
Family-friendly holiday rentals in West Loop
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in West Loop
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
Explore the City from an Elegant, Urban Retreat
- Queen Size bed in the private bedroom for two guests. - Sofa Bed with Full Size mattress for the 3rd and 4th guests (light weight and easy to setup). - Additional portable twin size cot can be set up per request. - Private Bathroom has a ceiling speaker and night light. - Living Room has an HD cinema projector with 100" screen. - A private garden with a gas grill and patio dining table/chairs. - Entry gate and door are Keyless/ Secured Key-coded. - Attached Private Parking space is available per request (subject to availability). - Easy Street Parking: Street parking is zoned (Chicago Residential Zone Parking) and we provide daily zone permits for parking on the street in front of the apartment. - Garden Space offers gas grill for Summer/Fall cookout (Share with two other apartments in the building). Text or phone call for quick reply The apartment is near the popular West Loop and West Town neighborhoods and close to public transit. Downtown parks, museums, and shops are less than two miles away. There's a Divvy Bikes station and a Starbucks across the street. Short walk to public transit ("L", bus, or Divvy bikes) 1 min drive to I-90/94. Less than 2 miles to downtown parks, museums, and shopping destinations. Less than 10 min drive to Lincoln Park, Old Town, and 5 min drive to Wicker Park, and Bucktown.

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!

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!

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)

Perfect Spot & Spacious 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!
Bright, Modern Apartment in a Vintage Greystone
Enjoy morning coffee by the sunny bay window in this vintage apartment with classic modern style. The apartment features vintage charm with modern amenities, queen memory foam bed in bedroom and queen sofa bed in living room. Parking is available in the back lot for an additional $25 per night. For reservations over three weeks, we require a cleaning every 2 weeks at a cost of $60 per cleaning. Apartment is located on the 3rd floor of a three story building and you will need to climb stairs.

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.

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!

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!

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.

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!

Designer Loft in Fulton Market with Parking
Discover our spacious, two-level modern loft, perfect for business travelers. Featuring sky-high ceilings, floor-to-ceiling windows, and a newly renovated private terrace with a fire pit. Located in the heart of Restaurant Row, just two minutes from downtown. Enjoy a luxury stay with one dedicated parking spot included. Ideal for solo travelers or couples seeking a stylish urban retreat.
Popular amenities for West Loop family-friendly rentals
Family-friendly home rentals with a hot tub

Private Coach house near Lincoln Square!

Lux Urban 3BR/3BA Duplex + Parking!

Modern Lux Getaway w/ Hot Tub, Lrg Yard, Parking

Super Paradise+65 Amenities*Downtown 15 Min

Tea Studio in Wicker Park Spring Factory

Downtown Chicago - Spa Bath, Patio, 3 blocks to L

Entire house in Lakeview with yard and garage

Belmont Pleasures - hot tub / arcade gaming room
Family- and pet-friendly home rentals

Lovely top floor 2BR/2BA, steps from everything!

Wicker Park Historic, Art-Filled, Urban Oasis #2

Cool Quiet Coach House, Private Access + Patio

NEW luxury Old Town 1-Bedroom condo

Private coach house near transit shops & nightlife

Garden on Warren

Elegant Suite in Gold Coast

Modern Luxury In Old Town - Sleeps 4
Family-friendly home rentals with a pool

Upscale High-Rise Apt · Rooftop Pool + Views

"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux

Just remodeled apartment close to airport and mall

Skyline Oasis: City & Lake Views

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

The Executive's Escape (Fitness Center • Sauna)

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

Level Two Bedroom Suite | Fulton Market
When is the best time to visit West Loop?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £172 | £172 | £192 | £207 | £251 | £297 | £279 | £284 | £243 | £236 | £200 | £181 |
| Avg. temp | -3°C | -1°C | 4°C | 10°C | 16°C | 22°C | 25°C | 24°C | 20°C | 13°C | 6°C | 0°C |
Quick stats about holiday rentals that are family-friendly in West Loop

Total holiday rentals
Explore 230 holiday rentals in West Loop

Nightly prices starting at
West Loop holiday rentals start at £59 per night before taxes and fees

Verified guest reviews
Over 13,560 verified reviews to help you choose

Pet-friendly holiday rentals
Find 110 rentals that welcome pets

Holiday rentals with a pool
80 properties feature pools

Rentals with dedicated workspaces
170 properties have a dedicated workspace

Wifi availability
230 of West Loop holiday rentals include wifi 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!
Destinations to explore
- Rentals with a fireplace West Loop
- Rentals with a firepit West Loop
- Flat rentals West Loop
- Rentals with a patio West Loop
- Hotel rooms West Loop
- Rentals with a sauna West Loop
- Rentals with outdoor seating West Loop
- Rentals with an EV charger West Loop
- Rentals with a hot tub West Loop
- Rentals with a washing machine and dryer West Loop
- Serviced apartment rentals West Loop
- Fitness-friendly rentals West Loop
- Pet-friendly rentals West Loop
- Rentals with pools West Loop
- Apartment rentals West Loop
- Family-friendly rentals Chicago
- Family-friendly rentals Cook County
- Family-friendly rentals Illinois
- Family-friendly rentals United States
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Grant Park
- Navy Pier
- Chicago River Walk
- Soldier Field
- 875 North Michigan Avenue
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- The Field Museum
- Guaranteed Rate Field
- Lincoln Park Zoo
- Brookfield Zoo
- Garfield Park Conservatory
- University of Chicago
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- Museum of Science and Industry
- Illinois Beach State Park
- Willis Tower
- Washington Park Zoo




