Some info has been automatically translated. Show original language

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$16,731 GYD per night before taxes and fees

  • Verified guest reviews

    Over 13,560 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 110 rentals that welcome pets

  • Vacation rentals with a pool

    80 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.

%{current} / %{total}1 / 1
Top guest favorite
A light-filled living area features a gray sectional sofa adorned with blue and yellow cushions. Two large windows provide perspectives of the outdoors. A world map hangs on the wall, complemented by a small coffee table and a patterned area rug, contributing to a cozy setting.
Apartment in Lincoln Park
5 out of 5 average rating, 308 reviews

Explore Lincoln Park from a Polished Apartment

This apartment is a large studio in the heart of Lincoln Park! New construction and all furnishings & appliances are brand new. It is perfect for a couple...but can also sleep 3-4 for a girls trip or a family with small children. You enter with your personal keypad code which we give you a few days prior to your stay. And we are always available by text or email should you have any questions about the apartment. Set in Lincoln Park, this apartment is steps away from shopping along Armitage and Halsted Avenue. There’s grocery stores, restaurants, and cafes nearby, plus red and brown line train stations that access Downtown and other parts of the city. Street parking is relatively easy around the apartment and we offer free residential parking stickers in the apartment on the desk. We also offer a clean garage space (with free EV hook up, should you need it) for $20/night.

Top guest favorite
A cozy living area features a brown leather sofa, light green armchairs, and a round wooden coffee table. A wall-mounted television is positioned above an area rug. Natural light filters through large windows dressed in sheer white shades, creating a bright ambiance.
Apartment in West Town
4.98 out of 5 average rating, 104 reviews

West Town 1-Bedroom Full Remodel

Located in the heart of West Town, this 1-bedroom, 1-bath comes equipped with a queen sofa bed and comfortably sleeps 4, plus an in-unit washer/dryer for your convenience. Remodeled in 2023, this stunning unit with 9ft ceilings in a Victorian building is footsteps away from all the amazing bars and restaurants Chicago Ave has to offer. Known for its array of multicultural cuisines, this strip offers everything from Korean fine dining to New Mexican brunch, and is near Chicago’s best attractions!

Top guest favorite
The kitchen features modern, streamlined cabinetry and a stainless steel refrigerator. A small dining table with three black stools offers a casual dining space. The kitchen’s layout includes a stove, microwave, and sink, with counter space for meal preparation.
Apartment in West Town
4.98 out of 5 average rating, 146 reviews

Cozy Studio in Perfect Location

Recently remodeled English garden studio apartment in the perfect location! Exposed brick with skylights added to this lower level apartment in a great neighborhood! Steps away from the CTA Blue Line train in an area featuring great cafes, bars and restaurants! The apartment was recently renovated and the bed is a Bob-O-Pedic memory foam mattress. If you're coming to Chicago for concerts, sporting events, restaurants, museums or other cultural activities, this location is ideal and pretty chill!

Guest favorite
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.
Guesthouse in West Loop
4.86 out of 5 average rating, 481 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 comfortable...paper products, soaps, shampoo/conditioner/body wash, towels, linens and even coffee/tea! (See layout in "Other Details To Note" below)

Superhost
The living room features a spacious, light-colored sectional sofa adorned with orange and black cushions. A coffee table sits in front, accompanied by a cozy pouf on a patterned rug. A mounted TV is visible, along with large windows allowing natural light to brighten the room.
Condo in West Town
4.9 out of 5 average rating, 102 reviews

Welcome to the Chi! Close to Downtown

Welcome to this contemporary, urban retreat in the bustling heart of River West. This entire unit is thoughtfully designed with modern convenience, catering to those seeking stylish and comfortable accommodation. This trendy unit is in a prime location, just a short walk to the Blue Line and minutes away from 90/94. With an array of restaurants, grocery markets, coffee shops, and stores within walking distance, you'll have the best of Chicago at your doorstep. 5 minute drive to United Center.

Guest favorite
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
4.93 out of 5 average rating, 126 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!

Guest favorite
An airy open living space features polished concrete floors and high wooden ceilings with exposed beams. Large windows illuminate the room, which includes a dining table with white chairs, a cozy seating area with green and neutral furnishings, and a decorative plant in the corner.
Apartment in West Loop
4.86 out of 5 average rating, 285 reviews

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!

Guest favorite
A spacious bed with a dark wood frame is positioned against a teal wall, flanked by matching nightstands and elegant lamps. A round mirror above the bed reflects soft light, while a textured blanket rests at the foot. Rich curtains frame the windows, adding depth to the room.
Apartment in West Loop
4.95 out of 5 average rating, 122 reviews

Fulton House #1 - Studio Only (Nightly)

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 studio has the business-travel amenities you want: ultra speed wifi, work station, top tier dining options within steps, Nespresso coffee maker, bottled water and more. Paid parking next door $20/day, subject to avail - inquire in advance.

Top guest favorite
A spacious living room features a decorative fireplace and large bay windows that allow natural light to fill the space. Comfortable seating options include a light-colored armchair and couch, complemented by a glass coffee table and a colorful area rug.
Home in West Loop
4.98 out of 5 average rating, 368 reviews

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.

Guest favorite
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, 148 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 favorite
A living area features exposed brick walls and polished hardwood floors. A comfortable sofa along with two wooden side tables, each topped with a lamp, is positioned for relaxing. Large windows allow natural light to fill the space, providing views of the outdoors.
Guest suite in River West
4.88 out of 5 average rating, 192 reviews

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

Top guest favorite
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, 274 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!

Popular amenities for West Loop family-friendly rentals

When is the best time to visit West Loop?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$48,938 GYDG$48,729 GYDG$54,585 GYDG$58,768 GYDG$71,107 GYDG$84,283 GYDG$79,264 GYDG$80,518 GYDG$69,016 GYDG$66,924 GYDG$56,886 GYDG$51,239 GYD
Avg. temp-3°C-1°C4°C10°C16°C22°C25°C24°C20°C13°C6°C0°C
  1. Airbnb
  2. United States
  3. Illinois
  4. Cook County
  5. Chicago
  6. West Loop
  7. Family-friendly rentals