
Holiday houses in Cicero
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Top-rated holiday rentals in Cicero
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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.

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!

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.

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

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.

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.

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

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.

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.

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

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.

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
Other great holiday rentals in Cicero

O33. Next to Downtown

King-Size Comfort by UChicago Campus!

R55- Tiny Bedroom in share Apt

Quiet Room #5

Spoon Cacoon- Room 1

Private Room 2 in THE DEN, Pet-Friendly

23rd Pl 4U

Nice and relax place, room#1 1 person per room
When is the best time to visit Cicero?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| 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 |
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
Destinations to explore
- Chicago Holiday rentals
- Downtown Chicago Holiday rentals
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- Wisconsin River Holiday rentals
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- Oak Street Beach
- The Field Museum
- Wicker Park
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Lincoln Park Zoo
- Brookfield Zoo
- Museum of Science and Industry
- Willis Tower
- Illinois Beach State Park
- The Beverly Country Club
- Washington Park Zoo
- Raging Waves Waterpark
- The 606