Holiday rentals in Cicero

4.91 out of 5 average rating, 385 reviews

Private apartment with retro vibe

Gunderson Getaway is a cosy one BR apartment with some retro style touches in Berwyn a block from Oak Park. 2nd floor private apartment. Wifi, cable, premium channels. Full kitchen. Queen bed plus sofa & extra single bed 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, groceries, great bakery. NO smoking, candles or glitter! Pets MUST be pre-approved and never left alone.

4.85 out of 5 average rating, 102 reviews

Guest suite in Berwyn

Best Place to Rest, near Chicago

Unit with private entrance, close to Berwyn's restaurants, bars, shops, and entertainment. Close to public transportation via the Metra Train Station, Pace Buses, and near the CTA Pink [1.5 miles], Blue [2.3 miles], and Green [3.4 miles] Train lines. Near Oak Park, North Riverside, and Chicago. This is an awesome location. There is parking on the street (A street pass is required and will be provided each day). The unit is 185 sq ft located in the basement with 4 stairs, ceiling height is 6' 6"

4.83 out of 5 average rating, 596 reviews

Flat in Oak Park

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!

4.87 out of 5 average rating, 119 reviews

Flat in Forest Park

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!

4.97 out of 5 average rating, 311 reviews

Flat in Cicero

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.

4.99 out of 5 average rating, 146 reviews

Home in Berwyn

Retro Modern Bungalow | fire pit | free parking

Experience the city in style at 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] back yard. Enjoy central HVAC, hi-speed 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.

4.99 out of 5 average rating, 659 reviews

Guest suite in Geneva

A Suite within a Cozy cottage in Geneva Illinois.

Cozy private suite in the lower level. Guests have the suite to themselves. The bathroom is adjacent to the room and is private. There is a small fridge, a coffee maker, and a microwave oven. We are in Geneva, Illinois. We are LGBTQ+friendly. Our space is ideal for shorter stays and visitors on the go . Not suitable for staycations. Quiet area. Hosts live on the upper level and guests pass through our space to get to the suite. In a bind we can accommodate a 3rd guest and a pet. Welcome.

4.9 out of 5 average rating, 304 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.

5 out of 5 average rating, 4 reviews

NEW Jade Haven in Berwyn/Riverside

Step into Jade Haven, where tranquility meets modern elegance. This serene one-bedroom, one-bath suite offers a peaceful retreat, inspired by the calming essence of jade. The space features a sleek, airy design with thoughtful touches to make you feel right at home. Fully equipped kitchen, cozy living area, the bedroom invites restful nights, while the spa-like bathroom offers a moment of quiet indulgence. Perfect for a restful getaway or a productive stay.

4.86 out of 5 average rating, 70 reviews

2 bedroom• 3 beds • 1 bath Apartment in Berwyn

Enjoy a stylish and elegant experience at this centrally-located private apartment On famous Route 66. Sunny, clutter free space. 2nd Floor Apt. can sleep upto 6 people. Inflatable bed added as an extra sleep option. Prepped for photo sessions of your own. •Restaurants, Auto repair shops and Walgreens are walking distance and much more. •Metra is a 10-15 minute walk. •DT Chicago is approximately 18 min from your stay. •Brookfield Zoo 15 min Away

4.85 out of 5 average rating, 106 reviews

Flat in Cicero

Modern Cicero apartment

The drive is 11minutes from Midway. It is in Cicero, IL. The neighborhood is peaceful with friendly neighbors. 6 guest max in the property. We have street parking available. It has great appliances and the tub comes with a jacuzzi. There is a backyard as well that is shared with the neighbors but can be utilized. We plan to make your stay as comfortable as possible to enjoy your experience in town.

4.95 out of 5 average rating, 228 reviews

Spacious Oasis Berwyn with Free Parking

Welcome to Spacious Oasis Berwyn! Make your stay in the area easy. Take advantage of our centralized location where most destinations are only 20 minutes away by car and public transit is less than a block away. Great food, parks, nightlife, and shopping are all within walking distance. Whatever brings you to "My Kind of Town", our oasis is sure to please with ease.

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Other great holiday rentals in Cicero

Private room in West Lawn

4.85 out of 5 average rating, 391 reviews

The Red Room

JakeRating, 5 stars3 weeks ago

Erik was a phenomenal host, went above and beyond to ensure we had a comfortable stay at his house. His family were lovely people and helpful with any and all questions. Erik gave is good clear instructions on the best places to go to in the area, how to travel to the city and how to use all the appliances/facilities in the house. I couldn’t recommend him any more, he made our stay really more comforting and laid a great basis for our stay in Chicago. Cheers Erik!

4.94 out of 5 average rating, 307 reviews

Private room in Oak Park

Single bedroom with Asian decor in family home

SophiaRating, 5 stars3 days ago

I was only in town very briefly, but this was the perfect place to stay. The hosts were very easy to get a hold of and flexible. I walked to take the blue line very easily, and there was a nice grocery store I checked out as well as some nice looking restaurants along the walk. I would definitely stay here again!

Private room in Chicago

4.73 out of 5 average rating, 40 reviews

Bees Knees - Room 3

BernardoRating, 5 stars2 weeks ago

I really enjoyed my stay at this place and would definitely recommend it, especially for the value. It’s conveniently located near bus stops and small markets, which made getting around and grabbing essentials very easy. The host was always very responsive and helpful, which made the whole experience smoother. The apartment is well-equipped with many utensils—there were plates, glasses, a cooking area that worked well for meals, and even an iron and ironing board. It’s also relatively quiet, which was great for resting. There are a few minor details that could be improved, like a couple of broken light bulbs, some marks on the bathroom walls, and a creaky, uneven floor. I also missed having a few hooks in the bedroom. However, none of these were major issues or detracted from the overall quality of the stay. I would not recommend it for people with mobility issues due to the steep staircase, but all in all, a great place with excellent value and a very helpful host. Would stay again.

4.97 out of 5 average rating, 124 reviews

Private room in Berwyn

Private lower level suite suburb Chicago

JasmineRating, 5 stars1 week ago

Aurora was an amazing host. We had just stayed one night because we were just in town for a WNBA game. the arena was close to the house, which was nice. I loved how close she lived to the city but also far enough that the neighborhood was quiet. In the morning when we woke up Aurora had gave us nice suggestions for breakfast and it was a really good restaurant. Aurora was also super helpful when I needed help with the TV because it wouldn’t turn on and she came right down to fix it! She also had water and snacks laid out for us, which was also very nice and comforting.

4.87 out of 5 average rating, 55 reviews

Private room in Berwyn

The Quilt Room. Micro-flower farm.

TaliahRating, 5 stars2 weeks ago

The home was perfect for our trip to chicago! We will definitely come back again

Private room in Glen Ellyn

5 out of 5 average rating, 9 reviews

Cozy Bedroom in House - 10 min from Metra

Rukmangadh SaiRating, 5 stars6 days ago

Very peaceful neighbourhood

5 out of 5 average rating, 9 reviews

Private room in Oak Park

DT Oak Park LUXE Private BR C | Queen Bed Sleeps 2

YanitRating, 5 stars3 weeks ago

I had a great stay at this place! The location was absolutely perfect—close to grocery stores and everything I needed was easily accessible. The bedroom was definitely my favorite part: super comfy bed and a spacious closet that fit all my luggage with ease. Everything was clean and well-maintained, which made the stay even more enjoyable. Parking is on the street and not included, but there was plenty of space and could park right in front whenever I needed which was a huge plus. Would definitely stay here again!