
Loft vacation rentals in West Side
Find and book unique loft accommodations on Airbnb
Top-rated loft accommodations in West Side
Guests agree: these loft accommodations are highly rated for location, cleanliness, and more.

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.

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).

Lincoln Park Light-Filled Loft
Experience this unique Lincoln Park loft where you’ll love the open concept space, the floor to ceiling windows & the conveniences of your own two level suite. A converted store-front, this space is perfect for a couples weekend in Chicago, that friends get-away, or a place to call home for your small family vacation. Walk the neighborhoods & parks, and wonder why you’re not staying longer. We call this our little gem of a find, and are excited to share it with you. We love it, so will you!

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

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!

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!

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.

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!

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‼️

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.

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
Popular amenities for West Side loft accommodations
Family-friendly loft accommodations

Lovely Garden Studio in Chicago

Former Artist Studio

West Town Traveler's Lodge

Walk to Oak Park from a Bright Madison Street Loft

Tea Studio in Wicker Park Spring Factory

1920s fully updated unique open artist loft space

OHC Gorgeous Huge Studio Apt Steps to Blue Line

Bright & Spacious Noble Square Loft
Loft rentals with a washer and dryer

Elevated, open-concept loft with industrial feel

City Urban Loft in the Heart of Wicker Park!

Vintage Downtown Penthouse, Safe #6 +gym&balcony

NEW River West Urban Oasis-Prime Location

Beautiful Space in Evanston Chicago Bungalow

South Loop Luxury Lofts

Spacious Downtown Penthouse | vintage, balcony&gym

Fulton Market Industrial Modern Designer Loft
Other loft vacation rentals

Lovely Garden Studio in Chicago

Luxury Fulton Market Penthouse Amazing City Views

Former Artist Studio

Walk to Oak Park from a Bright Madison Street Loft

Tea Studio in Wicker Park Spring Factory

1920s fully updated unique open artist loft space

OHC Gorgeous Huge Studio Apt Steps to Blue Line

Bright & Spacious Noble Square Loft
Destinations to explore
- Chicago Vacation rentals
- Platteville Vacation rentals
- Indianapolis Vacation rentals
- Downtown Chicago Vacation rentals
- Louisville Vacation rentals
- Columbus Vacation rentals
- Detroit Vacation rentals
- Southern Indiana Vacation rentals
- St. Louis Vacation rentals
- Cincinnati Vacation rentals
- Wisconsin River Vacation rentals
- Milwaukee Vacation rentals
- Family-friendly rentals West Side
- Serviced apartment rentals West Side
- Waterfront rentals West Side
- Rentals with a balcony West Side
- Rentals with beach access West Side
- Apartment rentals West Side
- Rentals with a firepit West Side
- Pet-friendly rentals West Side
- Smoking-friendly rentals West Side
- Rentals with a hot tub West Side
- Townhouse rentals West Side
- Fitness-friendly rentals West Side
- Rentals with a home theater West Side
- Rentals with a washer and dryer West Side
- Rentals with breakfast West Side
- House rentals West Side
- Private suite rentals West Side
- Hotel rooms West Side
- Rentals with an EV charger West Side
- Rentals with a sauna West Side
- Condo rentals West Side
- Rentals with a patio West Side
- Rentals with outdoor seating West Side
- Bed and breakfasts West Side
- Guesthouse rentals West Side
- Rentals with an accessible height bed West Side
- Rentals with lake access West Side
- Rentals with a fireplace West Side
- Rentals with pools West Side
- Loft rentals Chicago
- Loft rentals Cook County
- Loft rentals Illinois
- Loft rentals United States
- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Grant Park
- Navy Pier
- Soldier Field
- 875 North Michigan Avenue
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- The Field Museum
- Guaranteed Rate Field
- Union Park
- Lincoln Park Zoo
- Wilmot Mountain Ski Resort
- Chicago River Walk
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Washington Park Zoo
- Indiana Dunes State Park
- Oak Street Beach
- Museum of Science and Industry
- Illinois Beach State Park
- Things to do West Side
- Food and drink West Side
- Art and culture West Side
- Nature and outdoors West Side
- Tours West Side
- Things to do Chicago
- Art and culture Chicago
- Nature and outdoors Chicago
- Food and drink Chicago
- Sports activities Chicago
- Tours Chicago
- Sightseeing Chicago
- Things to do Cook County
- Sports activities Cook County
- Tours Cook County
- Food and drink Cook County
- Sightseeing Cook County
- Nature and outdoors Cook County
- Art and culture Cook County
- Things to do Illinois
- Sports activities Illinois
- Sightseeing Illinois
- Art and culture Illinois
- Food and drink Illinois
- Nature and outdoors Illinois
- Tours Illinois
- Things to do United States
- Sightseeing United States
- Nature and outdoors United States
- Food and drink United States
- Tours United States
- Art and culture United States
- Sports activities United States
- Wellness United States
- Entertainment United States





