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Apartment vacation rentals in West Loop

Find and book unique apartments on Airbnb

Top-rated apartment rentals in West Loop

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

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Top guest favorite
Apartment in Wicker Park
4.97 out of 5 average rating, 291 reviews

Stylish First Flr. Studio. Best Location Division+Hermitage.

Clean! Private! Studio located in the popular Ukrainian Village. This quiet unit is located in a charming 19th century pink brick Victorian cottage. It is a great retreat from work or play when visiting Chicago. This welcoming space features modern amenities, stylish decor with unique artwork, tall ceilings and an inviting color palette. Hermitage House Studio a perfect home away from home with in unit laundry, cable with On Demand and green filled backyard patio perfect for sipping your morning coffee or tea. Need 2nd space same building? Check out airbnb.com/h/chicago-hermitage-loft2 This private –very hip studio apartment - completely renovated and newly decorated is set up like a posh hotel suite with all the amenities of home!! Used for guests only this cozy and modern first floor apartment is set in an 1892 vintage brick cottage with a beautiful outdoor rear patio on a quiet tree lined street! This richly colored designer decorated space with all original artwork has comfort in mind. It has plenty of seating including a comfortable leather sofa, a cool desk area and raised bar. Hardwood floors throughout living space, 9’ ceilings, washer/ dryer, central air and heating, hotel like bathroom with soaking tub and an in unit stacking washer/dryer. Modern white kitchen has granite countertops, quartz sink, gas stove-oven, dishwasher, garbage disposal , microwave. The kitchen has many fun gadgets like French press coffee maker, electric tea pot and more. Everything is available for you to use. The high counter with barstools separates the kitchen from the living/sleeping space. The relaxing bedroom area accommodates 2 with a queen pillow top Serta mattress, great lighting, beautiful Mediterranean blue curtains and storage end tables filled with additional blankets. A full aero bed can accommodate a third person if needed. There is a custom closet system with great storage for personals, shoes and folded clothing. Perfect for a couple or an Airbnb business user! Flat screen TV with cable and movie channels Fast Wi-Fi This unit is located in the quiet first floor rear of this building. The first floor rear patio is yours to enjoy! The upper level deck is private. This unit features a digital locks. You will be able to pick your own code before check-in. I am readily available but will respect your privacy unless you need me. I live in the building (Sometimes out of town) but always accessible by phone or internet if anything is needed but the place is yours to enjoy! Located just steps off bustling Division Street this neighborhood has it all without the fuss of downtown. Within walking distance there are restaurants with cuisines from around the world as well as comfort food. Nightlife options including live music and sports venues. There is boutique shopping, art galleries, a local gym and even a mini Target. This cozy Studio is quick walk from the Division St. Blue-Line train that will get you downtown or to O'hare Airport in minutes. Just two blocks to the Division Blue line running from O’Hare and downtown at the intersection of Division/Ashland/Milwaukee This is a great walking neighborhood but it is easily accessible to many buses, cabs, trains and even the new shared Divvy bike station just a block from the studio. If you choose to drive there is zoned parking permits available- 1 per day. I will happily provide directions to attractions, neighborhoods, great food, groceries, coffee and nightlife

Guest favorite
A cozy living area is arranged with a sectional sofa featuring patterned cushions, facing a modern coffee table. A dining area, with a circular table and metallic chairs, is visible beyond an archway. A world map decorates the wall, adding interest to the space.
Apartment in West Town
4.88 out of 5 average rating, 279 reviews

Location! Parking, laundry-close to everything

2 bdrm/1ba that sleeps 6 (ideal for 4 or less) in fantastic location in River West/ Noble Square close to downtown. Tons of restaurants within walking distance. Plenty of street parking and right off the expressway. Premium channels and wifi. 2 queen size high quality memory foam mattresses w/ 1000 thread count sheets. FREE street parking and IN UNIT laundry. If this unit is booked please check my other listing located UPSTAIRS. I will match any price differences also. ***NOT CORPORATE OWNED***

Guest favorite
A sunlit bedroom features a Queen-sized bed with crisp white linens and a plush headboard. Large windows framed by patterned curtains provide a view, while hardwood floors add warmth to the space. A striped area rug complements the decor, creating a cozy atmosphere.
Apartment in West Loop
4.96 out of 5 average rating, 200 reviews

Great Location & Bright 2BR+2BA | Mapletree Suites

Welcome to Mapletree Suites! Our stylish, clean, and contemporary 2 bed+2 bath suites are located in a boutique building in Chicago’s booming West Loop neighborhood. Keyless entry, blazing fast WiFi, bright white linens, in-unit laundry, 10ft ceilings, balconies, Italian cafe, host on-site, plus much more! Steps from Target store, parks/athletic field, CTA, and close to United Center, world-class restaurants, loop/lakefront, Med District, UIC, corporate offices and highway network. Book today!

Guest favorite
An airy open living space features polished concrete floors and high wooden ceilings with exposed beams. Large windows illuminate the room, which includes a dining table with white chairs, a cozy seating area with green and neutral furnishings, and a decorative plant in the corner.
Apartment in Fulton Market
4.87 out of 5 average rating, 279 reviews

Chic Penthouse Corner 3BR Loft In Fulton Market |

Stunning 2,500 square foot brick-and-timber luxury penthouse with 15 foot ceilings located in the heart of the vibrant West Loop neighborhood. This designer 3 bedroom / 2 bath corner unit was just completely renovated and is ideal for groups looking for a luxurious city escape in the middle of Chicago's best dining and nightlife. Abundant natural light and views of the streetscape below make this a truly special space. The central location is ideal for everything you want to see in the city!

Guest favorite
A spacious bed with a dark wood frame is positioned against a teal wall, flanked by matching nightstands and elegant lamps. A round mirror above the bed reflects soft light, while a textured blanket rests at the foot. Rich curtains frame the windows, adding depth to the room.
Apartment in West Loop
4.95 out of 5 average rating, 118 reviews

Fulton House #1 - Studio Only (Nightly)

Unique & stylishly designed by Chicago's own Outline Interiors, this highly sought after location is for those that want to stay on a calm side street around the corner from city's best, award-winning restaurants and trendiest shopping. The fully-serviced studio has the business-travel amenities you want: ultra speed wifi, work station, top tier dining options within steps, Nespresso coffee maker, bottled water and more. Paid parking next door $20/day, subject to avail - inquire in advance.

Top guest favorite
A cozy living area features exposed brick walls and natural light streaming through large windows. A dark sectional sofa is paired with a low coffee table, while decorative wall hangings add texture. A wooden sideboard showcases minimal decor, enhancing the modern aesthetic.
Apartment in West Town
4.9 out of 5 average rating, 263 reviews

Spacious & New Modern-Chic Condo Close to Downtown

Kick back & relax in your home away from home in our modern & peaceful space in the heart of the West Town & Noble Square neighborhoods, close to downtown. Featuring incredible natural light, modern amenities & beautiful artwork, the house is impeccably clean and designed to ensure you have the best travel experience possible. Located near the popular Grand Avenue, you're only blocks away from bakeries, farm-to-table restaurants, independent coffee shops and local breweries.

Guest favorite
The kitchen area features a modern design with wooden cabinetry and a sleek countertop. Four black bar stools are positioned at a counter, which faces an abundance of natural light from a window. The kitchen is equipped with new appliances and organized shelves for easy access.
Apartment in West Town
4.97 out of 5 average rating, 438 reviews

Peaceful River West, free parking

This Apt can be rented separately or together with Comfy River West Apt. https://abnb.me/aoJ0F64vDY This one on the the 2nd floor and one directly above on the 3rd floor. Together they will sleep 8 guest. This beautiful 2BR, 1 BA has all new furniture, all new appliances, counter tops, vanity, mirrors. Free parking in a gated lot, Level 2 EV charging available for electric cars. Shared patio/gardens and grill. Fully stocked kitchen, private washer & dryer.

Top guest favorite
A three-story brick building is presented, featuring large windows and accent balconies adorned with plants. A stone pathway leads to the main entrance, while a small garden area is visible at the base, surrounded by a decorative black fence.
Apartment in Wicker Park
4.96 out of 5 average rating, 181 reviews

Hip Chicago Condo in fun shopping and dining area

Spacious 2 bedroom, 2 bath condo in ideal Wicker Park location-walk to everything including CTA/Blue Line, shops, restaurants & Division St. Night Life!! Highly upgraded with hardwood floors, granite countertops & breakfast bar, SS appls, luxurious marble baths, Jacuzzi tub & wood burning fireplace. This condo also features a large walk-in-closet, washer and dryer, private outdoor covered terrace. Free street parking. *Send PM for one night stays

Top guest favorite
An open-concept living area features a modern kitchen with white cabinetry and a breakfast bar. A dining table with four chairs is positioned nearby, while a cozy seating area with a sofa and armchair is framed by natural light from the windows.
Apartment in Wicker Park
4.93 out of 5 average rating, 250 reviews

Spacious & Clean Ukrainian Village 2 Bedroom!

This charming 2 bedroom/1 bath garden apartment is located in Ukrainian Village, a friendly neighborhood on Chicago's near West side! Steps to the restaurants and bars on bustling Division Street, our home is located on a quiet residential side street, so you will have the best of both worlds. Drive to downtown in just 10 - 15 minutes! For any type of traveler, our home is the perfect oasis. Don't miss out, book today!

Guest favorite
A modern rooftop deck is presented, featuring contemporary seating with vibrant orange cushions arranged around a firepit. Panoramic views of the Chicago skyline are visible, showcasing a mix of architectural styles under a clear blue sky.
Apartment in Downtown Chicago
4.92 out of 5 average rating, 171 reviews

Modern 3BR with Private Rooftop & Free Parking

A beautiful and modern 2450 sq feet apartment with a private rooftop deck, a rooftop firepit, an additional private patio and yard, brand new appliances, and bright spacious interior. Free private on-premise parking (1 garage spot and one driveway spot) in the heart of Chicago and a blocks walk to the L-transit system provides easy access to both downtown, the greater Chicago area, and both major airports.

Top guest favorite
An open kitchen and dining area features exposed brick walls and a large wooden dining table surrounded by black metal chairs. Bright light streams in from skylights above, highlighting the warm wood flooring and a woven pendant light hanging above the table.
Apartment in Fulton Market
4.99 out of 5 average rating, 269 reviews

Beautiful and spacious West Loop apartment.

This sunny & spacious 2bd / 2ba is the perfect getaway in the epicenter of the bustling Fulton Market neighborhood. Find Chicago’s most eclectic restaurant scene steps from your apartment. Explore the many coffee houses, shops, and galleries the West Loop has to offer. Downtown and Millennium Park are a short "El" ride away. Complimentary assorted coffee, fluffy towels and a beautiful deck await!

Guest favorite
Apartment in Magnificent Mile
4.97 out of 5 average rating, 192 reviews

Elegant Suite in Gold Coast

Steps away from the Magnificent Mile, and the high-end boutiques of Oak and Rush Street, this generous one-bedroom apartment is perfectly situated in the middle of the action for your Chicago adventure. ***Please note that from March until the end of May 2026, there will be construction on the upper floors of the building that may cause noise during the daytime hours***

Popular amenities for West Loop apartment rentals

When is the best time to visit West Loop?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$32,416 GYDG$35,344 GYDG$40,572 GYDG$45,591 GYDG$56,048 GYDG$63,577 GYDG$59,813 GYDG$51,029 GYDG$47,683 GYDG$47,055 GYDG$38,063 GYDG$34,926 GYD
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Quick stats about apartment rentals in West Loop

  • Total vacation rentals

    Explore 380 vacation rentals in West Loop

  • Nightly prices starting at

    West Loop vacation rentals start at G$6,274 GYD per night before taxes and fees

  • Verified guest reviews

    Over 10,310 verified reviews to help you choose

  • Family-friendly vacation rentals

    170 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 210 rentals that welcome pets

  • Vacation rentals with a pool

    190 properties feature pools

  • Rentals with dedicated workspaces

    160 properties have a dedicated workspace

  • Wi-Fi availability

    370 of West Loop vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across West Loop rentals

  • 4.8 Average rating

    West Loop stays are highly rated by guests—averaging 4.8 out of 5!

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