
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.

FREE PARKING Large 2BR2BA by Millenium Park
Spacious, beautifully furnished apt that is perfectly equipped for business & vacation trips. It is centrally located in one of Chicago’s famous historical landmarks steps away from Millennium Park, Theatre District, MagMile, State St shopping, Navy Pier as well as some great restaurants and dining areas. Visit Chicago Cultural Center, across the street, for an update on current city events. Discover CTA transportation conveniently located next to the building for Loop tours & airport rides.

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.

Fully Furnished Apartment Wicker Park Free Parking
Hello and welcome to all seeking a comfortable and convenient place to stay in Chicago! Please enjoy your time away from home in our fully furnished apartment located in the trendy neighborhood of Wicker Park! Please view the list below of all the wonderful amenities we offer to every guest staying out apartment. Again if you have any questions or comments please do not hesitate to ask. I look forward to seeing you and having your apartment ready soon! Thank you! One night available

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.

Downtown Mich Ave #10 | gym+rooftop
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Guests love staying with us because: -Central Location on Grant Park (no car needed!) -FAST WIFI -En-suite Laundry -Did we mention the Lake & Park are outside our front door? -Comfy Double bed -Loft style bedroom -Shared Rooftop Deck stunning views -Gym -3 blocks from Red "L" subway -Close to Grant Park, The Bean, Soldier Field, Museums If you are looking for a special place, you've found it!

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.

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.

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

Level ◆ Brand New Luxe One Bedroom

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

The Spa of Downtown Whiting

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

of Lincoln Park | 11ft Ceiling | 1,750ft² | W/D

Luxury Loft Collection 703 - Terrace - River North

Archways at the Lincoln Park Zoo 2bed/2ba

Sun drenched 2 bedroom 1 bath with Kitchen & W/D

NEW luxury Old Town 1-Bedroom condo

Breathtaking & Chic Oasis Loc in Desirable Old Twn
Explore the City from an Elegant, Urban Retreat

Fuzzy Master Bedroom (Entire Apt)
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

The Metropolitan Retreat (Fitness Center • Sauna)

Skyline Oasis: City & Lake Views

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

50th Floor Mag Mile Views, Balcony, Pool, Gym
Family-friendly home rentals with Wifi

Decompress on a Sophisticated Chaise at a Glamorous Hideaway

Your perfect place looks like?

Downtown Chicago Retreat 2BD 2BA Views Gym Rooftop

Stylish Hyde Park/Kenwood Brownstone Garden Apt

COZY Bright*BOLD*FUN* Eclectic Wicker Park Home

Modern River North Apt | Near Downtown Chicago

Chicago Row House Garden Apartmt

Millennium Park 10 Min, Parking, Balcony, Sleeps 8
Quick stats about family-friendly rentals near Chicago River Walk

Total vacation rentals
Explore 280 vacation rentals in Chicago River Walk

Nightly prices starting at
Chicago River Walk vacation rentals start at G$14,638 GYD per night before taxes and fees

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

Pet-friendly vacation rentals
Find 110 rentals that welcome pets

Vacation 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 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
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- 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
- 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
- Donald E Stephens Convention Center
- Union Park
- Frank Lloyd Wright Home and Studio
- Washington Park Zoo
- Garfield Park Conservatory
- Illinois Beach State Park





