Loft holiday rentals in The Loop

Find and book unique loft rentals on Airbnb

Top-rated loft rentals in The Loop

Guests agree: these loft rentals are highly rated for location, cleanliness and more.

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Top guest favourite
Loft in Wicker Park
4.95 out of 5 average rating, 149 reviews

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

Guest favourite
A vibrant mural adorns the side of a multi-story building, featuring colorful animal faces and abstract designs. The mural creates a striking contrast against the subdued storefronts below, while a nearby boutique displays clothing and accessories in its window, contributing to the lively atmosphere of the street.
Loft in West Town
4.95 out of 5 average rating, 144 reviews

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).

Superhost
Two large windows are framed with white trim, allowing natural light to fill the space. The exposed brick wall provides a rustic backdrop, while greenery is visible outside, creating a connection with the outdoors. A small keyboard rests on the floor beneath the windows.
Loft in Wicker Park
4.86 out of 5 average rating, 669 reviews

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!

Guest favourite
A spacious artist loft features a living area with hardwood floors and large windows allowing natural light. A leather sofa is positioned in the center, with stylish chairs nearby. The open kitchen is visible in the background, along with a modern dining space under soft lighting.
Loft in Brookfield
4.91 out of 5 average rating, 155 reviews

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

Guest favourite
A modern living room features large windows offering expansive city views. A blue sectional sofa and a vibrant red chair are arranged around a round black coffee table. A decorative area rug and a wall-mounted TV complete the inviting space.
Loft in Fulton Market
4.87 out of 5 average rating, 138 reviews

Luxury Fulton Market Penthouse Amazing City Views

NEW PENTHOUSE LOFT IN FULTON MARKET! Enjoy your own private luxury loft in Chicago's bustling Fulton Market-the city's center of main nightlife, restaurants and cultural scene. This 3,500 square foot penthouse features 12 foot open lofted ceilings, a personal home gym w/ Peleton+, free onsite garage parking, 4 bedrooms/4.5 bathrooms, and is perfect for families traveling to Chicago, professionals visiting the city on work trips, and everything in between. The cityscape views are unbeatable!

Guest favourite
Loft in Printer's Row
4.79 out of 5 average rating, 265 reviews

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!

Top guest favourite
A contemporary loft bedroom features a spacious bed with a light grey quilt. Exposed brick walls complement framed vintage Chicago artwork. Soft lighting is provided by string lights near the window. A green plant adds a touch of nature, while dark wood accents create warmth.
Loft in Lake View
4.96 out of 5 average rating, 563 reviews

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.

Superhost
An open living space is featured, showcasing a pool table at the center. A staircase spirals to the upper level, while a dining area and modern kitchen are visible in the background. Natural light fills the area, enhancing the spacious atmosphere.
Loft in West Town
4.82 out of 5 average rating, 132 reviews

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!

Top guest favourite
An open-concept living space is highlighted by high ceilings and large windows, allowing natural light to flood the area. A stylish kitchen features modern appliances, while the living area includes a comfortable sofa and accent chairs. A dining table and greenery add warmth to the atmosphere.
Loft in Wicker Park
4.97 out of 5 average rating, 103 reviews

Loft8 - Unique Design in Prime Location

Welcome to your dream Chicago getaway! This stylish, two-story loft is perfectly located in Wicker Park. One of the city’s most vibrant and iconic neighborhoods. Whether you're here to explore buzzing restaurants, indie shops, or nightlife just steps away, or you’re kicking back in a beautifully designed space, this is the kind of stay that makes you never want to leave. ✨ Superhost hospitality 🛏️ Designed for comfort 📍 Walk to everything 💫 5-star guest-approved

Guest favourite
A spacious living area features a modern sectional sofa accented with colorful pillows. A round coffee table sits on a patterned rug, while exposed brick walls and high ceilings enhance the industrial charm. Large windows provide ample natural light, showcasing the vibrant neighborhood outside.
Loft in Wicker Park
4.91 out of 5 average rating, 167 reviews

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.

Guest favourite
A spacious studio apartment is showcased, featuring light-colored walls and hardwood flooring. Two ceiling fans provide airflow, while a comfortable bed is positioned adjacent to a cozy leather couch. A wooden dining table accommodates several chairs, and framed artwork adorns the walls.
Loft in River West
4.9 out of 5 average rating, 381 reviews

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).

Top guest favourite
A modern kitchen features a large stainless steel island with seating for three. Black cabinetry offers ample storage space, complemented by open shelves displaying various kitchen items. Pendant lights hang above, illuminating a stylish workspace adorned with greenery, while industrial elements add character.
Loft in Wicker Park
4.96 out of 5 average rating, 289 reviews

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.

Popular amenities for loft rentals in The Loop

Quick stats about loft rentals in The Loop

  • Total holiday rentals

    Explore 10 holiday rentals in The Loop

  • Nightly prices starting at

    The Loop holiday rentals start at $116 SGD per night before taxes and fees

  • Verified guest reviews

    Over 990 verified reviews to help you choose

  • Wifi availability

    10 of The Loop holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across The Loop rentals

  • 4.7 Average rating

    The Loop stays receive an average rating of 4.7 out of 5 from guests

  • Nearby attractions

    The Loop’s top spots include Millennium Park, Shedd Aquarium and Willis Tower

Destinations to explore

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