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Condo holiday rentals in Wrigleyville, Chicago

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Popular amenities for Wrigleyville, Chicago condo rentals

Weekly condo rentals

Top Guest favourite
Condo in Lake View
4.95 out of 5 average rating, 78 reviews

Lovely 2-bedroom close to Wrigley Field

TraceyRating, 5 stars1 week ago
Our family enjoyed our stay at Austin’s place in Chicago! The location was within walking distance to Wrigley Field, with great restaurants, bars, and coffee shops nearby. Perfect spot for anyone wanting to explore the Wrigleyville/Lakeview area or catch a Cubs game. The apartment was spacious, clean and well-stocked with everything we needed. Austin was friendly, communicative, and made sure everything went smoothly from check-in to check-out.
Superhost
Condo in Lake View
4.7 out of 5 average rating, 110 reviews

Penthouse Level, Stunning Wrigley Stay

KaylaRating, 5 stars5 months ago
Great place in a great location, very communicative and hospitable host!
Guest favourite
Condo in Lake View
4.96 out of 5 average rating, 145 reviews

East Lakeview Designer Condo with 2 Bd, 2 Bath

SusanRating, 5 stars1 month ago
The living space and the location were exactly what we needed for our stay. The location was walking distance to a wide range of restaurants. Walking distance to the lake and to Wrigley stadium. 20 minute driving distance to Loyola University. A very central location to everything in Chicago. The condo was just like the pictures. Gorgeous. Comfortable. I quickly felt right at home. I love the stunning master bedroom and master bath. We had a couple joining us, and the condo was very spacious. We all loved the kitchen stocked with Nespresso, flowers, and baked treats. Appreciate these extras. The garage is a tight fit, as stated in other reviews... but honestly, parking is a premium in Chicago. The parking spot in the garage became very much appreciated. Jeff provided us with street parking passes as well, but street parking is unpredictable. The week in Chicago was seamless and joyful for us. We loved it, and will be back.
Superhost
Condo in Wrigleyville
4.82 out of 5 average rating, 39 reviews

New 3BR Residence Adjacent to Wrigley Field

JamesRating, 5 stars2 days ago
Location is perfect! Can literally see the baseball stadium from the window. Super easy to get to and very responsive host.
Guest favourite
Condo in North Center
4.92 out of 5 average rating, 154 reviews

Spacious & Modern Family Friendly North Center Apt

JuliaRating, 5 stars1 week ago
My husband and 2-year-old stayed here with my parents during a family reunion. We appreciated the kids books and toys, the crib and especially the big closet in the bedroom where we could shut the door when we put the kiddo down early. Spacious and comfortable place that we enjoyed staying in.
Top Guest favourite
Condo in Roscoe Village
5 out of 5 average rating, 71 reviews

Sunny Treetop Oasis in Roscoe Village - 1BR/1BA

KathleenRating, 5 stars1 month ago
I had an amazing stay. This place is cute and cozy. Exceeded my expectations. The inside is newly renovated and modern. Very, very clean. Nice little balcony and table if you want to eat outside. Neighborhood is calm, quiet, and I felt safe taking walks around Roscoe Village. Accurate description, great communication before, during, and after my stay. Detailed information in the email and guest guide were helpful. I got to meet Daran and his dog. Both were very friendly. A++ I Highly recommend!!! If I'm ever in the area, I will definitely stay again.
Guest favourite
Condo in Wrigleyville
4.89 out of 5 average rating, 76 reviews

The Wrigleyville Penthouse

ArnaudRating, 5 stars1 week ago
L’appartement est très bien situé, proche du stade. Il est très bien équipé et confortable. Le quartier est très vivant et il y a beaucoup de restaurant. L’arrivée dans l’appartement était très bien documentée et Ashton a été très rapide à répondre à nos questions. Nous recommandons cet appartement sans réserve
Superhost
Condo in Wrigleyville
4.74 out of 5 average rating, 35 reviews

1 Bedroom Across from Wrigley Field MVP Suite

JoeRating, 5 stars2 months ago
Great place to stay if you are going to a Cubs game or want to hit up some fine restaurants in the city. This place was perfect for the two days we were there with easy access to Wrigley, Cubs shops, and great dining. We plan on going back again to this location!

Pet-friendly condo rentals

Superhost
Condo in Lincoln Park
4.83 out of 5 average rating, 363 reviews

Chic and Charming Vintage Condominium in Lincoln Park

FojanRating, 5 stars5 days ago
We enjoyed our stay! First and foremost Colin was superb! Very responsive and respectful. Many pros about the place: loved the bright bedroom, walkable to many restaurants, neighborhood felt safe, we did not travel with young kids but kids bedroom could have been fun for young kids, the parking spot provided was a huge plus. cons were loud AC, mattress was not as comfortable as one would hope. Place could use some simple aesthetic up keep. Overall, we enjoyed our star and felt very comfortable! Thank you Colin for being above and beyond host :)
Guest favourite
Condo in West Town
4.92 out of 5 average rating, 121 reviews

Luxuriously bright 3-bedroom condo: The Treehouse

MalloryRating, 5 stars1 week ago
Feven was very responsive to all our questions in real time. The place was perfect for four adults and two kids! The place was walkable to a few restaurants and coffee shops and easily drivable to other neighborhoods. We did happen to be in the neighborhood for the PR festival, which we didn’t realize. It made traffic a little tricky but otherwise we didn’t hear too much noise from the festivities. We found a nearby coffee shop and playground which we frequented daily and met lots of friendly neighbors on our walks.
Guest favourite
Condo in Oak Park
4.94 out of 5 average rating, 243 reviews

Picture Perfect 3Bed Steps from Train and FLW

AudreyRating, 5 stars2 weeks ago
Anne is a great host. Very responsive. The home is in a beautiful neighborhood nice and quiet with easy access to the city. And within walking distance of great restaurants. I would definitely recommend friends and family to stay here.
Guest favourite
Condo in Lincoln Park
4.94 out of 5 average rating, 103 reviews

NEW luxury Old Town 1-Bedroom condo

AmyRating, 5 stars3 days ago
We would stay here again in a heartbeat. Excellent location, very walkable, unit was bright and clean, quiet. Katherine and Dimi were very responsive … even had an iron delivered as the previous iron had gone missing. Truly can’t say enough about our stay! Thank you!
Top Guest favourite
Condo in Edgewater
4.98 out of 5 average rating, 120 reviews

Steps from the Lake, Lovely 3-Bedroom Condo

WenyuRating, 5 stars1 week ago
We love the place which is spacious, quiet and surrounded by the friendly neighborhood. Aldi, Target, Whole Foods are walkable distance. The layout of the house is easy for the guests from different families. Kitchen, living room, family room are popular for the gatherings. Kate is very responsible and helpful with any questions.
Superhost
Condo in East Rogers Park
4.82 out of 5 average rating, 142 reviews

Marvelous Condo w/ Pri Prkng Cls to Transit &Beach

AndreiRating, 5 starstoday
Kyriako is a proactive host and he helped us with early check in. The location is geat, well situated in bus station proximity linked to the city center. The apartment is very spacious, cozy especially for 2 families with 2 kids. Supermarket nearby. Everything was smooth with location and Kyriako. We were very lucky finding Kyriako and his cozy apartment! Thank you!
Superhost
Condo in Lincoln Park
4.78 out of 5 average rating, 226 reviews

Modern Luxury In Old Town - Sleeps 4

MargaretRating, 5 stars1 week ago
We had a great stay. We love this area of Chicago so we were so pleased with the location. Robert is very responsive and was a great host!
Superhost
Condo in Lincoln Park
4.87 out of 5 average rating, 156 reviews

Lincoln Park Hideaway - 5 Min Walk to the Park!

JaclynRating, 5 stars1 week ago
My family and I loved our stay; the apartment was adorable and had everything we needed. But the location is truly the highlight! Walking distance to North Ave beach, Lincoln Park Zoo, all the fun restaurants and shops in Old Town, and the famous Second City Comedy Club.

Condo rentals with a pool

Guest favourite
Condo in Downers Grove
4.92 out of 5 average rating, 63 reviews

Upscale, Washer Dryer, Smoke Free, Pet Free,

ChidoRating, 5 stars3 months ago
I really loved the place—it was cozy, soundproof, and felt just like home. It had a warm, inviting atmosphere and a great sense of comfort. Plus, the neighborhood felt very safe, which made our stay even better.
Guest favourite
Condo in Evanston
4.96 out of 5 average rating, 98 reviews

"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym

PhillipRating, 5 stars1 month ago
Great Stay - Nice unit and facility. Michelle was very responsive and helpful during my stay. Would stay in one of her properties again when I’m back in town.
Guest favourite
Condo in Evanston
4.95 out of 5 average rating, 108 reviews

"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux

StaciRating, 5 stars3 weeks ago
Always responded quickly. When we had trouble with front door lock they came out quickly and addressed the problem.
Condo in The Loop
4.42 out of 5 average rating, 12 reviews

voco: Balcony & City View

AmitRating, 5 stars3 weeks ago
gorgeous views and very nice condominium. great balcony and very safe. The elevators were super fast. Even though the actual location is different than the one mentioned in listing, it still wasn't disappointing. There is enough space for a small family or a couple.
Condo in Magnificent Mile
4.33 out of 5 average rating, 9 reviews

30 E. Huron #2603 Private Residence

Diego HernanRating, 5 stars25 months ago
Incredible experience. Kevin was very nice and helped us with everything. I would go back again to this amazing apartment and great location.
Guest favourite
Condo in Elk Grove Village
4.94 out of 5 average rating, 85 reviews

Just remodeled apartment close to airport and mall

MeagRating, 5 stars3 months ago
I am incredibly particular with places I stay. This place was simple, very clean, had everything you would need to be comfortable. Bed was great! ⭐️ ⭐️ ⭐️ ⭐️ ⭐️
Guest favourite
Condo in Evanston
4.91 out of 5 average rating, 126 reviews

Chicago's Treasure "Heart of Evanston" 2bdr +1 Ba

FeiRating, 5 stars1 week ago
可以步行到西北大学,周边环境整洁舒适宜人。屋内设施齐全,很喜欢在厨房cooking。我们全家在这里度过了愉快的一周。下次还会入住。
Guest favourite
Condo in Evanston
4.96 out of 5 average rating, 102 reviews

"Unity of Evanston" 3 BDR+2BA ModernLuxe +pool

EdRating, 5 stars4 days ago
Mihyun was super responsive and our stay went without a hitch. The amenities of the building are numerous and the place was perfect for our family of four.

Quick stats about condo rentals in Wrigleyville, Chicago

  • Total rentals

    20 properties

  • Nightly prices starting at

    $116 NZD before taxes and fees

  • Total number of reviews

    2.5K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 properties include access to Wi-Fi

Destinations to explore

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