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60 reviews
Operated by a Wander partner
Trusted operators, vetted by Wander
Experience the heart of Pilsen in this vibrant 2nd floor 3BR apartment that sleeps up to 12 guests! Just steps from 18th Street’s renowned murals, restaurants, cafes, and nightlife. Enjoy a fully equipped kitchen, classic arcade games, 4 Smart TVs, fast WiFi, and a dedicated workspace. Take in distant views of the Chicago skyline while relaxing after a day of exploring. Family-friendly and group-ready, with dedicated parking, and easy access to Downtown Chicago.
Welcome to your vibrant 950 sq. ft. urban retreat in the heart of Chicago's lively Pilsen neighborhood! This second -floor apartment is perfectly designed for families and groups of up to 12 guests.
The bright living room, with its welcoming orange couches and modern decor, is the ideal spot to unwind. Challenge your friends to a classic arcade game, gather for a board game night, or stream your favorite shows on the Smart TV. For those mixing work and play, a dedicated office desk in the largest bedroom provides a quiet and convenient workspace.
Sleeping Arrangements (Sleeps up to 12):
Bedroom 1: Queen Bed & Smart TV
Bedroom 2: Queen Bed & Smart TV
Bedroom 3: Queen Bed & Smart TV
Living Room: Two Sofa Beds & Smart TV
Additional: One Queen Air Mattress
Key Features:
Fully Equipped Kitchen: Prepare and enjoy meals with ease in the modern kitchen, complete with stainless steel appliances.
Family-Friendly: We provide a crib, high chair, and a pack 'n play/travel crib.
Entertainment: High-speed WiFi, four Smart TVs, arcade games, and board games.
Guests will have exclusive and private access to the entire first-floor apartment. Self-entry is available via the front door. Please note that the back door is for emergency exit purposes only and should not be used for regular entry or exit.
We respect our guests' privacy and aim to provide a seamless, independent stay. We will not be present at the property during your visit but are always available and happy to assist with any questions or recommendations via the messaging app.
Why we love it
Rich in Latino culture, Pilsen is a neighborhood that overflows with music, art, culinary tradition, and nightlife. It’s home to award-winning restaurants, iconic music venues, and sensational murals as far as the eye can see. Maybe that’s why it was named one of the coolest neighborhoods around the world by Forbes.
Explore like a local
Spend an evening exploring open studios and galleries in Pilsen’s thriving arts district during free Second Fridays events.
Sip margaritas on the lively patio at La Vaca, then satisfy your sweet tooth with gorditas dulces at Panaderia Nuevo Leon.
Celebrate Día de los Muertos (Day of the Dead) in Pilsen, when Harrison Park is filled with colorful ofrendas, live music, and family-friendly activities.
A woman drinks a margarita on the patio at La Vaca Margarita Bar
La Vaca Margarita Bar
National Museum of Mexican Art
Day of the Dead at the National Museum of Mexican Art
Insider tips
The first thing you’ll notice about Pilsen is the colorful street art. The buildings are covered in massive paintings and mosaics that pay homage to the neighborhood’s Hispanic roots. Take a stroll around the neighborhood to soak it all in, particularly the 16th Street Murals.
The neighborhood’s thriving arts scene has become known as the Chicago Arts District. This seven-block stretch is filled with artists lofts, studios, retail spaces, galleries, and more. Another must for art lovers is Pilsen Arts and Community House, a local gallery focused on community and accessibility.
Pilsen is also a haven for offbeat boutiques, hip eateries, and cool music venues standing alongside bodegas, panaderias, and family-owned restaurants serving authentic Mexican cuisine. Don’t miss the National Museum of Mexican Art while you’re there. This free museum immerses visitors in Mexican culture through a stunning collection of textiles, folk art, prints, photos, and more.
Street art in Pilsen
Photo by Adam Alexander
food
HaiSous Vietnamese Kitchen
Pilsen is also home to a diverse dining scene, known for everything from authentic taquerias to acclaimed fine dining. Dig into modern versions of Vietnamese family recipes at HaiSous, feast on classic Mexican staples at 5 Rabanitos, and try elevated takes on globally inspired flavors at S.K.Y.
And you can’t leave the neighborhood without exploring one of the city’s most beloved music venues, Thalia Hall, where you can catch indie rockers, famed comedians, and live DJs in a striking space modeled after the Prague Opera House. The venue shares a historic building with Punch House (’70s vibes and large-format drinks) and Tack Room (live piano music in the building’s former carriage house).
Ride-sharing apps or public transportation is what we recommend especially if you plan on going into the city where parking is hard and/or expensive to find. A train ride is often faster than driving during peak traffic hours and maximizing your time in the area is key during a short stay.
However we do have a parking space for you in the back of the property.
Pets Welcome: We are happy to welcome your furry friends to the apartment.
Bathroom: Please be aware that the apartment has one full bathroom, which includes a combination tub and shower.
Parking Details: Upon arrival, you will be provided with parking permits for street parking. One dedicated spot is also available in the rear.
City of Chicago Registration Number: R25000130761
Bedroom 1
1 queen bed, 1 twin crib, 1 full air bed
Bedroom 2
1 queen bed, 1 full sofa
Bedroom 3
1 queen bed, 1 full sofa
Bedroom 1
1 queen bed, 1 twin crib, 1 full air bed
Bedroom 2
1 queen bed, 1 full sofa
Bedroom 3
1 queen bed, 1 full sofa
Vane
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April 2026
Juan
•
December 2025
Kathy
•
November 2025
Chicago, IL 60608, US
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Cindy’s Rooftop is a lively Chicago spot serving seasonal American fare and creative cocktails in a bright, airy rooftop setting. Its standout draw is the sweeping views of Millennium Park, Lake Michigan, and the city skyline.
Wildberry Pancakes & Cafe is a bright, bustling breakfast-and-brunch spot known for generous portions, specialty pancakes, and classic comfort dishes. Its menu mixes indulgent sweet plates with savory favorites, making it a popular choice for a relaxed morning meal.
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Free cancellation up to 30 days before check-in. 50% refund up to 7 days before. No refund after that.
Pets allowed with fee
No smoking - fees will apply
Events not allowed
Check-in after 4:00 pm
Check-out before 10:00 am
12 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Sep 1, 2026 | $144 | Available |
| Sep 2, 2026 | $178 | Not Available |
| Sep 3, 2026 | $293 | Not Available |
| Sep 4, 2026 | $853 | Not Available |
| Sep 5, 2026 | $865 | Not Available |
| Sep 6, 2026 | $678 | Not Available |
| Sep 7, 2026 | $172 | Available |
| Sep 8, 2026 | $202 | Available |
| Sep 9, 2026 | $195 | Not Available |
| Sep 10, 2026 | $288 | Not Available |
| Sep 11, 2026 | $385 | Not Available |
| Sep 12, 2026 | $418 | Not Available |
| Sep 13, 2026 | $226 | Available |
| Sep 14, 2026 | $329 | Not Available |
| Sep 15, 2026 | $338 | Not Available |
| Sep 16, 2026 | $236 | Available |
| Sep 17, 2026 | $479 | Not Available |
| Sep 18, 2026 | $651 | Not Available |
| Sep 19, 2026 | $625 | Not Available |
| Sep 20, 2026 | $362 | Not Available |
| Sep 21, 2026 | $216 | Available |
| Sep 22, 2026 | $215 | Available |
| Sep 23, 2026 | $216 | Available |
| Sep 24, 2026 | $323 | Available |
| Sep 25, 2026 | $471 | Available |
| Sep 26, 2026 | $470 | Not Available |
| Sep 27, 2026 | $260 | Not Available |
| Sep 28, 2026 | $203 | Not Available |
| Sep 29, 2026 | $190 | Available |
| Sep 30, 2026 | $191 | Available |
| Oct 1, 2026 | $304 | Available |
| Oct 2, 2026 | $416 | Not Available |
| Oct 3, 2026 | $415 | Not Available |
| Oct 4, 2026 | $254 | Not Available |
| Oct 5, 2026 | $196 | Not Available |
| Oct 6, 2026 | $246 | Available |
| Oct 7, 2026 | $286 | Available |
| Oct 8, 2026 | $450 | Available |
| Oct 9, 2026 | $893 | Not Available |
| Oct 10, 2026 | $956 | Not Available |
| Oct 11, 2026 | $641 | Not Available |
| Oct 12, 2026 | $335 | Not Available |
| Oct 13, 2026 | $188 | Available |
| Oct 14, 2026 | $185 | Available |
| Oct 15, 2026 | $304 | Not Available |
| Oct 16, 2026 | $506 | Not Available |
| Oct 17, 2026 | $552 | Not Available |
| Oct 18, 2026 | $317 | Not Available |
| Oct 19, 2026 | $239 | Not Available |
| Oct 20, 2026 | $245 | Not Available |
| Oct 21, 2026 | $219 | Not Available |
| Oct 22, 2026 | $346 | Not Available |
| Oct 23, 2026 | $432 | Not Available |
| Oct 24, 2026 | $406 | Not Available |
| Oct 25, 2026 | $219 | Available |
| Oct 26, 2026 | $173 | Available |
| Oct 27, 2026 | $173 | Available |
| Oct 28, 2026 | $177 | Available |
| Oct 29, 2026 | $284 | Not Available |
| Oct 30, 2026 | $433 | Not Available |
| Oct 31, 2026 | $395 | Not Available |
| Nov 1, 2026 | $229 | Available |
| Nov 2, 2026 | $171 | Available |
| Nov 3, 2026 | $168 | Available |
| Nov 4, 2026 | $173 | Available |
| Nov 5, 2026 | $291 | Available |
| Nov 6, 2026 | $429 | Not Available |
| Nov 7, 2026 | $480 | Not Available |
| Nov 8, 2026 | $280 | Not Available |
| Nov 9, 2026 | $175 | Available |
| Nov 10, 2026 | $169 | Available |
| Nov 11, 2026 | $173 | Available |
| Nov 12, 2026 | $276 | Available |
| Nov 13, 2026 | $397 | Available |
| Nov 14, 2026 | $412 | Available |
| Nov 15, 2026 | $249 | Available |
| Nov 16, 2026 | $181 | Available |
| Nov 17, 2026 | $179 | Available |
| Nov 18, 2026 | $187 | Available |
| Nov 19, 2026 | $280 | Available |
| Nov 20, 2026 | $408 | Available |
| Nov 21, 2026 | $393 | Available |
| Nov 22, 2026 | $267 | Available |
| Nov 23, 2026 | $180 | Available |
| Nov 24, 2026 | $187 | Available |
| Nov 25, 2026 | $368 | Not Available |
| Nov 26, 2026 | $429 | Not Available |
| Nov 27, 2026 | $473 | Not Available |
| Nov 28, 2026 | $473 | Not Available |
| Nov 29, 2026 | $360 | Available |
| Nov 30, 2026 | $330 | Available |