
Pet-friendly vacation rentals in Downtown Chicago
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Downtown Chicago
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Vacation rentals for every style
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Popular amenities for Downtown 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 -Glowing Sofa Oasis
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
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.

Warm and comfortable inviting Suburban home !
Always a pleasure staying with at Rich’s place

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!

Quiet cul-de-sac with huge fenced in backyard
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

Excellent Location for Vacation or Business Stays.
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.
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.

Comfortable/Free Parking/Close to O'Hare & Chicago
Tysha's place was perfect and had everything I needed for a great stay! I will definitely be booking again when I'm in the area!

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.
Private, pet-friendly home rentals

Peaceful Portage Park Apartment
I got what I paid for and was satisfied with my choice of this Airbnb. I will highly consider staying here again next time I come to Chicago!

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.
This place was fantastic. Exactly what I thought it was going to be from the description and pictures. Kaye was super responsive and helpful when we needed info or to borrow something. She is a super host indeed. Will definitely be back!

Newly-renovated historic home in Logan Square
I had a wonder stay at this charming flat in Chicago. Danny's home is a beautiful historical building full of character, and the interior was clean, comfortable and well maintained. One of my favorite parts was the cozy backyard-such a peaceful spot to relax on a warm morning or unwind in the evening. You're right in the center of activity, but have plenty of privacy. Danny was friendly, responsive and made everything super easy. I'd definitely stay here again and highly recommend it to anyone, and their dog, visiting Chicago!
Skylights, King Bed, 2 bedrooms
it was a very good stay the place was exactly as described and the beds were very comfortable! The only comment I would have was regarding the staircase getting into the apartment which was very narrow and difficult to drag suitcases up! While this was not really an issue for us I would suggest mentioning it in your listing so that in case elderly people come they know what to expect. Overall great stay!

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
Great stay for two months while we shopped for an apartment in Chicago. The location is fantastic—walkable to tons of restaurants, bars and the L. And Wendi's apartment was fully stocked, from kitchen to bathroom, with the things we needed to feel at home for two months.
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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Shedd Aquarium
- Frank Lloyd Wright Home and Studio
- Guaranteed Rate Field
- The Field Museum
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- Museum of Science and Industry
- Brookfield Zoo
- Humboldt Park
- Skokie Country Club
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- 875 North Michigan Avenue
- Skydeck Chicago
- Splash Station
- Flossmoor Golf Club
- Villa Olivia
- Raging Waves Waterpark
- Moraine Hills State Park
- Lincoln Park
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