Loft vacation rentals in North Side

Find and book unique loft accommodations on Airbnb

Top-rated loft accommodations in North Side

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

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Guest favourite

Loft in Forest Park

4.96 out of 5 average rating, 463 reviews

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.

Dec. 9 – 16

$207 CAD per night

Guest favourite

Loft in Pilsen Historic District

4.91 out of 5 average rating, 305 reviews

Pilsen Modernist, Creative, Lightfilled Loft

Take morning drinks through the sunshine-yellow room to the back porch, or watch light dance on translucent walls and glossy black and white hardwood floors. Eclectic design includes a mix of new and vintage furniture, and a collection of art and design books for guests to enjoy. This unit is owned by an artist couple who split their time between Tucson, AZ and Chicago. This is their personal unit when they're in Chicago. Come stay here to get away, be comfortable, relax, and be inspired.

Oct. 14 – 21

$319 CAD per night

Guest favourite

Loft in Lake View

4.96 out of 5 average rating, 418 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.

Nov. 2 – 9

$267 CAD per night

Guest favourite

Loft in Beverly

4.94 out of 5 average rating, 158 reviews

Entire Spacious, Private Loft Apt Historic Beverly

You have the loft suite to yourself. Best for 1 - 2 people Access through the front door & complete privacy with a bathroom and separate entrance (locked door). in a victorian farmhouse in lovely, tree-lined historic Beverly. Cozy and safe and well stocked with beverages & snacks. We are onsite hosts as we live on the 1st two floors of the house. NOT SUITABLE for those who have difficulty with stairs (3rd floor) Queen bed and twin daybed available Free street parking

Jul. 3 – 10

$183 CAD per night

Superhost

Loft in Pilsen Historic District

4.64 out of 5 average rating, 99 reviews

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 Heat of Pilsen. Apartment features a Roku TV with Wifi, private entrance, open layout, closet, bathtub, please note, NO SHOWER. 1 queen bed and a sofa bed couch, no kitchen but does have a fridge. No Private Parking, just street parking . Located near major transportation, Divvy Bike Station across the street, 10 minutes from Downtown Chicago.

Sep. 29 – Oct. 6

$156 CAD per night

Superhost

Loft in Logan Square

4.79 out of 5 average rating, 204 reviews

Quirky Bucktown Loft w/ Parking NO PARTIES

Located on a peaceful treelined street in energetic, fashionable Bucktown with upscale amenities at your fingertips. This unique penthouse/loft apartment has its share of quirks that come with being a 125-year-old building yet its unique vintage comfort, eclectic furnishings and modern necessities come together to make your time in the city relaxing and unforgettable. This is a legally licensed Chicago vacation rental R22000079930

Jul. 6 – 13

$430 CAD per night

Superhost

Loft in Chicago

4.76 out of 5 average rating, 180 reviews

DOWNTOWN PENTHOUSE #5 | Vintage (+gym & balcony)

Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Guests love our home because: -It's Unique! -High loft ceilings -FAST WIFI -Spacious layout -Comfy beds -Central Location -Big Balcony! -Close proximity to Grant Park, Soldier Field, Museums, and more! If you're interested in booking, please see our FAQs below. We look forward to having you!

Jun. 26 – Jul. 3

$762 CAD per night

Superhost

Loft in Chicago

4.9 out of 5 average rating, 316 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).

Mar. 19 – 26

$313 CAD per night

Superhost

Loft in Wicker Park

4.78 out of 5 average rating, 483 reviews

Wicker Park Loft - Walk To Everything!

Walk to Bucktown & Wicker Park bars, restaurants & shopping from this large apartment in working artists' building. 10 minute WALK to CTA Blue line TRAIN. FREE STREET PARKING. Premium mattresses and all essentials provided. Resident artists work on the first floor of this historic former telephone repair and switching station. Very laid back vibe.

Nov. 3 – 10

$194 CAD per night

Guest favourite

Loft in Chicago

4.96 out of 5 average rating, 213 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.

Sep. 13 – 20

$512 CAD per night

Superhost

Loft in West Town

4.88 out of 5 average rating, 252 reviews

Bright & Spacious Noble Square Loft

Bright and spacious top floor loft in Chicago's Noble Square neighborhood. Walk to food, drink, fun and shopping. Easy access to ZipCars and public transportation (bus, train, and METRA). Quick trip to Michigan Ave, Lakefront and Navy Pier. A quick 5 minute ride to nightlife in the Wicker Park / Bucktown neighborhood.

May 20 – 27

$414 CAD per night

Guest favourite

Loft in Logan Square

4.98 out of 5 average rating, 148 reviews

Former Artist Studio

A modern take on a vintage space! Encompassing over 1200 square feet on 2 floors, this former artist studio has been lovingly recreated as an eclectic 2 bedroom duplex down, from the original 100+ year old tin ceiling, to the century old bedroom door re-purposed as a desk.

Dec. 28 – Jan. 4

$318 CAD per night