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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.

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

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.

Chicago Home (1st floor) by Midway near Downtown

Hello, Welcome in 1st floor apt, where 3 rooms are available with newly remodelled kitchen, bathroom and livingroom. LOCATION, convenient location, walking distance to grocery store and few restaurants near by, also walking distance to public transportation bus 62 and 62 H. 5 min driving to Midway airport and 15 min driving to downtown Chicago. Easy access to public transportation to get to Chicago downtown. In addition to convenient location, apt offers access to yard and free parking

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.

The Architectural Haven

Welcome to The Architectural Haven! Enjoy comfort and luxury in our modern Berwyn bungalow, a serene escape only 15 minutes from downtown Chicago. Nestled in a charming neighborhood, this secluded retreat offers the perfect place to relax and recharge. Our thoughtfully designed space is fully equipped with premium amenities and unique architectural touches. Every room invites you to feel at home, ensuring a memorable stay you’ll want to revisit We look forward to hosting you!

Paradise in the Park

Welcome to our home. Enjoy the park connected to our backyard, featuring new playgrounds, soccer fields, and a walking trail. Our well-appointed kitchen is ideal for preparing meals together. The living areas provide plenty of space for bonding, and our extra comfy beds will ensure your maximum relaxation. We are located 20 minutes from the heart of Chicago, and about 10 minutes from Midway Airport, several hospitals, and the famous Brookfield Zoo. We can't wait to host you!

Modern Basement Retreat

Welcome to your perfect Chicago home base! This beautifully designed private basement suite offers a stylish, peaceful escape with all the comforts of home—just a 30 minute drive from both Downtown Chicago and O'Hare Airport. Ideal for solo travelers, couples, or anyone visiting the Windy City, this spot blends comfort, convenience, and charm. Unit is Pet-friendly! (Bring your furry companion!) *Please note the Airbnb will no longer be available after December 2025*

2BR Chicago Escape | 20 min DT, Parking, Laundry

Welcome to our stylish 2 bedroom condo - thoughtfully designed to provide an authentic Windy City experience! Located just 20 mins from downtown Chicago and 15 mins from Midway Airport. Perfectly suited for business travelers or a group trip: two queen beds, fully-stocked kitchen, Keurig coffee maker, a dedicated workdesk, and several board games for your enjoyment. Attached laundry facilities and free parking. Book now for an authentic urban experience!

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.

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