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Holiday rentals in Cicero

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Top-rated holiday rentals in Cicero

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A spacious living area features a gray sectional sofa arranged around a wooden coffee table. Soft lighting is provided by ceiling fixtures and wall-mounted sconces. The room leads to a set of stairs, while a TV is mounted on the wall for entertainment.
Flat in Forest Park
4.86 out of 5 average rating, 159 reviews

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!

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
4.96 out of 5 average rating, 350 reviews

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.

Guest favourite
Flat in Oak Park
4.84 out of 5 average rating, 231 reviews

Betty BnB

Free admission to The World's Smallest Betty White Museum! Oh, and a comfortable king-sized bed in a newly updated studio apartment. Centrally located in Oak Park, close to cafes and transit. Quiet, friendly neighborhood with ample street parking and a pub across the street. This is a basement unit with a kitchenette (NO STOVE/OVEN), cozy TV room, desk nook, and full bathroom. The bed is king-sized and has a firm mattress. The floors slope and there's no thermostat, but it's cute + welcoming

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, 178 reviews

Retro Modern Bungalow | fire pit | free parking

Experience the city in style at our 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.

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
4.91 out of 5 average rating, 445 reviews

Private apartment with retro vibe

Gunderson Getaway is a cosy 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 alone.

Guest favourite
The living room features a spacious teal sofa paired with a simple black coffee table in front. A window with sheer curtains allows natural light to fill the area, complemented by a floor lamp and potted plants. Hardwood floors add warmth to the room.
Flat in Berwyn
4.9 out of 5 average rating, 361 reviews

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.

Top guest favourite
The exterior of a two-story house is shown, featuring a dark grey facade with white trim. Large windows are adorned with flower boxes displaying colorful blooms. Steps lead to a covered porch, inviting entry into the home.
Flat in Oak Park
4.89 out of 5 average rating, 176 reviews

A Little Slice of Heaven in Oak Park, IL

A private space with a fun vintage vibe. Located several blocks from the El and the Eisenhower, it’s really easy to access the city. It also includes free off-street parking which is a must. The space is located in my basement and has a private entrance. I do live in the house above so you will hear some noises including my dog - but we do try to be quiet. The space includes a bedroom, spacious living area and an updated bathroom. Please contact me with any questions

Superhost
A modern living area features an exposed brick wall adorned with a large artwork of a lion. Chic furniture includes a black sofa with a soft blanket draped over it and a stylish armchair. A round coffee table sits on a patterned rug, enhancing the room's artistic flair.
Flat in Little Village
4.86 out of 5 average rating, 81 reviews

Modern Haven in Little Village

Step into The Artistic Brick Loft, featuring modern amenities and artistic flair. The bedroom includes ample storage and unique décor. The living area boasts an exposed brick wall, chic furniture, and captivating artwork. The kitchen offers modern appliances and a dining area. The bathroom features a sleek design with a walk-in shower. In-unit laundry and easy street parking compared to other city locations ensure a hassle-free stay. Enjoy comfort and style.

Guest favourite
A cozy living area features a plush gray sofa accompanied by light-colored ottomans. A glass coffee table sits on a multicolored rug, adding warmth to the space. Natural light filters through sheer curtains, enhancing the modern design complemented by a mounted flat-screen television.
Flat in Berwyn
5 out of 5 average rating, 25 reviews

NEW Jade Haven in Berwyn/Riverside

Step into Jade Haven, where tranquility meets modern elegance. Welcome to Jade Haven your serene retreat of calm and comfort.Inspired by the soothing essence of jade, this one-bedroom suite blends modern elegance with spa-like tranquility. Enjoy a fully equipped kitchen, cozy living area, a serene bedroom designed for restful nights and peaceful mornings. The space features a sleek, airy design with thoughtful touches to make you feel right at home.

Superhost
Flat in Cicero
4.9 out of 5 average rating, 52 reviews

Department in Chicago Area

Newly remodeled comfortable apartment with the following conveniences: -In the apartment on important avenue with lighting providing security -A/C and heating -Free parking - 1.5 miles from 'L' Pink Line Station (30 minutes to downtown Chicago) - Less than 10 miles from downtown Chicago - 4 miles to Midway Airport -Panadería mexicana, Supermarket, y Restaurante annexos -Washery, aesthetics, gas station, cell shop next door

Guest favourite
A modern living area features a cozy orange sofa that complements the exposed brick wall. A round, colorful area rug lies beneath a small coffee table. Two artworks depicting butterflies adorn the wall, while natural light enters through the window, enhancing the inviting space.
Flat in Little Village
4.86 out of 5 average rating, 154 reviews

Renovated Stylish Chicago Condo

Come enjoy this renovated condo which is conveniently located in the “little village” community. This unit offers a relaxing stay with everything you need including in-unit washer and dryer, full kitchen and queen size bed for your convenience. Enjoy Chicago while staying in a historic red brick building within an authentic Chicago community. Kick back and relax in this calm, stylish space.

Top guest favourite
A spacious living room features three large windows allowing natural light to fill the space. Comfortable seating includes a leather couch and an armchair. A television is mounted on the wall, and a decorative area rug lies beneath a wooden table set for dining.
Apartment in Noble Square
4.97 out of 5 average rating, 848 reviews

Great location. Free parking.

Great location in Chicago's Wicker Park/Bucktown community. Fully furnished living room, bedroom with queen bed and bathroom. Internet, central heating/ac, small refrigerator, microwave, cable TV, dvd/Blu-ray, coffee maker. Small safe. Private free parking. One block from blue line (Division). From O’Hare via train – 35 min. 10 min to the city via blue line.

Popular amenities for Cicero holiday rentals

When is the best time to visit Cicero?

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Avg. price$124 SGD$128 SGD$129 SGD$131 SGD$170 SGD$159 SGD$169 SGD$170 SGD$161 SGD$171 SGD$125 SGD$124 SGD
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Frequently Asked Questions

  • Do apartment rentals in Cicero have air conditioning?

    Absolutely! We offer over 20 apartment rentals with air conditioning in Cicero. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Cicero have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Cicero. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Cicero have a kitchen?

    Absolutely! We offer over 20 apartment rentals with a kitchen in Cicero. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in Cicero?

    Experience the best of Cicero with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there apartment rentals with a dedicated workspace in Cicero?

    Yes! Work meets play with ease at over 10 apartment rentals in Cicero featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • What are the most popular amenities for House Rentals in Cicero?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with air conditioning, over 10 homes with a kitchen, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there pet-friendly apartment rentals in Cicero?

    Four-legged friends are welcome in Cicero. Choose from more than 10 apartment rentals for guests traveling with pets.

  • Do apartment rentals in Cicero have wifi?

    Absolutely! We offer over 20 apartment rentals with wifi in Cicero. Enjoy a tailored experience with all the comforts you desire.

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 $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,060 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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