
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.

Location! Parking, laundry-close to everything
2 bdrm/1ba that sleeps 6 (ideal for 4 or less) in fantastic location in River West/ Noble Square close to downtown. Tons of restaurants within walking distance. Plenty of street parking and right off the expressway. Premium channels and wifi. 2 queen size high quality memory foam mattresses w/ 1000 thread count sheets. FREE street parking and IN UNIT laundry. If this unit is booked please check my other listing located UPSTAIRS. I will match any price differences also. ***NOT CORPORATE OWNED***

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)

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!

The Noble Farmhouse, w/ Garden in West Town
While our place truly is a tucked away secret sanctuary, we are also in a sweet spot of ULTRA CHICAGO CONVENIENCE. Featured in House Digest - The Most Stunning Airbnbs In Chicago "West Town - The best of Chicago's art, culture and cuisine—all in one Town." You'll be staying in an active, up-&-coming neighborhood w/ an absolute plethora of eating & shopping options within walking distance. The garden is an absolute gem - there's no better outdoor relaxation spot this close to downtown Chicago.

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.

Cute, Clean, Cozy Apartment in Pilsen
Updated, clean and private apartment in Chicago’s unique Pilsen neighborhood. Located on a quiet, tree-lined street with private entrance, it's the perfect spot to rest after a day of exploring this great neighborhood and city. The apartment has a full kitchen with everything needed to make your morning coffee or prepare a meal. Conveniently located to McCormick Place and many of the city's attractions, including West Loop, downtown, United Center, Grant / Union / Douglass Park and more!

Spacious&Modern Condo | Near Dwtn | Secure Parking
Your stylish city escape—unwind, explore, and experience Chicago like never before. Our modern, spacious condo is perfect for families, groups, and business travelers looking for a comfortable, stylish, and well-located stay. Whether you're in town for a concert, conference, sightseeing, or a weekend getaway, you'll find everything you need for a relaxing stay. ONE SECURE INDOOR PARKING SPOT IS INCLUDED❗❗❗ ✨ Book your stay today & experience Chicago in comfort and style! ✨

Peaceful River West, free parking
This Apt can be rented separately or together with Comfy River West Apt. https://abnb.me/aoJ0F64vDY This one on the the 2nd floor and one directly above on the 3rd floor. Together they will sleep 8 guest. This beautiful 2BR, 1 BA has all new furniture, all new appliances, counter tops, vanity, mirrors. Free parking in a gated lot, Level 2 EV charging available for electric cars. Shared patio/gardens and grill. Fully stocked kitchen, private washer & dryer.

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.

Quirky Quarters at Wrigley
I think you are just going to love my apartment. The space features wonderful large street level windows in the living room and has all of the quirky charm that vintage buildings offer up. The location literally can't be beat, with the apartment a ten minute walk from Wrigley Field, the bustling Southport shopping corridor, and both the red line and brown line subway stations. There is no parking available with the apartment.

Cabin 207 at 747 Lofts
This studio apartment is in the perfect location in Chicago for getting to Downtown via the Blue Line L or to the Hot West Loop and Randolph street restaurant row. Walk to bars, shops, restaurants, coffee liquor stores and transportation with ease! You will love our spa baths, in unit laundry and full modern kitchens to make it feel like a home away from home. One of the best pizza spots in Chicago is only steps away!

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
Family-friendly home rentals with a hot tub

Top Floor Views + Central Comfort

Private Coach house near Lincoln Square!

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

Lux Urban 3BR/3BA Duplex + Parking!

Tea Studio in Wicker Park Spring Factory

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

The Spa of Downtown Whiting

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

Wicker Park Walk-Up Condo

Sunny Logan Square Artists' home

Stylish 2BR stunner w/ unbeatable location

Lincoln Square Gem!

Elegant Suite in Gold Coast

Downtown & UC Nearby · Transit at Your Door

Ukrainian Village Garden Retreat

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

Upscale High-Rise Apt · Rooftop Pool + Views

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

Skyline Oasis: City & Lake Views

The Professional's Playground (2BD / 2BA)

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

50th Floor Mag Mile Studio

PRIME Designer Retreat w Patio | Fire Pit |Parking

Level Studio | 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 | $408 NZD | $406 NZD | $455 NZD | $490 NZD | $592 NZD | $702 NZD | $660 NZD | $671 NZD | $575 NZD | $531 NZD | $509 NZD | $486 NZD |
| 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 260 holiday rentals in West Loop

Nightly prices starting at
West Loop holiday rentals start at $105 NZD per night before taxes and fees

Verified guest reviews
Over 12,970 verified reviews to help you choose

Pet-friendly accommodation
Find 130 rentals that welcome pets

Holiday rentals with a pool
100 properties feature pools

Rentals with dedicated workspaces
180 properties have a dedicated workspace

Wi-Fi availability
250 of West Loop holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- Apartment rentals West Loop
- Rentals with a hot tub West Loop
- Pet-friendly rentals West Loop
- Hotel rooms West Loop
- Rentals with a sauna West Loop
- Serviced apartment rentals West Loop
- Fitness-friendly rentals West Loop
- Condo rentals West Loop
- Rentals with pools West Loop
- Rentals with a fireplace West Loop
- Rentals with outdoor seating West Loop
- Rentals with an EV charger West Loop
- Rentals with a washing machine and dryer West Loop
- Rentals with a fire pit West Loop
- Rentals with a patio 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
- Six Flags Great America
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- Soldier Field
- Guaranteed Rate Field
- The Field Museum
- Wicker Park
- Oak Street Beach
- Lincoln Park Zoo
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- Brookfield Zoo
- Museum of Science and Industry
- Willis Tower
- Illinois Beach State Park
- Washington Park Zoo
- The 606




