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The Wrigleyville Penthouse with Private Rooftop!

Photo gallery for The Wrigleyville Penthouse with Private Rooftop!

Rooftop
Living area
Living area
Living area
Living area

Reviews

9.6 out of 10, Loved by Guests
Top 10% of guest reviews in this area
3 bedrooms2 bathroomsSleeps 7

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washer
  • Air conditioning
  • Balcony
  • Free WiFi

Explore the area

View in a map
Chicago, IL
  • Place, Wrigley Field
    ‪3 min walk‬
  • Place, Vic Theatre
    ‪9 min walk‬
  • Place, Theater Wit
    ‪11 min walk‬
  • Airport, Chicago, IL (ORD-O'Hare Intl.)
    ‪31 min drive‬

Rooms & beds

3 bedrooms (sleeps 7)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Sleep Nook

1 Queen Bed

2 bathrooms

Bathroom 1

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Deck or patio
Kitchen
Balcony

About this property

The Wrigleyville Penthouse with Private Rooftop!

Steps from Wrigley Field, my 2 bed/2 bath + Den penthouse with a private rooftop is the perfect “home base” for your group. With the excitement of Wrigleyville in your backyard and the sights of downtown are a quick train ride away.

This location is only two blocks from the Addison Red Line "El" stop which will take you to downtown Chicago in just 15-20 minutes! We are within walking distance of dozens of amazing restaurants, shopping, nightlife, public transit, and easy access to the lake with running trails and beaches. Wrigley Field is now a year round destination including not only major league baseball all summer long, but now is known as a world class music venue for top performers, a celebrated college football stadium and during the holidays, the Gallagher Way Park, located just outside the park, transforms to the "Chriskindlmarket Wrigleyville"! Enjoy holiday inspired food, drinks, shopping and a well lit, full service, ice skating rink!
Due to the condo’s location being 0.1 miles from Wrigley Field parking is limited. One parking spot is available with your booking. An additional parking spot can be purchased on a daily rate if reserved at least two weeks in advance.

The space
The main floor features an open floor plan that combines the kitchen with the main floor living space with an abundance of natural light. The main floor also has two bedrooms and two bathrooms. One bedroom has a king bed, and ensuite bathroom. The second bedroom has a queen bed. The top floor features a den with a queen bed.
License number
R22000088938
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Free WiFi
Air conditioning
Outdoor Space

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you complete the following before checking out:
Please make sure the external doors are locked. The rooftop door and door to the balcony lock by lifting up on the handle.
If you have anything smelly please take the trash out with you. The outside trash is located in the parking lot.
Failure to complete these may result in a negative review from the host.
Quiet hours are from 10 PM - 7 AM
There is to be no walking or standing on any part of the rooftop that has shingles on it.

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
Property Registration Number 60657, R22000088938

About the neighborhood

Chicago

Lakeview, a neighborhood in Chicago, is home to this condo. Michigan Avenue and Navy Pier are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Lake Michigan and Millennium Park. Check out an event or a game at Wrigley Field, and consider making time for Lincoln Park Zoo, a top attraction not to be missed.
Map
Chicago, IL

What's nearby

  • Lucky Strike at Wrigleyville - 2 min walk - 0.2 km
  • Wrigley Field - 3 min walk - 0.3 km
  • Wrigley View Rooftop - 6 min walk - 0.6 km
  • Vic Theatre - 9 min walk - 0.8 km
  • Theater Wit - 11 min walk - 1.0 km

Getting around

  • Chicago Ravenswood Station - 4 min drive
  • Addison Station (Red Line) - 5 min walk
  • Chicago Midway Airport (MDW) - 42 min drive

Restaurants

  • ‪Sluggers World Class Sports Bar and Grill & Dueling Pianos - ‬2 min walk
  • ‪McDonald's - ‬3 min walk
  • ‪Lucky Strike Social - ‬4 min walk
  • ‪Taco Bell - ‬3 min walk
  • ‪Happy Camper - ‬2 min walk

Frequently asked questions

Is The Wrigleyville Penthouse with Private Rooftop! pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at The Wrigleyville Penthouse with Private Rooftop!?

As of Apr 24, 2026, prices found for a 1-night stay for 2 adults at The Wrigleyville Penthouse with Private Rooftop! on Apr 26, 2026 start from $513, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking?

Onsite parking is available at the property.

What time is check-in at The Wrigleyville Penthouse with Private Rooftop!?

Check-in begins at 4:00 PM.

What time is check-out at The Wrigleyville Penthouse with Private Rooftop!?

Check-out is at 11:00 AM.

Where is The Wrigleyville Penthouse with Private Rooftop! located?

Located in Lakeview, this condo building is within 1 mi (2 km) of Vic Theatre, Wrigley Field, and Lake Michigan. Theater Wit and Lincoln Park are also within 1 mi (2 km). Addison Station (Red Line) is 5 minutes by foot and Southport Station is 9 minutes.

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 23 out of 25 reviews
Rating 8 - Good. 1 out of 25 reviews
Rating 6 - Okay. 0 out of 25 reviews
Rating 4 - Poor. 0 out of 25 reviews
Rating 2 - Terrible. 1 out of 25 reviews

9.8/10

Cleanliness

9.6/10

Check-in

9.8/10

Communication

9.6/10

Location

9.6/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Rachel D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic location just a few blocks from Wrigley Field. The parking spot was a huge plus. The apartment was very clean and fairly spacious. We enjoyed the rooftop space every night. Ashton was very quick and pleasant responding to questions. We had an excellent stay and would definitely rent the space again.
Stayed 4 nights in Mar 2026
Verified

10/10 Excellent

Brooke L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful location and great place!
Stayed 2 nights in Aug 2025
Verified

10/10 Excellent

Peyton W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We have just wrapped up our bachelorette trip, and this stay was perfect. I would recommend not driving on this trip because parking in this area is complicated, but the proximity to public transportation, Wrigley field, and tons of great bars and restaurants makes up for this. The photos don’t do this space justice. The rooftop patio is a great place to gather. As are the sun-drenched living room and spacious kitchen. It was much cuter than other similar-sized vrbos nearby. Great value and no trouble communicating with host.
Stayed 3 nights in Mar 2026
Verified

10/10 Excellent

Karyn S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect place to stay. Location was great! We enjoyed the rooftop deck in the evenings. The place was very clean.
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Michael F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location, right by Wrigley Field. Nice place!
Stayed 3 nights in May 2025
Verified

10/10 Excellent

Dwaylan A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful location and accommodations

We had such a smooth and peaceful stay, and everything we wanted to do was in proximity to the house. We will definitely book again!
Stayed 4 nights in Jun 2023
Verified

10/10 Excellent

Alan A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house and location

House was perfect for our 3 day Cubs getaway. Great place to relax after sight seeing, then very close to wrigley stadium and all the bars and restaurants. Will definitely look to stay here again.
Stayed 3 nights in Aug 2024
Verified

8/10 Good

Anthony C.

Liked: Cleanliness, check-in, communication, listing accuracy
Overall, the experience was good. It was labor-day weekend, so the clubs across from our stay were very loud, but eventually quiet down. Parking was tight, but kudos to the owner for squeezing another spot for our SUV. The location was great with plenty of access to restaurants in Wrigley town.
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

Lauren S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Bach Weekend

Everything was absolutely amazing! I would come back in a heartbeat! Beautiful home, in prime location to everything!!! The owner was incredibly helpful and quick to respond with any questions! Thank you for everything!
Stayed 2 nights in May 2025
Verified

10/10 Excellent

Conner M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Stay

We had a great time! Ashton was super prompt with any questions we had. Would 100% recommend.
Stayed 2 nights in Aug 2023
Verified

10/10 Excellent

Eric Kathy B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Bachelorette party

Great place to stay for a bachelorette party. Very clean with plenty of space for everyone. The property was extremely clean with plenty amenities. Felt very safe & loved the location to Wrigley & all of the bars! Would highly recommend!
Stayed 2 nights in Apr 2024
Verified

10/10 Excellent

Alyssa C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing place to stay!!!

This property was the absolute perfect place for my friend’s bachelorette weekend! Ashton the host was very accommodating and responded fast whenever I had a question. The location is fantastic, the layout was spacious, and the most important thing was we felt safe. 10/10 experience!!!
Stayed 3 nights in Jul 2023
Verified

10/10 Excellent

Josh B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic location & amazing accommodations

My youngest son, father, and I stayed a long weekend. With food and Cubs game priority we couldn’t have asked for a better spot for our stay! The host was very helpful throughout the weekend and quick to respond to any questions we had and was even helpful with some parking issues (our fault). Will definitely stay again when we return to Chicago!!
Stayed 3 nights in Apr 2023
Verified

10/10 Excellent

Ryan H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cool House. Great Location

We loved the neighborhood and location 1 block from Wrigley Field. Lots of restaurants to choose from within walking distance. The house was clean and comfortable. It easily slept 7 of us. The kids loved playing with the foodball table
Stayed 3 nights in Sep 2023
Verified

10/10 Excellent

Jon B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Bachelor Party Location

This house was fantastic for a group of 10 people. The location could not have been better. You are literally around the corner from Wrigley Field and all the night life you need. The house had plenty of space and sleeping areas for everyone. If I go back to Chicago, I will definitely try and stay here again!
Stayed 3 nights in Aug 2023
Verified

10/10 Excellent

Brandon A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic stay!

We had a great time taking in the sights of Chicago with easy access to everything in Wrigleyville. The red line was so close that we were able to make a couple of trips into the city for museums and a boat tour. The property itself was in great shape, and had plenty of room for the 8 of us (me and my partner, my parents, my teenage nephew and my three kiddos). I 100% recommend the place, and I can't wait to rent it again!
Stayed 3 nights in Jun 2023
Verified

10/10 Excellent

Stacey D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

At pat’s weekend

Everything was great!! Thank you for letting us in early! We appreciate it! The only thing we needed were some dish towels and dish rags.
Stayed 2 nights in Mar 2024
Verified

10/10 Excellent

Bethany P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house/location

We were 2 families of five traveling to Chicago for fun to explore the city. House was spacious for all of us. Exactly as advertised. Very close to the red line and Wrigley Field. Communication with owner was lightning fast and excellent. We would highly recommend!
Stayed 3 nights in Apr 2023
Verified

10/10 Excellent

roben c.

Liked: Cleanliness, check-in, communication, location, listing accuracy

We had a wonderful trip! Thank you

Ashton’s place was wonderful; it was ideal for our family. The house is in a great city location with lots to do close by and access to other neighborhoods as well. When we arrive, Ashton’s house was immaculate. She was a thoughtful host with quick response times, and she even left us snacks, which we really enjoyed. If you’re looking to plan a trip to Chicago, we highly suggest staying at this wonderful place!!!
Stayed 2 nights in Mar 2023
Verified

10/10 Excellent

Courtney N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect rental!

My husband, a friend and I travelled to Chicago for a Pearl Jam concert at Wrigley Field and were lucky to find this rental for our stay. We had a short stay and wanted a place within walking distance of the venue to avoid renting a car. This place is an absolute gem! It is located just around the corner from Wrigley Field as well as many bar and restaurant options. I had great communication with the property manager, very quick to respond. Place was clean, quiet, comfortable - made our visit to Chicago even more pleasant than expected. Highly recommend! I will definitely book again should I return to Chicago in the near future.
Stayed 2 nights in Aug 2024
Verified

10/10 Excellent

Tina H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Weekend in Chicago

We stopped by Chicago for a long weekend on our way to a friend's reunion. I picked this house due to the location, it was in the heart of wrigglyville and just a couple blocks from the Cub's statium. My son is a huge baseball fan. It was close enough to the El to walk but not so close that you can hear it. It was very hot in Chicago the weekend we visited but the house was comfortable. The 3rd bedroom is on the upper floor off the rooftop deck so it was a bit warm. The 3rd bedroom was also not a bed "room" because it was just a bed, no door, no closet but it worked fine for my 10 yr old. Note there are a lot of stairs to get to this unit. Overall it was great and we would stay there again.
Stayed 3 nights in Jun 2025
Verified

2/10 Terrible

Ambernae L.

Disliked: Cleanliness, check-in, location, listing accuracy

Bad

He over charged he stalked us and live right upstairs from the property very creepy
Stayed 2 nights in Feb 2023
Verified

10/10 Excellent

Katie R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Neighborhood and Condo

It was a wonderful experience for my family of four to stay in this condo. The condo was as described and felt even larger than the pictures, which was a pleasant surprise, especially with kids. There was plenty of space for the four of us to spread out and enjoy ourselves. We had plenty of towels and hot water, the wifi was easy to set up, and all the appliances functioned properly. Walkable neighborhood and we felt safe walking our kids around the neighborhood to all the restaurants and shops. Stroller-friendly area. Wrigley Field is practically in the backyard. The host provided instructions on how to access the property, using the various access codes provided. The parking was directly behind the unit, the host provided directions on how to locate the correct spot, and the price was unbeatable with parking. Because of how easy it was to get into our unit, I would stay here again. Our family was even allowed to check in a little early, as the host was so accommodating. Since a guest was leaving that day, she let us know via text when the unit was ready. Our stay at this VRBO was a great addition to our time in the city.
Stayed 2 nights in Mar 2023
Verified

10/10 Excellent

Wil S.

Stayed 4 nights in Nov 2024
Verified

10/10 Excellent

Monty H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Jul 2024

About the host

Your host

Host profile image
We are a couple in our mid-thirties who love to see the world!

Why they chose this property

This location is only 0.1 miles from the iconic Wrigley Field and two blocks from the Addison Red Line "El" stop which will take you to downtown Chicago in just 15-20 minutes! We are within walking distance of dozens of amazing restaurants, shopping, nightlife, public transit, and easy access to the lake with running trails and beaches.
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