
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 $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.

Cozy 2BR |Near Downtown Chicago Sleeps 7 +Parking
Step into a beautifully preserved Chicago-style apartment with original details and modern comforts. This inviting space blends vintage character with refreshed finishes—perfect for guests seeking a cozy, authentic stay just minutes from downtown Chicago. Amenities • Free street parking • High-speed Wi-Fi • SmartTV with streaming apps • Fully equipped kitchen • Coffee maker & cooking essentials • Fresh linens and towels • On-site laundry access

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.

Contemporary NEW Entire Suite Berwyn/Riverside
Welcome to your private oasis! This beautifully NEW appointed 1 bd unit offers the perfect blend of modern convenience and contemporary style. Whether you’re here for a weekend getaway or an extended stay, this contemporary retreat is your perfect home base. Explore the vibrant attractions of Berwyn or the excitement of Chicago, just a short trip away. Book today to secure your stay and experience the blend of comfort and style in this chic contemporary gem. We look forward to hosting you!

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.

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!)

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.

Departamento en Área de Chicago
Departamento cómodo recién remodelado que cuenta con las siguientes conveniencias: -Entrada al departamento en avenida importante con iluminación brindando seguridad -A/C y calefacción -Estacionamiento gratuito -A 1.5 millas de la estación de la línea rosa del 'L' (30 minutos al centro de Chicago) -A menos de 10 millas del centro de Chicago -A 4 millas del aeropuerto Midway -Panadería mexicana, Supermercado, y Restaurante anexos -Lavandería, estética, gasolinera, tienda de celulares a lado

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.

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.

Home in Forest Park downstairs.
Enjoy a private ground floor apartment which is centrally-located with easy access , to the city. You will have a functional kitchen, laundry facility outside your back door and fast internet. Forest Park is located about 20 minutes from downtown Chicago and about 30 minutes from O’Hara international airport. You are within walking distance of many boutiques, restaurants, parks and also public transportation. Please make a note that there will be a $30 per guest fee if more than four.

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.

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.
Popular amenities for Cicero holiday rentals
Stay near Cicero's top sights
Other great holiday rentals in Cicero

101 Mid-Century Rustic Studio

Chic 2BR Retreat 10 minutes from Midway Airport

Private Parking, Comfy Bed

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

Grove Flat

Chi-Town Hideout #3

A Cozy, Convenient & Relaxing Oak Park Apartment

Casa De Samuel⭐️ Nice,cozy & clean 3BR 🏠 Unit
When is the best time to visit Cicero?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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°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
- Chicago Holiday rentals
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- St. Louis Holiday rentals
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- Detroit Holiday rentals
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- Downtown Chicago Holiday rentals
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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
- The Field Museum
- Shedd Aquarium
- Chicago River Walk
- Humboldt Park
- University of Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Loyola University Chicago
- Donald E Stephens Convention Center
- Union Park
- Frank Lloyd Wright Home and Studio
- Washington Park Zoo
- Garfield Park Conservatory





