Apartment holiday 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.

%{current} / %{total}1 / 1
Top Guest favourite
A light-filled living area features a gray sectional sofa adorned with blue and yellow cushions. Two large windows provide perspectives of the outdoors. A world map hangs on the wall, complemented by a small coffee table and a patterned area rug, contributing to a cozy setting.
Apartment in Lincoln Park
5 out of 5 average rating, 296 reviews

Explore Lincoln Park from a Polished Apartment

This apartment is a large studio in the heart of Lincoln Park! New construction and all furnishings & appliances are brand new. It is perfect for a couple...but can also sleep 3-4 for a girls trip or a family with small children. You enter with your personal keypad code which we give you a few days prior to your stay. And we are always available by text or email should you have any questions about the apartment. Set in Lincoln Park, this apartment is steps away from shopping along Armitage and Halsted Avenue. There’s grocery stores, restaurants, and cafes nearby, plus red and brown line train stations that access Downtown and other parts of the city. Street parking is relatively easy around the apartment and we offer free residential parking stickers in the apartment on the desk. We also offer a clean garage space (with free EV hook up, should you need it) for $20/night.

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
4.97 out of 5 average rating, 248 reviews

Modern vintage chic steps from Wrigley Field!

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. The vintage DNA is beautifully respected while updates provide the modern amenities you expect when traveling. 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.

Top Guest favourite
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 Roscoe Village
4.95 out of 5 average rating, 228 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 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
4.97 out of 5 average rating, 334 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

Top Guest favourite
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
5 out of 5 average rating, 117 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 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
4.99 out of 5 average rating, 324 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.

Top Guest favourite
A cozy living area displays a green sofa facing a TV cabinet with a flat-screen television. A round table is positioned in the center, surrounded by two ottomans. Light streams through the window, illuminating the patterned rug and creating an inviting space.
Apartment in Lake View
4.97 out of 5 average rating, 425 reviews

Charming, Spacious 3BR Lakeview Apt Near Transit

This newly remodeled 3-bedroom unit with 1-bath apartment is perfect for both leisure & business travelers. Located on a safe, tree-lined street, in the Lakeview neighborhood, with a completely private entrance of it's own. We are just a 5 minute walk away from the CTA Irving Park Brown Line, which will get you downtown in less than 20min. We are also conveniently close to Wrigley Field, Lake Michigan, Bus Stops, and other great neighborhood shops, restaurants, and nightlife.

Top Guest favourite
A comfortable sitting area is furnished with a light gray sofa, a cozy armchair, and a wooden coffee table. A large window allows natural light to brighten the room, featuring playful blue and white accents. A vintage Cubs banner and framed artwork add a local touch.
Apartment in Lake View
4.97 out of 5 average rating, 138 reviews

Charming suite 3 blocks from Wrigley Field

Your Wrigleyville get-away destination awaits! Spend a fun, baseball themed weekend within 3 blocks of Wrigley Field on this quaint neighborhood block. Walking distance to dozens of bars and restaurants in Lakeview & 3 blocks from the "El" CTA train Brown & Red lines. This suite sleeps 4 people comfortably and is perfect for families. A full kitchen, desk, coffee station, Wifi, and smart TV can be your home away from home. Book your weekend now for the next homestand or concert!

Top Guest favourite
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
4.99 out of 5 average rating, 140 reviews

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 airconditioning. It does have a window unit in the bedroom from April to September.

Top Guest favourite
Apartment in Wrigleyville
4.77 out of 5 average rating, 243 reviews

Cozy Bedroom in Wrigleyville (Entire Apt)

This is a great opportunity to start with this place where you are middle of Boytown and Wrigley Field with tons of bars hopping. Only one block away from Cubs Stadium. Also, Red Line Addison Train Station which 5 minutes to walk to go everywhere you want to see! I want to emphasized that this unit is no longer shared anymore due to COVID-19 policy changed. Once you booked this place, you will have entire place to yourself and another listing will be blocked immediately.

Top Guest favourite
A bright living area features large bay windows with natural light filtering through. A white sofa is complemented by decorative pillows and a coffee table adorned with flowers. A mirror adorns the wall, enhancing the sense of space and light.
Apartment in Lake View
4.93 out of 5 average rating, 244 reviews

Penthouse Near Wrigley Field

This beautifully furnished and spacious penthouse unit has tall windows and ceilings letting in loads of gorgeous light. It is perfectly located just a short walk to Wrigley Field, two train stations, and tons of bars and restaurants. (Just a 10 min train ride to Michigan Avenue!) FREE street parking and 24-hour check-in! Pet friendly- we allow one pet per reservation for a $100 non-refundable Pet Fee. Pet must be well mannered and under 60lbs.

Top Guest favourite
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
4.95 out of 5 average rating, 136 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.

Popular amenities for Wrigleyville apartment rentals

When is the best time to visit Wrigleyville?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$146 NZD$129 NZD$178 NZD$176 NZD$270 NZD$286 NZD$291 NZD$313 NZD$233 NZD$181 NZD$165 NZD$167 NZD
Avg. temp-3°C-1°C4°C10°C16°C22°C25°C24°C20°C13°C6°C0°C

Quick stats about apartment rentals in Wrigleyville

  • Total holiday rentals

    Explore 80 holiday rentals in Wrigleyville

  • Nightly prices starting at

    Wrigleyville holiday rentals start at $35 NZD per night before taxes and fees

  • Verified guest reviews

    Over 7,270 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

    50 properties have a dedicated workspace

  • Wi-Fi availability

    80 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!

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