
Family-friendly rentals near Chicago River Walk
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals near Chicago River Walk
Guests agree: these stays are highly rated for location, cleanliness and more.

Beautiful Corner 2 Bedroom in the Loop | Roof Deck
[NOTE: The main rooftop is currently closed for renovations and is slated to reopen in Summer/Fall 2026. The 2nd rooftop remains open and available to use, including the pool which typically opens around Memorial Day]. This corner apartment is in a perfect location with panoramic city views in multiple directions. With over 1,200 square feet of space, tall ceilings, and oversized windows, this spacious unit is a true escape in the sky in the heart of downtown Chicago. It's a two bedroom, two ba

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!

Kasa | Views from your Private Balcony | Chicago
When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chicago easy. Located just north of downtown Chicago, you'll be steps from Oak Street Beach, a short walk to Michigan Avenue and Millennium Park. With fantastic amenities, our apartments are ideal for extended stays or long vacations. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text or phone, and a Virtual Front Desk accessed via mobile device.

GLORIOUS GOLD COAST GETAWAY
Welcome! Amazing Gold Coast/Streeterville location SECONDS from the LAKE and MAGNIFICENT MILE. Located on a quiet street, this apartment is tucked in between Michigan Ave and Lake Michigan. Steps away from the famous Drake Hotel, yet closer to the lake and Oak Street Beach. This spot is considered the best location in the city-- steps away from the best stores/restaurants in the world located on Michigan Ave (Mag Mile) and just north of Navy Pier. We look forward to hosting you!

River North | Rooftop With In & Out Parking | 1
Enjoy a stylish experience at this centrally-located place! ✨🏙️ Stunning 1,000 sq. ft. modern 2-bedroom, 1-bathroom unit—perfect for corporate travelers 💼 & families looking for a stylish escape in downtown Chicago. 🌆 🔥 Rooftop Patio w/ BBQ 🚗 Free In/Out Parking (5-min walk to garage) 🏠 2 Bedroom | 1 Bathroom 🛏️ 2 Queen Beds & Sleeper Sofa (Sofa Bed - Sleeps 1) 🛌 1 Inflatable Airbed 👶 Portable Crib (For Mini Travel Companion) 🎬 Netflix, Hulu, Disney+, & Prime Included

*Steps to Mag Mile, 2 BD , fast Wi-Fi, W&D
Private 2BR apt. in vintage 3-flat in the heart of Chicago's Michigan Ave/Gold Coast neighborhood. Fantastic locations steps from world-class shopping and restaurants, Oak St. beach, and public transportation (L trains, express bus). Includes A/C, washer-dryer, super-fast wi-fi, smart TV, and workspace. Hourly rate garage parking next door. Note: Guests must walk up two flights of stairs. Light sleepers should bring earplugs as there are noises typical of a big city.

Lovely 1-bedroom serviced apartment near Museums!
Enjoy Chicago in our modern & spacious 1-bedroom loft in the South Loop. Central location to Grant Park, Soldier Field, Museum Campus, McCormick Place and more! Our location has a walk & transit score of 97, providing easy access to all the hot spots on your itinerary! Expect lovely natural light, luxuriously tall ceilings and room to accommodate your entire group. Guests are always pleasantly surprised by the size of the space and the modern amenities we provide!

Division St Designer Home In Heart of Wicker Park
Stay in the best location in the heart of the East Village/Wicker Park neighborhoods! Located on a quiet tree-lined street, you’ll be only steps to the cafes, restaurants, bars, and shops that flank trendy Division Street; a short walk to the vibrant Chicago Ave and Milwaukee Ave restaurant & retail corridors. Just off the Division Blue Line “L” stop, we’re just a quick train ride to both the Downtown Loop (8 minutes) and O’Hare International Airport (35 minutes).

Urban Chic Apartment by the Magnificent Mile
Ideally located just half a block from Michigan Avenue, this bright and open 3rd floor apartment boasts thoughtfully appointed rooms for your comfort so will have everything you need to enjoy your stay in style! PLEASE NOTE: 3rd floor walk up (NO ELEVATOR) There is a small neighborhood bar on the second floor of the building. They are respectful of our neighbors, however they do play music which can be heard in the living room but rarely in the bedrooms.

Downtown Guild #3 | Mag Mile Gold Coast The Lake!
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Guests love our home because: - You're SECONDS from the LAKE and MAGNIFICENT MILE - Steps away from the John Hancock - Gym in the Basement - Amazing location w/ many shops & restaurants nearby - Fast WIFI - KING bed - Charming, vintage Chicago building Walk to nearly any attraction in central Chicago. Please read our FAQs to answer any questions before booking.

Chic Home! Walk to Nightlife-Comedy-Restaurants!
Stay in the heart of Chicago Old Town! This bright, cool and comfortable one bedroom, one bath is decked out in mid century modern furniture, exposed brick, new appliances and has a true city feeling! It comfortably sleeps two (3rd person can sleep on the couch), just 2 blocks to Lincoln Park, and 3 blocks to the famous Second City & stellar Old Town bars. Not to mention a quick 5 minute Uber ride to river north district (downtown Chicago)!

Bright 2BR-2BA steps from The Bean & Michigan Ave
Come enjoy this comfy and spacious 2BR-2BA apartment just steps away from Michigan Ave and ‘The Bean’, and within a short walking distance to most of Chicago’s most popular landmarks. Within just two blocks, you will find access to all CTA train lines. With a fully stocked kitchen, smart TVs in all rooms and views to the lake, this is the perfect Airbnb for couples, families and business travelers during their time in the city of Chicago.
Popular amenities for family-friendly rentals near Chicago River Walk
Family-friendly home rentals with a hot tub

Top Floor Views + Central Comfort

Private Coach house near Lincoln Square!

Modern Getaway w/ Hot Tub, Lrg Yard, Parking

Ukrainian Village 3BR/3BA • Private Patio, 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

Cozy Guesthouse near NU - next to Lee Street Beach

Stylish 2BR stunner w/ unbeatable location

NEW luxury Old Town 1-Bedroom condo

Breathtaking & Chic Oasis Loc in Desirable Old Twn

Two Bedroom w Porch in Wicker Park

Loop Loft-Subway & Art Institute

Blue Brick Apartment in Bridgeport - Park for Free

Spacious Luxury Townhouse - Old Town
Family-friendly home rentals with a pool

Level ◆ Brand New Luxe One Bedroom

Corporate Smart Home At River Walk

Upscale High-Rise Apt · Rooftop Pool + Views

Luxury Designer Penthouse 3803 | Pool | Gold Coast

Just remodeled apartment close to airport and mall

The Metropolitan Retreat (Fitness Center • Sauna)

Level One Bedroom Suite | Fulton Market

Whole Flat in Private Club. Walk to L, Dining & Shows
Family-friendly home rentals with Wi-Fi

Modern long-term luxury w/ spectacular view!

2 BR condo in the heart of Old Town

Modern& Bright 2BR | Near Downtown & CTA

Coach House in Historic Old Town Chicago

Gold Coast Chicago Condo | Prime Downtown Location

The Picasso: #1 Chicago Location

Modern Comfort: 1BR Unit w/ Laundry

English garden apt. in the heart of Lincoln Park
Quick stats about family-friendly rentals near Chicago River Walk

Total holiday rentals
Explore 280 holiday rentals in Chicago River Walk

Nightly prices starting at
Chicago River Walk holiday rentals start at $100 AUD per night before taxes and fees

Verified guest reviews
Over 8,740 verified reviews to help you choose

Pet-friendly accommodation
Find 110 rentals that welcome pets

Holiday rentals with a pool
110 properties feature pools

Rentals with dedicated workspaces
200 properties have a dedicated workspace

Wi-Fi availability
270 of Chicago River Walk holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chicago River Walk rentals

4.7 Average rating
Chicago River Walk stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Rentals with pools Chicago River Walk
- Rentals with a patio Chicago River Walk
- Rentals with a fireplace Chicago River Walk
- Rentals with a sauna Chicago River Walk
- Rentals with beach access Chicago River Walk
- Rentals with lake access Chicago River Walk
- Fitness-friendly rentals Chicago River Walk
- Rentals with breakfast Chicago River Walk
- Rentals with an accessible height bed Chicago River Walk
- Rentals with a washing machine and dryer Chicago River Walk
- Pet-friendly rentals Chicago River Walk
- Rentals with a fire pit Chicago River Walk
- Rentals with a hot tub Chicago River Walk
- Condo rentals Chicago River Walk
- Hotel rooms Chicago River Walk
- Rentals with outdoor seating Chicago River Walk
- Rentals with an EV charger Chicago River Walk
- Rentals with a home theatre Chicago River Walk
- Apartment rentals Chicago River Walk
- Serviced apartment rentals Chicago River Walk
- Family-friendly rentals Cook County
- Family-friendly rentals Illinois
- Family-friendly rentals United States
- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Grant Park
- Navy Pier
- Soldier Field
- 875 North Michigan Avenue
- The Field Museum
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- University of Chicago
- Union Park
- Lincoln Park Zoo
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Washington Park Zoo
- Loyola University Chicago
- Indiana Dunes State Park
- Illinois Beach State Park
- Oak Street Beach
- Museum of Science and Industry





