Holiday houses in West Loop

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in West Loop

  • Total holiday rentals

    Explore 540 holiday rentals in West Loop

  • Nightly prices starting at

    West Loop holiday rentals start at $56 AUD per night before taxes and fees

  • Verified guest reviews

    Over 21,080 verified reviews to help you choose

  • Family-friendly holiday rentals

    230 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 300 rentals that welcome pets

  • Holiday rentals with a pool

    290 properties feature pools

  • Rentals with dedicated workspaces

    320 properties have a dedicated workspace

  • Wi-Fi availability

    540 of West Loop holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across West Loop rentals

  • 4.8 Average rating

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

Top-rated holiday rentals in West Loop

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

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Top Guest favourite
An outdoor terrace features comfortable lounge seating and a grill. A panoramic view of the Chicago skyline is visible, showcasing various architectural styles and buildings under a clear blue sky.
Townhouse in West Loop
4.99 out of 5 average rating, 287 reviews

Fulton Market Townhome, 4 Levels & 4 Bedrooms

Stay in a spacious 4-story townhouse in Chicago's vibrant West Loop/Fulton Market, just steps from Restaurant Row, award-winning restaurants, nightlife, coffee shops, parks, and grocery stores. Enjoy the excitement of the neighborhood while staying on a quiet, treelined street for a peaceful night's sleep.Features include a private rooftop terrace with skyline views, an attached garage (1 regular vehicle fits), and easy access to public transit for O'Hare, downtown, Navy Pier, Mag Mile and more.

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
4.94 out of 5 average rating, 150 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!

Superhost
Apartment in West Town
New place to stay

Luxury Penthouse Collection PH3 - Fulton Market

BRAND NEW PENTHOUSE IN FULTON MARKET! Enjoy your new private penthouse in one of Chicago's newest and most luxurious buildings in bustling Fulton Market-the city's center of main nightlife and restaurants. This high-end apartment features onsite management, building gym, common rooftop with amazing city views, 1 bedroom/1 bathroom, and is perfect for families traveling to Chicago, professionals visiting the city on work trips, and everything in between. The cityscape views are unbeatable!

Top Guest favourite
Apartment in West Loop
4.95 out of 5 average rating, 116 reviews

Fulton House #1 (2bd/ 1ba)

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 apartment has the business-travel amenities you want: ultra speed wifi, work stations, top tier dining options within steps of the front door, Nespresso coffee, bottled water, washer/dryer. First-come parking next door: $20/nt or $200/mo.

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 West Town
4.97 out of 5 average rating, 458 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.

Superhost
A modern studio apartment is featuring a spacious bed with white linens, positioned next to a cozy gray sofa. A flat-screen television is mounted on the wall, with framed artwork adding subtle décor. Light wood cabinetry complements the neutral color scheme.
Apartment in West Loop
4.76 out of 5 average rating, 67 reviews

Level Studio | Fulton Market

Our Level Suite, approximately 500 sqft, features an open concept studio layout with fully equipped kitchen with gas cooktop, comfortable living area, king or queen bed, storage closet, and private balcony. Many of the suites also feature designated workspaces and sofa beds. Designed for comfort and convenience, all suites boast in-suite laundry, premium appliances, smart TV with access to your favorite streaming apps, complimentary Wi-Fi and local calling.

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, 165 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.

Guest favourite
An ivy-covered brick facade presents a charming entrance. A black door with decorative window details is centered, flanked by a small garden featuring well-maintained greenery. A gravel pathway leads to the entrance, showcasing the unique character of the historic coach house.
Home in West Loop
4.87 out of 5 average rating, 503 reviews

Pro Cleaned & Isolated West Loop Coach House

Mimi & Paul's historic ivy-covered two-level coach house has a private entrance and an airy queen bedroom. The renovated kitchen is outfitted with European-sized appliances, though you'll probably have no time to cook since you're surrounded by the best restaurants Chicago has to offer. All of the essentials are provided to make your stay easy and products, soaps, shampoo/conditioner/body wash, towels, linens and even coffee/tea!

Superhost
Apartment in West Loop
4.83 out of 5 average rating, 175 reviews

LIVN West Loop Chicago Queen Studio Apartment

Experience modern city living at LIVN West Loop Chicago, a stylish loft-style apartment studio at 555 W Jackson Blvd in one of the city’s most connected neighborhoods. This newly renovated studio features a full kitchen, in-unit washer and dryer, and clean, modern interiors. Walk to Union Station and Willis Tower. You are minutes from top dining, offices, and transit, ideal for business trips, weekend stays, or longer visits.

Top Guest favourite
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 West Loop
4.99 out of 5 average rating, 293 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!

Top Guest favourite
A cozy lounge area features a modern orange sofa complemented by two green armchairs. A round wooden coffee table sits at the center. Large windows allow natural light to fill the room, while greenery is present in a woven basket, adding a touch of nature.
Apartment in West Loop
4.98 out of 5 average rating, 41 reviews

Gym, Garage Parking, Balcony, Sleeps 4

Experience the best of city living in this modern 2-bedroom, 2-bath condo just minutes from downtown Chicago. Stylish, spacious, and comfortable, it’s the perfect spot for families, friends, or business travelers looking for a relaxing stay close to the action. Amenities - 1 FREE Garage Parking - FREE Gym Access - Balcony looking out to the lively Madison Street - Elevator Building

Guest favourite
A spacious studio apartment is showcased, featuring light-colored walls and hardwood flooring. Two ceiling fans provide airflow, while a comfortable bed is positioned adjacent to a cozy leather couch. A wooden dining table accommodates several chairs, and framed artwork adorns the walls.
Loft in West Town
4.89 out of 5 average rating, 407 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).

Popular amenities for West Loop holiday rentals