Family-friendly rentals near Wrigley Field

An inviting living space features large windows allowing natural light, framed by exposed brick walls. A round dining table is surrounded by modern chairs, while a comfortable sectional sofa is positioned near a cozy fireplace, enhancing the warm ambience. Stylish decor elements add character to the room.

4.97 out of 5 average rating, 242 reviews

Modern vintage chic steps from Wrigley Field!

Vintage touches and modern updates in the heart of Wrigleyville! Includes off street parking. Close enough to see Wrigley Field from the building, yet the block is charming and quiet. Close to the lake and Boystown. The vintage DNA is beautifully respected while updates provide the modern amenities you expect when traveling. Large deck. You will love the exposed brick and original millwork while enjoying huge new windows, an open floor plan, chef's kitchen, stylish decor, and spa like bathroom.

A cozy living space features a vibrant orange sofa complemented by decorative throw pillows. A dining area with a small table stands beside a fully equipped kitchen. Artwork adorns the walls, while natural light streams through windows, enhancing the inviting atmosphere.

4.98 out of 5 average rating, 114 reviews

Chic & Comfy • Close to Wrigley

Welcome to your comfy, cozy, cheerful hideaway in the beautiful Buena Park!☀️ Buena Park is a little-known gem. Our home is just blocks from the lakefront (4 blocks), Wrigley (6 blocks), and the major L-line in Chicago (1 block)...yet, you'd never know it given how peaceful and serene it is! We live here part-time, so rest assured you'll have everything you need for a comfortable and enjoyable stay. We ask you please respect our place, and that you enjoy the trinkets + personal items we have!

A spacious living area features an exposed brick wall complemented by large windows allowing natural light in. A sectional sofa is arranged around a round coffee table atop a patterned rug, and a modern light fixture hangs from the ceiling. A television is positioned on a clean-lined media console.

4.89 out of 5 average rating, 122 reviews

Wrigleyville Condo 2 Blks from Lake & Train

I think you'll enjoy my spacious East Lakeview condo. The location is super convenient just 2 blks from Sheridan red line & 2 blks from the lake. Easy proximity 4 blks to Wrigley Field & restaurants/nightlife in Wrigleyville & Boystown. Amazing restaurant next door w/back patio- El Mariachi w/the freshest chips & guacamole! Starbucks, playground, and Divvy Bike station at the corner. 1 mi to Montrose Beach. All downtown sight-seeing easily accessible from Lake Shore Dr or red line 2 blks away.

4.85 out of 5 average rating, 270 reviews

A spacious recreational area features a ping pong table, a large flat-screen TV, and comfortable leather seating. A coffee table sits in front of the couch adorned with a colorful quilt. Exercise weights are positioned on the floor, adding to the diverse amenities of the space.

Guest suite in Chicago

Wrigleyville/Boystown/Entire Private Floor!

1000 sq ft-entire private floor & door access. The perfect Wrigleyville/Boystown/Lake location. Zip to downtown Chicago in minutes via cab or public transportation options. Our friendly neighborhood is packed with fun bars, fabulous restaurants, unique boutiques & great music venues. Enjoy pool, ping pong and pinball and our 65" 4K flat screen TV or a seat at the bar. A Queen bed, 2 single beds in the main room, steam shower and bathroom. We have a mini fridge, microwave, coffee and home gym.

A living room features a large bay window with multiple panes, offering a view of greenery outside. A comfortable sofa is adorned with colorful pillows, complemented by a contemporary armchair and side tables. Warm light is provided by a nearby lamp.

4.98 out of 5 average rating, 269 reviews

North Side Near Wrigley Lakeview Walk Everywhere!!

Located on a beautiful tree lined street one block from the thriving Southport Corridor, one of the hottest neighborhoods in Chicago. You'll love the convenience of being just steps from the Southport Brown Line "L" Stop, you can see the City without ever needing to drive. Steps to outstanding restaurants, bars and shopping. Going to Wrigley Field? Enjoy a 10 minute walk down some of the most beautiful streets in Chicago. Ideal for families seeking comfort, style and a convenient location.

A vibrant garden is visible with two blue Adirondack chairs placed on lush green grass. Potted plants are scattered on a table in the foreground. In the background, a domestic cat can be seen among greenery and flowering plants, creating a serene outdoor setting.

4.97 out of 5 average rating, 332 reviews

The Garden on Wayne

Located in one of the top 3 neighborhoods in Chicago, a great spot for a couple, a small family, business travel or a weekend with the girls. Close to high end shopping, a world famous and historic theatre and dozens of restaurants, our quaint garden apartment offers a quiet spot in a great area for weekending - and is also the midpoint between O'Hare and Downtown. The Lakefront is a quick 20-minute walk; the Lincoln Park Zoo is 20 minutes in an Uber. Please see below for further detail

4.9 out of 5 average rating, 250 reviews

A Novel Situation at Wrigley

This is such a lovely spot and I think you will quite like it. The space features wonderful large windows in all of rooms and has all of the quirky charm that vintage buildings offer up. The location literally can't be beat, with the apartment a five minute walk from Wrigley Field, the bustling Southport shopping corridor, and both the red line and brown line subway stations. It's about a ten minute walk to all of the 'Boystown' nightlife. There is no parking available with the apartment.

A modern kitchen features sleek gray cabinetry and stainless steel appliances, including a refrigerator and oven. A neutral area rug complements the wood flooring. Natural light is provided by large windows, and stylish wall decor adds a contemporary touch to the space.

4.98 out of 5 average rating, 215 reviews

RockStar Pad W3A BoysTown/Wrigley Field/Parking

HAVE IT ALL @ W3A Chicago Wrigley Field/Boystown/Lakeview -Newly renovated like new in safe centrally located East Lakeview. -10 min walk to Wrigley Field, Boys town, beaches, super markets, restaurants with late night dining. 5 min walk to Metro Sheridan Red Line (direct downtown), private enclosed parking $10/night & or free permits for street parking -600 thread count linens, fluffy soft pillows, house coats, high speed WiFi, Sonos speakers, stylish design & in unit washer & dryer

4.96 out of 5 average rating, 546 reviews

A contemporary loft bedroom features a spacious bed with a light grey quilt. Exposed brick walls complement framed vintage Chicago artwork. Soft lighting is provided by string lights near the window. A green plant adds a touch of nature, while dark wood accents create warmth.

Loft in Chicago

Lakeview Loft-Vintage Chicago, Modern Amenities

The Lakeview Loft is a freshly remodeled loft space with a vintage Chicago theme and modern amenities. Located in the Lakeview neighborhood, it is 1/2 mile to the Brown & Red Line el trains, less than a mile to Wrigley Field and 1.5 miles to the lakefront. The Lakeview Loft will provide guests a true Chicago experience while staying in a great Chicago neighborhood. We believe in giving back to our neighborhood as well so for each booking we donate $5 to a local children's charity.

The living area features a mix of modern and industrial design, with exposed brick walls and hardwood flooring. A cozy sectional sofa, accented by colorful pillows, complements a stylish area rug. A kitchen area with dark cabinetry and stainless-steel appliances is visible in the background.

4.81 out of 5 average rating, 252 reviews

Can't Beat This 2min Walk to Wrigley!

My home is a half block from Wrigley Field. You can be to the ballpark in 2 minutes (or Murphy's)! Enjoy your pregame afternoon feeling the buzz of the neighborhood from the private deck. Room for 6 to sleep comfortably in a Queen, 1 Twin plus a Twin over Full Bunk Bed and a Murphy Bed. I provide all the essentials to make your stay easy and comfortable. Toilet paper, soaps, shampoos, towels, linens and even coffee and tea! I have extensive information for you - let's chat!

An open-concept living area is featured, showcasing a dark sofa complemented by light-colored pillows. A round coffee table sits on a patterned rug, and a dining area for four is visible nearby. Modern kitchen appliances are neatly arranged against the backdrop of sleek cabinetry, with natural light flowing through a large window.

4.95 out of 5 average rating, 125 reviews

Beautiful Remodel in Sought After Wrigleyville

Modern comfort meets unbeatable location in this freshly renovated 1BR/1BA Wrigleyville gem. Enjoy the "new unit" feel with fresh paint, new appliances, and soaring 10-ft ceilings. Nestled in Lakeview, you're steps from top restaurants, bars, theaters, and iconic attractions. Perfect for travelers seeking style, convenience, and a true Chicago experience. Public transit is a block away and Spothero parking behind the building.

A modern living area features a gray sofa facing a round marble coffee table. Behind, a built-in bookshelf holds various books. Natural light streams through multiple windows, illuminating a dining area with a round table and stylish chairs. Greenery adds a touch of nature.

4.94 out of 5 average rating, 144 reviews

Chic retreat near the best of Lakeview & Wrigley

Stylish, centrally-located getaway perfect for a visit to the Windy City! This charming space was freshly renovated in early 2022 with ample space (nearly 1500 sq ft), a Peloton exercise bike, and kitchenette. Located in the trendy Southport Corridor blocks from the best of Chicago's north side; shopping, fine dining, bars, Wrigley Field, close to Brown line train public transit with Whole Foods at the end of the block!

Popular amenities for family-friendly rentals near Wrigley Field

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Superhost

A well-lit living space features large windows allowing natural light. A green sofa and two white chairs are arranged around a circular coffee table. A round dining table with wooden chairs is positioned nearby, and a soft area rug adds warmth to the hardwood floor.

4.76 out of 5 average rating, 181 reviews

Modern Wrigley Oasis with Parking!

4.88 out of 5 average rating, 336 reviews

The exterior of a charming coach house is presented, featuring wooden shingles and a well-maintained yard. A circular table with chairs is set on the lawn, accompanied by a green umbrella for shade. Lush bushes border the property, and a wooden fence encloses the yard.

Guesthouse in Chicago

Private Coach house near Lincoln Square!

4.95 out of 5 average rating, 153 reviews

An outdoor space is showcased featuring a hot tub under a pergola with string lights, providing a relaxed ambiance. Comfortable seating is arranged around a firepit table, complemented by a gas grill visible in the background.

Home in Chicago

Modern Lux Getaway w/ Hot Tub, Lrg Yard, Pet Fndly

4.96 out of 5 average rating, 278 reviews

A modern kitchen features a large stainless steel island with seating for three. Black cabinetry offers ample storage space, complemented by open shelves displaying various kitchen items. Pendant lights hang above, illuminating a stylish workspace adorned with greenery, while industrial elements add character.

Loft in Chicago

Tea Studio in Wicker Park Spring Factory

An outdoor patio is showcased, featuring a rectangular fire table surrounded by four cushioned chairs. The wooden decking contrasts with the subdued colors of the furniture. A partial cover is draped over one corner, providing shade from the sun.

4.96 out of 5 average rating, 163 reviews

Downtown Chicago - Spa Bath, Patio, 3 blocks to L

4.85 out of 5 average rating, 172 reviews

A spacious spa room features a modern two-person jacuzzi, surrounded by elegant marble walls. The jacuzzi is designed with a clear accent panel, and amenities such as towels are neatly arranged nearby, promoting a calming and relaxing environment.

Home in Whiting

The Spa of Downtown Whiting

The game room features a red-themed layout filled with arcade machines, a pool table, and foosball. A variety of classic games are showcased, providing a fun atmosphere for guests. Bright lighting illuminates the room, inviting enjoyable gaming experiences.

4.97 out of 5 average rating, 144 reviews

Belmont Pleasures - hot tub / arcade gaming room

An open and spacious living area features a white sectional sofa and unique cow print coffee table. The dining space is equipped with round chairs, and a modern kitchen is visible in the background. Light streams through frosted glass block windows, enhancing the airy atmosphere.

4.86 out of 5 average rating, 489 reviews

Checkerboard Studio, Private Outdoor Hot Tub, Yard

Family- and pet-friendly home rentals

A modern gray sofa sits against a light-colored wall, complemented by a tasteful pillow. Next to it, a clear glass coffee table rests on warm wooden flooring. A dining area is visible in the background, featuring metal chairs and a round table, with natural light filtering through the windows.

4.95 out of 5 average rating, 326 reviews

Roscoe Village One Bed Lux Apartment Near Wrigley

A bright living area features large bay windows with natural light filtering through. A white sofa is complemented by decorative pillows and a coffee table adorned with flowers. A mirror adorns the wall, enhancing the sense of space and light.

4.93 out of 5 average rating, 240 reviews

Penthouse Near Wrigley Field

A spacious living area features a large, L-shaped sectional sofa in calming teal, complemented by decorative pillows. Above, black and white artwork adorns the walls. Natural light floods through two corner windows, while a round coffee table sits atop a textured area rug, adding warmth to the space.

4.96 out of 5 average rating, 204 reviews

❤️ New and Clean! Big Apartment with Parking

A spacious living room features large windows allowing natural light to fill the space. A comfortable light-colored sectional sofa is situated in front of a glass coffee table, with a medium-sized rug underneath. A wooden side table and a television mounted on the wall are also visible.

4.95 out of 5 average rating, 217 reviews

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

A modern living area features a spacious couch with a textured throw, positioned near a wall-mounted TV above a sleek fireplace. Large sliding glass doors lead to an outdoor patio, revealing a view of the vibrant neighborhood.

4.98 out of 5 average rating, 133 reviews

💥IN THE ACTION!💥 2 Bed, 2 Bath on Northalsted!

A private bedroom contains a queen bed adorned with decorative cushions and a patterned bedspread. Soft lighting is provided by bedside lamps, and fresh towels are neatly arranged on the bed and nearby. A window with blinds allows for natural light filtering into the room.

4.77 out of 5 average rating, 242 reviews

Cozy Bedroom in Wrigleyville (Entire Apt)

A modern living area features a gray sectional sofa paired with a mustard-yellow armchair. A sleek coffee table sits atop dark flooring, complemented by a decorative plant and contemporary lighting. A mounted TV and an electric fireplace add functional elements to the stylish decor.

4.84 out of 5 average rating, 264 reviews

★Bright & Bold 1BR in Roscoe Village + Fireplace★

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.

4.97 out of 5 average rating, 847 reviews

Great location. Free parking.

Family-friendly home rentals with a pool

A modern living area features a light-colored sofa adorned with decorative pillows, set against large floor-to-ceiling windows that offer views of the city skyline. A textured area rug defines the space, while a coffee table displays artfully arranged decorative items. A dining table with black chairs completes the setting.

4.84 out of 5 average rating, 105 reviews

Top Floor Views + Central Comfort

A bright living area features large windows that offer city views, enhanced by natural light. Comfortable gray seating is arranged on a patterned rug, complemented by modern decor and greenery. A flat-screen TV is mounted on the wall, alongside a stylish coffee table.

4.83 out of 5 average rating, 288 reviews

Spectacular 2BR Penthouse in the Loop | Roof Deck

A rooftop pool area is shown, featuring a clear blue pool surrounded by lounge chairs in red and neutral tones. Sunlight reflects off the water, and tall buildings are visible in the background, contributing to a lively urban atmosphere.

4.91 out of 5 average rating, 104 reviews

The Professional's Playground (2BD / 2BA)

A cozy bedroom features a spacious bed dressed in bold black and white striped bedding. A decorative red pillow adds a pop of color. A framed artwork of a rabbit is displayed above the bed, complemented by bedside tables with a lamp and a small potted plant.

4.9 out of 5 average rating, 557 reviews

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

A modern living area features a light-colored sofa with dark throw pillows, complemented by a sleek coffee table. Two abstract artworks adorn the wall above the couch. A plant adds a touch of greenery, while a large window allows natural light to fill the space.

4.96 out of 5 average rating, 23 reviews

Luxury 3 Bed w/ Gym, Pool, Parking, Game Rm & More

4.96 out of 5 average rating, 127 reviews

The living area features a sectional sofa adorned with vibrant cushions beside a coffee table. Natural light filters through large windows dressed with horizontal blinds, illuminating a console with a flat-screen TV and decorative accents.

Condo in Evanston

Harmony of Evanston 1 BDR Exec Suite w/pool & Gym

An open living area features a large, light-colored sofa that invites relaxation, paired with accent chairs in green. Sunlight filters through expansive windows, offering views of the city and lake. Artwork adorns the walls, with a dining table positioned in the background for gatherings.

4.86 out of 5 average rating, 59 reviews

Luxury Designer Penthouse West |Pool| Gold Coast

5 out of 5 average rating, 6 reviews

Home in Elmhurst

Elmhurst Luxury 4BR w/ Pool, Fenced Yard, Downtown

Family-friendly home rentals with Wi-Fi

A bright living area features a comfortable gray sofa with decorative pillows, paired with two teal chairs. A mirrored wall accent adds depth, while a large flat-screen TV is mounted nearby. A coffee table with a zigzag area rug enhances the inviting space.

4.9 out of 5 average rating, 438 reviews

Relax and Enjoy Chicago in an Updated and Private Apartment in Roscoe Village

A modern dining area features a wooden table surrounded by six chairs. Natural light enters through large windows, highlighting the grey walls and stylish cabinetry. A chandelier hangs above the table, while a wall-mounted art piece adds a decorative touch to the space.

4.92 out of 5 average rating, 140 reviews

Foosball, Steps from Wrigley, Private Parking

4.99 out of 5 average rating, 183 reviews

Christmas in the City- Holiday Duplex in Lakeview

A dining area showcases a long wooden table surrounded by six metal wire chairs. Natural light enters through two large windows, highlighting the warm wood finishes of the space. A sideboard with glass cabinets is visible against the wall, complemented by decorative art pieces.

4.98 out of 5 average rating, 407 reviews

Sunny Apartment Just 2 Blocks from Wrigley and Boystown

A bright bedroom features a spacious bed dressed in white linens, surrounded by vibrant, tropical-inspired wallpaper. Two windows allow natural light to fill the room, accented by subtle shades and animal motifs. A small red chair is positioned near the bed, adding a playful touch.

4.99 out of 5 average rating, 319 reviews

A Whimsical Fairy-tale Loft in Ravenswood Chicago

4.98 out of 5 average rating, 285 reviews

A cozy living area features a light gray sofa with decorative pillows, alongside a wooden dining table and four stools at the breakfast bar. The kitchen is partially visible, showcasing stainless steel appliances and dark mahogany paneling.

Home in Chicago

Wrigleyville Southport Studio

The exterior of a garden unit is visible, featuring a red door framed by large windows. A locking fence surrounds the entrance, with low shrubs and a small area of gravel alongside the pathway. The building's brick facade provides a classic urban feel.

4.81 out of 5 average rating, 459 reviews

'Secret Garden' Apartment in Wrigleyville

A cozy living area features a light gray sectional sofa and a round coffee table on a vibrant red rug. A large piece of art adorns the wall, complemented by a ceiling fan and natural light from a nearby window. Two lamps provide additional illumination.