
Pet-friendly vacation rentals in Bridgeport, Chicago
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Bridgeport, Chicago
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Vacation rentals for every style
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Popular amenities for Bridgeport, Chicago pet-friendly home rentals
Pet-friendly house rentals

Spacious Full Home Near the Heart of Wrigleyville
We had an amazing stay at Dustin’s place! We had a group of 9 ladies who fit perfectly with plenty of cozy beds and linens. The location was very walkable and we felt safe. We walked over to Barcocina Lakeview on Friday, and then jumped on the train to River North on Saturday to celebrate St. Patrick’s Day. We had a couple of questions during our visit, and Dustin was speedy on the replies! Everyone in the group said the experience was 10 out of 10. We hope to visit again.

Chicago River House -BBQ Oasis now open!
We had our mini wedding at this home and it was perfect for us! Everything was great and the host was very communicative and understanding.

Casa PLZN Location | Entire Home | Garage Parking
Happy that this place was available! It was comfortable, clean, and roomy, right in Pilsen. Excellent communication and overall great spot.

Warm and comfortable inviting Suburban home !
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.

The Country Life! Entire House.
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.

The Sunshine Spot
We stayed for a week. The house was spacious and clean, and the neighborhood felt very safe. It was close to the mall and any store you'd ever need. Richard was very responsive and helpful! Washer & dryer were great to have for a longer stay. Wifi and smart tv were great. Also was glad there was even a lead in the backyard for our dog!

Beautiful , fully renovated
Elena was a great host. Quick to respond and helped tremendously whenever there was a problem. The house itself was clean and comfy!

Quiet cul-de-sac with huge fenced in backyard
Great experience. Tom is a great host , replies super fast and offers to help with anything needed , the house is spacious and everything is well kept.
Pet-friendly home rentals with a pool

Level ◆ Brand New Luxe One Bedroom
What isn’t to like about this place? Amazing building, incredible views (from the unit I was in), beautiful unit, great amenities, perfect location, friendly staff. I will be staying here whenever I visit Chicago in the future.

Quiet but in the Heart of City walk Everywhere
This place was incredible. My kids and I loved staying here. My young daughter had asked to stay in a "fancy hotel" on our trip, and this blew her mind with the views over the city, how nice the space was, and the pool and hot tub that we pretty much had to ourselves every evening. The kitchen had the things we needed to make our own meals. And we were within easy reach of every place we wanted to go. The included parking spot really took things over the top to make this a great deal and an amazing stay for our family.

Stylish Corner 2 Bedroom in the Heart of Chicago |
Fantastic location, felt incredibly safe, and was exactly as described. Great space and made for the perfect spot for our family during our stay in Chicago. Would absolutely return.

Play in the Windy City and rest by the “606”
This airbnb would be good for 2 couplesnorna family of 4. The kitchen is verynfuntional, and the living space is open and quite large. Check in/out instructions are clear. Beau was very responsive.

Long term rental-Delightful one bdrm pool house
Definitely a great stay! October 1st and we were swimming! Decor is amazing! Tv was easy to figure out and had lots of options. We had a busy day before and after our stay so we used Michael’s pool house as a relaxing stay in between and it was perfect

DTown Penthouse 2bd +Parking, Gym, Pvt Patio, Pool
This is a nice place to stay. We enjoyed the location and amenities.

Cozy Family 3BR Oasis: Park, Private Yard, & BBQ!
This place is a great location for almost anything one would like to do in Chicago. Close to train lines, plenty of surrounding restaurants and grocery stores, and parking was a breeze. Also Kevin was a wonderful host and this apartment was exactly what I needed for the stay.

Modern unit in Bridgeport-Chicago
Wonderful spot in Bridgeport. My family was right at home while visiting the neighborhood. Walking distance to all Morgan and Halsted have to offer and the space was spotless as well as situated well for a longer stay if needed. It is also comfortable for tall people which can be rare in Bridgeport.
Private, pet-friendly home rentals

Peaceful Portage Park Apartment
Beautiful place to stay. Beautiful decor. Host very friendly and responsive. We had a baby with us and she had lots of baby items for us. We had street parking in front of home. 🏡

Short Drive to Hospitals/Airports/Downtown Chicago
The place was newly remodeled, very clean and organized. Everything in the apartment was well stocked and very livable, including Roku access to open your own subscriptions Hulu, Netflix, etc. Please be aware that the location is a basement with a relatively steep flight of stairs, with safety lips on the edges.

Cozy 1bdr Rogers Park, Loyola, Northwestern.
I always have the best time in Chicago, but Kaye’s place made this trip even better! I loved staying here so much, I actually extended my stay by a few days. Kaye has thought of everything, and to quote Tina Turner, she is “simply the best!” This is my favorite Airbnb I have ever stayed in and Kaye is the best host! I would recommend her place to all my friends and family. Can’t wait to visit again!

Newly-renovated historic home in Logan Square
Such a beautiful home walkable to some of the best restaurants and bars in Chicago, highly highly recommend staying here! We brought our 1 year old and it was the perfect home for us to feel at home.

Townhome Near Munster/Hospital/BP Refinery
The house was very clean and comfortable. Great location and safe neighborhood. We loved having a garage! The hosts were very attentive and we will be back.

Oasis Collection's Mid-Century 3 Bd Wicker Park.
This is a very clean and comfortable unit. The beds are very comfy, the comforts are wonderfully soft. Basic toiletries and kitchen essentials are provided. The location is excellent for us, as we have young grandchildren and a dog, both enjoyed wicker park. Many restaurants are close enough for walking.

Personal Parking, In-Unit Laundry & King Bed
What you pay is what you get. We didn’t come to Chicago to cook, so kitchen wasn’t an essential part of our amenities. Aside from that, it’s the best bang for our buck. The hosts are lovely people and I would come back to this place again! Loved it

Private 2 Bedroom Retreat
Wendi’splace was perfect for an extended style stay. Very convenient location with plenty of available free street parking. The quick and easy access into the unit was a plus. Would stood up for me is how cozy but how plentiful all of the amenities were all supplied. She has gone above and beyond to stock everything that you would need to feel like you can actually live there. From a cozy couch to a kitchen table to the coffee maker, the laundry, the full size kitchen, everything else in between it was very accommodating. Wendi is an extremely responsive and pleasant host anytime I needed something. She responded right away and took care of things. Some minor things to consider is that this is the garden unit and at certain times you might hear a little bit of upstairs walking around. If you happen to have AT&T cellular service, it’s not the best received, but I was able to find some workarounds. Overall, it was a fine experience and would return!
Quick stats about vacation rentals that are pet-friendly in Bridgeport, Chicago
Total rentals
40 properties
Nightly prices starting at
$28 CAD before taxes and fees
Total number of reviews
1.9K reviews
Family-friendly rentals
30 properties are a good fit for families
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi
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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Oak Street Beach
- Shedd Aquarium
- Guaranteed Rate Field
- Humboldt Park
- Frank Lloyd Wright Home and Studio
- 875 North Michigan Avenue
- Six Flags Great America
- The Field Museum
- Lincoln Park
- Wicker Park
- Lincoln Park Zoo
- Museum of Science and Industry
- Willis Tower
- Chicago History Museum
- Flossmoor Golf Club
- Brookfield Zoo
- Illinois Beach State Park
- Skokie Country Club
- Garfield Park Conservatory
- Chicago Cultural Center