Apartment holiday rentals in West Loop

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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 favourite
A light-filled living area features a gray sectional sofa adorned with blue and yellow cushions. Two large windows provide perspectives of the outdoors. A world map hangs on the wall, complemented by a small coffee table and a patterned area rug, contributing to a cozy setting.
Apartment in Lincoln Park
5 out of 5 average rating, 310 reviews

Explore Lincoln Park from a Polished Apartment

This apartment is a large studio in the heart of Lincoln Park! New construction and all furnishings & appliances are brand new. It is perfect for a couple...but can also sleep 3-4 for a girls trip or a family with small children. You enter with your personal keypad code which we give you a few days prior to your stay. And we are always available by text or email should you have any questions about the apartment. Set in Lincoln Park, this apartment is steps away from shopping along Armitage and Halsted Avenue. There’s grocery stores, restaurants, and cafes nearby, plus red and brown line train stations that access Downtown and other parts of the city. Street parking is relatively easy around the apartment and we offer free residential parking stickers in the apartment on the desk. We also offer a clean garage space (with free EV hook up, should you need it) for $20/night.

Top Guest favourite
A cozy living area features a brown leather sofa, light green armchairs, and a round wooden coffee table. A wall-mounted television is positioned above an area rug. Natural light filters through large windows dressed in sheer white shades, creating a bright ambiance.
Apartment in West Town
4.98 out of 5 average rating, 107 reviews

West Town 1-Bedroom Full Remodel

Located in the heart of West Town, this 1-bedroom, 1-bath comes equipped with a queen sofa bed and comfortably sleeps 4, plus an in-unit washer/dryer for your convenience. Remodeled in 2023, this stunning unit with 9ft ceilings in a Victorian building is footsteps away from all the amazing bars and restaurants Chicago Ave has to offer. Known for its array of multicultural cuisines, this strip offers everything from Korean fine dining to New Mexican brunch, and is near Chicago’s best attractions!

Top Guest favourite
The kitchen features modern, streamlined cabinetry and a stainless steel refrigerator. A small dining table with three black stools offers a casual dining space. The kitchen’s layout includes a stove, microwave, and sink, with counter space for meal preparation.
Apartment in West Town
4.98 out of 5 average rating, 148 reviews

Cozy Studio in Perfect Location

Recently remodeled English garden studio apartment in the perfect location! Exposed brick with skylights added to this lower level apartment in a great neighborhood! Steps away from the CTA Blue Line train in an area featuring great cafes, bars and restaurants! The apartment was recently renovated and the bed is a Bob-O-Pedic memory foam mattress. If you're coming to Chicago for concerts, sporting events, restaurants, museums or other cultural activities, this location is ideal and pretty chill!

Guest favourite
A comfortable living area is adorned with a gray sectional sofa featuring decorative pillows. A coffee table with a metallic frame sits on a plush area rug. Large windows allow natural light to fill the space, offering views of the surrounding greenery.
Apartment in West Town
4.89 out of 5 average rating, 238 reviews

Location! Noble Square top floor, parking, laundry

BEST neighborhood in Chicago. The 1st real neighborhood west of all the high-rises, close to restaurants, shops and blue line. Unit is on the 2nd floor of a 2 unit building. The first floor is also used as an Airbnb. High quality memory foam mattress, 1000tc sheets and duvets, IN UNIT laundry, kuerig coffeemaker, microwave, stove, fridge and stocked kitchen. CENTRAL AIR CONDITIONING. Sleeps up to 7 people but really a perfect size for 5. Plenty of FREE street parking too! *NOT CORPORATE OWNED

Top Guest favourite
A bright living area features a spacious sectional sofa, accent chairs, and a round coffee table. Large windows allow natural light to fill the space. A colorful wall art piece adds a vibrant touch, while decorative plants enhance the inviting atmosphere.
Apartment in West Loop
4.93 out of 5 average rating, 128 reviews

Clean & Best Location 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 favourite
A modern living room features a gray sofa adorned with plush pillows, accompanied by stylish accent chairs. A coffee table sits centrally on a textured rug, while a large window bathes the space in natural light, showcasing decorative plants and contemporary wall art.
Apartment in Ukrainian Village
4.92 out of 5 average rating, 421 reviews

Bright, Modern Apartment in a Vintage Greystone

Enjoy morning coffee by the sunny bay window in this vintage apartment with classic modern style. The apartment features vintage charm with modern amenities, queen memory foam bed in bedroom and queen sofa bed in living room. Parking is available in the back lot for an additional $25 per night. For reservations over three weeks, we require a cleaning every 2 weeks at a cost of $60 per cleaning. Apartment is located on the 3rd floor of a three story building and you will need to climb stairs.

Guest favourite
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, 125 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.

Superhost
A modern living space features a combination of comfortable seating arrangements, including a sleek sofa and various chairs. Bright natural light floods the area, highlighting a stylish dining table and a mounted television. Contemporary art and decorative elements add to the inviting ambiance.
Apartment in Chicago
4.8 out of 5 average rating, 364 reviews

Modern River West 2 Bed 2 Bath-Steps to Blue Line

Enjoy Urban Living in my 2 bed 2 bath River West apartment. Located in a beautiful and secure new building, relax in a tranquil modern space with all of the conveniences of home. You'll be steps from the Grand blue line station and a quick walk to award-winning restaurants in trendy Fulton Market and Randolph Street. Downtown Chicago is just a short drive or train ride away. You won't run out of accessible Chicago charm here - and the proximity to the Loop really can't be beat. Book today!

Guest favourite
An open living space is highlighted by polished concrete floors and an exposed timber ceiling. Large windows allow ample natural light to fill the room. A comfortable blue sofa is positioned alongside mid-century modern chairs and a dining table, creating an inviting area for relaxation and socializing.
Apartment in West Loop
4.76 out of 5 average rating, 218 reviews

Spectacular Corner 3BR Loft In Fulton Market | Fea

Stunning 2,500 square foot brick-and-timber luxury loft with 15 foot ceilings located in the heart of the vibrant West Loop neighborhood. This designer 3 bedroom / 2 bath corner unit was just fully 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 favourite
The living area showcases a mix of modern and industrial design, featuring a plush gray sofa, a coffee table, and a flat-screen TV. Large windows allow ample natural light to illuminate the space, while a dining table with four chairs is positioned nearby against the wall.
Apartment in Near North Side
4.84 out of 5 average rating, 104 reviews

River North | Rooftop With In & Out Parking | 3

Enjoy a stylish experience at this centrally-located place! ✨🏙️ Stunning 1,000 sq. ft. modern 2-bedroom, 2-bathroom unit—perfect for corporate travelers & families looking for a stylish escape in downtown Chicago. 🔥 Rooftop Patio w/ BBQ 🚗 Free In/Out Parking (5-min walk to garage) 🏠 2 Bedroom | 2 Bathroom 🛏️ 2 Queen Beds & Sleeper Sofa (Sofa Bed - Sleeps 1) 🛌 2 Inflatable Airbeds 👶 Portable Crib (For Mini Travel Companion) 🎬 Netflix, Hulu, Disney+, & Prime Included

Guest favourite
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 Chicago
4.97 out of 5 average rating, 445 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.

Guest favourite
A spacious living area features a light-colored sectional sofa facing a mounted TV above a decorative fireplace. The open-plan design connects to a modern kitchen with bar seating. Natural light enters through large windows adorned with light curtains, creating a relaxed atmosphere.
Apartment in West Loop
4.92 out of 5 average rating, 149 reviews

Spacious Downtown 3BR with Free Parking

A beautiful, modern, three bedroom two bath apartment located in the heart of Fulton Market in downtown Chicago. You'll have the whole space to yourself with easy access to some of the best restaurants in the city, a free parking space on premise, and nearby access to public transportation to quickly get around the city. The interior is recently renovated with new furnishings, and provides a beautiful space to relax and recharge between outings.

Popular amenities for West Loop apartment rentals

When is the best time to visit West Loop?

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Quick stats about apartment rentals in West Loop

  • Total holiday rentals

    Explore 360 holiday rentals in West Loop

  • Nightly prices starting at

    West Loop holiday rentals start at $55 AUD per night before taxes and fees

  • Verified guest reviews

    Over 10,980 verified reviews to help you choose

  • Family-friendly holiday rentals

    150 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 200 rentals that welcome pets

  • Holiday rentals with a pool

    190 properties feature pools

  • Rentals with dedicated workspaces

    180 properties have a dedicated workspace

  • Wi-Fi availability

    350 of West Loop holiday 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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