
Holiday houses in Pilsen, Chicago
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Top-rated holiday rentals in Pilsen, Chicago
Guests agree: these stays are highly rated for location, cleanliness and more.
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Popular amenities for Pilsen, Chicago holiday rentals
Other great holiday rentals in Pilsen, Chicago
Guest favourite

Private room in Pilsen Historic District
4.91 out of 5 average rating, 447 reviewsSpacious & serene in hip spot. Sleeps 4.
JingxuanRating, 5 stars2 weeks ago
Abby was more than a wonderful host! She's very thoughtful, friendly, and responsive. Whenever we needed something, she was happy to accommodate us. We always enjoyed the conversations with Abby when we ran into her in the living room or kitchen. Abby is also very kind - we were curious why so many street cats were gathering near her house and backyard and it turned out that Abby has been feeding them with dry and canned foods. Needless to say, Abby's house was very lovely and clean, and the location was wonderful, but more importantly, Abby was a wonderful host!

Private room in Chicago
4.86 out of 5 average rating, 42 reviews23rd Pl 2D
TarikRating, 5 stars5 days ago
Great place if you need a temporary stay. The bed was comfortable and the area/house was surprisingly quiet. It felt pretty safe to walk around, at least during the day.

Private room in Chicago
4.73 out of 5 average rating, 40 reviewsBees Knees - Room 3
BernardoRating, 5 stars2 weeks ago
I really enjoyed my stay at this place and would definitely recommend it, especially for the value. It’s conveniently located near bus stops and small markets, which made getting around and grabbing essentials very easy. The host was always very responsive and helpful, which made the whole experience smoother. The apartment is well-equipped with many utensils—there were plates, glasses, a cooking area that worked well for meals, and even an iron and ironing board. It’s also relatively quiet, which was great for resting. There are a few minor details that could be improved, like a couple of broken light bulbs, some marks on the bathroom walls, and a creaky, uneven floor. I also missed having a few hooks in the bedroom. However, none of these were major issues or detracted from the overall quality of the stay. I would not recommend it for people with mobility issues due to the steep staircase, but all in all, a great place with excellent value and a very helpful host. Would stay again.
Guest favourite

Private room in Chicago
4.84 out of 5 average rating, 526 reviewsEgyptian Room - Free Parking, 1 block to CTA
TrentRating, 5 stars2 weeks ago
Former Chicago resident here—Ryan’s place was so nice I stayed here twice and had great experiences both times as a solo traveler. The neighborhood is peaceful, close to the Green line CTA stop, and the house is an amazing place-clean, multiple bathrooms, nice kitchen, terrific value and often presents opportunities to chat with other guests. My room and bed were quite comfortable. The mini fridge came in handy and I really appreciated having coffee available for mornings when I didn’t have time to stop by Dark Matter, Intelligentsia, or The Worm Hole. I look forward to staying again next year!
Superhost

Private room in Pilsen Historic District
4.85 out of 5 average rating, 184 reviewsBOHEMIAN LODGE #2 (clean & affordable travel)
DantonRating, 5 stars1 day ago
Great place! Amazing for those traveling on a budget, especially those who are ok with others in the same building (You get a private room AND your own bathroom connected directly to your room)
Superhost

Private room in Bridgeport
4.87 out of 5 average rating, 204 reviewsThe Sweet!
ChrisRating, 5 stars1 week ago
This was the perfect place to stay for the first time visiting Chicago. Easy to find and in a great neighborhood. Hosts were extremely responsive and helpful. Highly recommend and would stay again!
Guest favourite

Private room in Pilsen Historic District
4.91 out of 5 average rating, 207 reviewsChicagoTreasure, Art Gallery w/Parking
SonyaRating, 5 stars4 days ago
I was in Chicago for 4 days. Colby was the sweetest, most genuine person I've ever met. The map provided of the area and her hospitality was greatly appreciated. I will book again the next time in Chicago!
Superhost

Private room in Pilsen Historic District
4.91 out of 5 average rating, 32 reviewsRodriguez Home - Bedroom A
LauraRating, 5 stars1 week ago
Especially if you are planning on visiting the city and sightseeing all day, then this accommodation is ideal. Pilsen is a great neighbourhood, the house is really close to the subway that takes you to the city centre in 15 minutes. The room is small but entirely sufficient.
Quick stats about holiday rentals in Pilsen, Chicago
Total rentals
90 properties
Nightly prices starting at
$34 NZD before taxes and fees
Total number of reviews
4K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
70 properties have a dedicated workspace
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Six Flags Great America
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Garfield Park Conservatory
- Willis Tower
- Lincoln Park Zoo
- Wicker Park
- Illinois Beach State Park
- Brookfield Zoo
- Washington Park Zoo
- The 606
- The Beverly Country Club
- Flossmoor Golf Club