
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.

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
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
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
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
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
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
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
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
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
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
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
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 reviewsPopular amenities for Wrigleyville holiday rentals
Other great holiday rentals in Wrigleyville

Shorter Walk To Wrigley Than A Home Run
4.97 out of 5 average rating, 33 reviews
Wrigley Rooftop Residence Next to Wrigley Field
4.81 out of 5 average rating, 16 reviews
Wrigleyville Oasis with Huge Garage
4.96 out of 5 average rating, 82 reviews
Chicago Lakeview/Wrigley Townhome
4.94 out of 5 average rating, 65 reviews
Clifton Garden 1 minute walk to Wrigley Field
4.96 out of 5 average rating, 186 reviews
Upscale Condo in Lakeview near Wrigley Field
4.71 out of 5 average rating, 109 reviews
Authentic Condo steps from Wrigley Field!
4.85 out of 5 average rating, 476 reviews
2,400 SF 4BR + 2 Parking | Steps to Wrigley
5.0 out of 5 average rating, 11 reviewsDestinations to explore
- Wrigley Field
- Soldier Field
- Lincoln Park
- United Center
- Grant Park
- Navy Pier
- Millennium Park
- Naval Station Great Lakes
- Indiana Dunes State Park
- 875 North Michigan Avenue
- University of Chicago
- Six Flags Great America
- The Field Museum
- Shedd Aquarium
- Humboldt Park
- Loyola University Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Union Park
- Byline Bank Aragon Ballroom
- Donald E Stephens Convention Center
- Frank Lloyd Wright Home and Studio
- Beachwalk Vacation Rentals
- Washington Park Zoo





