Loft holiday rentals in Cook County

Walk to Oak Park from a Bright Madison Street Loft

Crowned "The best in neighborhood dining" according to a 2008 Chicago Tribune readers poll, the variety of Forest Park restaurants offer something for everyone. The unit is a charming two bedroom, two bath loft a stone’s throw from historic Oak Park and just three blocks from the CTA Blue Line making downtown Chicago a 20 minute train ride away. The condo includes additional amenities such as: - Elevator in building •Secure front and back entrances. •One assigned parking spot in the back of the building. •Full kitchen with stainless steel appliances (stove, dishwasher, refrigerator), cookware, and dinnerware. •Granite countertops. •Two full bathrooms. The master bathroom includes a Jacuzzi tub. •Two full bedrooms. Both have queen sized beds. •Smart TV with cable access and access to Netflix. •Central Air conditioning •Working fireplace •Balcony with a view of downtown Chicago's skyline •Washer and dryer in unit. Just to the east lies historic Oak Park, which offers an array of attractions such as: •Brookfield Zoo •Chicago Architecture Foundation •Ernest Hemmingway Museum and Birthplace •Frank Lloyd Wright Home and Studio •Frank Llyod Wright’s Unity Temple •Oak Park Conservatory After soaking up some attractions in Oak Park, Chicago is only a short twenty minute train ride away, and it offers such noteworthy experiences as: •Shedd Aquarium •Architecture River Cruise •Skydeck Chicago •Navy Pier •The Field Museum •John Hancock Observatory •Adler Planetarium •Art Institute of Chicago •The Museum of Science and Industry The loft and both doors to our building have key-less entry pads. We will email you your personal entry code along with check in instructions a couple days before your arrival. Each guest is given their own personal code. Codes are programmed the day of check in and deleted shortly after check out. We are as available as you need. Centrally positioned in the Madison Street shopping and dining district, the loft is conveniently surrounded by local eateries and pubs within minutes of downtown Chicago and the United Center, and just blocks from the CTA blue line. We are located half a mile from the L - Blue Line. We are the Forest Park Stop on the blue line. The blue line will take you into the city. It is about an 8 to 10 minute walk from the loft. An Uber/Lyft ride into the city ranges from $15 to $25 and takes around 15 to 20 minutes. We are one mile from the Metra train line (Union Pacific - West). The Metra dead ends into Union Station. There are a number of Metra lines that take you to surrounding suburbs. We are also one mile from the Green Line - Oak Park Stop. The Green Line is another line on the L. The third bed is a queen sleeper sofa. There is a strict no smoking policy in our building. You can not smoke on the balcony - it will result in a $500 fine. The neighborhood is vibrant in the summer and sound can travel into the unit.

Modern LOFT Ukrainian Village 2nd floor

Private, Bright 2nd floor Loft with Tall Ceilings with Lots of Light. Creative Decor with Artwork and Artifacts. Relaxing and Cozy. Tree Top View of the Garden. Everything you need for a Long or Short Time Stays. Stocked Kitchenette, Modern Bath, Laundry and Fast WI-FI . Perfect for 1 or 2 for work or play. The Street is Quiet, Conveniently Located just 1 block from Bustling Division Street in Wicker Park, Downtown, the Blueline to all Airports and 1 Mile from the New Salt Shed Music 🎵 Venue

1920s fully updated unique open artist loft space

True artist living loft space!!! One of a kind space in a safe area of the western suburbs close to the city and easy commute to shops stores. very close to trains buses and expressways. Private parking lot. No unit above or below. Quiet and private spacious updated wide open loft. Hardwood floors throughout forced heat and ac slated steel designer bathroom.. Double oven dishwasher electric cooktop sub zero fridge microwave and toaster oven. Ceiling fans two beds. Can sleep 6 for added cost

Huge Downtown Penthouse #4 | Park, Museums +gym

Feel at Home, Unwind, and Enjoy the amenities you deserve next to Grant Park! Most homes don’t provide professional service along with “local vibes.” Guests love staying with us because: ✅ It's Unique! ✅ High loft ceilings ✅ FAST WIFI ✅ Spacious layout ✅ Comfy beds ✅ Central Location ✅ Private Balcony! ✅ Close proximity to Grant Park, Soldier Field, Museums, and more! You are a short walk to Millennium/Grant Park, Skydeck, Shedd Aquarium, Adler Planetarium & many dining + shopping options!

Studio with View of Skyline in Heart of Pilsen

Explore Pilsen and the beautiful City of Chicago in this unique Loft Style Studio apartment with a view of the Willis Tower and in the Heart of Pilsen. Apartment features a Roku TV with Wifi, private entrance, open layout, closet, bathtub with handheld shower head. 1 queen bed and a sofa bed couch, no kitchen but does have a fridge. Unit is on the 4th floor, no elevator. No Private Parking, just street parking only . Located near major transportation, Divvy Bike Station across the street.

City Urban Loft in the Heart of Wicker Park!

Experience the lively Wicker Park neighborhood in this stylish 2-bedroom, 1-bath apartment on Milwaukee Ave. Perfect for those who love city energy, it's located in the heart of the area's best shopping, dining, and nightlife. Enjoy 12' high ceilings, exposed brick, and modern comforts like in-unit washer & dryer. Relax in the spacious king and queen beds while taking in a bird's eye view of the vibrant street below. Ideal for those who want to immerse themselves in Chicago's urban pulse!

Tea Studio in Wicker Park Spring Factory

There's no other place like it in Chicago. A converted 1900's warehouse in the heart of Wicker Park - Once a Prohibition-era distillery, then a spring factory, and finally reimagined as a one-of-a-kind designer loft. Features soaring 14-foot timber ceilings, exposed brick, and a level of finish that earned a national kitchen award and a feature in TimeOut's "Best in Chicago". The kitchen is massive. The bathrooms are luxurious. Plus, Chicago's best neighborhood is right outside the door.

Architect-Designed Logan Square Loft | 15’ Ceiling

Welcome to a thoughtfully designed, open-concept studio loft in Logan Square. This light-filled space is a short walk to Palmer Square Park and some of the city’s best coffee shops, restaurants, galleries, and neighborhood festivals. The loft is airy and comfortable, with a dramatic 15-foot floor-to-ceiling atrium, full-height windows, and a custom architectural light screen that filters daylight throughout. Easy access to public transportation makes getting around the city simple.

Lakeview Loft-Vintage Chicago, Modern Amenities

The Lakeview Loft is a freshly remodeled loft space with a vintage Chicago theme and modern amenities. Located in the Lakeview neighborhood, it is 1/2 mile to the Brown & Red Line el trains, less than a mile to Wrigley Field and 1.5 miles to the lakefront. The Lakeview Loft will provide guests a true Chicago experience while staying in a great Chicago neighborhood. We believe in giving back to our neighborhood as well so for each booking we donate $5 to a local children's charity.

Wicker Park Loft w/ Free Parking; Easy DWTN Access

Stay in a modern 3-bedroom, 2-bath Airbnb in Wicker Park, Chicago, located at the prime intersection of North Ave & Ashland. This updated unit features stylish finishes, spacious living areas, and free on-site parking, a rare find in the city. Just 10 minutes from downtown, you’re close to top attractions, dining, nightlife, shopping, public transit, and everything Wicker Park has to offer—perfect for families, groups, or business travelers. Free designated parking to top it off.

Luxe Vintage Loft | Retro Theatre ~ 10 min to DT

MSG US FOR A PROMO! Welcome to a Luxury Vintage Getaway ~10 min from downtown Chicago! ✔ Centrally Located ✔ Spacious & Stylish ✔ Sleeps 10-12 Guests ✔ Baby / Toddler Friendly LUXURY ✔ Private Suites w/ Keypads ✔ Towel Warmers, Slippers, Bath Robes ✔ Smart TVs in every room ✔ High Speed WiFi ✔ 3 Work Desks ✔ 3 Full Baths with toiletries provided FAMILY FUN ✔ 8 Seat Dining ✔ Retro Theatre Room w/ 110 movies ✔ Games, Books, & Vintage Toys ✔ Galaxy Room Theme Room

18th St Cozy and Unique 2BR Loft

Stay in our colorful and comfy Loft. Located in Pilsen, also known as ‘Heart of Chicago’. You are in walking distance to an array of restaurants from street food to fine dining. Enjoy a show at the historical Thalia hall theatre or a night at the piano bar downstairs. You’re only a five minute drive from Chinatown, Greektown and Little Italy; and ten minutes from Millenium Park. Absolutely NO SMOKING in the apartment and inside of the building‼️ Absolutely NO PARTIES‼️