
Condo vacation rentals in Wrigleyville, Chicago
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Top-rated condo rentals in Wrigleyville, Chicago
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Popular amenities for Wrigleyville, Chicago condo rentals
Weekly condo rentals

Loft-Like Wicker Park Condo Steps from the Cta!
Great place! Very well kept and clean. Tom is very responsive from the time you book. Just be mindful that as stated there is NO where to park if you drive. All in all such a great neighborhood.

Spacious condo with open floor plan and fireplace
This place was spacious and perfect for our family (two kids and a baby), with plenty of room for everyone to spread out. The hosts were fantastic! They encountered an issue with the fridge not working just before our arrival but handled it professionally, providing excellent support until it was fixed. We really appreciated their responsiveness and care. We highly recommend this space for families and large groups. One small suggestion: if you’re a light sleeper or have kids, consider bringing a noise machine, as some sound from the upstairs neighbors can be heard. However, this wasn’t a problem for us and is to be expected when staying in a condo.

Modern/Spacious 2BR/2BA West Town
We had a great stay! The pictures did not do the space justice, we loved it! And Charissa was so friendly and responsive, it really made our trip so easy

Logan Square Beauty with 2 Bedrooms W/parking
We really enjoyed our three nights in Matt's roomy upstairs apartment. Great to have a space in his garage; the car stayed parked there while we took the blue line downtown each day. It was an easy 10 minute walk to the Logan Square station. If you're flying into or out of O'Hare, it would be convenient, since the airport is the last stop on the blue line.

Ultra clean/cozy condo, 10 mins south of Downtown!
The neighborhood had plenty of food options and was close to downtown. The place itself was clean and comfortable, loved my stay! The host had great communication would definitely book again.

Tri-Taylor/Medical Dist. near West Loop
We had a great time in your space. We had everything we needed!

Marvelous Condo w/ Pri Prkng Cls to Transit &Beach
Very quick to respond to questions and great detailed instructions. The place was clean and comfortable! Awesome!

Unique Lincoln Park Duplex Apt
Very nice place. Everything was up-to-date and clean; nice bathroom with roomy shower; enjoyed the fireplace and liked having the bedroom upstairs from living area. Full grocery and two good restaurants just down the street, other good options within ten or fifteen minutes walk. Buses nearby and "L" trains 15 minutes away. Host was responsive and welcoming.
Pet-friendly condo rentals

816 PLZN Luxury Apt | Rooftop | Garage Parking
such a great lovely place to stay thank you for the great hospitality!

The Fox Den
This place was great from the balcony to the fenced in area behind the house. Parking was easy and free on the side streets. The retro appliances really stood out in the kitchen. Wonderful are for dogs to go out easily and safe to be able to walk them. A few parks nearby. Great place to stay with lots to do within walking distance.

Unique 2BR/2BA FREE Street Parking/WI-FI Near DT
Wonderful, everything was clean and lots of fun stuff nearby I recommend anyone book here it’s a great stay

Downtown Mich Ave #7| Park View Penthouse +gym
Beautiful spot, cannot be be beat, was a block away from our favorite pizza spot and a few blocks from our dumpling place. The rooftop view is stunning, panoramic view of the city. As for the apt — it was very well laid out, maximizing all of the space and the softest couch we’ve had in any Airbnb to date. Hosts were in constant communication and we were only there for a long weekend university visit. Very happy with the place, would use again this summer or for any future visits to the city.

Cozy 1bdr Rogers Park, Loyola, Northwestern.
Love this place! It’s peaceful, walkable, plenty of things to do in the area and close to the Lake. Will definitely be back to stay here and visit family. Thanks Kaye, for always being responsive and helpful.

Susie's Space. 2BR easy parking & pet friendly
This was our second stay at Susan’s. We love the location for visiting family in Logan Square. Convenient to bus on Diversey to go to Wrigley Field, and easy to park on Western to take Blue Line into Loop. Dining room table seats 6, kitchen is perfect for preparing brunch & dinner for all of us (6). Unit is very clean, garage is a great perk. Susan is very responsive and helpful. Will likely stay here again (if available) for future visits to Chicago.

Pets OK | Walk Score 95 | Desk | 1,750ft² |W/D
Great stay!! Perfect location and it suited our family and dogs wonderfully while we weee in Chicago for 4 nights. I passed this listing along to a friend who is looking to stay in the same area. Overall great experience and we loved our time there!

Lincoln Park Hideaway - 5 Min Walk to the Park!
Cindy’s stay was perfect for our girls weekend! It had everything we needed and was in a GREAT location. Cindy was responsive and kind. I would 100% recommend this stay to anyone.
Condo rentals with a pool

"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym
Really great place with lots to do nearby!

2BD Central Downtown Location! Spacious & Cozy
Very convenient location. Clear and detailed instructions. Very responsive host. We enjoyed our stay!

"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux
Our stay in Evanston was great! The apartment is close to all of downtown Evanston, the Metra, and the L. Also easy access to NU. Everything was just as it says and the free underground parking is a HUGE plus!

voco: Balcony & City View
Overall very nice place for the price. Only disappointment was I got to the location listed on the air bnb listing and the actual location was 3 to 4 blocks away which I was a bit upset with. It is closer to the Chicago station on the redline than it is to the river where the listing states. Host was very responsive and allowed me to check out late to avoid waiting around at the airport for a long time.

30 E. Huron #2603 Private Residence
Incredible experience. Kevin was very nice and helped us with everything. I would go back again to this amazing apartment and great location.

Just remodeled apartment close to airport and mall
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! ⭐️ ⭐️ ⭐️ ⭐️ ⭐️

Chicago's Treasure "Heart of Evanston" 2bdr +1 Ba
We had a great stay at Michelle’s “Heart of Evanston.” I loved the indoor garage parking option with easy in and out. If you have a large vehicle /SUV, maneuvering in and out of the spot may be challenging depending if the spot over is occupied. We have a mid-size SUV and had no issues. The room was easily accessed from the garage and we had no issues getting in. The place was clean and well organized. I loved that it smelled clean and also had a faint hint of bleach in the bathroom. It was a little warm in the bedrooms at night but we used the air conditioning to bring the temperature down. Town is very walkable and we enjoyed the local restaurants (Taco Diablo, Bat 17, Bennison’s bakery). We found the town to be very quiet - almost too quiet for what we expected but after our visit to Northwestern found out it was spring break for the students. Michelle was available for any questions and always replied promptly. We had a great stay and would stay again!

"Unity of Evanston" 3 BDR+2BA ModernLuxe +pool
We really enjoyed staying at Michelle's place. It was a perfect home away from home while visiting Northwestern University. The area had many cafes and restaurants. The place was spacious with three bedrooms and two bathrooms. The primary suite had a very firm mattress. But this did not bother us at all. The kitchen was well stocked with pots, pans, glasses, plates and utensils. There's a coffee maker and we were able to try some local coffees in the area. We enjoyed having family dinners on the bar style, raised table and stools. The view of the sunset from the balcony was amazing each night with purples, pinks and trees - fantastic views of Evanston. The place is great for watching movies with a long couch lounger, cozy seats and cup holders! The area is a perfect blend of city and nature with Lake Michigan nearby. We will definitely be back.
Quick stats about condo rentals in Wrigleyville, Chicago
Total rentals
20 properties
Nightly prices starting at
ﺩ.ﺇ257 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
Wifi availability
20 properties include access to wifi
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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Shedd Aquarium
- Guaranteed Rate Field
- Humboldt Park
- Frank Lloyd Wright Home and Studio
- Wilmot Mountain Ski Resort
- Six Flags Great America
- Museum of Science and Industry
- 875 North Michigan Avenue
- Lincoln Park Zoo
- Chicago History Museum
- The Field Museum
- Wicker Park
- Flossmoor Golf Club
- Willis Tower
- Brookfield Zoo
- Skokie Country Club
- Chicago Cultural Center
- Lincoln Park
- Garfield Park Conservatory
- Promontory Point