
Loft holiday rentals in Chicago
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Top-rated loft rentals in Chicago
Guests agree: these loft rentals 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.

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

Unique Roscoe Village Penthouse Loft - Hidden Gem!
This unique & comfortable Penthouse Loft is located two floors above an acclaimed beautifully designed gourmet restaurant - wine bar in Chicago's charming Roscoe Village - one of the city's premier neighborhoods, just 1.5 miles from Wrigley Field, home of the 2016 World Champion Chicago Cubs! Live like a Chicago native with shops, boutiques, cafes & restaurants at your doorstep, along with nearby parks, river access (canoe & kayak rental available), plus easy access to public transportation.

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!

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.

Fulton Market Industrial Modern Designer Loft
1 of a kind industrial modern designer loft in the heart of Fulton Market. This Private, 2-Story loft is on Lake St between Morgan & Aberdeen directly between Google & McDonald's HQ. Steps to some of the Nation's Top Restaurants, Nightlife, Parks and Coffee Shops with train transit to and from O'Hare, Navy Pier, Mag Mile, Museum Campus, McCormick Place, etc. Rooftop deck w/ skyline views. Come enjoy a luxurious & peaceful escape in the heart of Chicago's most vibrant neighborhood.

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‼️

Uniquely Spacious Two-Story Loft in Wicker Park
Perfect for bonding with family and friends! This one-of-a kind Loft offers a spacious open concept by connecting the living room, dining area and kitchen into one large space. Tall windows overlook North ave., and the Blue-line train, making for a wonderful background view to daily living. The kitchen’s massive island, and top-of-the line appliances, are perfect for entertaining family and friends! The large bedrooms are unique to each other and have their own character.

Entire Spacious, Private Loft Apt Historic Beverly
The loft suite is all yours and best for 1 - 2 Entire private apartment with bathroom, kitchenette & separate entrance (locked doors) in a lovely historic Beverly. Kitchenette with cooktop, toaster, air fryer and microwave. We are onsite hosts as we live on the 1st two floors. Our place may not suitable for you if you have difficulty with stairs or lots of luggage (3rd floor) Free off street and on street parking

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).
Popular amenities for loft rentals in Chicago
Family-friendly loft rentals

18th St Cozy and Unique 2BR Loft

City Urban Loft in the Heart of Wicker Park!

SPACIOUS and VERY BRIGHT 2BDR LOFT near DOWNTOWN

Former Artist Studio

Walk to Oak Park from a Bright Madison Street Loft

1920s fully updated unique open artist loft space

OHC Gorgeous Huge Studio Apt Steps to Blue Line

Lakeview Loft-Vintage Chicago, Modern Amenities
Loft rentals with a washing machine and dryer

18th St Cozy and Unique 2BR Loft

City Urban Loft in the Heart of Wicker Park!

Former Artist Studio

Walk to Oak Park from a Bright Madison Street Loft

Beautiful Space in Evanston Chicago Bungalow

1920s fully updated unique open artist loft space

OHC Gorgeous Huge Studio Apt Steps to Blue Line

South Loop Luxury Lofts
Other loft holiday rentals

18th St Cozy and Unique 2BR Loft

City Urban Loft in the Heart of Wicker Park!

SPACIOUS and VERY BRIGHT 2BDR LOFT near DOWNTOWN

Former Artist Studio

Walk to Oak Park from a Bright Madison Street Loft

1920s fully updated unique open artist loft space

OHC Gorgeous Huge Studio Apt Steps to Blue Line

Lakeview Loft-Vintage Chicago, Modern Amenities
When is the best time to visit Chicago?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €110 | €109 | €136 | €112 | €138 | €153 | €147 | €172 | €141 | €142 | €132 | €123 |
| Avg. temp | -3°C | -1°C | 4°C | 10°C | 16°C | 22°C | 25°C | 24°C | 20°C | 13°C | 6°C | 0°C |
Quick stats about loft rentals in Chicago

Total holiday rentals
Explore 90 holiday rentals in Chicago

Nightly prices starting at
Chicago holiday rentals start at €26 per night before taxes and fees

Verified guest reviews
Over 12,010 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
90 of Chicago holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chicago rentals

4.8 Average rating
Chicago stays are highly rated by guests – averaging 4.8 out of 5!

Nearby attractions
Chicago’s top spots include Millennium Park, Wrigley Field and Lincoln Park
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- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Grant Park
- Navy Pier
- Soldier Field
- 875 North Michigan Avenue
- The Field Museum
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- Union Park
- University of Chicago
- Lincoln Park Zoo
- Chicago River Walk
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Washington Park Zoo
- Loyola University Chicago
- Indiana Dunes State Park
- Oak Street Beach
- Illinois Beach State Park
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