
Pet-friendly vacation rentals in Pilsen
Find and book unique pet-friendly homes on Airbnb
Quick stats about vacation rentals that are pet-friendly in Pilsen

Total vacation rentals
Explore 20 vacation rentals in Pilsen

Nightly prices starting at
Pilsen vacation rentals start at €26 per night before taxes and fees

Verified guest reviews
Over 1,570 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

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

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

4.8 Average rating
Pilsen stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated pet-friendly home rentals in Pilsen
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Large Home | Free Parking | Near Downtown
• HUGE Single Family Home | 3 Floors • Parking Garage | 2 Cars! • Chef's Kitchen | Cookware | Utensils • Basement | Two Living Rooms • 4 Bedrooms | 5 Beds | Sleeps 10 • Downtown | McCormick Place: 10min(drive) • Soldier Field | Sox Stadium: 10min(drive) • Chinatown | Pilsen Nightlife: 5min(drive) • Lakefront | Beach | Museums: 10min(drive) • Outdoor Surveillance | Noise Monitoring • Washer | Dryer | Dishwasher in unit (free) • Rideshare(Uber/Lyft) | Bikeshares(Divvy) • Working Class Neighborhood
4.89 out of 5 average rating, 128 reviews
Chicago's Bridgeport Brownstone w/Garage Parking
Large and beautiful 4 story single-family home centrally located in the trendy Bridgeport community of Chicago. The house is 5 minutes from McCormick Place, 3 miles away from Magnificant Mile shopping on Michigan Ave. 2 blocks from the Bridgeport Art Center, and 5 minutes from Soldier Field! 6 blocks to catch a White Sox game! Close to beaches and Lake Shore Drive, this spacious and welcoming home will serve all your vacation needs. 5 minutes from Chinatown, Greektown, Little Italy, and Pilsen.
4.76 out of 5 average rating, 152 reviews
Convenient & Spacious 3BR Condo w/Free Parking
Get cozy in this spacious 3-bedroom condo, conveniently located 3 blocks from the Halsted Orange Line overlooking Palmisano Park and only 5 minutes' drive to McCormick Place. Clean, neat, modern and comfortable, the condo offers spacious living space with an open kitchen, washer/dryer, and an outdoor balcony perfect for families and groups. Hungry? Our complex offers a few delicious high rated yelp restaurant options to fulfill your appetite. We look forward to hosting you and your guests!
4.9 out of 5 average rating, 162 reviews
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 •Guests must be 25+, have a verified account, and positive reviews
4.86 out of 5 average rating, 244 reviews
Modern Getaway w/ Hot Tub, Lrg Yard, Parking
*Due to AirBnB new changes in fee disclosure, 18% of the daily rate you see goes to Airbnb* 1 King, 1 Queen, 1 Sofa Bed, 2 Air Mattresses (2 Queens) 1 Pack n Play Enjoy your stay in this cozy modern home that sits on an oversized lot with luxury amenities and a spacious front yard. A parking space in the rear allows parking for 2 cars. The ideal getaway to grill up some food and relax in the jacuzzi hot tub year round! We are pet friendly! Please reach out with any questions. NO CHORES!
4.96 out of 5 average rating, 187 reviews
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.
4.91 out of 5 average rating, 197 reviews
Kasa | Views from your Private Balcony | Chicago
When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chicago easy. Located just north of downtown Chicago, you'll be steps from Oak Street Beach, a short walk to Michigan Avenue and Millennium Park. With fantastic amenities, our apartments are ideal for extended stays or long vacations. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text or phone, and a Virtual Front Desk accessed via mobile device.
4.81 out of 5 average rating, 1051 reviews
WF Home Sweet Home
Located in the center of the Bridgeport area, This AirBnB is clean, tidy, cozy and comfortable. It's the first choice for visitors. Two minutes walk to 8 and 31 bus stop, 15 minutes drive to downtown, McComick Place, and it close to Chinatown and White Sox Field. In addition, you can enjoy a variety of cuisines in a few minutes' walk, including Chinese, Japanese, Korean, Mexican restaurant, Starbucks,McDonald's, Dunkin Donuts, CVS. Warmly welcome friends from all over the world
4.87 out of 5 average rating, 132 reviews
Vintage Suite Home Chicago by Sox/Park/Transit
Walkout basement studio in a ca.1890 home built for laborers in the Chicago Stockyards - Please read entire listing before booking. This quiet, tree-lined neighborhood is a respite from city buzz. Get downtown in 4 stops by train or any of 5 nearby buses. Your space has great natural light, 2 comfy beds, private bath, flexible work/dining area, super-fast WiFi, and kitchen with all the essentials. Private entry via back door Free street parking Se habla español
4.8 out of 5 average rating, 338 reviews
Blue Brick Apartment in Bridgeport - Park for Free
• Free street parking • Trains to Downtown!! • Fully stocked kitchen • Walk to dining & bars! • Free parking pad in rear • Noise monitoring equipment • Walk score 93! Bike Score 92! • 600 sq ft apartment | 2nd floor | Patio • Safe, working class neighborhood! • Commute to Downtown: 15min (drive) • 28min (transit/train) | 22min(bike) • Building video surveillance alarm system • Washer | Dryer | Dishwasher are included • Rideshare (Uber/Lyft) | Bikeshares(Divvy)
4.93 out of 5 average rating, 249 reviews
816 PLZN Penthouse| Rooftop| Garage Parking
Welcome to your stylish retreat in vibrant PILSEN! This modern apartment offers garage parking, a rooftop with stunning views of Willis Tower, and a cozy firepit for relaxing evenings. Explore the neighborhood's murals, visit local bars like Simones, and enjoy Sunday brunch at Duseks. Catch a concert at Thalia Hall or sing your heart out at karaoke bars nearby. Experience the best of art, food, and entertainment in PILSEN – book your stay now!
4.79 out of 5 average rating, 184 reviews
Bridgeport Place -free parking, McCormick-Sox Park
Experience the charm of the Bridgeport neighborhood in this cozy 1 bedroom private apartment located on a peaceful tree-lined street. The apartment accommodates up to 4 guests with a sofa sleeper. Enjoy free street parking in an un-zoned area, as well as easy access to public train and bus stops nearby. Explore popular nearby attractions such as downtown, Chinatown, Sox Park, and McCormick Place and many other local neighborhood gems.
4.88 out of 5 average rating, 109 reviewsPopular amenities for Pilsen pet-friendly home rentals
Pet-friendly house rentals

Charming 3-BED in Lincoln Park/ Old Town & Parking
4.95 out of 5 average rating, 198 reviews
Beautiful Chicago Greystone
4.92 out of 5 average rating, 151 reviews
The Full House
4.96 out of 5 average rating, 141 reviews
The Chicago River House – GIANT wall projector!
4.96 out of 5 average rating, 211 reviews
Historic Old Town, Fabulous 4 Bedroom Home
4.87 out of 5 average rating, 211 reviews
3BD/2BA Chicago Avondale/Logan Square House
4.88 out of 5 average rating, 112 reviews
Cheryl's on Sheffield! 3 bedroom in Lincoln Park.
4.95 out of 5 average rating, 105 reviews
Gorgeous 5 BR Gem Sleeps 18 with Tons of Games!
4.91 out of 5 average rating, 136 reviewsPet-friendly home rentals with a pool

Cozy Duplex Down in Wicker Park East w/ Parking
4.93 out of 5 average rating, 131 reviews
Beautiful Corner 2 Bedroom in the Loop | Roof Deck
4.76 out of 5 average rating, 233 reviews
Level One Bedroom Suite | Fulton Market
4.69 out of 5 average rating, 36 reviews
Luxury Designer Penthouse 3803 | Pool | Gold Coast
4.88 out of 5 average rating, 59 reviews
Forest Park Oasis - Dog Friendly - Parks - the "L"
4.97 out of 5 average rating, 34 reviews
360RoofSKYview|ARTy|Garage+HotTub|EVTesla|Sleeps12
4.9 out of 5 average rating, 20 reviews
Cozy studio near Michigan lake
4.74 out of 5 average rating, 92 reviews
The Gathering House & Cinema
4.9 out of 5 average rating, 10 reviewsPrivate, pet-friendly home rentals

3-bedroom exposed brick in Chicago's Wicker Park
4.98 out of 5 average rating, 170 reviews
Fully Furnished Apartment Wicker Park Free Parking
4.97 out of 5 average rating, 635 reviews
Garden on Warren
4.91 out of 5 average rating, 185 reviews
✨Spacious Centrally Located West Loop Loft✨
4.91 out of 5 average rating, 330 reviews
Pilsen Stay | Primary King | Mins to downtown
5.0 out of 5 average rating, 3 reviews
Pilsen Prism: Sun-Drenched 3BR + Parking
5.0 out of 5 average rating, 16 reviews
Garden Apartment in Historic Pilsen Arts Area
4.91 out of 5 average rating, 79 reviews
Charming 2BR Historic Chicago Flat w/ Patio &WiFi
4.75 out of 5 average rating, 251 reviewsDestinations to explore
- Wrigley Field
- Soldier Field
- Lincoln Park
- United Center
- Grant Park
- Navy Pier
- Millennium Park
- Naval Station Great Lakes
- Indiana Dunes State Park
- 875 North Michigan Avenue
- Six Flags Great America
- University of Chicago
- The Field Museum
- Shedd Aquarium
- Humboldt Park
- Loyola University Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Union Park
- Frank Lloyd Wright Home and Studio
- Beachwalk Vacation Rentals
- Donald E Stephens Convention Center
- Byline Bank Aragon Ballroom
- Washington Park Zoo





