
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.

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!

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.

Cozy garden apartment historic Jackson Bvld.
Just a short walk to the United Center our cozy 1 bdrm garden apt is located on Historic Jackson Blvd's tree lined st. Stop back & warm up by the fireplace before heading out to near by shopping & restaurants. Less than an hour from Midway or O'Hare. Walking distance to Randolph St. Restaurant Row, Little Italy, Greek Town, Union Pk, Fulton Warehouse Dist, Rush Hospital and UIC. A quick train/bus to The Loop, Theater Dist, Mag Mile, Wicker Pk. Free, convenient street pkg.

Lovely 1-bedroom serviced apartment near Museums!
Enjoy Chicago in our modern & spacious 1-bedroom loft in the South Loop. Central location to Grant Park, Soldier Field, Museum Campus, McCormick Place and more! Our location has a walk & transit score of 97, providing easy access to all the hot spots on your itinerary! Expect lovely natural light, luxuriously tall ceilings and room to accommodate your entire group. Guests are always pleasantly surprised by the size of the space and the modern amenities we provide!

Division St Designer Home In Heart of Wicker Park
Stay in the best location in the heart of the East Village/Wicker Park neighborhoods! Located on a quiet tree-lined street, you’ll be only steps to the cafes, restaurants, bars, and shops that flank trendy Division Street; a short walk to the vibrant Chicago Ave and Milwaukee Ave restaurant & retail corridors. Just off the Division Blue Line “L” stop, we’re just a quick train ride to both the Downtown Loop (8 minutes) and O’Hare International Airport (35 minutes).

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.

Bright & Spacious Boho Oasis: A Warm Retreat
Discover a sun-drenched sanctuary that feels like a hidden gem. This isn't just a place to stay; it’s an airy, open-concept retreat designed for those who want to settle right in. With high ceilings and a "Modern Boho" aesthetic, the space is flooded with natural light and a warm, inviting ambiance. Nestled in a quiet, residential pocket of West Town, you’ll enjoy peaceful surroundings with the professional service of a 5-star host.

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!

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.

Level Junior Two Bedroom Suite | Fulton Market
Two bedroom, two bathroom suite featuring a king bed, queen bed, and sofa bed. Maximum occupancy is 4. Enjoy access to over 32,000 sq ft of unrivaled lifestyle amenities, including a seasonal outdoor pool, a relaxing hot tub, and a state-of-the-art fitness center. Take in stunning views of the Chicago skyline from our Cloud Lounge, grill meals at the BBQ stations, and enjoy movie or game nights in the media room.

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!

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!
Popular amenities for West Loop, Chicago vacation rentals
Other great vacation rentals in West Loop

Private rooftop | Breathtaking skyline view

Gym, Garage Parking, Balcony, Sleeps 4

Gym | Garage Parking | Balcony | Sleeps 6

Level ◆ Brand New Luxe One Bedroom

Little Italy Historic Restoration Row House

Modern long-term luxury w/ spectacular view!

Newly Remodeled in West Town

Fulton Market Escape | Balcony + City Views
Destinations to explore
- Serviced apartment rentals West Loop
- Rentals with a fireplace West Loop
- Rentals with an EV charger West Loop
- Rentals with a hot tub West Loop
- Rentals with a washer and dryer West Loop
- Hotel rooms West Loop
- Rentals with a sauna West Loop
- Condo rentals West Loop
- Apartment rentals West Loop
- Rentals with pools West Loop
- Rentals with breakfast West Loop
- Rentals with a patio West Loop
- Pet-friendly rentals West Loop
- Fitness-friendly rentals West Loop
- Rentals with a fire pit West Loop
- Rentals with outdoor seating 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
- Donald E Stephens Convention Center
- Beachwalk Vacation Rentals
- Garfield Park Conservatory
- Washington Park Zoo
- Illinois Beach State Park





