Loft vacation rentals in The Loop

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

CT's Art BNB in West Town's Gallery Row

Located in the heart of West Town, this loft-style apartment captures the essence of the Street Art scene in Chicago. Steps away from some of the city's most iconic murals, the interior of this apartment reflects the same vibe with an eclectic collection of original artwork from prolific street artists. This authentic Coach house was completely renovated in Jan 2018. The living room features an Interior Define sleeper sofa that opens up into a queen sized bed (**please request it when booking).

West Town Traveler's Lodge

Come and stay at my gorgeous 2 bedroom 1 bath condo! It's in a wonderful neighborhood, and in an ideal location for hopping around the city. It's a perfect place to re-energize between big city adventures -> just a 7-10 min walk to the Division St Blue Line Station (3 stops to The Loop). Hardwood floors, granite counter tops, high ceilings, a large back patio, some cool furniture, and exposed brick await in this charming West Town loft. Easy access to both airports via public transit is a plus!

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!

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.

Modern, Stylish West Town Loft with Pool Table

Spacious, open, and modern, my two bedroom loft is the perfect spot to welcome you to the Windy City. All the comforts of home are provided to you to ensure a comfortable stay. Downtown is just 10 minutes away, and there's plenty to do within walking distance as well! You'll love exploring the city from this centrally located base, coming back in the evening to shoot some pool and unwind, and resting up to do it all again the next day. Don't miss out on this gem, book today!

Lovely Garden Studio in Chicago

Kick back and relax in this calm, stylish space. Located in historic Bronzeville, our modern studio boasts open-plan living, stylish finishes and plenty of room to accommodate up to 3 guests. Our garden studio is located walking distance to the Green Line station, a 10 minute drive to downtown loop, 15-20 minutes away from Midway Airport, 5 minutes to Lake Michigan, and 5 minutes away from McCormick Place Convention Center, IIT, and Hyde Park/University of Chicago.

Entire Loft in Heart of Wicker Park with Parking

Entire floor in one of the coolest neighborhoods of Chicago. You will have access to whatever you desire right here, from it’s amazing abundance restaurants, shopping and cafes to walking the almost three mile walkway of the “606” and it’s rotating installations, observatory and relaxed vibe. At the end of your day you’ll love heading back to your wide open space with its retro inspired furnishings with just the right amount of modern amenities and comfort.

OHC Gorgeous Huge Studio Apt Steps to Blue Line

Welcome to OHC Studio! Part of the Open House Contemporary family of art gallery airbnbs, this huge 1000 sq ft studio apartment is the perfect place to call home base while you explore Chicago. Featured in Architectural Digest (Aug. 2018) and as one of Bobby Berk's (Queer Eye's designer extraordinaire) top 10 Airbnbs in Condé Nast Traveler (Sept. 2018).

Tea Studio in Wicker Park Spring Factory

Welcome to the Tea Studio where you'll create gourmet meals in an immaculate professional grade kitchen. Relax in a one-of-a-kind former spring factory with Chicago's trendiest neighborhood at your doorstep. Sip rare teas and indulge in the sophistication of this Asian-industrial loft. Detox after a long day in a stainless Japanese soaking tub.