Holiday rentals 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 ₹3,805 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    540 of West Loop holiday rentals include wifi 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.

1 of 1 pages1 / 1
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.

FamilyLocationWalkability

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.
Flat 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!

FamilyValueNearby

Superhost
Flat 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!

Getting aroundDecorAccuracy

Top guest favourite
Flat in West Loop
4.95 out of 5 average rating, 117 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.

ValueLocationParking

Superhost
The spacious bedroom features a large bed dressed in crisp white linens, framed by soft side tables with gold accents. A piece of abstract artwork adorns the wall above the bed, and natural light enters through a large window with unobstructed views.
Flat in Downtown Chicago
4.74 out of 5 average rating, 1391 reviews

Kasa | Spectacular City Views | Chicago

When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chicago easy. Located just north of downtown Chicago, you'll be steps from Oak Street Beach, a short walk to Michigan Avenue and Millennium Park. With fantastic amenities, our apartments are ideal for extended stays or long vacations. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text or phone, and a Virtual Front Desk accessed via mobile device.

FamilyValueDecor

Superhost
Flat in West Loop
4.75 out of 5 average rating, 224 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!

ValueLocationComfort

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.
Flat in West Loop
4.92 out of 5 average rating, 166 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.

LocationValueNearby

Top guest favourite
Apartment in West Loop
4.96 out of 5 average rating, 287 reviews

Fulton Market Loft | Rooftop Fire Pit | Parking

Featured in Condé Nast Traveler and Architectural Digest. Rated top 1% of all Airbnb listings nationwide. Two-level loft in the heart of Fulton Market. Soaring ceilings, floor-to-ceiling windows, gourmet kitchen with exposed brick, 3 bedrooms, 2.5 baths, in-unit laundry, and dedicated parking. Step outside to a private rooftop terrace with fire pit and panoramic skyline views. Steps from MICHELIN-recognized Taquería Chingón and Restaurant Row.

ValueLocationHeating

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!

LocationValueWalkability

Superhost
Flat in West Loop
4.83 out of 5 average rating, 182 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.

ValueLocationAccuracy

Superhost
A modern kitchen with an expansive island features sleek countertops and stainless steel appliances. Large windows fill the open living area with natural light, showcasing city views. A comfortable seating area and dining table create an inviting space for relaxation and meals.
Flat in West Loop
4.86 out of 5 average rating, 43 reviews

Level Two Bedroom Suite | Fulton Market

Our Two Bedroom Suites are spacious and sophisticated boasting up to approximately 1,150 sqft of modern living space. Make a home-cooked meal in your fully equipped kitchen, host friends in your open concept living and dining area, and take in the city views on your open-air balcony. All suites also feature in-suite laundry, premium appliances, smart TV with access to your favorite streaming apps, and complimentary Wi-Fi.

FamilyValueIndoor spaces

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.
Flat 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!

FamilyLocationNearby

Popular amenities for West Loop holiday rentals