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The Wrigleyville Penthouse with Private Rooftop!

Photo gallery for The Wrigleyville Penthouse with Private Rooftop!

A spacious living room with a large sofa, a round coffee table, a fireplace, and a television mounted on the wall.
A spacious living area with a wooden dining table, a sofa, and a chandelier.
A modern living room with a fireplace, a dining area, and a kitchen.
A modern kitchen with white cabinets, a wooden dining table, and a staircase leading to an upper level.
A modern kitchen with white cabinets, a stainless steel refrigerator, and a black countertop.

Reviews

9.6 out of 10
Exceptional

Highlights

  • Room to spread out
    Enjoy spacious layout that give everyone more room to relax.
  • Games
    A rare find - enjoy a variety of games available on-site.
  • Vibrant nightlife
    Enjoy top-rated nightlife, where guests can experience all the nightlife within easy reach.
  • Discover nearby landmarks
    Walk to Wrigley Field
3 bedrooms2 bathroomsSleeps 7

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Balcony
  • Free Wi-Fi

Explore the area

View 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

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Exterior detail
Wrigleyville Private Guesthouse
Lakeview
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
10.0 out of 10, Exceptional, (60 reviews)
Wrigleyville Private Guesthouse

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 to 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

Property Registration Number 60657, R22000088938
Property # 3237268vb
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
On-site 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

About the area

Chicago

Lakeview, a neighbourhood 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 North Avenue Beach. 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
  • ‪Happy Camper - ‬2 min walk
  • ‪The Cubby Bear Chicago - ‬2 min walk
  • ‪Stolen Saddle - ‬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 21 July 2026, prices found for a 1-night stay for 2 adults at The Wrigleyville Penthouse with Private Rooftop! on 10 August 2026 start from NZ$1,931, 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 at The Wrigleyville Penthouse with Private Rooftop!?

On-site 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!?

Checkout is at 11:00 AM.

Where is The Wrigleyville Penthouse with Private Rooftop! located?

Located in Lakeview, this condo building is within 1 mile (2 km) of Vic Theatre, Wrigley Field and Lake Michigan. Theater Wit and Lincoln Park are also within 1 mile (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 labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 31 out of 36 reviews
Rating 8 - Good. 4 out of 36 reviews
Rating 6 - Okay. 0 out of 36 reviews
Rating 4 - Poor. 0 out of 36 reviews
Rating 2 - Terrible. 1 out of 36 reviews

9.8/10

Cleanliness

9.8/10

Check-in

10/10

Communication

9.8/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Donna S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful stay at this property! The house was clean, exactly as described, and perfectly stocked with everything we needed for a comfortable vacation. The location is great- very close to Wrigley Field so we decided to go to a Cubs game b/c we could walk there! The host was incredibly responsive and provided clear check-in instructions. Highly recommend staying here and we hope to return.
Stayed 4 nights in Jun 2026
Verified

10/10 Excellent

Zak G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location! We stayed here for a concert at Wrigley. The host is easily accessible. Spacious rooms. Quiet neighborhood. Lots of windows and natural light, but that also leads to warmth. More window coverings may help, including the skylights if that’s possible.
Stayed 3 nights in Jul 2026
Verified

10/10 Excellent

Katherine B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location, bright & open living area, and nice outdoor spaces.
Stayed 3 nights in Apr 2026
Verified

10/10 Excellent

Andrew L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location for Wrigley Field as well as the surrounding bars and restaurants. The property has a great set up with ample space and natural light.
Stayed 2 nights in Apr 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

8/10 Good

Dova Z.

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was absolutely beautiful… The only issue was the upstairs room was a little warm due to the air condition not reaching up there. But with a fan, we got it to be tolerable.
Stayed 3 nights in Jun 2026
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

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

Jennifer J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is a terrific place to stay if you are coming into town for a Cubs game. Wrigley Field is less than five minutes by foot. There are a lot of bars, restaurants, and cafes within a ten-minute walk. The red line is very accessible as are crosstown buses. Even though we were close to Wrigley Field, the street that the condo is on is still quiet and leafy. The only thing that I would caution is the loft on the second floor is very warm. I might not count on it if you stay during the summertime. The AC just can't reach that area. They do have a blowup mattress in a closet. If you need the extra bed, that might be a better option. Also, this might not be the place for those with mobility challenges. You have to go up and down two steep flights of stairs. Host communication and ease of access was excellent.
Stayed 4 nights in Jul 2026
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

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

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

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

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

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

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

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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