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Family-friendly vacation rentals in Wrigleyville

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Wrigleyville

  • Total vacation rentals

    Explore 80 vacation rentals in Wrigleyville

  • Nightly prices starting at

    Wrigleyville vacation rentals start at G$31,383 GYD per night before taxes and fees

  • Verified guest reviews

    Over 7,330 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    80 of Wrigleyville vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Wrigleyville rentals

  • 4.9 Average rating

    Wrigleyville stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated family-friendly rentals in Wrigleyville

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

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Top guest favorite
A comfortable living area features a cozy seating arrangement with soft cushions surrounding a wooden coffee table. A fireplace is positioned against a brick wall, with shelving displaying books and decorative items. An open kitchen is visible in the background, providing a warm ambiance.
Apartment in Wrigleyville

Grace Place in Wrigleyville

Unique, spacious, family friendly apartment 1 block from the home of the Chicago Cubs, Wrigley Field! Walking distance to Clark St. "strip", Halsted St. nightlife, Southport Corridor shops and restaurants, The Music Box vintage movie theatre, The Metro concert venue, and CTA red line for quick access to DePaul University, Loyola University, Michigan Ave Magnificent Mile premium shopping, Museum Campus and Soldier Field, Orchestra Hall, The Art Institute and so much more in the City of Chicago.

FamilyKitchenWifi

4.98 out of 5 average rating, 117 reviews
Guest favorite
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 Lake View

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.

KitchenFamilyAccuracy

4.86 out of 5 average rating, 292 reviews
Top guest favorite
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.
Apartment in Lake View

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.

KitchenFamilyValue

4.98 out of 5 average rating, 298 reviews
Top guest favorite
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.
Apartment in Lake View

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

KitchenIndoor spacesDecor

4.97 out of 5 average rating, 365 reviews
Guest favorite
Apartment in Wrigleyville

The Clubhouse Wrigleyville

Beautifully remodeled apartment steps from Wrigley Field and bars. Half block from the field and One block away from the Wrigleyville night life. The apartment is right next to all the action but just far enough for a quiet night sleep. You will be pleasantly surprised how quiet my block is one hour after the game ends. Walking distance to the beach and a block from the red line. For easy parking on check in day, book on a Thursday. Most of the cubs off days are on Thursdays.

Indoor spacesFamilyOutdoor spaces

4.92 out of 5 average rating, 414 reviews
Superhost
Apartment in Wrigleyville

Cozy Bedroom in Wrigleyville (Entire Apt)

You can’t beat this location! Right in the middle of Boystown and steps from Wrigley Field, you’ll be surrounded by some of the city’s best bars, restaurants, and nightlife. Cubs Stadium is just one block away, and the Addison Red Line station is a quick 5-minute walk, making it easy to explore all of Chicago. No shared space: Due to updated COVID-19 policies, this unit is now 100% private. Once you book, the entire place is yours and the additional listing will be blocked immediately.

KitchenFamilyLaundry

4.76 out of 5 average rating, 272 reviews
Top guest favorite
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 Lake View

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.

KitchenFamilyBreakfast

4.96 out of 5 average rating, 608 reviews
Top guest favorite
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.
Apartment in Lake View

Modern vintage chic steps from Wrigley: park free

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. Charming vintage DNA meets modern amenities. 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. Chicago Shared Housing Registration: R22000093584

Indoor spacesFamilyView

4.96 out of 5 average rating, 285 reviews
Top guest favorite
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.
Apartment in Lake View

A Whimsical Fairy-tale Loft in Ravenswood Chicago

Welcome to Bluebird Inn, an intimate, thoughtfully designed urban inn that will serve as an oasis as you embark on your exploration of Chicago. Nestled above the Long Room, a beloved neighborhood tavern and coffee house (Bad Johnny's, Nice Guy Food Co., Cash's Kitchen and AJ's Bakery & Diner), you can start your day downstairs with breakfast and coffee and stop in for a nitecap before heading up to retire for the evening. Settle in & enjoy the amenities and approachable luxury.

Indoor spacesKitchenGetting around

4.99 out of 5 average rating, 365 reviews
Top guest favorite
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.
Condo in Wrigleyville

Foosball, Steps from Wrigley, Private Parking

Our apartment is ideally located near Wrigley Field and just steps from the Red Line, making it extremely convenient for exploring Chicago. Because of this prime location, occasional train and street noise can be heard. To help you sleep comfortably, we provide ear plugs. Many of our guests still enjoy the vibrant city atmosphere while finding the apartment cozy and restful. Perfect For: Guests who love being in the heart of Chicago and don’t mind a bit of city life sounds.

Indoor spacesKitchenCheckout

4.91 out of 5 average rating, 187 reviews
Guest favorite
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.
Condo in Wrigleyville

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!

FamilyKitchenSleep quality

4.81 out of 5 average rating, 291 reviews
Guest favorite
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.
Apartment in Wrigleyville

'Secret Garden' Apartment in Wrigleyville

Small garden unit in the heart of Wrigleyville. Steps from both Wrigley and Boystown. The apartment has a queen bed in the bedroom and a sitting area with a TV and mini-dining area. In addition, the apartment has mini fridge, microwave, coffee machine w/ pods, and small dining table. There is no kitchen; fortunately Chicago has a multitude of amazing restaurants to choose from! Includes full bathroom with shower and linens.

FamilyKitchenValue

4.81 out of 5 average rating, 496 reviews

Popular amenities for Wrigleyville family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Guest favorite
A spacious living room features comfortable seating on soft gray furniture, including a large chaise and armchairs. Natural light brightens the area, while a gas fireplace is set within a stylish stone surround. A large flat-screen TV is mounted above the fireplace.
Home in Lake View

Entire house in Lakeview with yard and garage

KitchenFamilyQuiet

4.86 out of 5 average rating, 111 reviews
Guest favorite
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!

KitchenFamilyBackyard

4.88 out of 5 average rating, 398 reviews
Top guest favorite
An elegantly furnished dining area features a wooden table with a textured runner. Dark leather chairs surround the table, and a modern chandelier hangs above. The open kitchen, equipped with stainless steel appliances and bar seating, is visible in the background.
Condo in Logan Square

Urban Luxury 1BR/2BA Logan Square Condo w/Garage

FamilyKitchenCleanliness

4.98 out of 5 average rating, 329 reviews
Guest favorite
Condo in West Town

Chicago Oasis | Spa Bath, Patio & Fireplace

Indoor spacesKitchenQuiet

4.96 out of 5 average rating, 183 reviews
Superhost
A spacious studio is showcased with a king-size bed positioned against a contrasting dark wall. Natural light filters through large windows, highlighting the exposed brick and the vintage stone fireplace. A mirrored wall accents the room, while a desk complements the seating area.
Condo in Little Italy

Private hot tub - King bed suite - Free parking

Indoor spacesFamilyOutdoor spaces

4.92 out of 5 average rating, 283 reviews
Top guest favorite
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 Wicker Park

Tea Studio in Wicker Park Spring Factory

FamilyKitchenCheckout

4.96 out of 5 average rating, 309 reviews
Superhost
A spacious living area is filled with natural light, featuring large windows that offer expansive views. A comfortable white sofa and two dark chairs are positioned around a glass coffee table. The open kitchen is visible in the background, showcasing modern cabinetry and appliances.
Apartment in West Town

Scenic 3BR PH for Tourism + Prime Location

Indoor spacesKitchenLocation

4.85 out of 5 average rating, 110 reviews
Guest favorite
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.
Apartment in West Town

Checkerboard Studio, Private Outdoor Hot Tub, Yard

Indoor spacesFamilyValue

4.86 out of 5 average rating, 540 reviews

Family- and pet-friendly home rentals

Guest favorite
A living area features a gray couch and a light-colored armchair positioned around a glass coffee table. A television is mounted on a gray media console, and natural light enters through a doorway leading to a kitchen area. A textured rug adds warmth to the hardwood floor.
Apartment in Lake View

Cozy Lakeview Apt-Walk to Wrigley & Free Parking!

KitchenFamilyBackyard

4.82 out of 5 average rating, 163 reviews
Top guest favorite
A spacious dining area features a wooden table surrounded by black metal chairs. Natural light filters through large windows, illuminating a welcoming living space visible in the background with comfortable seating and light-colored decor.
Apartment in Lake View

Charming 5-BR Duplex by Wrigley, Garage & Yard

Indoor spacesKitchenLayout

4.86 out of 5 average rating, 362 reviews
Top guest favorite
A spacious dining area features a large table surrounded by six chairs. Natural light is provided by two windows with sheer curtains. A unique light fixture hangs above, and a vase with flowers is centered on the table, contributing to the room's welcoming ambiance.
Home in Uptown

Private 3rd Floor Apartment

KitchenFamilyAccess

4.91 out of 5 average rating, 427 reviews
Top guest favorite
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.
Condo in Lake View

RockStar Pad W3A Chicago-Wrigley/BoysTown/Parking!

FamilyIndoor spacesQuiet

4.98 out of 5 average rating, 277 reviews
Top guest favorite
An elegant stone entrance is framed by lush green ivy, leading to a wooden door beneath a decorative awning. A charming fountain, featuring three tiers, adds a serene element to the outdoor area, surrounded by abundant foliage and creating a peaceful environment.
Apartment in Lake View

CASA NEWPORT

KitchenFamilyAir conditioning

4.98 out of 5 average rating, 161 reviews
Guest favorite
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.
Apartment in Lake View

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

FamilyKitchenCleanliness

4.94 out of 5 average rating, 274 reviews
Guest favorite
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.
Apartment in Roscoe Village

Roscoe Village One Bed Lux Apartment Near Wrigley

FamilyIndoor spacesLaundry

4.95 out of 5 average rating, 358 reviews
Top guest favorite
A bright living area is presented with a patterned armchair and a cozy sofa adorned with a colorful throw. A wooden coffee table is positioned in front, while a window with sheer curtains frames the view of the outdoor porch area.
Apartment in Ravenswood

Bright family-friendly Lincoln Square 2-bed 1-bath

KitchenFamilyNearby

4.95 out of 5 average rating, 444 reviews

Family-friendly home rentals with a pool

Guest favorite
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.
Apartment in Uptown

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

KitchenFamilyCheck-in

4.9 out of 5 average rating, 600 reviews
Top guest favorite
An aerial view of a swimming pool surrounded by a spacious wooden deck. Six comfortable loungers are positioned around the pool, with additional seating areas visible. An umbrella-covered table is set for outdoor dining, harmonizing with the greenery in the yard.
Apartment in Logan Square

Fun & cozy getaway w/POOL/game room/FREE parking

KitchenIndoor spacesAccess

4.98 out of 5 average rating, 172 reviews
Guest favorite
Condo in Evanston

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

FamilyIndoor spacesNearby

4.96 out of 5 average rating, 123 reviews
Guest favorite
The modern kitchen features white cabinetry and a spacious island with four bar stools. A stainless steel refrigerator stands next to a gas stove and microwave. Natural light filters through large windows, illuminating the elegant countertops and sleek finishes.
Apartment in West Town

Cozy Duplex Down in Wicker Park East w/ Parking

FamilyKitchenWalkability

4.93 out of 5 average rating, 131 reviews
Top guest favorite
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.
Apartment in Downtown Chicago

Professional's Playground (Fitness Center • Sauna)

Indoor spacesKitchenLong stay

4.92 out of 5 average rating, 133 reviews
Superhost
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.
Apartment in The Loop

Spectacular 2BR Penthouse in the Loop | Roof Deck

KitchenIndoor spacesAir conditioning

4.81 out of 5 average rating, 361 reviews
Guest favorite
A spacious bedroom features large floor-to-ceiling windows, allowing natural light to fill the room. A large bed with neutral bedding is complemented by a contemporary desk and chair setup, which is arranged near a wood-framed lamp. A subtle area rug lies beneath the bed.
Apartment in Downtown Chicago

50th Floor Mag Mile Views, Balcony, Pool, Gym

Indoor spacesKitchenWifi

4.9 out of 5 average rating, 143 reviews
Guest favorite
Apartment in The Loop

South Loop | Rooftop With In & Out Parking | 3

KitchenFamilyLaundry

4.78 out of 5 average rating, 101 reviews