
Family-friendly vacation rentals in West Loop
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in West Loop

Total vacation rentals
Explore 230 vacation rentals in West Loop

Nightly prices starting at
West Loop vacation rentals start at G$16,723 GYD per night before taxes and fees

Verified guest reviews
Over 14,430 verified reviews to help you choose

Pet-friendly vacation rentals
Find 110 rentals that welcome pets

Vacation rentals with a pool
90 properties feature pools

Rentals with dedicated workspaces
170 properties have a dedicated workspace

Wi-Fi availability
230 of West Loop vacation 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!
Top-rated family-friendly rentals in West Loop
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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.

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!

Chic Penthouse Corner 3BR Loft In Fulton Market |
Stunning 2,500 square foot brick-and-timber luxury penthouse with 15 foot ceilings located in the heart of the vibrant West Loop neighborhood. This designer 3 bedroom / 2 bath corner unit was just completely 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!

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!

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.

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.

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.

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!

Old Town Condo: Private Terrace & Garage Parking
Experience vibrant Chicago from this modern 2-bed, 2-bath Old Town condo. Perfect for families or professionals, it features a private terrace, gourmet kitchen, dedicated workspace, and a rare dedicated parking spot. Soaring 13-ft ceilings and stylish design create a light-filled urban retreat just steps from Lincoln Park, Second City, and North Avenue Beach. Comfortably sleeps 4.

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 family-friendly rentals
Family-friendly home rentals with a hot tub

Ukrainian Village 3BR/3BA • Private Patio, Parking

Private hot tub - King bed suite - Free parking

Tea Studio in Wicker Park Spring Factory

Private Coach house near Lincoln Square!

Chicago Oasis | Spa Bath, Patio & Fireplace

Checkerboard Studio, Private Outdoor Hot Tub, Yard

Modern Getaway w/ Hot Tub, Lrg Yard, Parking

Urban Luxury 1BR/2BA Logan Square Condo w/Garage
Family- and pet-friendly home rentals

Luxury Penthouse Loft - Heart of Fulton Market

✨Spacious Centrally Located West Loop Loft✨

Kasa | Views from your Private Balcony | Chicago

Garden on Warren

Unwind in the Garden of an elegant, Modern Home
Explore the City from an Elegant, Urban Retreat

3-bedroom exposed brick in Chicago's Wicker Park

Charming 3-BED in Lincoln Park/ Old Town & Parking
Family-friendly home rentals with a pool

The Metropolitan Retreat (Fitness Center • Sauna)

Cozy Duplex Down in Wicker Park East w/ Parking

50th Floor Mag Mile Views, Balcony, Pool, Gym

Fun & cozy getaway w/POOL/game room/FREE parking

Whole Flat in Private Club. Walk to L, Dining & Shows

"Serenity of Evanston" 2 BDR/2Bath Modern Suite

Level Studio | Fulton Market

Level ◆ Brand New Luxe One Bedroom
Destinations to explore
- Serviced apartment rentals West Loop
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- Rentals with a sauna West Loop
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- Apartment rentals West Loop
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- Pet-friendly rentals West Loop
- Family-friendly rentals Chicago
- Family-friendly rentals Cook County
- Family-friendly rentals Illinois
- Family-friendly rentals United States
- 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
- University of Chicago
- The Field Museum
- Shedd Aquarium
- Humboldt Park
- Loyola University Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Union Park
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- Frank Lloyd Wright Home and Studio
- Donald E Stephens Convention Center
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- Washington Park Zoo





