
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 $70 AUD 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, 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 family-friendly rentals in Cicero
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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 Jumbo Studio
Bright and sunny Oak Park jumbo garden studio, steps from cute downtown, train to Chicago, and amazing local tourist destinations- like the Hemingway Home and the Wright Studio. This welcoming studio was completely rehabbed and updated. We put a lot of care into designing a relaxing apartment with all the amenities. The main room features a king-sized bed, office nook, and fully stocked entertainment area, with games, books, and a TV. The spacious kitchen and luxurious bathroom are brand new!
Indoor spacesKitchenLaundry

City-Accessible Basement Retreat
Discover a perfect mix of small-town charm and city life in this cozy basement unit. Situated just a 7-minute walk from the train station, downtown Chicago is easily accessible for work/leisure. The neighborhood is a treasure trove of local restaurants, bars, and stores, ensuring you're never far from what you need. A convenient gas station/store is right behind your home for quick needs. Ideal for a simple, connected lifestyle with the city’s pulse at your doorstep. Your urban retreat awaits!
Indoor spacesKitchenAccess

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!
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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.
Indoor spacesKitchenLocation

Gallery Loft of Oak Park #1 Top Host in IL
Gallery Loft of Oak Park <a href="https://news.airbnb.com/the-number-one-new-host-in-each-us-state/">2021 #1 Top Host in Illinois</a> is a Chicagoland gem near the birthplace of Ernest Hemingway, Frank Lloyd Wright Home/Studio. 2nd story flat furnished in vintage mcm style, featuring local artists. Walking distance to live music (Fitzgerald's, Friendly Music Community), and restaurants. Firepit access, easy street parking and kitchen well stocked. Private porch. Perfect long/short term stays.
FamilyIndoor spacesParking

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 (w/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.
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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 twin sofa bed, + 2 twins available on request. 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!)
KitchenFamilyWi-Fi

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.
FamilyIndoor spacesLong stay

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.
KitchenIndoor spacesHeating

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. Enjoy the simplicity of this quiet, central home. Ubicada a of the minutes of thite as target, Walgreens, Aldi, Laundry and restaurants . We are 10 minutes away from the midway airport and 15 minutes from downtown Chicago.
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Cozy Home in Brookfield
Discover tranquility just minutes from the busy city life! Nestled in the heart of Brookfield, IL, our charming home offers the perfect blend of suburban serenity and urban convenience. Just an 8-minute walk from the train station, you'll find easy access to downtown Chicago while enjoying the peaceful atmosphere of our neighborhood. Max 4 overnight guests. No parties or events. Pets allowed (no exotic pets or animals with a bite history).
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Popular amenities for Cicero family-friendly rentals
Family-friendly home rentals with a hot tub

Private hot tub - King bed suite - Free parking
Indoor spacesFamilyHospitality

Lake Home Retreat-HotTub• FirePit• Kayak• Fishing!
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Modern 2Bdrm Westchester/Chicago Home.With Hot tub
KitchenIndoor spacesGetting around

Private Coach house near Lincoln Square!
FamilyIndoor spacesQuiet

Chicago Oasis | Spa Bath, Patio & Fireplace
Indoor spacesFamilyNearby

Modern Getaway w/ Hot Tub, Lrg Yard, Parking
KitchenIndoor spacesPets

Ukrainian Village 3BR/3BA • Private Patio, Parking
Indoor spacesKitchenLong stay

Checkerboard Studio, Private Outdoor Hot Tub, Yard
Indoor spacesFamilyQuiet
Family- and pet-friendly home rentals

Like a Treehouse!
FamilyKitchenWi-Fi

A Comfortable Stay While You are Away in Oak Park
FamilyKitchenLayout

Picturesque Apartment in Berwyn
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Modern 1BR in Little Italy, Near West Loop
KitchenIndoor spacesAccess

Great location. Free parking.
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1920s fully updated unique open artist loft space
KitchenIndoor spacesHeating

Walk to Oak Park from Our Sunny Turn of the Century Apt
Indoor spacesFamilyLong stay

Cozy & comfy w/free parking & W/D
FamilyIndoor spacesAmenities
Family-friendly home rentals with a pool

Fun & cozy getaway w/POOL/game room/FREE parking
Indoor spacesFamilyCheck-in

Whole Flat in Private Club. Walk to L, Dining & Shows
Indoor spacesFamilyValue

Just remodeled apartment close to airport and mall
FamilyIndoor spacesLocation

Farm Themed Guesthouse!
KitchenIndoor spacesQuiet

Highrise Hideout (Fitness Center • Sauna)
FamilyKitchenWalkability

"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym
FamilyIndoor spacesOutdoor spaces

Spectacular 2BR Penthouse in the Loop | Roof Deck
KitchenIndoor spacesLaundry

Cozy & Spacious Suite in Quiet Neighborhood
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When is the best time to visit Cicero?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $174 AUD | $156 AUD | $164 AUD | $164 AUD | $188 AUD | $215 AUD | $254 AUD | $265 AUD | $225 AUD | $209 AUD | $180 AUD | $177 AUD |
| 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
- United Center
- Lincoln Park
- 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
- University of Chicago
- Shedd Aquarium
- Humboldt Park
- Loyola University Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Union Park
- Donald E Stephens Convention Center
- Beachwalk Vacation Rentals
- Frank Lloyd Wright Home and Studio
- Washington Park Zoo
- Garfield Park Conservatory





