Holiday houses in Wrigleyville

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Quick stats about holiday rentals in Wrigleyville

  • Total holiday rentals

    Explore 130 holiday rentals in Wrigleyville

  • Nightly prices starting at

    Wrigleyville holiday rentals start at $71 AUD per night before taxes and fees

  • Verified guest reviews

    Over 12,330 verified reviews to help you choose

  • Family-friendly holiday rentals

    80 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wi-Fi availability

    130 of Wrigleyville holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Gym, BBQ and Laptop-friendly workspace across Wrigleyville rentals

  • 4.9 Average rating

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

Top-rated holiday rentals in Wrigleyville

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
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.

4.98 out of 5 average rating, 117 reviews
Top Guest favourite
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

4.97 out of 5 average rating, 365 reviews
Guest favourite
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.

4.92 out of 5 average rating, 414 reviews
Top Guest favourite
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

4.96 out of 5 average rating, 285 reviews
Top Guest favourite
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.

4.96 out of 5 average rating, 608 reviews
Top Guest favourite
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.

4.99 out of 5 average rating, 365 reviews
Guest favourite
A comfortable living area is presented, featuring a brown leather sofa and a dark wood coffee table positioned on a soft area rug. Two light chairs are placed near large windows, while a flat-screen TV is mounted on the wall above a rustic fireplace adorned with stacked firewood.
Apartment in Lake View

Mid-Century Modern | Walk to Wrigley

Experience stylish comfort in this beautifully designed, mid-century modern apartment in the heart of Wrigleyville. Enjoy a spacious back porch, perfect for relaxing, a chic dining area ideal for entertaining, and a dedicated desk space for remote work. Located just steps from Wrigley Field, Wrigleyville's bars and restaurants, and the Southport Corridor, with high end shops and dining. Parking is not provided and the street is prohibited from 6pm-6am and Wrigley Field events.

4.98 out of 5 average rating, 47 reviews
Top Guest favourite
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.

4.91 out of 5 average rating, 187 reviews
Guest favourite
Apartment in Lake View

2 Bedroom in Wrigleyville with 2 Garage Spots

Charming and newly renovated 2bedroom apartment 5 minutes to Wrigley Field with private garage parking in a historic building! Features a queen bed, full bed, queen sleeper sofa, cozy reading nook, modern kitchen & bath, in-unit laundry, and sunny dining room. Lake Michigan, shops, restaurants, and bars are just minutes away. Easy access to Brown Line train and bus. Enjoy year-round fun from beach days to winter festivals. Perfect for exploring Chicago’s vibrant Northside!

4.91 out of 5 average rating, 68 reviews
Guest favourite
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!

4.81 out of 5 average rating, 290 reviews
Top Guest favourite
An open living area features a blend of vintage and modern design. A dining table with several chairs sits near large street-level windows. A cozy seating arrangement is offered beside a coffee table, while the ceiling displays intricate patterns in warm tones.
Apartment in Wrigleyville

Lunatic Fringe • Vintage 1BR Near Wrigley

The space features wonderful large street level windows in the main room 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.

4.89 out of 5 average rating, 177 reviews
Superhost
Apartment in Lake View

Luxury Wrigley Getaway | 2BR + Parking

Experience the best of Wrigleyville in this stylish 2-bedroom retreat with free parking. Perfect for couples, small families, business travelers, or friends, you'll enjoy private access to two beautifully designed bedrooms, a fully equipped kitchen, spacious living areas, and all the home's amenities. One bedroom will be locked and unavailable during your stay. Need more space? Ask about our 3- and 4-bedroom options for larger groups.

5.0 out of 5 average rating, 3 reviews

Popular amenities for Wrigleyville holiday rentals