenery and vibrant leaves creating a natural setting. The sturdy structure is supported by wooden beams, blending harmoniously with the surrounding trees.
Treehouse in Schaumburg
4.94 out of 5 average rating, 878 reviews

Enchanted Garden Treehouse (Amenity*)

Summer's here, the treehouse air conditioned and cozy, and the hot/cool tub ready! Relax in our luxurious, 420 friendly, very private, 4' deep cedar hot tub nestled in the evergreens, while the moon and stars swirl overhead, the waterfall tumbles into the koi pond, and the fire table and torches blaze. The stream makes this a wildlife refuge, with many birds, squirrels, rabbit & fox. Come experience the magic and make a special memory! See why Chgo Magazine rates us top 3 staycations in Chgo!

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.
Flat in Forest Park
4.95 out of 5 average rating, 95 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.

Guest favourite
Flat in Chicago
4.92 out of 5 average rating, 12 reviews

Chicago Stay Near Midway Airport & Orange Line

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.

Top guest favourite
A bright kitchen area features a round table with a red and white checkered tablecloth and four white chairs. A small sink and a gas stove are present, along with a refrigerator. Natural light filters through a window adorned with a red gingham curtain.
Flat in Berwyn
4.92 out of 5 average rating, 516 reviews

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 brand new twin sofa bed, + 1 more twin available. 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!)

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, 221 reviews

RetroModern Bungalow | pet friendly | free parking

Experience the city in style at 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 fenced-in, pup-friendly backyard. Enjoy central HVAC, speedy WiFi, and a dedicated workspace. A pack-n-play crib is 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/or catch the train a few blocks away.

Top guest favourite
A well-lit sleeping area is featuring two spacious beds with crisp white bedding. A dresser is positioned nearby, and a round mirror is mounted on the wall, reflecting natural light from a window. A bold blue accent wall adds a pop of color to the room.
Home in Oak Park
4.97 out of 5 average rating, 187 reviews

Clean, Central Studio/ Urban Farm, Parking, for 4

Escape to an enchanting garden studio nestled in Oak Park's famous historic district. Discover our private urban farm with full gardens and 6 cheerful hens. Stroll to charming stores, cafes, and restaurants, or hop the nearby "L" for effortless Chicago adventures. Free parking, easy airport access. This serene, non-smoking studio with a kitchenette requires no check-out chores. No parties, 4 guests max. Booking age, 25 or at least one 5 ⭐️ review. Visit profile for more units.

Guest favourite
An open-concept living area is presented with exposed brick walls, a dark blue couch, and a round coffee table. A light-colored accent chair and a small side table provide additional seating. A potted plant adds a touch of greenery beside the couch, enhancing the modern aesthetic.
Flat in West Side
4.84 out of 5 average rating, 153 reviews

The Chicago Cozy Brick Retreat

This unit offers a charming blend of modern amenities and historic charm. This thoughtfully designed unit features an open-concept living space with exposed brick walls and stylish furnishings. The fully equipped kitchen boasts new appliances, perfect for culinary adventures. The comfortable bedroom, with a cozy bed and ample storage, ensures a restful stay. The sleek bathroom includes contemporary fixtures and a walk-in shower. Street parking is easily available.

Guest favourite
A bright and airy loft space is characterized by sloped ceilings and wooden paneling. A dark sofa is complemented by decorative pillows, while a small desk and chair are positioned by the window. Lush greenery adds a touch of nature to the cozy setting.
Flat in Chicago
4.94 out of 5 average rating, 139 reviews

Comfortable and Cozy Apartment

Enjoy this simple and cozy apartment! Located just a few blocks from stores like Walgreens, Aldi, Target, Laundromat and various restaurants. Its conveniently located just a 10 minute walk from the orange line cta train station. Disfrutá de la sencillez de este alojamiento tranquilo y céntrico. Ubicada a dos minutos de tiendas como target, Walgreens, Aldi, Lavandería y restaurantes . Estamos a 10 minutos del aeropuerto midway y 15 minutos del centro de Chicago.

Top guest favourite
Flat in Maywood
4.93 out of 5 average rating, 238 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.

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.
Flat in Cicero
4.95 out of 5 average rating, 397 reviews

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.

Superhost
Flat in Cicero
4.85 out of 5 average rating, 93 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

Popular amenities for Cicero holiday rentals

When is the best time to visit Cicero?

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Avg. price$114 SGD$110 SGD$116 SGD$129 SGD$168 SGD$158 SGD$167 SGD$168 SGD$159 SGD$151 SGD$133 SGD$133 SGD
Avg. temp-3°C-1°C4°C10°C16°C22°C25°C24°C20°C13°C6°C0°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.

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