Pet-friendly vacation rentals in Pilsen, Chicago

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Pilsen, Chicago pet-friendly home rentals

Pet-friendly house rentals

Top guest favorite
Home in North Side
4.98 out of 5 average rating, 108 reviews

Flat in Lincoln Park 2-Flat Central to Everything

OlivierRating, 5 stars1 month ago
We stayed for a week with 2 children of 8 and 10. The place is larger than we expected; which is nice. The street and neighborhood are both really nice. Train is close; which is very handy to visit the city. Close to Lincoln park and many restaurants and shops. This place was very comfortable, private and quiet. Brian was also also very flexible with check in and check out times. Definitely recommended !
Guest favorite
Home in Old Town Triangle
4.85 out of 5 average rating, 171 reviews

Historic Old Town, Fabulous 4 Bedroom Home

MeganRating, 5 stars1 month ago
We had the best stay in Old Town! The Airbnb was wonderful and spacious for our family.
Top guest favorite
Home in Lake View
4.9 out of 5 average rating, 367 reviews

Private 3rd Floor Apartment

RickRating, 5 stars1 month ago
Very comfy apartment in a great neighborhood. We were in town for a baseball game and it’s a terrific place for that, just about a 20-minute walk to Wrigley Field. The only thing to be concerned about is the stairs: there are two flights to get into the apartment and they’re fairly steep and small, so if you have mobility issues that would be a concern. I don’t and had no problem. Karen is a lovely host and was very helpful when I was getting into the place and unloading my stuff from my car. There are tons of restaurants and coffee shops in the area, so it’s a great place to explore and hang out.
Guest favorite
Home in Avondale
4.94 out of 5 average rating, 148 reviews

BoHo House - A Chic, 1903 Chicago Workers Cottage

niratiRating, 5 stars2 weeks ago
Adam was a great host and very responsive. We loved our stay. The house was clean and the house is easily accessible to everything. Would definitely recommend!
Top guest favorite
Home in Portage Park
4.97 out of 5 average rating, 117 reviews

Ultra Modern, 2800 SQ Ft, Outdoor Gazebo Sleeps 14

ErikaRating, 5 starstoday
The house is very beautiful. My family and I loved the place and how spacious it is.
Guest favorite
Home in Chicago Ridge
4.92 out of 5 average rating, 138 reviews

Quiet cul-de-sac with huge fenced in backyard

MeganRating, 5 starstoday
Great place for the price. Tom was a great host, always willing to help when needed. Thank you for starting the fire every night for us. Great location to have some privacy and not far from downtown. Would recommend!
Superhost
Home in Chicago
4.93 out of 5 average rating, 107 reviews

Beautiful Chicago Greystone

RoxanaRating, 5 stars2 weeks ago
Great place to accommodate a big group. Close enough to the city if you don’t want to be in the heart of the city. Responsive host
Guest favorite
Home in Lincoln Park
4.83 out of 5 average rating, 242 reviews

Spacious Luxury Townhouse - Old Town

DenisRating, 5 stars5 days ago
This place is a jem in the heart of an old town. Walkable distance to great restaurants and train station. The neighborhood is quiet and peaceful. For us it was a perfect place to come back to after a day of exploring Chicago. Robert, the host, is super responsive and is very pleasant. Highly recommended!

Pet-friendly home rentals with a pool

Apartment in Chicago Loop
4.77 out of 5 average rating, 223 reviews

Stylish Corner 2 Bedroom in the Heart of Chicago |

JaredRating, 5 stars1 week ago
The location is perfect for getting to any part of Chicago. It's within walking distance of endless activities, and within one to two blocks of multiple "L" and subway lines that will take you anywhere. You are staying in the middle of the city, so you will hear the train and sirens throughout the night; however, the host provides disposable ear plugs which were very helpful. I had no problem sleeping throughout the night. Front desk staff is always friendly. The host is very responsive, and courteous. Washer and dryer in unit helped me with not having to pack as many cloths for my trip. Everything was spotless upon arrival. Would absolutely stay here again.
Guest favorite
Apartment in Magnificent Mile
5 out of 5 average rating, 8 reviews

Luxury Designer Penthouse NW | Pool | Gold Coast

ReginaRating, 5 stars1 week ago
Beautiful apartment in Chicago’s Gold Coast area - lots to do, easy walking distance to shops, restaurants and Oak Street Beach (and a view of the beach from the dining room). Well appointed building with a rooftop pool, gym and lounge. Quiet neighbors on the floor.
Superhost
Townhouse in Forest Park
5 out of 5 average rating, 4 reviews

Forest Park Oasis - Dog Friendly - Parks - the "L"

MeghanRating, 5 stars1 day ago
Excellent place to stay, easy access to highway, quick ride to downtown
Guest favorite
Apartment in South Loop
4.96 out of 5 average rating, 73 reviews

Dtown Penthouse 11+Parking, Gym, Pvt Patio, Pool

JanRating, 5 stars4 days ago
Amazing roof terrace and views! Place is spotless and well equipped. If you’re in town for business or pleasure, this place beats any hotel twice the price!
Superhost
Apartment in Logan Square
4.79 out of 5 average rating, 70 reviews

Cozy Family 3BR Oasis: Park, Private Yard, & BBQ!

FedericoRating, 5 stars1 week ago
Kevin and Kayla’s unit on W Diversey Ave was a cozy and convenient spot for our Chicago trip. The space was clean, well-equipped, and had everything we needed, with quick access to buses and the Blue Line. The only minor downside was some occasional dog-walking noise from the unit above, but as it has already been mentioned before, it is to be expected. Mattresses were a bit wobbly for our tastes but it's a matter of preference. Overall a great, cozy place on a very convenient location in Chicagoland. What really stood out was Kevin’s excellent hosting—he went out of his way to make us feel at home, regularly checking if we needed anything, and was quick to help in-person when we had a small hiccup on our last day. Super responsive and friendly and a true host!
Superhost
Apartment in Bridgeport
4.77 out of 5 average rating, 31 reviews

Modern unit in Bridgeport-Chicago

RijuRating, 5 stars1 week ago
Very comfortable accommodations, Newly renovated and safe on street parking. All in all a great stay for a graduation weekend.
Guest favorite
Apartment in South Loop
5 out of 5 average rating, 5 reviews

Luxury 3 Bed w/ Gym, Pool, Parking, Game Rm & More

CarolRating, 5 stars1 week ago
We had a great stay! The place was exactly as shown in the listing—clean, comfortable, and well-equipped. We had some minor issues with the digital locks, but the host was always very quick and helpful in resolving them. Overall, a very positive experience and we’d definitely recommend it!
Apartment in West Loop
4.84 out of 5 average rating, 31 reviews

Level Two Bedroom Suite | Fulton Market

EinarJoshuaRating, 5 stars4 weeks ago
Great location, very spacious and clean unit. Front desk receptionist, she was very friendly with every interaction we had with her. Easy access into the building and to the unit. Great restaurants in the surrounding area. Would definitely stay here again.

Private, pet-friendly home rentals

Guest favorite
Apartment in Pilsen
4.94 out of 5 average rating, 33 reviews

2 queen BR- Cozy unit near Sox stadium, Chinatown

HaleyRating, 5 stars1 day ago
Great apartment, quiet neighborhood, just what we needed for our stay!
Superhost
Apartment in Near North Side
4.77 out of 5 average rating, 65 reviews

Kasa | Large Studio Near Gold Coast | River North

KyleRating, 5 stars2 weeks ago
Clean apartment, great amenities, and good locate to access the city. The staff was also quick to answer any questions and checked in on us throughout the stay!
Superhost
Home in Bridgeport
4.72 out of 5 average rating, 54 reviews

Animal House near Sox stadium

ChristineRating, 5 stars1 month ago
If you're traveling with a pet I would highly recommend this place! Great location and great communication throughout our stay.
Guest favorite
Apartment in Chicago
4.95 out of 5 average rating, 73 reviews

Travel To Chicago New City

JasonRating, 5 stars2 weeks ago
Khong was responsive, helpful, friendly and overall just a cool host! Khong gave us a sweet surprise when we got in and gave us local recommendations, we loved the Back of The Yards Coffeehouse and it was within walking distance. During the day it felt like a safe neighborhood, during the night it was very lively and full of people in the best way. Khong’s place was so clean and inviting. The backyard was peaceful with a beautiful view of the church. We did have a slight mishap occur when we lost the keys to Khongs place but he was very understanding and kind about the situation. Our stay was everything we hoped for and more. We would definitely return the next time we are in Chicago! 10/10 recommendation from my family and I
Superhost
Apartment in Chicago
4.83 out of 5 average rating, 53 reviews

Cozy Pilsen Apartment

ToryRating, 5 stars1 day ago
It was exactly what we needed for a weekend getaway. A great place to come back to each evening after a day of adventure. Easy walk to the Pink 'L' train that will take you right into downtown for a few bucks. Coffee shops and restaurants all within walking distance. We can't wait to come back to do the things we couldn't fit in. Thanks Rosa for sharing your home.
Guest favorite
Condo in Woodlawn
5 out of 5 average rating, 39 reviews

University of Chicago Condo-Upgraded and Spacious

TiaraRating, 5 stars1 month ago
I had a wonderful stay! The place was exactly as described—clean, cozy, and in a great location. The host was super friendly and responsive, which made the whole experience smooth and welcoming. I especially appreciated the thoughtful touches like I’d definitely stay here again and highly recommend it to others!
Superhost
Apartment in Berwyn
5 out of 5 average rating, 3 reviews

NEW Jade Haven in Berwyn/Riverside

ChristianRating, 5 stars2 months ago
I would totally stay again! Location is close to the mall and other stores. Very convenient, clean and modern style. Parking is also convenient! Will totally stay again when I visit!
Guest favorite
Apartment in West Town
4.88 out of 5 average rating, 91 reviews

Garden on Warren

AlyssaRating, 5 stars1 week ago
Location was incredible and had quick access to almost anything. Area was quiet and peaceful to stroll through. The space was very clean and comfortable. I’d absolutely stay here again!

Quick stats about vacation rentals that are pet-friendly in Pilsen, Chicago

  • Total rentals

    10 properties

  • Nightly prices starting at

    G$6,274 GYD before taxes and fees

  • Total number of reviews

    1.1K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    10 properties include access to wifi

Destinations to explore

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