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Cicero, IL vacation rentals
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Best Vacation rentals and Airbnb offers in Cicero, IL

Wicker Park Walk-up Condo - Cicero, IL
10 127 reviews
Cicero, IL
07/15 – 07/17
$344/nighttotal: $688 (2 )

Wicker Park Walk-up Condo

1 4
apartment, Chicago
This apartment is in the West Town/Wicker Park neighborhood, just steps from Division Street and Milwaukee Avenue, with easy access to public transportation, expressway, Goose Island, and Lincoln Park. It has excellent user, location, and cleanliness ratings. This 2-bedroom, 1-bathroom dwelling can comfortably accommodate up to 6 guests. The apartment has a fully equipped kitchen, air conditioning, a private deck and patio, and a garden, making it a comfortable and convenient place to stay.
Nola Bochic-cozy 2 Br, 1 Bath Apartment. Fl 2 - Cicero, IL
9.8 40 reviews
Cicero, IL
07/03 – 07/08
$230/nighttotal: $1150 (5 )

Nola Bochic-cozy 2 Br, 1 Bath Apartment. Fl 2

1 5
apartment, Chicago
This Chicago apartment rental is conveniently located within a 2-5 mile radius of the United Center, Chinatown, Taylor Street, and Midway Airport, offering easy access to major expressways.
The two-bedroom, one-bathroom unit sleeps six guests and features a fully equipped kitchen with stainless steel appliances, a stylish bathroom with a Jacuzzi tub, a comfortable living room with a 55-inch Roku TV, and a shared ground patio with a BBQ grill.
15min To Loop | Free Street Parking | Full Kitchen - Cicero, IL
9.7 253 reviews
Cicero, IL
07/15 – 07/17
$245/nighttotal: $490 (2 )

15min To Loop | Free Street Parking | Full Kitchen

3 6
apartment, Chicago
This 3-bedroom apartment is located in the Western Blue Line & California Green Line district, a 15-minute walk from the stations, and just off the Eisenhower Expressway for easy driving access. It has excellent user and location ratings, and it's very clean.
The apartment features a spacious and friendly layout with modern decor and thoughtful amenities, making it a comfortable stay for up to 6 travelers. It has a kitchen with a fridge, air conditioning, and free non-restricted residential street parking.
Fun 2br With Retro Arcade 10 Min Downtown Sleeps 6 - Cicero, IL
9.8 152 reviews
Cicero, IL
07/03 – 07/08
$199/nighttotal: $995 (5 )

Fun 2br With Retro Arcade 10 Min Downtown Sleeps 6

2 5
apartment, Chicago
This 700-square-foot Chicago apartment is conveniently located in a residential area, approximately 3 miles from Little Italy, Chinatown, and the Loop, with easy access to public transportation and free street parking.
This two-bedroom, one-bathroom rental sleeps up to 6 guests comfortably, boasting a fully equipped kitchen, three smart TVs, free Wi-Fi, a shared fenced backyard, and family-friendly games including a Simpsons arcade machine.
2br Apartment Near Chicago - Cicero, IL
9.7 212 reviews
Cicero, IL
07/15 – 07/17
$189/nighttotal: $378 (2 )

2br Apartment Near Chicago

1 4
apartment, Summit
This Summit apartment rental is conveniently located near downtown Chicago, a 10-minute drive from Midway International Airport and a 20-minute drive from Lake Shore Drive.
This two-bedroom, one-bathroom unit sleeps four guests and features a fully equipped kitchen with a fridge, freezer, and microwave, air conditioning, a garden, parking, and is near Hanover Park's playground and basketball court.
Live Like A Local - Lincoln Park Basement Walkout - Cicero, IL
9.9 38 reviews
Cicero, IL
07/15 – 07/17
$262/nighttotal: $524 (2 )

Live Like A Local - Lincoln Park Basement Walkout

1 4
apartment, Chicago
This Lincoln Park basement apartment, near DePaul University (0.5-1 mile away), offers easy access to public transit and is located on a bustling street in a renovated 1880s Chicago building.
Sleeping up to six guests, this two-bedroom, one-bathroom rental features a full kitchen with quartz countertops, in-unit laundry, a shared patio, and free street parking—a rarity in Chicago.
Cozy Apartment, Maywood. Non-smoking - Cicero, IL
9.5 33 reviews
Cicero, IL
07/15 – 07/17
$183/nighttotal: $366 (2 )

Cozy Apartment, Maywood. Non-smoking

1 4
apartment, Maywood
This 2-bedroom, 1-bathroom apartment is located in a central Maywood neighborhood, offering convenient access to shopping, dining, and major Maywood attractions.
This dwelling accommodates up to 4 guests, features a fully equipped kitchen, fast Wi-Fi, and easy self check-in for a comfortable stay.
Charming Retro 2br Cottage/train/laundry/free Pkg - Cicero, IL
9.8 56 reviews
Cicero, IL
07/03 – 07/08
$299/nighttotal: $1495 (5 )

Charming Retro 2br Cottage/train/laundry/free Pkg

1 5
apartment, Oak Park
This charming cottage is located in Oak Park's Arts District, just a short walk from the L Blue Line train station and close to restaurants, shops, and parks. The cottage is within easy reach of downtown Chicago, making it a perfect base for exploring the city.
The cottage has two bedrooms and one bathroom, comfortably accommodating up to five guests. The kitchen is fully equipped with modern appliances and includes a private outdoor space with a patio and bistro lights, perfect for relaxing evenings.
Exclusive And Spacious Pilsen Guest House - Cicero, IL
9.6 228 reviews
Cicero, IL
07/15 – 07/17
$266/nighttotal: $532 (2 )

Exclusive And Spacious Pilsen Guest House

3 6
apartment, Chicago
This Chicago Pilsen guesthouse is conveniently located a five-minute walk from the 18th Street Pink Line station, offering easy access to public transportation and proximity to the neighborhood's diverse culinary scene. This two-bedroom inn sleeps up to six guests, features a fully equipped kitchen with a refrigerator and microwave, memory foam mattresses, a flat-screen TV with Netflix and HBO, and includes free parking.
Stunning 2 Floor Apt With Rooftop - View Of Loop! - Cicero, IL
9.4 353 reviews
Cicero, IL
07/15 – 07/17
$648/nighttotal: $1296 (2 )

Stunning 2 Floor Apt With Rooftop - View Of Loop!

3 6
apartment, Chicago
This duplex apartment in Noble Square/West Town offers easy walking access to Chicago landmarks. With excellent user, location, and cleanliness ratings, this apartment is a top choice for travelers.
The apartment has three bedrooms and two and a half bathrooms, a floor area of 1600 square feet, and can accommodate up to 12 guests. It features a modern and stylish interior design, a rooftop deck with views of the Chicago skyline, a spacious backyard with a brick paver patio, and high-end finishes throughout. The apartment is also pet-friendly, has smart TVs, and an on-site property manager.
At Home In Oak Park - Cicero, IL
9.7 138 reviews
Cicero, IL
07/03 – 07/08
$326/nighttotal: $1630 (5 )

At Home In Oak Park

3 5
apartment, Oak Park
This Oak Park apartment in the Hemingway District is close to Union Station, Lincoln Park Zoo, and Willis Tower. The apartment has received excellent ratings for its location, cleanliness, and user experience.
The apartment has three separate bedrooms, one bathroom, and a fully equipped kitchen with a dishwasher and oven. It has air conditioning, free Wi-Fi, and free private parking. The apartment has a floor area of 1300 square feet and can accommodate up to six guests.
2 Bedroom Apartment Free Parking Near Transit - Cicero, IL
10 3 reviews
Cicero, IL
07/15 – 07/17
$274/nighttotal: $548 (2 )

2 Bedroom Apartment Free Parking Near Transit

1 6
apartment, Chicago
This Chicago flat offers a family-friendly atmosphere and is located in a district with convenient access to the city's landmarks and cultural sites, providing a comfortable base for exploring.
This well-appointed accommodation accommodates up to 8 guests and features a kitchen with a fridge, freezer, microwave, and dishwasher, along with air conditioning and excellent user, location, and cleanliness ratings.

Our Favorite Family-Friendly Vacation Rentals in Cicero, IL

These family-friendly vacation rentals in Cicero, IL offer spacious layouts and easy access to top city attractions.

Chic & Cozy Near Ord>mdw>dt>hosp - Cicero, IL
9.8 10 reviews
Cicero, IL
07/15 – 07/17
$244/nighttotal: $488 (2 )

Chic & Cozy Near Ord>mdw>dt>hosp

2 4
apartment, Berwyn
This Berwyn apartment rental is conveniently located 2.7 miles from the Frank Lloyd Wright Historic District, within 6 miles of Loyola University Medical Center and Concordia University Chicago, and offers easy access to public transportation via nearby Oak Park Station (Blue Line) and 54th-Cermak Station.
This two-bedroom, one-bathroom unit sleeps four guests and features a fully equipped kitchen, in-unit laundry, free Wi-Fi, a Smart TV, and parking, making it ideal for families or groups visiting Berwyn for business, academics, or sightseeing.
Lakeview 3br Walk To Wrigley, Lake, Dining & Train - Cicero, IL
8.8 26 reviews
Cicero, IL
07/03 – 07/08
$421/nighttotal: $2105 (5 )

Lakeview 3br Walk To Wrigley, Lake, Dining & Train

3 5
apartment, Chicago
This Lakeview apartment rental is a short walk from Wrigley Field and within 3 kilometers of Lincoln Park Zoo and Fullerton Beach.
The family-friendly unit features a fully equipped kitchen, private patio, free Wi-Fi, one bathroom, and parking, offering comfortable accommodation for your Chicago vacation.
Cozychic 3br Near Chicago| Walk To Train W/parking - Cicero, IL
9.8 57 reviews
Cicero, IL
07/15 – 07/17
$299/nighttotal: $598 (2 )

Cozychic 3br Near Chicago| Walk To Train W/parking

3 6
apartment, Forest Park
This Forest Park apartment rental sleeps seven guests in three bedrooms and one bathroom, offering convenient amenities including air conditioning, internet, and parking.
The family-friendly unit features a kitchen equipped with a refrigerator, freezer, and microwave; further details regarding its precise location within Forest Park and square footage are unavailable.
Cozy 2br Stay 15 Min To Downtown Chicago - Cicero, IL
Cicero, IL
07/15 – 07/17
$317/nighttotal: $634 (2 )

Cozy 2br Stay 15 Min To Downtown Chicago

1 4
apartment, Cicero
This Cicero flat offers a convenient base, located 4.8 miles from the United Center and within 7 miles of downtown Chicago landmarks such as Willis Tower and Union Station.
This family-friendly apartment accommodates up to 7 guests with 1 bedroom, 1 bathroom, air conditioning, a fully equipped kitchen, and free WiFi, with check-out at 11:00 AM.

Best Cicero, IL vacation rentals with parking

Spacious Apt/comfy Bed/free Parking/22mins To Ord&mdw - Cicero, IL
9.6 17 reviews
Cicero, IL
07/15 – 07/17
$236/nighttotal: $472 (2 )

Spacious Apt/comfy Bed/free Parking/22mins To Ord&mdw

1 4
apartment, Berwyn
This Berwyn apartment is conveniently located within walking distance of restaurants and local gambling slots, and a short drive from the mall, Oak Park, Little Village, hospitals, and the zoo. The property has received excellent ratings for location, cleanliness, and overall guest experience.
The one-bedroom, one-bathroom apartment features a fully equipped kitchen, a comfortable queen bed, a 50" TV with streaming services, and high-speed Wi-Fi. Guests can enjoy on-site laundry facilities, designated parking, and a quiet, respectful environment.
Vibrant 3br Pilsen Stayfree Parkingnear Downtown - Cicero, IL
10 36 reviews
Cicero, IL
07/03 – 07/08
$392/nighttotal: $1960 (5 )

Vibrant 3br Pilsen Stayfree Parkingnear Downtown

3 5
apartment, Chicago
This Chicago rental is located in the Lower West Side, offering proximity to Pilsen's restaurants and shops, and is a short drive to Downtown Chicago attractions including Grant Park, Millennium Park, and the Magnificent Mile.
This 850 square foot apartment accommodates up to 5 guests in 3 bedrooms and features a full kitchen, air conditioning, internet, and includes free parking for one mid-size vehicle.
Private Balcony, 1 Garage Parking, Sleeps 8! - Cicero, IL
10 2 reviews
Cicero, IL
07/15 – 07/17
$595/nighttotal: $1190 (2 )

Private Balcony, 1 Garage Parking, Sleeps 8!

2 6
apartment, Chicago
This West Loop condo rental is a short drive from Fulton Market, downtown Chicago, Navy Pier, and Millennium Park.
The 1,190-square-foot apartment sleeps eight guests in two bedrooms with a king, double, and bunk bed, offering a fully equipped kitchen, in-unit laundry, a private balcony with city views, one heated garage parking space, and high-speed Wi-Fi.
Modern And Bright 2br On Michigan Ave With Optional Parking And Gym Access Near Soldier Field & Grant Park - Cicero, IL
9.5 2 reviews
Cicero, IL
07/15 – 07/17
$397/nighttotal: $794 (2 )

Modern And Bright 2br On Michigan Ave With Optional Parking And Gym Access Near Soldier Field & Grant Park

2 6
apartment, Chicago
This 2-bedroom apartment is located in a family-friendly neighborhood near the Museum Campus, just a short walk from the Field Museum and Art Institute of Chicago. It offers a convenient location for exploring Chicago's cultural attractions.
The 900-square-foot apartment comfortably sleeps up to 6 guests and includes amenities like a fully equipped kitchen, two bathrooms, a flat-screen TV, free Wi-Fi, and access to a nearby fitness center. You'll also have access to private parking and an elevator.

Frequently Asked Questions about vacation rentals in Cicero, IL

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Find the Best Vacation Rentals with Balconies in Cicero, IL

Start your morning right with a vacation rental in Cicero, IL featuring a private balcony and stunning views.

Stylish 2br Apartment With Patio And Gym Near Mccormick Place & Lakefront Trail - Cicero, IL
8.0 4 reviews
Cicero, IL
07/03 – 07/08
$375/nighttotal: $1875 (5 )

Stylish 2br Apartment With Patio And Gym Near Mccormick Place & Lakefront Trail

2 5
apartment, Chicago
This Near South Side Chicago apartment is conveniently located a short walk from State Street and Wintrust Arena, and less than a mile from McCormick Place and Soldier Field.
This 850-square-foot, two-bedroom, two-bathroom unit sleeps six and includes a fully equipped kitchen, in-unit laundry, free Wi-Fi, and a terrace, plus access to a fitness center, garden, and parking.
The Bernardin Gold Coast Luxury Apartments Near Magnificent Mile - Cicero, IL
9.1 68 reviews
Cicero, IL
07/15 – 07/17
$1124/nighttotal: $2248 (2 )

The Bernardin Gold Coast Luxury Apartments Near Magnificent Mile

2 6
apartment, Chicago
This apartment is located in the heart of the Magnificent Mile, a short walk from Oak Street Beach and Ohio Street Beach, making it ideal for exploring Chicago's vibrant downtown and relaxing by the lake. The apartment has excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay.
The apartment is fully furnished and equipped with a kitchen, making it perfect for families or groups. Amenities include a rooftop pool, free Wi-Fi, and private parking, offering a range of options for relaxation and entertainment.
Promo 10% Weekly And 15% Monthly! Jacuzzi, King Beds, Easy Access To Dt Chicago! - Cicero, IL
9.8 20 reviews
Cicero, IL
07/03 – 07/08
$485/nighttotal: $2425 (5 )

Promo 10% Weekly And 15% Monthly! Jacuzzi, King Beds, Easy Access To Dt Chicago!

4 5
apartment, Westchester
This 4-bedroom home in Westchester is conveniently located just west of downtown Chicago, making it easy to explore the city and its surrounding attractions. With excellent user ratings, this property is a popular choice for travelers seeking a comfortable and spacious stay.
This 2000 square foot home comfortably accommodates up to 10 guests and offers a range of amenities for a relaxing and enjoyable vacation. Enjoy a private backyard with a deck, pergola, grill, and fire pit, or take advantage of the in-home jacuzzi, game room, and spacious living areas.
4br Modern Urban Escape, Walk To Zoo, Lakefront & Red Line - Cicero, IL
10 1 review
Cicero, IL
07/15 – 07/17
$732/nighttotal: $1464 (2 )

4br Modern Urban Escape, Walk To Zoo, Lakefront & Red Line

4 6
apartment, Chicago
This Chicago apartment is located in the Near North Side, bordering Old Town, Lincoln Park, and the Clybourn Corridor, placing it within 1 mile of New City shopping plaza, Second City Theater, and the North Branch Trail, with convenient access to public transportation including the Red Line train.
This 1210 square foot residence accommodates up to 10 guests with 4 bedrooms and 3 bathrooms, featuring a fully equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, a balcony, and city views.

Best Cicero, IL vacation rentals with air conditioning

Casa Pilsen-home| Location | Entire Home | Garage - Cicero, IL
9.6 154 reviews
Cicero, IL
07/15 – 07/17
$518/nighttotal: $1036 (2 )

Casa Pilsen-home| Location | Entire Home | Garage

1 6
apartment, Chicago
This modern Chicago house rental is located in Pilsen, directly adjacent to a train station providing easy access to downtown and other neighborhoods.
The 4-bedroom, 2-bathroom home sleeps 11 guests and features a fully equipped kitchen, in-unit laundry, a private garden, parking, and is handicap-accessible via the back entrance.
Spaulding Oasis On 4 Lots In Humboldt Park! - Cicero, IL
9.7 127 reviews
Cicero, IL
07/03 – 07/08
$213/nighttotal: $1065 (5 )

Spaulding Oasis On 4 Lots In Humboldt Park!

1 5
apartment, Chicago
This Chicago apartment is located in a quiet, residential neighborhood, perfect for those seeking a peaceful escape from the city. It has received excellent ratings for its cleanliness, location, and overall experience.
The rental has two bedrooms and one bathroom, comfortably accommodating up to five guests. It boasts a spacious backyard with a garden, perfect for relaxing, entertaining, or hosting small events. The apartment comes fully equipped with modern amenities, including a kitchen with a dishwasher, a smart TV, and a comfortable couch bed.
Beautiful Small Apt  Close To O’hare - Cicero, IL
9.4 162 reviews
Cicero, IL
07/15 – 07/17
$145/nighttotal: $290 (2 )

Beautiful Small Apt Close To O’hare

1 4
apartment, Maywood
This Maywood apartment is conveniently located near downtown Chicago and the airport, with easy access to the I290 highway. The apartment is also just a 15-minute drive from the Brookfield Zoo, offering a great base for exploring the area. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
This cozy rental has two bedrooms and one bathroom, comfortably accommodating up to four guests. The apartment features a modern kitchen with a refrigerator and microwave, air conditioning, internet, and parking, making it a great choice for both short and long stays.
Chic & Spacious Logan Square Gem - Cicero, IL
9.9 72 reviews
Cicero, IL
07/15 – 07/17
$272/nighttotal: $544 (2 )

Chic & Spacious Logan Square Gem

1 6
apartment, Chicago
This Logan Square apartment is a half-block from Boulevard Park, three blocks from the 606 Trail, and less than half a mile from the Blue Line's California station, offering easy access to O'Hare Airport and downtown Chicago.
The two-bedroom, one-bathroom rental sleeps six with two queen beds, a queen-size pull-out sofa, a fully equipped kitchen, high-speed Wi-Fi, and a front balcony, plus nearby seasonal access to a farmers market.
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