
Apartment vacation rentals in Pilsen
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Pilsen
Guests agree: these apartments are highly rated for location, cleanliness, and more.

WESTERN AVE ARTISTS LOFTS- Park Free
FREE street PARKING. Walk to Wicker Park restaurants, bars & shopping. 10 MINUTE WALK to CTA Blue line TRAIN-Damen stop. Premium queen mattress ( small bedroom but a queen bed) & brand new sofa bed. Full kitchen & washer & dryer in apartment. Resident artists work on first floor of this historic former telephone repair and switching station. Very laid back vibe. EVERYONE is Welcome. All guests must be on the reservation for $total. Note $30 per night per guest charge AFTER 2 Guests ( 3&4)

Blue Brick Apartment in Bridgeport - Park for Free
-600 sq.ft apartment / 2nd floor / Patio Deck -Free parking pad in rear / free street parking -Commute to Downtown: 15min (drive) / 28min (transit/train) / 22min(bike) -Walk score 93! Bike Score 92! Near Trains to Downtown!! -Gated access w/ Building video and security alarm system and noise monitoring equipment. -Kitchen is stocked w/ cookware, utensils, etc. -Washer and Dryer and Dishwasher in unit (free) -Rideshare(Uber/Lyft) / Bikeshares(Divvy) are bountiful -Safe, working class neighborhood

Trendy Chicago Apartment - FREE Parking Spot
Unwind in this chic and stylish Chicago apartment. This newly renovated unit offers a free parking spot for one car, sports 2 bedrooms (each with its own TV), and has many unique details for an urban yet charming feel. The building is located in the heart of Logan Square (a neighborhood known for its quirky cafes, restaurants, art galleries, and music venues), is within walking distance of a rental bike station, and near the famous 606 Trail; a lovely place to enjoy a walk, jog, or a bike ride.

Cute, Clean, Cozy Apartment in Pilsen
Updated, clean and private apartment in Chicago’s unique Pilsen neighborhood. Located on a quiet, tree-lined street with private entrance, it's the perfect spot to rest after a day of exploring this great neighborhood and city. The apartment has a full kitchen with everything needed to make your morning coffee or prepare a meal. Conveniently located to McCormick Place and many of the city's attractions, including West Loop, downtown, United Center, Grant / Union / Douglass Park and more!

Unmatched Urban Retreat Close to 18th Strip & Loop
This stylish Airbnb in the very popular Pilsen neighborhood is perfect for small and large travel groups. There are 2 bedrooms with queen size beds, and the couch folds out for an additional sleeping area. The 2 full bathrooms will have everything you need to get ready to hit the town. The tall ceilings make this space for larger than life, and the unique décor gives this Airbnb a great urban feel. The fully equipped kitchen and updated appliances are perfect for those quiet nights in.

Teeny Tiny Bohemian Lodge - Clean & Affordable
Explore the wonderful neighborhood of Pilsen from this unique little space. Private entrance to your bedroom with an attached bathroom with shower. The entire space is for your private use- nothing is shared. NOTE the bedroom & bathroom ARE the entire space. Designed for one person as a sleeping room. We can not host 2 people. Twin size American bed is 38 x 75 inches. Please CLICK "show more " below BEFORE YOU BOOK/INQUIRE I need you to read and respond to our house rules.

Pilsen Blue Door
Beautiful, spacious, and super cozy 3 bedroom apartment in the heart of Pilsen if your looking for that at home Chicagoan feeling this is the place for you. Newly remodeled apartment featuring a large dining room, brand new kitchen, and bathroom. Experience living in one of Chicago’s most colorful communities, rich in history and culture. Not only is this apartment less than 9 minutes from downtown Chicago, you are walking distance to some of the best restaurants in Pilsen.

Spectacular Pilsen Studio for 2!
This chic studio in the heart of Pilsen is the perfect space to kick back and relax during your visit to the Windy City! The vibrant neighborhood always has something to offer to any type of traveler, and it's a quick trip to see most of the iconic Chicago sights. Easily walk to historic Thalia Hall, or drive to the Loop in just 5 minutes! You'll love the thoughtful touches and modern decor in the apartment, as well as the bright and welcoming main space.

Modern Apt with style & comfort in Pilsen Chicago
Enjoy a nicely updated studio in a safe, family-owned building located in Pilsen/Heart of Chicago conveniently located near Downtown, Chinatown, & Hyde Park to name a few. Public transportation is walking distance or you can go on a short drive to museums, parks, cafes, restaurants, bars, venues, and hip neighborhoods. Chicago has a full line up of festivals happening this year so feel confident in choosing my lovely space to be part of your experience.

Downtown & UC Nearby · Transit at Your Door
•Steps from the Damen Pink Line •Minutes to downtown Chicago via car or train •Easy access to major expressways I‑290 and I‑55 •Near major attractions like the United Center, Chinatown, Greektown, UIC, West Loops nightlife and the Medical District •Vibrant cultural neighborhood — experience Pilsen’s rich art scene and authentic local dining •Ceiling height approx. 6’3” — please keep in mind when reserving •Memory Foam mattress

Chic retreat near the best of Lakeview & Wrigley
Stylish, centrally-located getaway perfect for a visit to the Windy City! This charming space was freshly renovated in early 2022 with ample space (nearly 1500 sq ft), a Peloton exercise bike, and kitchenette. Located in the trendy Southport Corridor blocks from the best of Chicago's north side; shopping, fine dining, bars, Wrigley Field, close to Brown line train public transit with Whole Foods at the end of the block!

Modern
Welcome to Pilsen, the neighborhood I have been living for 20 years! It is really cool and artsy. Forbes Magazine named the Pilsen neighborhood as one of the 12 coolest neighborhoods in the world. https://www.nbcchicago.com/blogs/worth-the-trip/Chicago-Neighborhood-Named-Among-Coolest-in-World-by-Forbes-486702851.html https://chicago.suntimes.com/news/pilsen-chicago-forbes-coolest-neighborhoods/
Popular amenities for Pilsen apartment rentals
Weekly apartment rentals

Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom

Large private lower level suite

Pilsen Modern Chic Retreat

Cozy Pilsen Apartment

Bright & Spacious| Free Parking |Trendy Bridgeport

Cozy Chicago Home | EV Charger & Near Downtown

Duplex Luxury Apartment with King Suite

The apartment
Private apartment rentals

Lovely 2-bedroom apartment in Pilsen

iKlektik House Chicago/BlueJay

Betty BnB

Sun drenched 2 bedroom 1 bath with Kitchen & W/D

【Central】- Eclectic Fun 1BR APT in Wicker Park

Charming Home | Heart of Chicago | Parking | WiFi

Humboldt Park Retreat: Skylights & Queen Beds

Explore Lincoln Park from a Polished Apartment
Apartment rentals with a hot tub

Skyline Oasis: City & Lake Views

Level One Bedroom Suite | Fulton Market

Winter Escape 1 BR in Wicker Parl|1 FREE G Parking

Modern 4BR Retreat in Vibrant West Town

Belmont Pleasures - hot tub / arcade gaming room

2Bed 2Bath 15min to Wrigley with Parking& Balcony

49th Fl Luxury Retreat + Stunning Lake Views

Checkerboard Studio, Private Outdoor Hot Tub, Yard
When is the best time to visit Pilsen?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ323 | ﺩ.ﺇ345 | ﺩ.ﺇ356 | ﺩ.ﺇ382 | ﺩ.ﺇ441 | ﺩ.ﺇ448 | ﺩ.ﺇ474 | ﺩ.ﺇ455 | ﺩ.ﺇ349 | ﺩ.ﺇ356 | ﺩ.ﺇ353 | ﺩ.ﺇ331 |
| Avg. temp | -3°C | -1°C | 4°C | 10°C | 16°C | 22°C | 25°C | 24°C | 20°C | 13°C | 6°C | 0°C |
Quick stats about apartment rentals in Pilsen

Total vacation rentals
Explore 50 vacation rentals in Pilsen

Nightly prices starting at
Pilsen vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

Verified guest reviews
Over 2,310 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Pilsen vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Pilsen rentals

4.7 Average rating
Pilsen stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- Oak Street Beach
- The Field Museum
- Garfield Park Conservatory
- Wicker Park
- Lincoln Park Zoo
- Frank Lloyd Wright Home and Studio
- Brookfield Zoo
- Museum of Science and Industry
- Willis Tower
- The Beverly Country Club
- Illinois Beach State Park
- Washington Park Zoo
- The 606
- Raging Waves Waterpark




