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House holiday rentals in Pilsen, Chicago

Find and book unique houses on Airbnb

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Popular amenities for house rentals in Pilsen, Chicago

Weekly house rentals

Guest favourite
Home in Roscoe Village
4.92 out of 5 average rating, 282 reviews

Duplex Home RoscoeVillage/Wrigley Free St Parking

MontiraRating, 5 stars2 weeks ago
2nd time staying at Sharleen’s place—wonderful experience! We like location, friendly and quiet neighborhood, walkable to restaurants. We would recommend to guests looking for a space in Roscoe. 🙂
Guest favourite
Home in Wicker Park
4.98 out of 5 average rating, 153 reviews

Spacious Five Bedroom Home in Trendy Chicago Neighborhood

PatriciaRating, 5 stars4 weeks ago
The house was gorgeous and so comfortable for our large family gathering. It was very well equipped. The kids had a blast, the adults were able to relax. Different areas to hang out. Great kitchen space.
Superhost
Home in Blue Island
4.82 out of 5 average rating, 195 reviews

Warm and comfortable inviting Suburban home !

CasieRating, 5 stars2 weeks ago
Nice spot - place was very clean, comfy beds, lots of seating areas that were also comfy. We got used the the sounds of the trains after the first night. Bumped into Rich one day while he was mowing the grass; he was very kind. The place is a little older, but that’s in the description. We couldn’t figure out how to get the stove to turn on so we heated food in the microwave and on the gas grill outside. Neighborhood was very quiet and peaceful, and we liked having the fenced yard for our dog.
Guest favourite
Home in Avondale
4.86 out of 5 average rating, 221 reviews

The Avondale Guesthouse

ErickaRating, 5 stars7 months ago
We absolutely loved the place! Great location, price and space! Jed was so kind and responsive, and we absolutely loved the the outdoor space! We would definitely stay again!
Guest favourite
Home in Whiting
4.84 out of 5 average rating, 153 reviews

The Spa of Downtown Whiting

YesyRating, 5 stars3 weeks ago
Thank you for allowing us to enjoy your home. It was a wonderful experience. It is incredible. The place is very cozy. You feel an atmosphere of relaxation and peace.
Top guest favourite
Home in Lake View
4.95 out of 5 average rating, 186 reviews

Wrigleyville Greystone

EnriqueRating, 5 starstoday
We had a great stay at Mark's place in Wrigleyville. Extended family gathered to celebrate a college graduation, and the location was excellent. Beautiful house in a safe neighborhood with easy walk-to access to the L and tons of nearby places for coffee, food, drink. Mark was an awesome host. Check in was smooth with great communication throughout our stay. Definitely on our return visit list.
Superhost
Home in Wood Dale
4.76 out of 5 average rating, 161 reviews

Excellent Location for Vacation or Business Stays.

WilliamRating, 5 stars1 month ago
Everything was exactly as described. Great communication. I would definitely rent this property again.
Superhost
Home in Near West Side
4.84 out of 5 average rating, 504 reviews

*ENTIRE CITY HOUSE/PARKING - 3 MIN WALK TO TRAIN

AdelaidaRating, 5 stars1 week ago
Nice place, quiet and comfortable and we loved the neighborhood

Private house rentals

Top guest favourite
Home in Des Plaines
5 out of 5 average rating, 11 reviews

Des Plaines Home

ChelseyRating, 5 stars1 month ago
I travel a lot for work, and this was by far one of the best places I've ever stayed! Kris was so kind and responsive. We were all in love with the house, and my partner repeatedly said they wanted a house just like it! We were close to a cute downtown with great coffee and only 15 minutes from the Allstate arena. The couches were so comfy and the kitchen was well stocked with appliances and even containers to put leftovers in. If we are ever in the area again I hope we are able to book this bnb again.
Top guest favourite
Home in Oak Park
5 out of 5 average rating, 5 reviews

Sleeps 12 Comfortably in 8 Bedrooms 3 Full Bath

VinceRating, 5 stars4 months ago
This is the 2nd time this year we rented from Michael. He continued to impress with the responsiveness. This time we filled the whole house, all bedrooms and both floors, 12 in total, mix of kids and adults. We decorated for Christmas, made it feel like we were home for the holidays. We walked all around the neighborhood, got coffee in the morning, fresh bread from a fabulous bakery in Downtown Oak Park and always felt safe and enjoyed the friendly neighborhood. The home and bedrooms were warm when you wanted them warm during the day and cool at night to sleep in. Kitchens were well equipped and all the appliances worked perfectly. The tankless water heater was a blessing when we were all trying to get out for a family event. At one point we realized that we were out of trash bags on Christmas morning. Michael had them there in less than 30 minutes. Over the top responsiveness. Being 10 minutes from the Eisenhower makes this convenient to either Downtown or Oak Brook.
Superhost
Home in Illinois Medical District
4.86 out of 5 average rating, 103 reviews

Casa PLZN Location | Entire Home | Garage Parking

AuraRating, 5 stars3 weeks ago
Happy that this place was available! It was comfortable, clean, and roomy, right in Pilsen. Excellent communication and overall great spot.
Guest favourite
Home in Logan Square
4.95 out of 5 average rating, 39 reviews

Gorgeous and Luxurious 3 BR Home

PaulRating, 5 stars1 week ago
rob and sue were great hosts. easy, timely communication. the house has everything you’ll need and is spacious and quiet, despite being close to some busy streets. walkable to diners, restaurants, and some shopping. . will definitely book again.
Superhost
Home in Austin
4.88 out of 5 average rating, 48 reviews

Grand Victorian Mansion in Austin Area

SaifRating, 5 stars6 months ago
The accommodation was spacious and very comfortable for our large group of 16. While the floors creak a bit, it wasn’t an issue. Samantha was always quick to address any questions and issues. The gated parking area provided ample space for our cars, which was a great convenience.
Top guest favourite
Home in Wood Dale
5 out of 5 average rating, 5 reviews

Home in the Woods!

DevynRating, 5 stars2 weeks ago
We stayed here for my Bachelor Party. It was a golf trip, so having the Preserve at Oak Meadows right next door was great. Jazmin was responsive when we had a small issue with the code to get in. All-in-all a great place!
Guest favourite
Home in Chicago Ridge
4.92 out of 5 average rating, 129 reviews

Quiet cul-de-sac with huge fenced in backyard

CarlrayRating, 5 stars1 week ago
The place was lovely—clean, comfortable, and just as described. Tom was very communicative and easy to reach, which made everything smooth and stress-free. One thing to note: there were several air fresheners throughout the house, which created a strong scent. We're a bit more sensitive to smells, so it was something we definitely noticed and found a bit challenging. If you're sensitive to artificial fragrances, it's just something to keep in mind before booking. Otherwise, it was a great stay!
Guest favourite
Home in Roseland
4.89 out of 5 average rating, 28 reviews

A serene haven perfect for the whole family!

ChasRating, 5 stars5 months ago
Her place is very nice. It’s so cozy and cute. She supplies everything you need even though I came with what I needed. She is very accommodating. I love a cozy at home feeling. Very clean as well. Thank you I definitely will be booking again.

Quick stats about house rentals in Pilsen, Chicago

  • Total rentals

    30 properties

  • Nightly prices starting at

    £15 before taxes and fees

  • Total number of reviews

    810 reviews

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi and Pool

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