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Kid-friendly vacation rentals in Chicago Loop

Find and book unique kid-friendly rentals on Airbnb

Top-rated kid-friendly rentals in Chicago Loop

Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.

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An indoor swimming pool is featured, flanked by ample natural light from large windows. Comfortable seating is arranged alongside the pool, complemented by potted plants and a calming color palette. Distinctive tile work adorns the floor, adding texture to the serene atmosphere.

Apartment in South Loop

5 out of 5 average rating, 4 reviews

The South Loop Suite

Located at the epicenter of Chicago's cultural, historical, and business attractions, this luxurious 2 bedroom apartment offers guests all the comforts of home, whether on the road for work or play. Within walking distance are world famous attractions including: Millennium Park, The Bean, Navy Pier, Riverwalk, Soldier Field, The Field Museum, and more. Additionally, guests are merely a couple blocks from an "L" train stop, which will transport passengers anywhere they could desire in the city.

The exterior of a modern high-rise building is visible, featuring large glass windows and a curved architectural design. Surrounding trees line the street, creating a blend of urban and natural elements. The image showcases the building's height against a clear blue sky.

Apartment in South Loop

4.8 out of 5 average rating, 299 reviews

Kasa | Studio, Walk to Grant Park | South Loop

It’s easy to get a taste of Chicago’s culture and cuisine at Kasa South Loop Chicago, located within walking distance of the Museum Campus, McCormick Place Center, and a variety of restaurants and shops. Our Kasas are the best choice for your trip to the Windy City with our spacious floorplans, full kitchen, laundry facilities, and parking. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text, phone, or chat, and a Virtual Front Desk accessed via mobile device.

A modern living area is illuminated by natural light from large floor-to-ceiling windows. A comfortable gray sofa sits against one wall, accompanied by a coffee table. The open kitchen features a sleek marble countertop and stainless steel refrigerator, with minimalistic decor enhancing the ambiance.

Apartment in River North

4.96 out of 5 average rating, 45 reviews

River North | Private Balcony With In&Out Parking

Enjoy a stylish experience at this centrally-located place ✨. Stunning 1,000 square foot modern two-bedroom, one-bathroom unit is perfect for corporate travelers and/or families looking for a stylish escape in downtown Chicago 🌆. 🌇 Rooftop Patio W/ BBQ 🍖 🚗 Free In/Out Parking - 5 Mins Walk To Garage 🌅 Private Balcony W/ Breathtaking Views 🛏️ 2 Bedroom | 1 Bathroom 👑 2 Queen Beds 🛏️ 1 Inflatable Airbed 👶 Portable Crib 📺 Netflix, Hulu, Disney Plus, and Prime subscription Included

The spacious bedroom features a large bed dressed in crisp white linens, framed by soft side tables with gold accents. A piece of abstract artwork adorns the wall above the bed, and natural light enters through a large window with unobstructed views.

Apartment in Near North Side

4.71 out of 5 average rating, 1,074 reviews

Kasa | Spectacular City Views | 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.

A serene indoor pool area is highlighted by tall glass walls, allowing natural light to illuminate the space. Cozy seating with soft cushions is arranged around the pool, while overhead greenery and pendant lights create a calming atmosphere.

Apartment in South Loop

4.73 out of 5 average rating, 159 reviews

Sentral Studio Apt in South Loop Chicago

Experience a lifestyle where everything you need is right at your fingertips in the vibrant heart of Downtown Chicago. Explore the area effortlessly: ✔ Breathtaking views of Lake Michigan and the Chicago skyline ✔ Close to major business hubs and the Loop District ✔ Enjoy a walk along the scenic Lakefront Trail ✔ A lively array of world-class museums, gourmet restaurants, and iconic architecture ✔ Quick access to Millennium Park, the Art Institute of Chicago, and Grant Park

A cozy studio space is highlighted by large windows that offer a city view. A modern gray sofa is positioned next to a small wooden table. A purple armchair adds a pop of color, while soft lighting and simple decor create a comfortable feel in the room.

Apartment in South Loop

4.78 out of 5 average rating, 144 reviews

McCormick Place Studio/parking/sleeps up to 4

• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • 2 shifts Security officers in the building • City view • Queen size bed + Queen size air mattress 2 extra guests • Comfortable stay for up to 4 guests at a time • Access to the Gym • Dedicated Internet • 4K smart HDTV(Netflix and Roku) • Fully equipped & stocked kitchen with complimentary Coffee & Tea • EV charging stations available • Optional Parking space for only $30/day

A modern kitchen features sleek black cabinetry and appliances, complemented by a contrasting white countertop. Stylish stools are arranged around a small kitchen island. The wall is adorned with a framed painting, while decorative items are displayed on open shelves above the countertop.

Apartment in Pilsen

4.87 out of 5 average rating, 263 reviews

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.

Top guest favorite

A green sofa is positioned in a bright living area, accompanied by a round coffee table. A decorative bowl and a potted plant sit atop the table, while a piece of wall art featuring a tree landscape adds character. Natural light enters through nearby windows.

Apartment in Chicago

4.99 out of 5 average rating, 230 reviews

Modern Apt with style & comfort in Pilsen Chicago

Enjoy a nicely updated studio in a safe, family-owned building located in Pilsen/Heart of Chicago conveniently located near Downtown, Chinatown, & Hyde Park to name a few. Public transportation is walking distance or you can go on a short drive to museums, parks, cafes, restaurants, bars, venues, and hip neighborhoods. Chicago has a full line up of festivals happening this year so feel confident in choosing my lovely space to be part of your experience.

A bright living area features a deep green accent wall and polished concrete floors. A plush dark sofa with decorative pillows is positioned facing a television on a wooden stand. A window offers a view of an outdoor space, enhancing the natural light in the room.

Apartment in Chicago Loop

4.92 out of 5 average rating, 62 reviews

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

A bright studio apartment features a spacious bed covered with a blue blanket. A light-colored sofa is positioned next to a closet, while a doorway leads to a modern bathroom. Large windows allow natural light to fill the space.

Condo in River West

4.86 out of 5 average rating, 118 reviews

Cabin 308 at 747 Lofts

This studio apartment is in the perfect location in Chicago for getting to Downtown via the Blue Line L or to the Hot West Loop and Randolph street restaurant row. Walk to bars, shops, restaurants, coffee liquor stores and transportation with ease! You will love our spa baths, in unit laundry and full modern kitchens to make it feel like a home away from home. One of the best pizza spots in Chicago is only steps away!

Top guest favorite

A spacious living room features three large windows allowing natural light to fill the space. Comfortable seating includes a leather couch and an armchair. A television is mounted on the wall, and a decorative area rug lies beneath a wooden table set for dining.

Condo in Noble Square

4.97 out of 5 average rating, 803 reviews

Great location. Free parking.

Great location in Chicago's Wicker Park/Bucktown community. Fully furnished living room, bedroom with queen bed and bathroom. Internet, central heating/ac, small refrigerator, microwave, cable TV, dvd/Blu-ray, coffee maker. Small safe. Private free parking. One block from blue line (Division). From O’Hare via train – 35 min. 10 min to the city via blue line.

A spacious living and sleeping area is highlighted by a plush navy upholstered bed, flanked by contemporary bedside lamps. Bay windows allow natural light to fill the room, while a cozy dining table with blue chairs sits in the corner, set against warm wood flooring.

Apartment in Gold Coast

5 out of 5 average rating, 8 reviews

Designer Gold Coast Suite - Steps to Oak Beach

A design lover's dream. Spend your next trip (or staycation) in a beautifully remodeled luxury apartment in Chicago's Gold Coast neighborhood. This listing is for a private suite in a multiple-unit building. ✔ Safe and vibrant neighborhood. ✔ Steps from Michigan Avenue, luxury shops, and the Lake ✔ Convenient parking options nearby. ✔ Easy self-check-in.

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Popular amenities for Chicago Loop kid-friendly rentals

Free parking on premises

Air conditioning

Kid-friendly house rentals

An outdoor patio area is surrounded by lush greenery and vibrant flowers. Comfortable seating arrangements, featuring wicker furniture with colorful cushions, invite relaxation. A pergola above provides structure, adorned with hanging plants and decorative elements, enhancing the peaceful environment.

Private room in Willow Springs

4.93 out of 5 average rating, 277 reviews

Private bedroom A in a quiet Chicago suburb.

A spacious living area is highlighted by a comfortable gray sofa adorned with warm-toned pillows. A wooden coffee table with magazines rests in front. The walls are painted in a vibrant yellow, complemented by a rustic shelving unit and decorative accents around the room.

Private room in Pilsen

4.91 out of 5 average rating, 446 reviews

Spacious & serene in hip spot. Sleeps 4.

A modern kitchen area is highlighted by a central island with a sleek countertop and a dark cabinetry base. Two woven bar stools are placed alongside. Natural light fills the space through three windows adorned with light-filtering shades, while a small indoor plant adds a touch of greenery.

New place to stay

Gorgeous home, 3BR/2BA, Free Parking, Free Laundry

A spacious sleeping area features a queen-size bed with layered white bedding and decorative pillows. Light fills the room from a nearby window, while a wooden dresser and nightstand provide storage. A textured stone wall adds visual interest to the overall decor.

Home in Humboldt Park

4.95 out of 5 average rating, 61 reviews

Private Logan Square Garden Apt

A modern living area features a dark leather sofa adorned with blue and cream cushions. A stylish coffee table with geometric design sits atop a decorative area rug. A large black and white photograph of a city skyline is displayed on the wall, complemented by a floor lamp and a side table.

4.95 out of 5 average rating, 396 reviews

Get Cozy at a Powder-Blue Residence in the Heart of Pilsen

Top guest favorite

A charming entrance features a black wrought iron gate framed by vibrant greenery and colorful flowers. The brick façade of the building provides a warm backdrop, with steps leading up to the inviting front door, partially obscured by lush plants.

Private room in Ukrainian Village

4.99 out of 5 average rating, 329 reviews

Private Bed and Bathroom in a Great Location

Private room in Chicago

4.82 out of 5 average rating, 501 reviews

Florence Room - 3min to CTA, Free Parking, Roomy

A cozy bedroom features a spacious bed with a soft white comforter. A modern television is mounted on the wall opposite the bed. A circular mirror and small table add to the decor, while a vintage-style refrigerator and a bathroom door are visible in the background.

Private room in Groveland Park

4.98 out of 5 average rating, 161 reviews

McCormick332, Chinatown, SOX, GrantPark, UC

Kid-friendly apartment rentals

Top guest favorite

Two red chairs with vibrant, embroidered cushions are positioned in a contemporary living space. A large leafy plant is placed nearby, complementing the colorful decor. A blue door and a piece of wall art featuring abstract imagery add character to the area.

Apartment in Little Village

5 out of 5 average rating, 11 reviews

2B Midcentury Artist Loft w King Bed

Top guest favorite

The open-concept living area features a modern kitchen with stainless steel appliances and a large island with seating for four. A cozy seating area includes dark wood furniture and a flat-screen TV mounted on the wall, complemented by warm wood flooring and soft lighting.

Apartment in Chicago

5 out of 5 average rating, 27 reviews

Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom

A spacious bedroom is highlighted by a king bed featuring soft linens and a plush headboard. A stylish chair is positioned near a large window, which offers views of greenery outside. The warm tones of the décor are complemented by a minimalist artwork on the wall.

Apartment in Little Italy

4.95 out of 5 average rating, 43 reviews

Spacious Studio in Little Italy, Near West Loop

A spacious common area features large windows that allow plenty of natural light to fill the room. A modern entertainment unit is placed against a white brick wall, complemented by a comfortable sectional sofa and a round coffee table on a textured rug.

Apartment in South Loop

4.93 out of 5 average rating, 182 reviews

Lavish 2BR/2BA Loft I Next to Grant Park & Museums

The open-concept living area features a fully-equipped kitchen with gray cabinets and granite countertops. A cozy seating area includes a sofa and a patterned area rug, complemented by a coffee table and a decorative side table, creating a functional and comfortable space.

Apartment in West Town

4.73 out of 5 average rating, 11 reviews

Cool spot in cool neighborhood

A modern kitchen is showcased, featuring sleek cabinetry in dark tones and stainless steel appliances. An island with a light countertop provides ample space for meal preparation. Natural light enters through large windows, brightening the inviting atmosphere of the open layout.

Apartment in Pilsen

4.94 out of 5 average rating, 49 reviews

Pilsen Modern Chic Retreat

A cozy living area showcases a navy blue sofa facing a decorative fireplace and a wall-mounted television. Two armchairs and a round dining table create a functional seating arrangement. Natural wood flooring and built-in shelves enhance the spacious feel, complemented by greenery throughout.

Apartment in Old Town Triangle

4.88 out of 5 average rating, 216 reviews

Lincoln Paradise– Steps to Park & Zoo!

An open living space is divided into areas for relaxation and sleeping. A large bed with soft linens is showcased next to a contemporary TV stand. A sectional sofa is positioned to create a cozy sitting area, complementing the natural light filtering through the curtains.

Apartment in Pilsen

4.75 out of 5 average rating, 326 reviews

Bright & Spacious| Free Parking |Trendy Bridgeport

Kid-friendly condo rentals

The living room features large windows dressed in sheer curtains, allowing abundant natural light to fill the space. A modern sectional sofa, accented with colorful cushions, is positioned around a central coffee table. A decorative area rug complements the elegant hardwood flooring, while a sleek TV is mounted above a cozy fireplace.

Condo in Avondale

4.96 out of 5 average rating, 114 reviews

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

An open kitchen and dining area features exposed wooden beams and stylish light fixtures. A modern dining table with black chairs provides seating, while a lounge chair is positioned nearby. Decorative plants and art add warmth to the contemporary space.

Condo in Wicker Park

4.95 out of 5 average rating, 106 reviews

Modern Izakaya Studio in Wicker Park

A spacious living room features floor-to-ceiling windows that allow ample natural light, showcasing views of the city. A large gray sectional sofa is complemented by a cozy yellow armchair. A wall-mounted television is situated above a built-in fireplace, with a private balcony visible through sliding doors.

Condo in West Town

4.94 out of 5 average rating, 105 reviews

Your perfect place looks like?

A bedroom features a spacious bed dressed in deep blue linens, complemented by decorative pillows. The walls are painted in a rich blue, accented by round mirrors. Two bedside lamps illuminate the space, while a patterned area rug lies on the hardwood floor.

Condo in Oak Park

4.94 out of 5 average rating, 239 reviews

Picture Perfect 3Bed Steps from Train and FLW

A modern living area features a blue sectional sofa facing a mounted flat-screen TV. A wooden coffee table is positioned in front of the sofa. A desk and chair are situated near a large window, allowing natural light to brighten the room.

Condo in Mayfair

4.87 out of 5 average rating, 127 reviews

Newly updated 1BD/1B in Old Irving Chicago!

A modern living area features a blue sofa with decorative cushions, paired with a small white coffee table. A textured area rug adds color beneath the furniture, while a painting of serene water hangs above the couch. Neutral walls contribute to the bright atmosphere.

Condo in Hyde Park

4.83 out of 5 average rating, 173 reviews

Modern Hyde Park Getaway | UChicago

A modern living area showcases a coffered ceiling and stylish furnishings. Plush sofas and accent chairs are arranged around a coffee table, with a large wall-mounted television and a decorative painting enhancing the aesthetic. Natural light enters through multiple windows, illuminating the space.

Condo in West Town

4.98 out of 5 average rating, 165 reviews

Spacious 4 Bedroom Condo

A cozy living area features exposed brick walls, a rustic wooden coffee table, and a large leather sofa. A flat-screen television is positioned in front of the seating, while natural light enters through the windows. A vintage fan rests nearby, and additional storage is provided by a bookshelf.

Condo in Humboldt Park

4.86 out of 5 average rating, 474 reviews

Humboldt Park Traveler's Lodge

Quick stats about vacation rentals that are kid-friendly in Chicago Loop

Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ184 before taxes and fees
Total number of reviews
1.3K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool

Destinations to explore