
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.

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.

LIVN Millennium Park Downtown Chicago 1 BR
Experience the best of Chicago from this stylish, newly renovated 1-bedroom at 19 S Wabash Ave. Perfectly located in the heart of downtown, you'll be steps away from iconic Millennium Park, the vibrant shops of Michigan Avenue, and a world of dining options. This 1 bedroom offers modern comfort with a fully equipped kitchen, including a refrigerator, dishwasher, and coffee maker, plus the convenience of an in-unit washer and dryer, making it ideal for both short getaways and extended stays. Enjo

Private hot tub - King bed suite - Free parking
Welcome to this urban retreat in the heart of Chicago's Little Italy neighborhood. Conveniently located adjacent to Chicago's downtown Loop and West Loop neighborhoods, you will find endless opportunities to experience the best of Chicago. At the end of your day, enjoy a relaxing soak in your private outdoor hot tub (open year-round) before sinking in to your Tempur-Pedic king bed for a restful night's sleep. Complimentary off-street parking provides rare convenience near the city center.

Luxury Loft Collection 01 - Terrace - River North
BRAND NEW LOFT IN RIVER NORTH! Enjoy your new private luxury loft in Chicago's newest and most luxurious building in bustling River North-the city's center of main nightlife and restaurants. This ultra high-end apartment features a private elevator, private terrace, free secured parking, 24 hour doorman, 3 bedrooms/3 bathrooms, and is perfect for families traveling to Chicago, professionals visiting the city on work trips, and everything in between. The cityscape views are unbeatable!

Spectacular 2BR Penthouse in the Loop | Roof Deck
This top floor corner penthouse is in a perfect location with panoramic city views in multiple directions. With over 1,200 square feet of space, 13 foot tall ceilings and oversized windows, this spacious penthouse is a true escape in the sky in the heart of Chicago. It's a two bedroom, two bathroom apartment with an additional sofa bed. The building has a pool and an amazing outdoor rooftop terrace with 360 degree views of the skyline and lake. This is the best location in the city!

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.

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!

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.

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.

Pilsen Modern Chic Retreat
Welcome to your perfect getaway! This stunning 2-bedroom home is the epitome of modern chic; offering an unforgettable blend of style and comfort. Designed for up to 6 guests, the space is crafted with thoughtful architectural details and an eye for eclectic decor. Located in the heart of Pilsen, known for its vibrant art scene, trendy restaurants, & local culture, you'll be perfectly situated to explore everything Chicago has to offer.

Loop Loft-Subway & Art Institute
Urban Elegance Meets Prime Location! Welcome to our chic hard loft in the heart of the Chicago Loop. Experience city living at its finest, where industrial charm marries modern luxury. Features: - Authentic loft with polished concrete floors - Soaring high ceilings - Elegantly furnished Location: - Right in Chicago's vibrant Loop district - Walk to Millennium Park, Art Institute of Chicago, Mag Mile, Riverwalk, and more

50th Floor Mag Mile Views, Balcony, Pool, Gym
The Penthouses at Grand Plaza PH#12: Towering 50 stories above Downtown Chicago, this luxury unit features floor-to-ceiling windows and breathtaking skyline views. Enjoy sunsets, unmatched location, and true urban living. Walk Score of 100 with a grocery store in the building. Amenities include a fitness center, outdoor pool, kitchens, and business center. The city is at your feet—experience Chicago in style.
Popular amenities for family-friendly rentals near Chicago River Walk
Family-friendly home rentals with a hot tub

Private Coach house near Lincoln Square!

Modern 2Bdrm Westchester/Chicago Home.With Hot tub

Modern Getaway w/ Hot Tub, Lrg Yard, Parking

Ukrainian Village 3BR/3BA • Private Patio, Parking

Tea Studio in Wicker Park Spring Factory

Chicago Oasis | Spa Bath, Patio & Fireplace

Entire house in Lakeview with yard and garage

The Spa of Downtown Whiting
Family- and pet-friendly home rentals

Level ◆ Brand New Luxe One Bedroom

The Biddle House (#1)

Level Junior Two Bedroom Suite | Fulton Market

Elegant Gold Coast Duplex, Walk to Downtown

NEW luxury Old Town 1-Bedroom condo

Luxury 2-story 2-bedroom 3-bath Lincoln Park Apt

Chic Home! Walk to Nightlife-Comedy-Restaurants!

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

Riverfront Views - Smart Home - Simple Check In

Upscale High-Rise Apt · Rooftop Pool + Views

Downtown Penthouse Lake Views #1|Gym, Parking+Pool

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

Just remodeled apartment close to airport and mall

The Metropolitan Retreat (Fitness Center • Sauna)

Luxury South Loop Apt

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

Modern& Pet Friendly in Lincoln Park | Walk to all

Bright & Spacious Boho Oasis: A Warm Retreat

The Velvet Manor | Luxe 3BR • Jacuzzi • Garage

Fulton House #1 (2bd/ 1ba)

Prime River North Stay • Food & Nightlife

Modern River North Apt | Near Downtown Chicago

The Picasso: #1 Chicago Location

Chicago Row House Garden Apartmt
Quick stats about family-friendly rentals near Chicago River Walk

Total vacation rentals
Explore 270 vacation rentals in Chicago River Walk

Nightly prices starting at
Chicago River Walk vacation rentals start at G$14,609 GYD per night before taxes and fees

Verified guest reviews
Over 9,780 verified reviews to help you choose

Pet-friendly vacation rentals
Find 110 rentals that welcome pets

Vacation rentals with a pool
130 properties feature pools

Rentals with dedicated workspaces
200 properties have a dedicated workspace

Wi-Fi availability
270 of Chicago River Walk vacation 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 beach access Chicago River Walk
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- Pet-friendly rentals Chicago River Walk
- Rentals with pools Chicago River Walk
- Rentals with a hot tub Chicago River Walk
- Condo rentals Chicago River Walk
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- Family-friendly rentals Cook County
- Family-friendly rentals Illinois
- Family-friendly rentals United States
- Wrigley Field
- Soldier Field
- United Center
- Lincoln Park
- Grant Park
- Navy Pier
- Millennium Park
- Indiana Dunes State Park
- Naval Station Great Lakes
- 875 North Michigan Avenue
- Six Flags Great America
- The Field Museum
- University of Chicago
- Shedd Aquarium
- Humboldt Park
- Loyola University Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Donald E Stephens Convention Center
- Union Park
- Beachwalk Vacation Rentals
- Frank Lloyd Wright Home and Studio
- Washington Park Zoo
- Garfield Park Conservatory





