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Kid-friendly vacation rentals in West Loop, Chicago

Find and book unique kid-friendly rentals on Airbnb

Top-rated kid-friendly rentals in West Loop, Chicago

Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.

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Guest suite in West Loop

4.85 out of 5 average rating, 164 reviews

West Loop 2 bedroom with outdoor space

2 bedroom 1 king and 1 queen / 1 bath condo in 2 unit building (we have 2 rollaway twins for additional beds) located 1/2 block from Union Park, if you aren't familiar with the area Union Park ends Randolph AKA Randolph Row with several Michelin Restaurants like Little Goat or Smyth either on or 1 block from Randolph. 2 1/2 blocks to the green pink line or 1/2 mile to the Rush/UIC Medical District. Everything you need for full access to the city. This is the top floor of a 2 unit building.

Rental unit in West Town

4.9 out of 5 average rating, 218 reviews

Location! Close to Fulton Mkt & Downtown 2 bedroom

BEST neighborhood in Chicago. The 1st real neighborhood west of all the high-rises, close to restaurants, shops and blue line. Unit is on the 2nd floor of a 2 unit building. The first floor is also used as an Airbnb. High quality memory foam mattress, 1000tc sheets and duvets, IN UNIT laundry, kuerig coffeemaker, microwave, stove, fridge and stocked kitchen. CENTRAL AIR CONDITIONING. Sleeps up to 7 people but really a perfect size for 5. Plenty of FREE street parking too! *NOT CORPORATE OWNED

Condo in Near West Side

4.85 out of 5 average rating, 126 reviews

Tri-Taylor/Medical Dist. near West Loop

Enjoy this stylish Newly Rehabbed condo equipped with 3 bedrooms and 2 bathrooms. Modern kitchen with stainless steel appliances. ~UNITED CENTER home of the Chicago Bulls and Blackhawks located within 2-3 min walk *2 blocks*. 4-7 min drive to little Italy restaurants/Tri Taylor/Medical District. Near Downtown (5-7min drive). 2 Blocks from the blue line ~Free street parking ~Washer Dryer ~Dishwasher ~spacious Back patio Parties are restricted due to COVID guidelines for the city of Chicago.

Rental unit in West Loop

4.96 out of 5 average rating, 103 reviews

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!

Rental unit in Ukrainian Village

4.98 out of 5 average rating, 256 reviews

Ukrainian Village Garden Retreat

A newly updated 1 bedroom, 1 bathroom apartment in Chicago's historic Ukrainian Village. Located a few blocks from Wicker Park, Ukrainian Village is a small historic district of Chicago filled with historic architecture. Access the apartment via a smart lock, the apartment includes everything you need for a comfortable stay, including a queen-sized bed, full kitchen, fiber high-speed internet (100+ Gbps up and down), smart TV, modern bathroom, in-unit washer & dryer, and free garage parking.

Condo in West Town

4.81 out of 5 average rating, 139 reviews

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! Early Check-Ins and Late Check-Outs are difficult to accommodate.

Home in West Loop

4.98 out of 5 average rating, 347 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.

Condo in West Loop

4.95 out of 5 average rating, 210 reviews

Updated Designer Duplex In Fulton Market W/parking

We completed our luxury renovation in kitchen, bathrooms, and patio with a fire pit! We hope you enjoy! The first thing you notice stepping into my house are the sky-high ceilings! Enormous floor to ceiling windows allow light to stream into the the 2 floor home. The stylish and very large terrace are great for summer nights. Walk out the front door & you are in the heart of restaurant row with all the best bars and restaurant in the city. Parking included!

Home in West Loop

4.87 out of 5 average rating, 409 reviews

Pro Cleaned & Isolated West Loop Coach House

Mimi & Paul's historic ivy-covered 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!

Rental unit in Little Italy

4.98 out of 5 average rating, 222 reviews

Spacious 2BR on Quiet St - Free Park/Late Checkout

2 bedroom, 1 bathroom apartment, located just off Taylor Street in the heart Little Italy! Views of the Sears Tower from the front yard. Safe and lively neighborhood, packed with diverse restaurants, cafes, bakeries, parks, etc. all just a short walk from the apartment! Nearby West Loop also packed with trendy shops and amazing dining spots. Flat screen TV in every room, In-unit laundry, patio space, coffee/tea provided. 1pm check out!

Rental unit in West Town

4.87 out of 5 average rating, 324 reviews

Unwind in the Garden of an elegant, Modern Home

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 transits. The apt sleeps 5, features luxurious finishes, full kitchen, private patio, garden, HDTV w/Amazon Fire TV, EchoShow(Amazon Alexa), Phillip Hue Voice Control Lamp, Nest Thermostat.

Rental unit in West Loop

4.99 out of 5 average rating, 227 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!

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Popular amenities for West Loop, Chicago kid-friendly rentals

Free parking on premises

Air conditioning

Kid-friendly house rentals

Home in Lincoln Park

4.84 out of 5 average rating, 158 reviews

Historic Old Town, Fabulous 4 Bedroom Home

Home in Uptown

4.9 out of 5 average rating, 356 reviews

Private 3rd Floor Apartment

Home in Wilmette

4.98 out of 5 average rating, 128 reviews

Unique porcelain-enamel paneled "Lustron" home

Home in Wicker Park

4.92 out of 5 average rating, 249 reviews

Cool Quiet Coach House, Private Access + Patio

Home in Lake View

4.98 out of 5 average rating, 233 reviews

Wrigleyville Southport Studio

Home in Berwyn

4.99 out of 5 average rating, 114 reviews

Retro Modern Bungalow— fire pit + free parking

Home in Oak Park

4.97 out of 5 average rating, 112 reviews

Clean, Cozy 1st Flr, 3 Beds, Kitchen, Free Parking

Home in Jefferson Park

4.9 out of 5 average rating, 110 reviews

Chicago getaway for two!

Kid-friendly apartment rentals

Rental unit in Lincoln Square

4.96 out of 5 average rating, 357 reviews

Bright family-friendly Lincoln Square 2-bed 1-bath

Rental unit in Chicago

4.96 out of 5 average rating, 125 reviews

Cute, Clean, Cozy Apartment in Pilsen

Rental unit in Avondale

4.97 out of 5 average rating, 144 reviews

Designer Avondale Attic

Rental unit in West Town

4.92 out of 5 average rating, 346 reviews

Spacious & private! Free parking! Great location!

Rental unit in Cicero

4.98 out of 5 average rating, 270 reviews

COZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy

Rental unit in Logan Square

4.87 out of 5 average rating, 300 reviews

Logan Square Video Game Loft

Rental unit in Wicker Park

4.95 out of 5 average rating, 131 reviews

COZY Bright*BOLD*FUN* Eclectic Wicker Park Home

Rental unit in West Town

4.92 out of 5 average rating, 363 reviews

Bright, Modern Apartment in a Vintage Greystone

Kid-friendly condo rentals

Condo in West Town

4.89 out of 5 average rating, 257 reviews

2 King Bed Condo Easy Downtown Free Street Parking

Condo in Lake View

4.99 out of 5 average rating, 132 reviews

RockStar Pad W3A BoysTown/Wrigley Field/Parking

Condo in Chicago

4.9 out of 5 average rating, 100 reviews

Unique 2BR/2BA FREE Parking/WI-FI Minutes From DT

Condo in West Town

4.96 out of 5 average rating, 107 reviews

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

Condo in West Town

4.97 out of 5 average rating, 155 reviews

Sunny Tri Level

Condo in Ukrainian Village

4.93 out of 5 average rating, 110 reviews

Modern Chicago Movie Themed Apt

Condo in West Town

5 out of 5 average rating, 138 reviews

Spacious 4 Bedroom Condo

Condo in Lincoln Park

4.95 out of 5 average rating, 472 reviews

Unique Lincoln Park Duplex Apt

Quick stats about vacation rentals that are kid-friendly in West Loop, Chicago

Total rentals
90 properties
Nightly prices starting at
$80 before taxes and fees
Total number of reviews
3.2K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with a pool
70 properties have a pool

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