Loft holiday rentals in West Side

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Top-rated loft rentals in West Side

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

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Top guest favourite
Loft in Forest Park
4.96 out of 5 average rating, 536 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.

Top guest favourite
Loft in Chicago
4.96 out of 5 average rating, 156 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

Superhost
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
4.87 out of 5 average rating, 165 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 private patio is featured, presenting a small bistro table with four chairs on a wooden deck. Large glass doors provide a view into the cozy interior space. The evening sky casts a warm glow, enhancing the inviting ambiance of the outdoor area.
Loft in Chicago
4.79 out of 5 average rating, 271 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
The exterior of a three-story brick building is depicted, featuring ornate architectural details. A prominent bay window showcases large glass panes framed by white detailing, allowing natural light to illuminate the interior. Bright blue skies provide a contrasting backdrop to the structure.
Loft in Chicago
4.98 out of 5 average rating, 58 reviews

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!

Guest favourite
The modern building is illuminated by soft lighting against a deep blue evening sky. Its clean lines and large windows create a striking façade that showcases the surrounding greenery and urban environment.
Loft in Chicago
4.89 out of 5 average rating, 414 reviews

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.

Top guest favourite
A modern kitchen area features a stainless steel sink with a dish scrubber resting in it. Behind, wood and brick walls complement contemporary kitchen tools, while a microwave and kettle complete the space. Natural light filters through small glass block windows, enhancing the functional design.
Loft in Chicago
4.96 out of 5 average rating, 577 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.

A rooftop deck offers sweeping views of the Chicago skyline, showcasing a blend of modern skyscrapers and construction sites. Comfortable outdoor seating is provided, along with a plush rug, creating a welcoming space for relaxation and enjoyment of the surroundings.
Loft in Chicago
4.69 out of 5 average rating, 138 reviews

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.

Superhost
An open-concept living area showcases a modern design with high ceilings and large windows. A comfortable gray sofa is positioned near a wooden coffee table, while a sleek kitchen area features dark cabinetry and stainless steel appliances. A dining table is visible in the background.
Loft in Chicago
4.81 out of 5 average rating, 139 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!

Superhost
A historic building features a distinctive tower and ornate stonework, showcasing architectural details. Iron fire escapes are visible on the sides, with large windows allowing natural light to flood the interior. The street in front is lined with parked cars and bicycle lanes.
Loft in Chicago
4.88 out of 5 average rating, 84 reviews

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‼️

An open kitchen area features a large central island with seating for four. Warm wooden cabinets and modern appliances are highlighted by soft lighting. A staircase is visible in the background, leading to an upper level, creating an inviting and spacious atmosphere.
Loft in Chicago
4.81 out of 5 average rating, 54 reviews

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.

Guest favourite
A large mural of the word 'BEVERLY' is prominently displayed on a brick wall, showcasing intricate detailing and a vintage design that reflects the area's character. The surrounding building features a combination of red and cream-colored bricks, set against a clear blue sky.
Loft in Chicago
4.94 out of 5 average rating, 176 reviews

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

Popular amenities for loft rentals in West Side

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