
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.

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.

Spectacular Pilsen Studio for 2!
This chic studio in the heart of Pilsen is the perfect space to kick back and relax during your visit to the Windy City! The vibrant neighborhood always has something to offer to any type of traveler, and it's a quick trip to see most of the iconic Chicago sights. Easily walk to historic Thalia Hall, or drive to the Loop in just 5 minutes! You'll love the thoughtful touches and modern decor in the apartment, as well as the bright and welcoming main space.

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.

Elegant Suite in Gold Coast
Steps away from the Magnificent Mile, and the high-end boutiques of Oak and Rush Street, this generous one-bedroom apartment is perfectly situated in the middle of the action for your Chicago adventure. ***Please note that from March until the end of September 2026, there will be construction on the upper floors of the building that may cause noise during the daytime hours. Construction will not be happening on the weekends.***

LIVN West Loop Chicago Queen Studio Apartment
Experience modern city living at LIVN West Loop Chicago, a stylish loft-style apartment studio at 555 W Jackson Blvd in one of the city’s most connected neighborhoods. This newly renovated studio features a full kitchen, in-unit washer and dryer, and clean, modern interiors. Walk to Union Station and Willis Tower. You are minutes from top dining, offices, and transit, ideal for business trips, weekend stays, or longer visits.

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
Popular amenities for family-friendly rentals near Chicago River Walk
Family-friendly home rentals with a hot tub

Private Coach house near Lincoln Square!

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

Modern Getaway w/ Hot Tub, Lrg Yard, 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

Checkerboard Studio, Private Outdoor Hot Tub, Yard
Family- and pet-friendly home rentals

Level ◆ Brand New Luxe One Bedroom

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

NEW luxury Old Town 1-Bedroom condo

Breathtaking & Chic Oasis Loc in Desirable Old Twn

Westmont 3/2 duplex Fire sunsets, Firepit, lake

Two Bedroom w Porch in Wicker Park

Charming 3-BED in Lincoln Park/ Old Town & Parking

Rare 1BR Lincoln Park Apt, close to everything!
Family-friendly home rentals with a pool

Riverfront Views - Smart Home - Simple Check In

Upscale High-Rise Apt · Rooftop Pool + Views

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

South Loop | Rooftop With In & Out Parking | 2

Just remodeled apartment close to airport and mall

The Metropolitan Retreat (Fitness Center • Sauna)

Luxury South Loop Apt

Level One Bedroom Suite | Fulton Market
Family-friendly home rentals with Wifi

Division St Designer Home In Heart of Wicker Park

Chicago Citrus Charm 2BR | WestTown

Bright & Spacious Boho Oasis: A Warm Retreat

Your perfect place looks like?

Mag Mile Penthouse + Lake Views! (+Rooftop/Gym)

Fulton House #1 (2bd/ 1ba)

Gold Coast 1BR – Easy Downtown Access

COZY Bright*BOLD*FUN* Eclectic Wicker Park Home
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 ﺩ.ﺇ 257 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
- Waterfront rentals Chicago River Walk
- Rentals with beach access Chicago River Walk
- Rentals with a sauna Chicago River Walk
- Rentals with a home theater Chicago River Walk
- Rentals with lake access Chicago River Walk
- Rentals with breakfast Chicago River Walk
- Rentals with outdoor seating Chicago River Walk
- Fitness-friendly rentals Chicago River Walk
- Rentals with an EV charger Chicago River Walk
- Apartment rentals Chicago River Walk
- Rentals with a washer and dryer Chicago River Walk
- Pet-friendly rentals Chicago River Walk
- Rentals with pools Chicago River Walk
- Rentals with a fire pit Chicago River Walk
- Rentals with a hot tub Chicago River Walk
- Rentals with a fireplace Chicago River Walk
- Serviced apartment rentals Chicago River Walk
- Condo rentals Chicago River Walk
- Rentals with an accessible height bed Chicago River Walk
- Hotel rooms Chicago River Walk
- Rentals with a patio Chicago River Walk
- Family-friendly rentals Cook County
- Family-friendly rentals Illinois
- Family-friendly rentals United States
- Wrigley Field
- Soldier Field
- Lincoln Park
- United Center
- 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
- Shedd Aquarium
- Humboldt Park
- University of Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Loyola University Chicago
- Frank Lloyd Wright Home and Studio
- Union Park
- Donald E Stephens Convention Center
- Washington Park Zoo
- Garfield Park Conservatory
- Beachwalk Vacation Rentals





