House vacation rentals in Pilsen, Chicago

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Popular amenities for Pilsen, Chicago house rentals

House rentals with a pool

A spacious living area is characterized by a plush gray sofa and a round coffee table. Decorative wall elements and a vibrant red holiday tree enhance the modern decor. Soft lighting is provided by a statement chandelier hanging from the ceiling.
Home in Glen Ellyn
4.8 out of 5 average rating, 5 reviews

Pardizes Suites

FernandaRating, 5 stars6 days ago
Really nice and spacious place. Everything was clean and comfy.
Guest favorite
A swimming pool is seen surrounded by a white fence, with colorful pool floats inviting fun. Sunlight reflects off the clear blue water, and lush green trees provide a natural backdrop. A patterned mat lies at the edge, enhancing the relaxing atmosphere.
Home in Glen Ellyn
4.95 out of 5 average rating, 20 reviews

Glen Ellyn Home

TimothyRating, 5 stars4 months ago
The property was very nice. It was well maintained and our family with our grandson were very comfortable. If we were to have a negative comment is that the heat distribution was not even throughout the home. The upstairs where the three bedrooms were located was very warm and the kitchen, living room and family were quite chilly. However, this did not impede us having a comfortable stay.
A single-story house is set against a backdrop of trees, featuring a stone facade and a sloped roof. A winding driveway leads to a two-car garage on the right. Lush green grass surrounds the home, contributing to a serene environment.
Home in Lockport
4.63 out of 5 average rating, 8 reviews

Hidden GEM OASIS in Chicagoland

Raymond BrianRating, 5 stars3 weeks ago
Excellent host! Fantastic property!
Top guest favorite
A clear swimming pool is surrounded by lush greenery and a wooden deck. Lounge chairs are placed nearby, and a colorful inflatable pool float rests on the water's surface. Sunlight reflects off the pool, enhancing its inviting blue color.
Home in Bloomingdale
4.94 out of 5 average rating, 47 reviews

Whole House With Hot Tub And Spacious Bedrooms

KarinaRating, 5 stars1 week ago
Amazing stay! This place has everything you need for both short and long visits. The location is extremely safe and convenient with shops within walking distance. My family and I thoroughly enjoyed the entire property, especially the game room and TV room which were perfect for entertainment. Moiz, the host, was very kind and quick to respond to any needs we had. Thank you for everything! We would definitely stay here again
Guest favorite
An inviting backyard scene features a sparkling in-ground pool surrounded by lounge chairs and shaded by greenery. The house's exterior showcases large glass doors that open onto the patio area, providing a seamless connection between indoor and outdoor spaces.
Home in Schaumburg
4.96 out of 5 average rating, 27 reviews

Schaumburg Woodfield Pool House 4bedroom 2.5bath

LindsayRating, 5 stars3 months ago
Everything went perfect for us. We flew in from out of town, and some plans fell through. We asked Mike if it was possible to check in a couple hours early and he was very flexible. We really appreciate you and your home. Thanks for letting us stay.
A spacious living area features a large sectional sofa in black, complemented by two vibrant blue armchairs. Light wood flooring reflects the soft illumination from recessed lighting. Large windows provide a view of the outdoors, while a sleek black television sits above a stylish fireplace.
Home in Logan Square
New place to stay

Stunning Home in Prime Chicago

Weekly house rentals

Guest favorite
A well-lit entryway showcases a wooden staircase with elegant railing leading to upper levels. The dark front door contrasts with the light walls, while a stylish cabinet and framed photos add character to the space, inviting guests into the home.
Home in Roscoe Village
4.92 out of 5 average rating, 280 reviews

Duplex Home RoscoeVillage/Wrigley Free St Parking

BrigidRating, 5 stars2 weeks ago
We enjoyed preparing pizzas from scratch in the perfectly sized kitchen with our adult kids who live in Chicago and their friends. There was plenty of space to sit around the spacious kitchen island and talk while cooking. The whole experience was made even better by using the Wolf stove top and Bosch wall-mount oven, which produced perfectly crisp crust and tasty toppings. The neighborhood felt safe and peaceful while providing everything we needed within walking distance. Parking was also easy. We had no trouble finding a space in front of the house all 4 days we were there. As a special bonus, a new chocolate cafe opened a few days ago (Hotel Chocolat Velvetiser Cafe) and is just a short walk away! We had a great time in this lovely home.
Guest favorite
A cozy living room features a brick fireplace as a focal point, surrounded by comfortable leather seating arranged for relaxation. Light-colored curtains frame large windows, while a plush area rug adds warmth to the wooden floor. A wooden door and wall decor complement the inviting space.
Home in Glen Ellyn
4.92 out of 5 average rating, 147 reviews

Home in Glen Ellyn

KellyRating, 5 stars1 week ago
We enjoyed our night here. It provided a calm place to rest and plenty of space. Host was wonderful to work with.
Guest favorite
Home in Wicker Park
4.98 out of 5 average rating, 152 reviews

Spacious Five Bedroom Home in Trendy Chicago Neighborhood

Kevin And CourtneyRating, 5 stars2 months ago
Great experience at Casey’s place. The home is as well stocked with kitchen essentials and extras as any place that we have ever stayed. There were toys for the kids and the design of the place was awesome. We had a great stay and would definitely come back.
Superhost
The image presents a two-story home with framed cedar bevel siding. A welcoming front porch features wooden railings and steps leading to the entrance. Surrounding greenery adds a natural touch, while the well-maintained pathway and lawn contribute to the property’s inviting exterior.
Home in Blue Island
4.81 out of 5 average rating, 193 reviews

Warm and comfortable inviting Suburban home !

MariaRating, 5 stars1 week ago
very nice and responsive house great peaceful calm area just a little bit far from the city with traffic otherwise wonderful stay, plan to book again !
Guest favorite
A comfortable living room is visible, featuring two sofa sets arranged around a coffee table on a soft area rug. A flat-screen TV is mounted on the wall, with a ceiling fan above providing a sense of airflow. Natural light streams through the windows, enhancing the welcoming atmosphere.
Home in Avondale
4.86 out of 5 average rating, 221 reviews

The Avondale Guesthouse

ErickaRating, 5 stars6 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 favorite
A spacious spa room features a modern two-person jacuzzi, surrounded by elegant marble walls. The jacuzzi is designed with a clear accent panel, and amenities such as towels are neatly arranged nearby, promoting a calming and relaxing environment.
Home in Whiting
4.84 out of 5 average rating, 152 reviews

The Spa of Downtown Whiting

SantiagoRating, 5 stars5 days ago
a really awesome place. I highly recommend this place.
Top guest favorite
A modern kitchen and dining area feature wooden cabinetry and a marble-topped island. A dining table with seating for eight is illuminated by overhead lighting. Windows allow for natural light, while a purple pendant light adds a pop of color to the space.
Home in Lake View
4.95 out of 5 average rating, 183 reviews

Wrigleyville Greystone

ThomasRating, 5 stars1 month ago
Fantastic place in an awesome location. Very walkable part of town and a great spot to easily get to Wrigley Field. Found a number of great bars and restaurants in walking distance during our stay. Would definitely stay here again!
Superhost
A vintage frame house is set in a spacious yard with a grassy area and several trees. The house, painted white, features multiple windows and is positioned to allow sunlight. A paved pathway leads to the side entrance, creating easy access to the property.
Home in Wood Dale
4.76 out of 5 average rating, 160 reviews

Excellent Location for Vacation or Business Stays.

JamesRating, 5 stars3 months ago
This was our second stay at Rita’s and we found it very accommodating and great of an experience as our last visit. The neighborhood is in a great location and it is cozy and quiet. The property was extremely clean. We would be happy with staying here again in the future.

Private house rentals

Superhost
A spacious living area is designed with high ceilings and natural light. Comfortable seating is provided by two leather sofas, while a wooden coffee table anchors the space. A large flat-screen TV is mounted on a dark accent wall, and subtle decor includes plants and wall art.
Home in Illinois Medical District
4.86 out of 5 average rating, 100 reviews

Casa PLZN Location | Entire Home | Garage Parking

CecilioRating, 5 stars3 weeks ago
Great place near restaurants and cafes. Garage access is a plus. Train noise is noticeable at first but you get used to it and it's only noise as the house doesn't rumble when the train passes.
Guest favorite
Home in Logan Square
4.95 out of 5 average rating, 38 reviews

Gorgeous and Luxurious 3 BR Home

SeanRating, 5 stars6 months ago
This is a great house to stay for a family or two couples. Out of several ABNBs, this one gets the award for most clean. There is a fairly new Italian restaurant, Il Girasole Trattoria, that is walk-able and delicious. You will not be disappointed with your stay.
Top guest favorite
A game room features a felt-covered pool table, foosball table, and air hockey table against a backdrop of a beach scene mural. Orange-painted walls enhance the lively atmosphere. Several gray chairs are arranged neatly along one side of the room, providing ample seating.
Home in Elmhurst
5 out of 5 average rating, 45 reviews

Big Family Home with 4 King Beds

LauraRating, 5 stars5 days ago
We were a family of 14. My 3 adult Kids and their spouses, my 6 grandkids, ages 2 to 21 years old. The number of beds fit us comfortably. The game/activity room was a hit with the kids especially. The dining room and kitchen dinning areas fit us well. We did have some issues, that Syed responded to quickly. Syed is a very nice man and a great host, however the house is in need of some minor repairs, the garbage disposal didn’t work, cabinets in the kitchen need repair, we had ants on the counter in the kitchen that we had to spray to get rid of. The railing going upstairs was coming out of the wall. Syed responded quickly to rectify most of these things. The house and bathrooms are clean, but the tub and showers need to be recaulked, They are showing signs of mold. I spoke with Syed about these issues and he assured me they will be taking care of all these things. I believe that he will. Overall it was a great place for a large family. It met our needs for the 4 days we were there.
Superhost
The exterior of a three-story house is showcased, featuring a beige siding facade and a welcoming entrance with a white door. A balcony with railings is visible on the upper level, surrounded by clear blue skies and complemented by a small staircase leading to the front yard.
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.
Superhost
A comfortably arranged living room features a gray sofa with multiple cushions and two teal accent chairs. Natural light enters through large windows dressed in light curtains, while a wooden floor adds warmth to the space. A flat-screen TV is mounted on the white wall.
Home in Markham
4.73 out of 5 average rating, 124 reviews

The Country Life! Entire House.

DeniseRating, 5 stars1 month ago
Cathy was a great host, very responsive! House was great, it accommodated our family size perfect. The only thing in my opinion that was missing was washer and dryer access in the home. We were traveling with toddlers and couldn’t wash a load of clothes. But aside from that everything else was great.
Superhost
The exterior of the home is showcased, featuring a wooden facade, a prominent balcony above large windows, and a spacious driveway. Soft landscaping surrounds seating arrangements near the entrance. A garage structure is visible to the right, with trees and open space in the background.
Home in Wood Dale
5 out of 5 average rating, 4 reviews

Home in the Woods!

MaikoRating, 5 stars1 week ago
We had such a wonderful time at Jazmin Airbnb. The place was clean and smell great! She was very responsive and we had no issue with checking into our Airbnb. Thank you for being such a great host!
Top guest favorite
A corner jacuzzi whirlpool tub is positioned against a wall, featuring multiple jets for relaxation. A white toilet and a small wooden stool are visible nearby. Light gray walls are complemented by a window covered with a light-colored curtain, allowing natural light to filter in.
Home in Chicago Ridge
4.93 out of 5 average rating, 123 reviews

Quiet cul-de-sac with huge fenced in backyard

MichaelRating, 5 stars3 weeks ago
Absolutely loved staying here. Tom was an awesome host. He has very detailed instructions throughout the house for everything from connecting to the WiFi to how the individual tvs work. The couch in the living room is stupid comfortable and the master bedroom was cool and dark. 10/10 would stay here again
Superhost
A welcoming living room features a gray sofa opposite a wooden coffee table with a decorative bowl. Two armchairs sit beside a large window, providing natural light, while a television is positioned near a black fireplace. The warm-toned walls enhance the cozy atmosphere.
Home in Near West Side
4.84 out of 5 average rating, 501 reviews

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

JamilaRating, 5 stars2 weeks ago
Beautiful home, clean, 3 min away from the green lane that takes you right to downtown Chicago, Calm neighborhood

Quick stats about house rentals in Pilsen, Chicago

  • Total rentals

    30 properties

  • Nightly prices starting at

    ﺩ.ﺇ73 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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