
Vacation rentals in West Loop
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Quick stats about vacation rentals in West Loop

Total vacation rentals
Explore 540 vacation rentals in West Loop

Nightly prices starting at
West Loop vacation rentals start at ﺩ.ﺇ 147 per night before taxes and fees

Verified guest reviews
Over 21,080 verified reviews to help you choose

Family-friendly vacation rentals
230 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 300 rentals that welcome pets

Vacation 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 vacation 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 vacation rentals in West Loop
Guests agree: these stays are highly rated for location, cleanliness, and more.

NEW! 3BR/2.5B Duplex in Noble Sq
Welcome to our stunning 3 bedroom, 2.5 bath duplexed condo with free parking and ample outdoor space in the heart of the vibrant Noble Square neighborhood. This open, bright and spacious unit is a true urban oasis that will make you feel right at home in the epicenter of Chicago. Our condo is close to some of the city's best restaurants, cafes, and bars, as well as several beautiful parks. With its unbeatable location, modern design, luxurious amenities, and SuperHost service - look no further!

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!

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.

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!

Kasa | Views from your Private Balcony | 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.

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.

The Huron Haven
A beautiful, one-of-a-kind, hidden gem in the heart of River West. Private entry. Front & Back Patios. Full office space. Large Living Room. Exposed brick walls, 11.5’ tall ceilings. Large barn doors lead from the living room / office to a large master bedroom with large modern bathroom. The bedroom has French doors which open to private balcony with a beautiful back patio, dining space, and thriving garden. On Property Parking

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.

Gorgeous West Loop 3 Bedroom Loft
This beautiful 3 bedroom is located in the best location in Fulton Market. You are walking distance to every restaurant, shop and bar in the West Loop and the “L” is steps from the entrance which offers public transportation to the entire city. Our 3 bedroom, 2 bath sleeps 7 and is the perfect location for a family vacation or a group of friends looking to enjoy a fun weekend in one of the great cities on earth.

Beautiful Luxury Loft in Fulton Market, Sleeps 12
Newly renovated designer 2,500 square foot brick-and-timber loft with 15 foot ceilings located in the heart of the vibrant West Loop neighborhood. This huge 2 bedroom / 2 bath apartment is perfect for groups looking for a stylish city escape surrounded by Chicago's best dining and nightlife. The central location is an ideal base for everything you want to see in Chicago!

Level One Bedroom Suite | Fulton Market
One Bedroom Suites offer approximately 650 sqft of living space and boast fully equipped kitchens, living room with sofa bed, spa-inspired bathroom, and separate bedroom with king bed and open-air balcony. All suites feature in-suite laundry, premium appliances, smart TV with access to your favorite streaming apps, and complimentary Wi-Fi.

Garden Apartment in the Historic Heart of the City
Welcome to a unique historic block in the heart of the city! Surrounded by Madison/Randolph Street night life, Little Italy, Greek Town, and the United Center, you would be surprised how peaceful this little block can be. Enjoy a serene walk in the neighborhood, or walk through to any of these great attractions.
Popular amenities for West Loop, Chicago vacation rentals
Other great vacation rentals in West Loop

Luxury 2BR Apartment in Downtown Chicago

1BR Gem | Modern & Furnished

Modern Comfort: 1BR Unit w/ Laundry

Warwick Allerton Hotel Chicago, Selected by hotel

The Swissôtel Chicago, Selected by hotel

Deluxe double

Central Loop Hotel, Standard room

Fulton House #1 - Studio Only (Nightly)
Destinations to explore
- Serviced apartment rentals West Loop
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- Rentals with pools West Loop
- Rentals with breakfast West Loop
- Pet-friendly rentals West Loop
- Rentals with a patio West Loop
- Rentals with a fire pit West Loop
- Family-friendly rentals West Loop
- Wrigley Field
- Soldier Field
- Lincoln Park
- United Center
- Grant Park
- Navy Pier
- Millennium Park
- Indiana Dunes State Park
- Naval Station Great Lakes
- 875 North Michigan Avenue
- Six Flags Great America
- The Field Museum
- Shedd Aquarium
- University of Chicago
- Humboldt Park
- Guaranteed Rate Field
- Lincoln Park Zoo
- Loyola University Chicago
- Union Park
- Frank Lloyd Wright Home and Studio
- Donald E Stephens Convention Center
- Beachwalk Vacation Rentals
- Garfield Park Conservatory
- Washington Park Zoo





