Holiday houses in Cicero

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Top-rated holiday rentals in Cicero

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An open living area features a comfortable grey sofa against a textured wall, with a flat screen TV mounted nearby. A small side chair and a decorative plant add to the space. Natural light enters through two windows, enhancing the room's bright and airy feel.
Apartment in Cicero
4.7 out of 5 average rating, 130 reviews

108 Mid-Century Rustic Studio

This is a BRAND NEWLY RENOVATED SPACE! It is a cozy apartment studio with ability to sleep 3 if needed. There are laundry facilities on site. A large flat screen smart tv with free wifi and a connected keyboard. Have access to a full kitchen with all the items needed for food prep and clean up. The CTA pink line, to and from Chicago, is a few blocks south for easy commuting. A Dollar General is across the street for groceries. There are many restaurants within a block and many other chains near.

Superhost
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.
Apartment in Forest Park
4.86 out of 5 average rating, 154 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.
Apartment in Cicero
4.96 out of 5 average rating, 346 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
A spacious living area is highlighted by a black sofa facing a light-colored coffee table. A vibrant area rug adds color underfoot. The walls are adorned with colorful vinyl records and framed artwork, while original woodwork details frame the open layout leading to the dining area.
Apartment in Oak Park
4.87 out of 5 average rating, 697 reviews

Rockin' 2Bed steps to shops/food/train

This musically-inspired vintage 2 BR is perfectly placed in Oak Park and we know you'll have a rockin' vacation here. Steps to shops, cafes, train, and FL Wright home. With a cassette wall, reading nook, and many other cute touches. The apartment is a vintage brownstone with charming details, like original woodwork. Street parking available. Easy access to Chicago.The place is an older Chicago brownstone, with a lived-in feel. NO PARTIES!! Upstairs neighbors can be heard walking and moving

A studio suite features a spacious bed with a light-colored blanket. A Smart TV is mounted above a dark dresser, while soft yellow curtains frame the window. Wall sconces illuminate the room, and a clock is mounted above the bed, enhancing the cozy atmosphere.
Apartment in Berwyn
4.75 out of 5 average rating, 71 reviews

Chi-Town Hideout #3

Welcome to your cozy 3rd-floor studio suite in Berwyn, IL! Perfect for up to 3 guests, this stylish retreat is walking distance to shopping & dining. Close to public transportation & the 290 expressway. Enjoy streaming your favorite shows on the Smart TV, stay connected with fast Wi-Fi, & keep your snacks fresh with the mini-fridge, microwave, & coffee maker. The full-size remodeled bathroom adds a touch of luxury, & the outdoor space with a grill & fire-pit is perfect for relaxing evenings.

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, 172 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.

A living area is displayed featuring a comfortable dark sofa positioned toward a large wall-mounted TV. A wooden TV stand rests beneath the screen, and abstract wall art is positioned above. A decorative plant adds a touch of greenery, complemented by a textured area rug.
Apartment in Berwyn
4.79 out of 5 average rating, 85 reviews

Cozy & Private 1 BR Near City + Airports

Unwind in this stylish one-bedroom apt in Berwyn just 15 mins from Downtown Chicago and Midway Airport. Berwyn is full of award-winning restaurants, bars, shops, and attractions. Adventure through Chicago and the region easily from this prime location with ample street parking, accessible highways, and public transportation. Once you are ready to relax, retreat to the comfy apt. ✔ Comfortable Bedroom ✔ 58” Smart TV in Living Room ✔ Full Kitchen ✔ Ample Street Parking ✔ High-Speed Wi-Fi

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.
Apartment in Berwyn
4.9 out of 5 average rating, 351 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.

Apartment in Forest Park
5 out of 5 average rating, 5 reviews

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.

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.
Apartment in Oak Park
4.89 out of 5 average rating, 173 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

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.
Apartment 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
Home in Berwyn
5 out of 5 average rating, 3 reviews

Chicago Buddha's Abode

Welcome to our humble abode in Berwyn! Built in 1899, known for its true Victorian charm, we're opening our first floor(unit 1) only to travelers while we temporarily relocate to North Carolina. This is not just a place to stay—it’s a home with soul, thoughtfully furnished and full of warmth. Our living space offers a tranquil vibe and makes you feel right at home. Enjoy your coffee with bird chirps by the yoga room overseeing the backyard!

Popular amenities for Cicero holiday rentals

When is the best time to visit Cicero?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$166 NZD$172 NZD$173 NZD$175 NZD$228 NZD$214 NZD$193 NZD$193 NZD$214 NZD$196 NZD$168 NZD$166 NZD
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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 $53 NZD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 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

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