
Family-friendly holiday rentals in Cicero
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Cicero

Total holiday rentals
Explore 20 holiday rentals in Cicero

Nightly prices starting at
Cicero holiday rentals start at $85 NZD per night before taxes and fees

Verified guest reviews
Over 2,820 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 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 family-friendly rentals in Cicero
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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.
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House to Relax
Elegant/Spacious 2bd Apt close to Chicago Stay includes: * 1 Free Street Parking (1 parking pass per night provided by host) * Garage parking available for small SUVs and compact vehicles only (trucks and other vehicles must use street parking) *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
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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.
FamilyIndoor spacesQuiet

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
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RetroModern Bungalow | free parking | pet friendly
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.
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Beautiful Bungalow, Near Downtown Chicago
Beautiful, cozy, vintage home in a centrally located quiet neighborhood. Close to downtown Chicago, O'Hare and Midway Airports as well as many attractions, museums and great places to eat. This home includes High Speed Wifi, Full Kitchen, Full washer/dryer, tv's with streaming and a game loft full of board games and game consoles for all guests to enjoy. Contactless check-in and check-out with keyless entry. 3 Bedrooms, 4 queen beds, 1.5 baths. Sleeps 8 guests total.
KitchenIndoor spacesLong stay

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.
Indoor spacesFamilySolo travel

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.
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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!)
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Picture Perfect 3Bed Steps from Train and FLW
Welcome to your beautiful 3 bedroom home-away-from-home! From the Insta-worthy forest room to the cozy fireplace reading nook to the modern ice crusher in the kitchen, we've put so much thought into this home that we're sure you won't ever want to leave. Welcoming and newly updated, this unit is close to restaurants, shopping, the best of Frank Lloyd Wright, and the train to the city.
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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.
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Large, modern 2 bedroom in heart of Forest Park
Luxuriously spacious lofted 2 bedroom unit steps from the heart of downtown Forest Park's Madison St. There you will find a fun variety of locally owned restaurants, shops, and bars. Included in the unit is a fully equipped kitchen with washer-dryer. Easy access to major highways and conveniently located a couple blocks from the trains and buses to downtown Chicago.
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Popular amenities for Cicero family-friendly rentals
Family-friendly home rentals with a hot tub

Modern 2Bdrm Westchester/Chicago Home.With Hot tub
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Private hot tub - King bed suite - Free parking
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Ukrainian Village 3BR/3BA • Private Patio, Parking
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Modern Getaway w/ Hot Tub, Lrg Yard, Parking
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H&H 1896 - Spacious, Fully Stocked, & Free Parking
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Lake Home Retreat-HotTub• FirePit• Kayak• Fishing!
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Enchanted Garden Treehouse (Amenity*)
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Private Coach house near Lincoln Square!
FamilyIndoor spacesSleep quality
Family- and pet-friendly home rentals

Cozy Home in Brookfield
FamilyKitchenWalkability

Home in Forest Park Upstairs.
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Beautiful Chicago Greystone
FamilyKitchenOutdoor spaces

Cozy & comfy w/free parking & W/D
KitchenFamilyBarbecue

Bright & Gorgeous- 5* Location- Queen Beds - Pkg
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Steps to Shops, Restaurants, Trains; 5BR, 14 Guest
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Private 2 BR Oak Park Garden Apt
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Gather in Spacious 3 Bedroom 2 Bath Retreat
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Family-friendly home rentals with a pool

Fun & cozy getaway w/POOL/game room/FREE parking
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Just remodeled apartment close to airport and mall
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5-Star Gold Coast Experience in a Luxe 2BR Retreat
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The Metropolitan Retreat (Fitness Center • Sauna)
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Spectacular 2BR Penthouse in the Loop | Roof Deck
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Cozy Duplex Down in Wicker Park East w/ Parking
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Whole Flat in Private Club. Walk to L, Dining & Shows
FamilyKitchenBiking

"Serenity of Evanston" 2 BDR/2Bath Modern Suite
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When is the best time to visit Cicero?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $211 NZD | $189 NZD | $199 NZD | $199 NZD | $228 NZD | $260 NZD | $308 NZD | $321 NZD | $272 NZD | $253 NZD | $218 NZD | $214 NZD |
| 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 |
Destinations to explore
- Chicago Holiday rentals
- Indianapolis Holiday rentals
- Columbus Holiday rentals
- St. Louis Holiday rentals
- Louisville Holiday rentals
- Cincinnati Holiday rentals
- Detroit Holiday rentals
- Milwaukee Holiday rentals
- Traverse City Holiday rentals
- Downtown Chicago Holiday rentals
- Ann Arbor Holiday rentals
- Windsor Holiday rentals
- 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
- University of Chicago
- The Field Museum
- Shedd Aquarium
- Humboldt Park
- Loyola University Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Union Park
- Beachwalk Vacation Rentals
- Frank Lloyd Wright Home and Studio
- Donald E Stephens Convention Center
- Byline Bank Aragon Ballroom
- Washington Park Zoo





