Condo vacation rentals in Wrigleyville, Chicago

Find and book unique condos on Airbnb

Top-rated condo rentals in Wrigleyville, Chicago

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Guest favorite

Condo in Lake View

4.98 out of 5 average rating, 104 reviews

Interior designer duplex 2bd 2bath w/ prvt office

2 bed/2bath walkup duplex with separate office and private backyard located in the heart of the Lakeview neighborhood. Surrounded by restaurants, bars and shops & just steps from the Wellington brown line train stop. Curated personally by an interior designer who lived in the space for 15 years, this home is stylish with many luxurious amenities. Walk to nearby Boystown, the zoo, or Wrigleyville or stay and enjoy the private backyard that feels like a secret garden in the middle of the city.

Nov 8 – 15

G$63,895 GYD per night

Guest favorite

Condo in Chicago

4.93 out of 5 average rating, 187 reviews

Pvt 1bdr Rogers Park, Loyola, Northwestern.

Visiting Northwestern, Loyola University, Rogers Park or North Shore Evanston Hospital? This AirBnb is perfectly situated. An immaculately clean, private apartment 2 blocks from parks & sand beaches, walking distance to Loyola, short ride to Northwestern, steps to public transportation - red line "El" trains & bus routes. Apt has a private, queen bedroom with en suite full bathroom, living room with queen sofa bed, TV, dining table and kitchenette. Dogs allowed and Parking available for a fee.

Apr 19 – 26

G$21,284 GYD per night

Guest favorite

Condo in Uptown

4.92 out of 5 average rating, 113 reviews

Stunning, Spacious, & Sun-Soaked 1br Uptown Condo

Perfect for any type of traveler, my bright and inviting one bedroom condo in Uptown is a sanctuary stocked with every amenity you could need! There's an organized workspace area if you bring your work with you to Chicago, a gorgeous sunroom with a sofa bed, and a beautiful kitchen stocked with everything you could need to whip up a delicious meal. Steps to the lakefront and Montrose Beach and just a 6-minute walk to the Wilson Red Line, you can't beat this location. Book today! Welcome!

Feb 22 – Mar 1

G$34,288 GYD per night

Guest favorite

Condo in Wrigleyville

4.82 out of 5 average rating, 315 reviews

Dream Condo steps from Wrigley Field!

The space is a dream for any Chicago Cubs fan! Being mere steps from the ballpark and filled with Cubbies memorabilia ranging from autographed game used equipment to authentic stadium seats from Wrigley Field itself, this place has it all! You are sure to impress clients, mesmerize your family and bask in Cubs nostalgia throughout your entire stay! Smell the hot dogs, feel the buzz and hear the Wrigley Field crowd all from inside your living room this summer!!

Sep 20 – 27

G$58,180 GYD per night

Superhost

Condo in Wrigleyville

4.83 out of 5 average rating, 178 reviews

Can't Beat This 2min Walk to Wrigley!

My place 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, 2 Twins 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!

Nov 28 – Dec 5

G$93,783 GYD per night

Guest favorite

Condo in Chicago

4.98 out of 5 average rating, 202 reviews

Near Lake Michigan & Wrigley Field

Available 2B/2B condo with 2 King Size Beds. One block from the Aragon Ballroom and Riviera with great views of Uptown and two blocks from Lake Michigan. It’s also a perfect place to stay if your in town for a Cubs game. You can see the stadium from the rooftop deck. Walking distance to everything you need, 2 train stations, groceries, gym, restaurants/ bars. The perfect place to come and go as you please with easy key code entry.

Oct 19 – 26

G$68,066 GYD per night

Superhost

Condo in Lake View

4.92 out of 5 average rating, 294 reviews

Bright 2br Apt W/ Private Entrance & Laundry

This central location can't be beat! Situated near Wrigley Field, you'll be on the border of Lakeview and Wrigleyville, walking distance to tons of restaurants in the these vibrant Chicago neighborhoods and steps from the Addison Brown line train which goes right downtown. Our lovely apartment is bright, modern and spacious and has all of the essentials to make your stay easy and comfortable.

Jul 21 – 28

G$52,454 GYD per night

Superhost

Condo in Wrigleyville

4.79 out of 5 average rating, 150 reviews

Modern Wrigley Oasis with Parking!

Beautifully designed in the heart of Wrigley. Steps away from Wrigley Field, bars, restaurants and shops! This modern oasis comes with TWO tandem parking spaces! This unit is epic. Enjoy Wrigley in style! Please note: this unit is immediately next to the Brown train line. It can be heard but it is not disruptive or an inconvenience. We just want to make sure people are aware before booking.

Dec 1 – 8

G$40,797 GYD per night

Guest favorite

Condo in Chicago

4.97 out of 5 average rating, 330 reviews

Lincoln Square Gem!

Very nice and updated condo in the heart of Lincoln Square! Lots of fun design elements and artwork await. This sunny condo is in the 2nd floor of a 2-flat building with friendly neighbors. My partner and I live on the first floor. You can walk to all that Lincoln Square has to offer! The Brown Line (Western stop) is just 2.5 blocks away for an easy commute to downtown!

Sep 24 – Oct 1

G$30,167 GYD per night

Guest favorite

Condo in Chicago

4.98 out of 5 average rating, 283 reviews

Sunny Apartment Just 2 Blocks from Wrigley and Boystown

Located on a quiet, tree-lined street, the apartment sits on the second storey of a classic Chicago house in Lakeview—a vibrant lakefront community with arts and culture, green space, eateries, boutiques, nightlife, and transportation options. Street parking passes available upon request. Less than five minute walk to red line El (subway train) stop and several bus lines.

Aug 9 – 16

G$89,182 GYD per night

Guest favorite

Condo in Chicago

4.99 out of 5 average rating, 564 reviews

Urban Comfort in the Heart of Chicago

This is the PRIVATE first floor of our duplex condo, with your own entrance/exit, 75" flatscreen TV, central heat/air, and an en-suite bathroom. We are in the middle of Chicago's vibrant Northside while still having the benefit of coming home to a tree lined one lane residential street. Please contact us with any questions at all before you book your stay.

Jul 24 – 31

G$45,533 GYD per night

Guest favorite

Condo in Chicago

4.98 out of 5 average rating, 124 reviews

Luxury 4 bedroom steps from Wrigley

Luxury duplex-down just steps to Wrigley Field. Located in the heart of Wrigleyville and just steps from both the ballpark and the redline, this condo is perfectly located for a day at Wrigley or a night downtown. Great for families, corporate events, and big groups looking to experience all the city has to offer.

Apr 22 – 29

G$168,297 GYD per night