
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.

Quiet and Cozy 2 bedroom condo
Welcome to your tranquil retreat! This thoughtfully designed two-bedroom 1 bath condo blends modern amenities with a welcoming atmosphere, making it an ideal getaway. The living area features contemporary décor and comfortable seating. The kitchen is equipped with stainless steel appliances & granite countertops. Conveniently located near shopping, restaurants & coffee shops O’Hare & Midway airports are approximately a 25 minute drive and Downtown Chicago is approximately a 20 minute drive!

4BR/2BA + Fenced Backyard + Garage + Near MDW
Unwind in style at our stunning Burbank home! With its modern, ultra-cool vibe and sensational light fixtures this house is the perfect retreat after a day of adventures. Conveniently located near Midway Airport✈️ and public transportation 🚍 and just a short Uber ride to downtown Chicago 🌆 you'll enjoy the perfect blend of convenience, comfort, and cool + enjoy free garage and driveway parking for added convenience. 🚗 Come experience the best of Burbank – book now for an unforgettable stay!

Sunny WFH Apt | King Bed | Near NU-Chicago-Beaches
Experience comfort and style in this newly renovated sunny south facing 1-bedroom apartment located in a peaceful walkable area in the heart of Evanston’s charming arts district. Surrounded by tree-lined streets, boutique shops, and not far from local cafes, the lakefront, Northwestern University, and a wide variety of dining options; with an easy commute to downtown Chicago. Sleeps up to 4 with a king bed and queen sleeper sofa. Includes a desk and monitor—great for those needing a workspace.

Evanston 2BR 2Bth 1 Blk to Beach
With its older charm, modern comforts, and unbeatable proximity to the beach, this 2-bedroom, 2-bath unit offers an ideal getaway. Only 1 block from beautiful Lake Michigan and South Blvd Beach, you will love our spacious, sunny apt. Whether you're staying for a short visit or a lengthy one, you'll feel the comfort of home on a tree-lined street. The unit has hardwood floors throughout, comfortable bedrooms, a fully stocked kitchen, dining room, and a sunroom looking out on the backyard patio.

Treetop Oasis With Parking Walk To Town & Train
Take a deep breath and relax in this airy and bright top floor apartment. Treetops surround the newly renovated and spacious home in a premier Oak Park location. 20 min. to downtown Chicago. Only 1/2 block to the FLW Home & Studio. Walk to dining & train. 2 bedrooms & 1 bath w/tub & shower. Open living/dining/kitchen/sunroom. Wow kitchen w/huge island. Primary w/king bed + deep closet. 2nd bdrm w/built-in bunk beds + desk + balcony. Private entry & deck. Shared fenced yard. Driveway parking.

Historic Coach House in Evanston Near Beach & Town
Stay in the Coach House of this exquisitely restored Historic Landmark Manor House, one block to Lake Michigan's beaches and close to town and NU. Enjoy the entire coach house which is renovated and includes a large bedroom with king bed and desk, a sun-filled living room/dining room, a full bath with claw-foot soaking tub and shower and a kitchen with amenities. The space can be equipped with an air mattress for an extra guest. Also available is a 3rd floor guest suite in the main house.

A guest suite centrally located, but so quiet
IF... you want to race into the city to see a play, go for a jog along the lake, have a quick coffee with a friend or enjoy a fine restaurant to celebrate a special occasion, it's all here in the lovely lakeside town of EVANSTON, IL. You can enjoy it all while living in my private guest suite w/kitchenette, private bath, private entry, shared laundry area and......., if you need it, garage parking, too! Enjoy my garden on warm summer days; in winter, you will love the heated floor!

Comfy Cove: 3BR-2BT *NEW* w/ 2 Living Rooms
Welcome to our cute and cozy 3BR, 2BT home in Skokie—the perfect blend of comfort and convenience. Thoughtfully designed- this space is ideal for families, friends, or business travelers. Enjoy comfortable bedrooms, a fully equipped kitchen, and relaxing living areas that make you feel right at home. Located in a quiet neighborhood with easy access to Chicago, dining, shopping, and local attractions. Whether you’re here for a weekend getaway or an extended stay, this is the place.

DT Oak Park Luxe|3BR 2BA+Yard|15 min to Chicago
Welcome! Location location location! Relax in this newly renovated 3-bedroom home in the heart of the historic district. Steps from the Frank Lloyd Wright Home and Studio, Hemingway Birthplace Museum, shops, dining, and easy transit to downtown Chicago. Stylish, spotless, and family-friendly — the perfect blend of comfort and charm. No parties, events, gatherings, weapons, dangerous items or disruptive behavior allowed. Every adult must be on the reservation. No exceptions.

4BR/1.5BA+Fenced Backyard +Near MDW+One Level
Come experience this beautiful home in Burbank, a sweet spot for family living in a quiet suburban neighborhood just minutes from Chicago and Midway Airport. This inviting home blends comfort and modern finishes with a warm, welcoming feel throughout. Designed for families, it offers spacious living areas perfect for relaxing, entertaining, and everyday life. Close to parks, shopping, dining, and major highways for an easy commute into the city

Spacious Oak Park 4bd/3.5ba and Parking
Unwind in our classic 4 bedroom, single-family home in Oak Park. It’s perfect for families or groups, offering you a fully equipped gourmet kitchen, 2 living spaces, 3.5 bathrooms, 4 dedicated work spaces, a backyard oasis and parking. With its historic charm, proximity to Frank Lloyd Wright's architecture, Columbus Park and easy access to the expressway, it's central for exploring Oak Park's cultural gems.

Cozy Guesthouse near NU - next to Lee Street Beach
Welcome to our cozy and comfortable guesthouse nestled on a quiet and beautiful neighborhood in Southeast Evanston. We are 2 blocks from Lee street beach and 10 minutes walking distance to the Main Street El train (purple line) and Metra stop. We are a 10 minute walk to downtown Evanston and Northwestern University. We are 10 miles from downtown Chicago.
Popular amenities for family-friendly rentals near Chicago River Walk
Family-friendly home rentals with a hot tub

Quiet and welcoming house.

Modern 2Bdrm Westchester/Chicago Home.With Hot tub

Elegant 4bedroom, 5 bathroom home on a great block

25 min from both airports and downtown

Stunning modern home with a lovely backyard

The Spa of Downtown Whiting

Charming home in the suburbs

Entire Cozy Townhouse
Family- and pet-friendly home rentals

RetroModern Bungalow | pet friendly | free parking

Charming Apt.Fully Equipped Prk.Inc 12 min 2 Lake

Private APT Near to Food/Shops/highway/Garage park

Walk to Oak Park from Our Sunny Turn of the Century Apt

Restful Retreat Perfectly Located by Train+Shops

Cozy 2 bedroom house/w garage in Skokie

Bright & Gorgeous- 5* Location- Queen Beds - Pkg

Stunning, Sunny Flat with Beautiful Backyard
Family-friendly home rentals with a pool

Quiet Luxury• Skyline Views• 15 Min to Chicago

Plains/Chicago Midcentury Guest House

"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym

Bedford Palace

Just remodeled apartment close to airport and mall

Long term rental-1 b pool house-no pool parties!

Forest Park Oasis - Dog Friendly - Parks - the "L"

Pond View, Washer Dryer, Non Smoking Community
Family-friendly home rentals with Wi-Fi

Modern Ranch | 5 Min to O'Hare, 25 to Chicago

New Home near Lake/Northwestern + Parking

Zen in La Grange Park

Single family home with private patio and backyard

Rosemont 4BD2BA house with Pool

Elegantly Designed 1BR Right Next to Beach

Luxury Home - Pool Tbl/Bar/Patio

Freshly Remodeled Cozy 3 Bedroom Home
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 $119 NZD 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
- Fitness-friendly rentals Chicago River Walk
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- Rentals with a hot tub Chicago River Walk
- Rentals with lake access Chicago River Walk
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- 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
- Union Park
- University of Chicago
- Lincoln Park Zoo
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Washington Park Zoo
- Loyola University Chicago
- Indiana Dunes State Park
- Oak Street Beach
- Illinois Beach State Park
- Museum of Science and Industry





