
Holiday rentals in Cicero
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Top-rated holiday rentals in Cicero
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Walk to Oak Park from Our Sunny Turn of the Century Apt
Soak up the vintage charm of this apartment dating back to 1908. This newly remodeled space is an elegant retreat, featuring 10-foot ceilings, local art treasures, and plush linens. A relaxing outdoor lounge area awaits after a busy day exploring. Pets are welcome on a case by case basis (contact host). The space is a charming two bedroom, one bathroom first-floor unit in a two unit historic home built in 1908. The apartment combines historic details with modern conveniences such as central heat and air, a dishwasher and washing machine and dryer access. The Monroe House is a stone’s throw from historic Oak Park and just three blocks from the CTA Blue Line making downtown Chicago a 25 minute train ride away. The condo includes additional amenities such as: •Smart TV for watching any account may you have (Netflix, Hulu etc...) •Central Air conditioning •Front and back porches for your enjoyment •Washer and dryer on site Just to the east lies historic Oak Park, and an array of attractions such as: •Brookfield Zoo •Chicago Architecture Foundation •Ernest Hemmingway Museum and Birthplace •Frank Lloyd Wright Home and Studio •Frank Llyod Wright’s Unity Temple •Oak Park Conservatory After taking in the local attractions, Chicago is only a train ride away, and it offers such noteworthy experiences as: •Shedd Aquarium •Architecture River Cruise •Skydeck Chicago •Navy Pier •The Field Museum •John Hancock Observatory •Adler Planetarium •Art Institute of Chicago •The Museum of Science and Industry You will have access to the entire unit and the basement so you can use the washing machine and dryer. We also have a back patio with a chiminea, patio table that seats 6, and a grill/smoker. You are welcome to use the backyard at anytime during your stay. We live in the top unit and are as available as you need. That being said, we very much respect your privacy and will not be checking in with you in person unless you request it. It is located in the Madison district, with acclaimed restaurants, pubs, and unique boutiques. Downtown Chicago is a 25-minute train ride away. The local brewery across the street offers delicious beers and creative meals for the whole family. We have a parking pad located behind our building. You can fit two cars on your side of the parking pad if they are parked in tandem. Some street parking is also available. We are located .4 miles from the CTA Blue Line train - Forest Park Stop. It is about a 6 - 10 minute walk from the flat. You can also take an Uber/Lyft into the city. It is about a 15 - 25 minute ride and it costs between $15 and $25. We are located about one mile from the Metra Station (Union Pacific West) and CTA Green Line - Oak Park Stop. Third bed is a queen sleeper sofa. We provide sheets and blankets for the sleeper sofa. You can smoke in the backyard. An ashtray is provided.

1 bedroom garden apartment in Forest Park
Unique private garden apartment in our single family residence. Great location 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 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. Free parking in front of the house.

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.

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.

Retro Modern Bungalow | free parking | fire pit
Experience the city in style at Retro Modern Bungalow, the perfect pad for up to 4 friends. Featuring two spacious bedrooms—each with a king bed and luxury linens—a propane fire pit and a fully fenced, 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 or catch the train a few blocks away.

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.

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.

SuperHost and Super Location Central OP
4.98 Star Superhost rating for this ideal Centrally-located, light, bright, spacious 2 bedroom 1 bath 2nd floor unit in a beautifully updated vintage building! Central air and forced air heat, hardwood floors throughout. Wonderful floor plan to enjoy your stay while you are "in", Near public transportation when you want to "be on the go"! Designated work space, high speed WIFI and 1 parking space on premises. Deck off the kitchen for outdoor space. Keyless access. 1 King/ 1 Queen bed

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! Pets MUST be pre-approved and never left

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

Like a Treehouse!
If you're coming to Illinois for any medical procedure that's no longer available in your home state, reach out to us about discounts. You'll feel like you're in a tree house in our 850 sq ft coach house, above our workshop/garage, behind our home in historic Forest Park, right next to Oak Park. Just 8 miles west of Downtown Chicago, convenient to I-290 and the Blue Line train.

Gather in Spacious 3 Bedroom 2 Bath Retreat
Introducing Mohr Cottage in the heart of Forest Park. Spacious & recently updated 3 bedroom 2 full bath 2 story home is perfect for families or large groups looking space & comfort. Quiet residential neighborhood, blocks from restaurants, shops, coffee. Dogs welcome. Near public transportation, easy access to expressway to downtown Chicago. STRICT Non-smoking property.
Popular amenities for Cicero holiday rentals
Stay near Cicero's top sights
Other great holiday rentals in Cicero

Chicago Home (1st floor) by Midway near Downtown

Condo Near Downtown Chicago

The Lantern: Ultimate 2 Bed Forest Park Escape!

Brand New Oak Park Oasis - 15 min from downtown!

The Garden Getaway (private upper level)

Chic Bungalow Near Chicago - Stained Glass Gem

Villa Noir Chicago Victorian 7 min to downtown

Gorgeous Penthouse with Parking in Heart of Forest Park
When is the best time to visit Cicero?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £71 | £74 | £74 | £75 | £98 | £92 | £97 | £98 | £92 | £88 | £77 | £77 |
| 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.
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 £23 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 & 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
40 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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- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Grant Park
- Navy Pier
- Chicago River Walk
- Soldier Field
- 875 North Michigan Avenue
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- The Field Museum
- Wicker Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Oak Street Beach
- Frank Lloyd Wright Home and Studio
- Brookfield Zoo
- Illinois Beach State Park
- Willis Tower
- Washington Park Zoo
- University of Chicago




