Apartment holiday rentals in Wrigleyville, Chicago

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Popular amenities for Wrigleyville, Chicago apartment rentals

Weekly apartment rentals

Top Guest favourite
Apartment in West Ridge
5 out of 5 average rating, 29 reviews

Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom

ElizabethRating, 5 stars3 days ago
This is a charming and very comfortable unit. All the amenities are thoughtful and more generous than most other AirBNBs that I’ve stayed. We found the location very convenient to family and Northwestern U, and even getting downtown. The unit was spotless, clean and organized. And exceeded our expectations. Being able to park in the garage was a huge benefit for us. We had a busy schedule with leaving in the morning and not getting back until later evening. It was so nice not to have to search for street parking and not have that worry. We very much enjoyed our stay. This will be our “place” when we return. Elizabeth
Guest favourite
Apartment in Lincoln Square
4.97 out of 5 average rating, 97 reviews

Bright Colorful Boho-Chic Studio in Lincoln Square

SusanRating, 5 stars2 days ago
Laura was a great host.. there was a small plumbing problem that was nobody’s fault… texted her immediately and she had a team there immediately to fix the problem! She kept in contact with us the whole time.. and the place was absolutely perfect… a plus the beds were soooo comfortable!
Guest favourite
Apartment in Lake View
4.93 out of 5 average rating, 45 reviews

Chicago Bear Den

PaigeRating, 5 stars2 weeks ago
Cute place to stay for a weekend cubs game getaway. Location was great/walkable to all the local bars and eateries in the area. Loved it!
Top Guest favourite
Apartment in Wrigleyville
5 out of 5 average rating, 38 reviews

Tickled Pink

MichaelRating, 5 stars5 days ago
Very nicely redone apartment in an older building. Comfortable bed and sofa, well-equipped kitchen, nice bathroom. Place was super clean. It’s only about two blocks from Wrigley but off on a residential street so crowds and noise weren’t a problem. Tons of restaurants and bars in the area. Also very close to the train (red line) and a couple of major bus routes.
Superhost
Apartment in Lake View
4.7 out of 5 average rating, 884 reviews

Spacious Studio, Amazing Location!

ScottRating, 5 stars1 month ago
Cozy. Clean. Quiet. Charming old building. We loved the surrounding area. Lots of great places to shop and eat. Easy walk to the lake shore. Short walk to the train station. We would definitely stay here again.
Top Guest favourite
Apartment in Uptown
4.96 out of 5 average rating, 46 reviews

2 Room Apartment in Vintage Bldg

JonathanRating, 5 stars2 days ago
This apartment was a great value in a convenient location, just what I was looking for. Fresh flowers and wine waiting for me didn’t hurt a bit either. Quaint balcony off the bedroom provided cool breezes on a hot (almost) summer day! Thanks for your hospitality Karen, I’ll be back!
Superhost
Apartment in Wrigleyville
5 out of 5 average rating, 5 reviews

Ruby's Garden 2 min walk to Wrigley Field

KathleenRating, 5 stars6 days ago
This is a really cute place and very convenient to Wrigley Field! The only caveat is that it being a garden apartment means that the ceilings are very low. In addition, there are pipes and radiators hanging from the ceilings so beware. This wouldn’t keep me from staying there again but it probably should be mentioned in the description. Overall, I loved this place!
Guest favourite
Apartment in Wrigleyville
4.94 out of 5 average rating, 52 reviews

Wrigleyville Oasis with Huge Garage

MicheleRating, 5 stars1 week ago
The apartment was very clean and only a few minute walk to the Cubs game. Parking was perfect. We arrived, parked our vehicles and left them there until we left. There was no need to use our cars, we were able to walk everywhere. The location was beyond perfect. There were unlimited restaurants in the area and we felt very safe in the neighborhood. Everyone was very nice in the building and the area. I would definitely recommend.

Private apartment rentals

Guest favourite
Apartment in Wrigleyville
5 out of 5 average rating, 29 reviews

Fierce Stay in Wrigley - Step from Cubs Stadium

JoEllenRating, 5 stars7 months ago
Chad and German were amazing hosts! Their place was perfect for our weekend. We planned a surprise birthday getaway for our son at Wrigley Field. It was so easy to get around with lots of restaurants within walking distance. It was also fun to have him blow out his birthday candles under the disco ball.
Guest favourite
Apartment in West Lake View
4.95 out of 5 average rating, 189 reviews

Sun drenched 2 bedroom 1 bath with Kitchen & W/D

MarcelRating, 5 stars1 week ago
Great space. Actually even bigger in person than what the images are showing. Superb location. Very close to restaurants and public transport as so easy. Also walking distance to the Chicago Music Exchange, if you’re a guitar player it’s the place to visit. Sam was also extremely responsive.
Top Guest favourite
Apartment in Andersonville
4.99 out of 5 average rating, 155 reviews

Vibrant & Chic Apt On Quiet St in Andersonville

DianeRating, 5 stars3 weeks ago
Staying with Johana was a pleasure. The location was perfect, the house was cozy and clean. Highly recommend.
Top Guest favourite
Apartment in Lincoln Park
5 out of 5 average rating, 264 reviews

Explore Lincoln Park from a Polished Apartment

TomRating, 5 stars3 days ago
There is no way I/we can do a review of Elizabeth's beautiful apartment in just 1,000 characters. Met Elizabeth personally, made a wonderful connection. It's the most awesome airbnb we've ever stayed at. The apartment has been beautifully remodeled. As a retired general contractor, I was very impressed. The neighborhood is fantastic; great for walking, shopping, and there are restaurants galore. The location is fantastic for touring Chicago. The neighborhood is beautiful with lovely architecture and interesting shops. There are lots of families; couples walking, biking, babies-buggying. We enjoyed walking around the neighborhood after a walk to dinner or lunch. The bed/bedding is very comfortable and we slept very well. Great temp control, lots of windows, and a 65"flat screen TV. The bathroom is large and airy with a walk-in shower. The unit is very quiet, with dual-pane windows and black-out shades for sleeping in late. Stay here for the best Chicago experience.
Guest favourite
Apartment in Lake View
4.94 out of 5 average rating, 120 reviews

The Wrigley Flats | Chicago Vacation Rental

DavidRating, 5 stars1 week ago
I loved this spot. Would happily stay here again.
Superhost
Apartment in Roscoe Village
4.85 out of 5 average rating, 113 reviews

Private City Hideaway

BlakeRating, 5 stars1 week ago
Great location! Safe, clean, clear check-in/out instructions, perfect for our weekend in Chicago.
Superhost
Apartment in Lake View
4.73 out of 5 average rating, 521 reviews

Stunning Chicago Loft Near Wrigley Field

SteveRating, 5 stars5 months ago
I absolutely loved Lisa and Nathan’s place. It was exactly as advertised - a beautiful property (photos do not capture how nice this place really is). Aside from the great place and location is how responsive they were. My schedule was in flux while traveling and they were so flexible making sure my stay met my expectations. I also liked how quick they responded when I reached out about the heat (it was very cold in Chicago at the time). They immediately offered to send the building engineer to take a look - and it turns out I just didn’t know how to work the remote for the heat. The heat was fine - it was just user error on my part. But I respected how quickly they followed up with me to make sure everything was fine and that I was comfortable. Will definitely rent again next time I am in town. I can highly recommend their place.
Guest favourite
Apartment in Lake View
4.96 out of 5 average rating, 163 reviews

Walk to Wrigley * Garage Parking* Peaceful Patio

KyleRating, 5 stars1 month ago
It lived up the hype. We were within a quick walk a wrigley. It was around a ton of great food spots. About equal distance to the metro which was real easy to use and get into other sections of city. Highly recommend.

Apartment rentals with a hot tub

Guest favourite
Apartment in Logan Square
4.98 out of 5 average rating, 103 reviews

Luxe Ranch & Spa, Euro Opulence, a 4-Season Oasis

BriantRating, 5 stars2 weeks ago
We stayed on the third floor of the complex and enjoyed Matthew's attention to detail. He gave a lot of thought to all components of his property.
Superhost
Apartment in Near South Side
5 out of 5 average rating, 35 reviews

Lux Loop Retreat: Amazing Views, Free Parking

JanRating, 5 stars1 week ago
Run, don't walk, to book this location for your Chicago stay. The view of the Chicago skyline is perfect, even better than if you stayed in Downtown itself, sometimes all you see is the wall of another building and no view. The instructions how to get there are very clear, if you're a little intimidated like I was about going to a big city never fear. The instructions are clear, easy to follow, and transit is close by to take you wherever you want to go. Overall great trip, thank you!
Superhost
Apartment in West Rogers Park
4.85 out of 5 average rating, 78 reviews

Spacious Beautiful Condo

SophiaRating, 5 stars3 days ago
We came for our daughter’s graduation and stayed a few extra days to tour the city. This place was perfectly located for both occasions. It was much more spacious than we expected, and everything was very clean. We especially appreciated the fresh towels and beddings. Our only wish is that the beds were a bit larger, especially the double bed, which would be more comfortable for a couple if it were at least a queen size. That said, the beds were very comfortable. Overall, we had a wonderful stay - definitely one of our best Airbnb experiences!
Superhost
Apartment in West Loop
4.88 out of 5 average rating, 24 reviews

Balance Work,Relaxation&vibrant city life|The Dada

AndreaRating, 5 stars4 weeks ago
The apartment at 160 north Elizabeth was wonderful! Friendly tenants and staff. Loved it!!!
Superhost
Apartment in Lake View
4.7 out of 5 average rating, 10 reviews

Minutes to Wrigley Amazing Location - Sleeps 6

MattRating, 5 stars1 month ago
Freddy was an incredibly friendly and responsive host, really went above and beyond to ensure a good trip. The location is perfect, just a few minute walk to everything you could want while still maintaining a quiet residential feel.
Top Guest favourite
Apartment in West Town
5 out of 5 average rating, 7 reviews

Luxurious 3BD Penthouse- Private Patio+Gym+Rooftop

RimpiRating, 5 stars1 month ago
We stayed with my family for 3 days n loved the place it's ambience, cleanliness, very well equipped with all the necessities.....this place definitely feels like home and the hosts are very kind and quick with there response. Wherever in future I am coming to chicago shall book this place.
Superhost
Apartment in Chicago
4.88 out of 5 average rating, 16 reviews

Large Studio Apartment with no cleaning fee

Latrice Rating, 5 stars1 week ago
David and his co-host were excellent. Our family enjoyed our stay. We used to live in the Bronzeville area and love the new additions to the neighborhood. Everything met or exceeded our expectations.
Superhost
Apartment in The Loop
4.69 out of 5 average rating, 49 reviews

Sentral 1 Bedroom Apt in South Loop Chicago

RichardRating, 5 stars1 week ago
Sentral worked great for us going to a graduation for a long weekend. Unit is exactly as described, modern, and clean. Kitchen utensils are reasonable while shelves and refrig are empty save for some coffee so if going to cook/eat be sure to bring everything such as butter, spices, etc. - a Trader Joes is 3 blocks away. Price is not cheap but is very convenient and easy so on balance okay for us. Front desk is very helpful and cheerful.

Quick stats about apartment rentals in Wrigleyville, Chicago

  • Total rentals

    70 properties

  • Nightly prices starting at

    $50 NZD before taxes and fees

  • Total number of reviews

    6.5K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

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