Apartment vacation rentals in Wrigleyville

Find and book unique apartments on Airbnb

Top-rated apartment rentals in Wrigleyville

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

1 of 1 pages1 / 1
Guest favorite
A modern living area features a white sofa complemented by textured cushions and a glass coffee table. Soft light illuminates the space, which includes contemporary art pieces and stylish furniture. An open kitchen area is visible, equipped with stainless steel appliances and bar stools.
Apartment in Lake View
4.9 out of 5 average rating, 226 reviews

3br W/ Elevator, Patio & Laundry Near the Red Line

My 3 bedroom apartment in Sheridan Park is a stunning place to call home in Chicago! You'll love the neighborhood; its vibrant food and art scene is uniquely diverse in Chicago. A mile north of Wrigley Field - Just to the east, Montrose Beach is a nice break from the city. If work is what brings to you to town, the nearby Brown line will take you right to the Loop. I provide all the essentials to make your stay easy and comfortable. (Balcony maintained for Summer Season, Memorial Day-Labor Day)

Top guest favorite
A modern kitchen showcases sleek white cabinetry and a large island with seating for three on black stools. Open shelving displays various glassware. A stainless steel range hood is positioned above the gas cooktop, while natural light fills the space through windows.
Apartment in Edgewater
4.98 out of 5 average rating, 167 reviews

Newly Renovated, Spacious 2BR in Andersonville

Welcome to your newly renovated 2nd floor oasis! Located on a serene residential street, with a private parking space and backyard, this cozy retreat is nestled between the vibrant Edgewater and Andersonville neighborhoods. Indulge in a plethora of dining and entertainment options just steps away, or take a 15-minute stroll to the CTA Redline for easy access to downtown. With a new Metra stop at the end of the block and less than 10 miles from the heart of the city, your urban adventure awaits!

Guest favorite
A cozy living area is shown with large windows allowing natural light to fill the space. Two green armchairs and a brown leather sofa are arranged around two circular coffee tables. A mounted flat-screen TV is positioned above a decorative fireplace, accompanied by exposed brick walls.
Apartment in Wrigleyville
4.91 out of 5 average rating, 118 reviews

Stunning 5 Bedroom Gem Steps from Wrigley Field!

One of a kind, beautiful 5 bed, 2 full bath two-level condo inside of an amazingly well-appointed all brick building, just steps from Wrigley Field. Exposed brick in the living area, incredible kitchen with all new appliances, island, and top of the line cabinets & countertops. A large group can comfortably enjoy the their time together spreading out in the two living spaces with large smart TV's, five bedrooms, two full baths, a back deck, and secure, private garage parking for two vehicles!

Top 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
4.95 out of 5 average rating, 256 reviews

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!

Top guest favorite
A bright living area features a cozy white sofa adorned with decorative pillows. A wooden coffee table occupies the center, while a warm lamp illuminates the space. Large windows allow natural light to fill the room, and a colorful map decorates the wall.
Apartment in Wrigleyville
4.96 out of 5 average rating, 139 reviews

3BR Heart of Wrigley, 5min Walk to train & Wrigley

• Superhosts! • 98/100 Walking Score • 3 min walk to Wrigley Field • 3 bedrooms, each with its own bed (3 queens) and 1 futon , comfortably sleeps, at least, 7 people • Close to public transportation - 4 min walk to Red Line train • 10 min walk to Boystown/Metro concert hall • Near restaurants and bars = walker's paradise • 3rd floor walk-up • Free street parking passes for up to two cars can be provided upon advanced request. Steet parking is based on first come, first serve basis.

Top guest favorite
A spacious living room is highlighted by a large sectional sofa adorned with colorful cushions. A flat-screen television sits opposite a cozy fireplace, framed by light-colored bricks. Two windows allow natural light to fill the room, enhancing the relaxed ambiance.
Apartment in Lake View
4.99 out of 5 average rating, 121 reviews

Steps away from Wrigley Field!!

The Wrigley Home is a newly renovated 2-bedroom with spacious living room & dining room. Ideal location for groups & families as this family-friendly neighborhood is walking distance to train stops (Addison- Red Line & Southport- Brown Line), retail shops, bars, restaurants, parks, and more! You will feel like home with a large sofa, fireplace, dining room table, brand new kitchen appliances, the amenities of home, pack and play, high chair, stroller, toys, backyard for grilling, etc.

Top 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
4.96 out of 5 average rating, 338 reviews

Roscoe Village One Bed Lux Apartment Near Wrigley

5 Star Reviews! 1 Bedroom Apartment,King Bed, queen sofasleeper, OwnOcc. Bldg. Featuring Central Air, Private Balcony, Deluxe Kitchen Stainless Steel Appliances, Microwave, & More. 55" TV, Direct TV.This outstanding Location is steps from the Roscoe Village Business District and a quick walk to the Train Stop & Bus stops, to Downtown Chicago & United Center(Hawks & Bulls).Walk to Bars, Restaurants & Shops.All stays over 30 days will require Guests to Complete additional "Lease".,

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
4.96 out of 5 average rating, 264 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

Top guest favorite
A spacious living area is furnished with two leather sofas, a coffee table, and a decorative rug. A television is mounted above a tiled fireplace, and large windows allow natural light to fill the room. A comfortable armchair is positioned near the window.
Apartment in Lake View
4.99 out of 5 average rating, 150 reviews

Spacious 2 Bedroom in the heart of Lakeview!

Come enjoy this warm and spacious 2br/1ba vintage apartment in the heart of Lakeview! 10 Minute walk to Wrigley Field and steps away from many dining and shopping options. Fully stocked kitchen, dining room (seats six), decorative fireplace, TV w/ Fire Stick, two bedrooms with queen beds, office space for working remote, and large private deck with gas grill. Very close to Lake Shore Drive, short walk to the Belmont L, and easy access to many buses. Two night minimum stay.

Top guest favorite
A living room features warm yellow walls and hardwood flooring. A cozy sofa faces a decorative fireplace set into a red brick mantle. Two chairs and a small table are positioned near a large window dressed with light curtains, allowing natural light to fill the space.
Apartment in Lake View
4.94 out of 5 average rating, 150 reviews

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!

Top guest favorite
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.
Apartment in Wrigleyville
4.96 out of 5 average rating, 159 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.

Top guest favorite
Apartment in Lake View
4.94 out of 5 average rating, 226 reviews

Quirky Quarters at Wrigley

I think you are just going to love my apartment. The space features wonderful large street level windows in the living room and has all of the quirky charm that vintage buildings offer up. The location literally can't be beat, with the apartment a ten minute walk from Wrigley Field, the bustling Southport shopping corridor, and both the red line and brown line subway stations. There is no parking available with the apartment.

Popular amenities for Wrigleyville apartment rentals

Quick stats about apartment rentals in Wrigleyville

  • Total vacation rentals

    Explore 80 vacation rentals in Wrigleyville

  • Nightly prices starting at

    Wrigleyville vacation rentals start at ﺩ.ﺇ 110 per night before taxes and fees

  • Verified guest reviews

    Over 7,600 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 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!

  1. Airbnb
  2. United States
  3. Illinois
  4. Cook County
  5. Chicago
  6. Wrigleyville
  7. Apartment rentals