
Apartment holiday rentals in Wrigleyville
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Quick stats about apartment rentals in Wrigleyville

Total holiday rentals
Explore 90 holiday rentals in Wrigleyville

Nightly prices starting at
Wrigleyville holiday rentals start at $69 AUD per night before taxes and fees

Verified guest reviews
Over 8,210 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
90 of Wrigleyville holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Wrigleyville rentals

4.9 Average rating
Wrigleyville stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated apartment rentals in Wrigleyville
Guests agree: These apartments 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.

Sun drenched 2 bedroom 1 bath with Kitchen & W/D
Welcome to beautiful Roscoe Village! Come relax and enjoy a gorgeous loft-like condo that has a huge sun-drenched living room and opens up right to the kitchen. Enjoy cooking on your own in the spacious kitchen and rest easily at night in a spacious king bed in the main bedroom. We love and welcome pets - so no need to leave your fur baby at home. Uber to Wicker Park and Logan Square. You’ll have your own private entrance with a lock box to get into the condo. We look forward to hosting you!

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.

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

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.

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.

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

A Stylish, sundrenched Chicago Ravenswood Flat
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.

CASA NEWPORT
Second floor, one bedroom apartment, with an additional queen pullout couch located in a beautiful historic district in Lakeview. Just steps away from Halsted street/Boystown/Wrigley field. Conveniently located to shopping, restaurants, subway (EL) and grocery stores. Close to lakefront, jogging path and bike path. Complementary street parking passes available. The apartment does NOT have air conditioning. It does have a window unit in the bedroom from May to September.

Cozy Lakeview Apt-Walk to Wrigley & Free Parking!
Make my home your temporary home away from home! I travel a lot so I would like to open my cozy, bright & spacious 1 bd/1ba apartment to you so you can enjoy beautiful Chicago when I'm away. My place is located in a prime Chicago location nearby restaurants/bars/shops on Southport, coffee shops, 10 min walk to public transportation and Wrigley Field, 5 minute drive to the lake and 15 min drive downtown. Enjoy grilling on the patio in the summer and free street parking!

The Wrigley Flats | Chicago Vacation Rental
The Wrigley Flats is a unique Chicago vacation rental located 4 blocks south of Wrigley Field in city’s most sought after north side neighborhood---Wrigleyville! Our 3 bedroom | 1 bathroom flat can be rented for a weekend getaway, a week long vacation or an extended stay. Close proximity to Chicago’s lakefront, vibrant nightlife, the eclectic dining scene & of course Wrigley Field; it’s no wonder visitors flock here to get a taste of something amazing!

Sensational 5 Bed beauty steps from Wrigley Field
One of a kind, beautifully designed 5 bedroom 2 full bath and one half bath, two-level condo, in classic Chicago brick building, just 2 blocks from Wrigley Field! Incredible kitchen, waterfall island made for entertaining, custom cabinets, quartz countertops. A large group can comfortably enjoy their time together, spreading out in the two living spaces with large smart TV's. A secure rear patio and private garage parking for two full-sized vehicles!
Popular amenities for Wrigleyville apartment rentals
Weekly apartment rentals

Historic oasis in the middle of everything.

Charming, Spacious 3BR Lakeview Apt Near Transit

Spacious 2 Bedroom in the heart of Lakeview!

Chic retreat near the best of Lakeview & Wrigley

Designer 3br with Balcony & Elevator on Clark!

Impeccable 5-Bed Wrigleville Beauty

Charming Lakeview Oasis (parking included)

Wrigley Oasis! Steps from the Field! - 3BR/1BA!
Private apartment rentals

Lakeview Charmer -with parking!

Relax & Walk to Wrigley Field from this Comfy Home

Stunning 5 Bedroom Gem Steps from Wrigley Field!

Charming 5-BR Duplex by Wrigley, Garage & Yard

Full Luxury Home in Wrigleyville

Shorter Walk To Wrigley Than A Home Run

A Walk To Wrigley

2 Bedroom in Wrigleyville with 2 Garage Spots
Apartment rentals with a hot tub

Checkerboard Studio, Private Outdoor Hot Tub, Yard

33rd-Floor Penthouse with Breathtaking Views

Spacious and Ideally located in the Lakeview area

The Velvet Manor | Luxe 3BR • Jacuzzi • Garage

Hygge Hideaway

Luxury 3BD Penthouse – Private Patio+Skyline Views

Level Two Bedroom Suite | Fulton Market

Stylish Unit in Wicker Park| Whirlpool Tub|Balcony
Destinations to explore
- Wrigley Field
- Soldier Field
- Lincoln Park
- United Center
- Grant Park
- Navy Pier
- Millennium Park
- Indiana Dunes State Park
- Naval Station Great Lakes
- 875 North Michigan Avenue
- Six Flags Great America
- University of Chicago
- The Field Museum
- Shedd Aquarium
- Humboldt Park
- Loyola University Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Union Park
- Beachwalk Vacation Rentals
- Frank Lloyd Wright Home and Studio
- Donald E Stephens Convention Center
- Byline Bank Aragon Ballroom
- Wilmot Mountain Ski Resort





