Pet-friendly vacation rentals in Downtown Chicago

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Downtown Chicago pet-friendly home rentals

Pet-friendly house rentals

Top guest favorite
Home in Whiting
4.95 out of 5 average rating, 104 reviews

MiniGolfHouse-Chicago Close Warm Indoor Fun!

Vasudeva ReddyRating, 5 stars2 weeks ago
It was amazing with the kids they enjoyed the mini golf a lot ….spacious bedrooms very good kitchen and cleaned washrooms …overall it was great
Guest favorite
Home in Chicago
4.85 out of 5 average rating, 170 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.
Guest favorite
Home in Chicago
4.9 out of 5 average rating, 203 reviews

ALOHA Penthouse in Wicker Park w/Backyard Patio

AlishaRating, 5 stars1 month ago
Liz was a wonderful host. Informative and detailed. She has literally thought of everything you would need for the stay and then some! Fully stocked cleaning supplies, toilet paper, linens and kitchen items. Very clean and neat place that allowed for everyone to have a space of their own and not feel cluttered. Thank you for such a wonderful experience.
Guest favorite
Home in Brookfield
4.89 out of 5 average rating, 102 reviews

The Brookfield Breakaway w/ Game Room

MieshaRating, 5 stars2 weeks ago
Highly recommended.... House was a really nice spot to stay at.... If ever back in town I'll definitely book back with them....
Superhost
Home in Oak Park
4.86 out of 5 average rating, 129 reviews

Urban Chic 3beds w/2bath + free parking & W/D

ZyiahRating, 5 stars5 days ago
This place was exactly what I needed after an Airbnb host canceled on me last minute. I booked Tiffany’s place at about 6:30pm and was able to check in immediately! Place was very clean and perfect for my group of 7. There was also no cleaning instructions, Tiffany’s cleaners do it all! I will be staying here again. Thank you Tiffany!
Top guest favorite
Home in Chicago
4.9 out of 5 average rating, 366 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 Chicago
4.94 out of 5 average rating, 148 reviews

BoHo House - A Chic, 1903 Chicago Workers Cottage

niratiRating, 5 stars1 week 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!
Guest favorite
Home in Chicago Ridge
4.92 out of 5 average rating, 137 reviews

Quiet cul-de-sac with huge fenced in backyard

AshleyRating, 5 stars1 week ago
A great spot!! A friend and I were in town for a concert and this place was perfect! The patio was really cool and Tom has the cutest dog!!

Pet-friendly home rentals with a pool

Guest favorite
Apartment in Chicago
4.95 out of 5 average rating, 42 reviews

Dtown Penthouse 3bd VIEWS+Parking +Gym+Pool

MatildaRating, 5 stars1 month ago
Stayed here for my girls trip and it was a super convenient location! It was our first time visiting Chicago, and it was perfect. Had the most beautiful view we loved the private patio. Beds were all comfy and the hosts were extremely communicative the entire stay. Would definitely stay again!
Guest favorite
Apartment in Chicago
5 out of 5 average rating, 8 reviews

Luxury Designer Penthouse NW | Pool | Gold Coast

ReginaRating, 5 stars1 day 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.
Apartment in Chicago
4.7 out of 5 average rating, 118 reviews

Play in the Windy City and rest by the “606”

RichardRating, 5 stars4 months ago
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.
Superhost
Townhouse in Forest Park
New place to stay

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

CarmenRating, 5 stars1 week ago
Absolutely wonderful stay! The place was spotless, beautifully decorated, and had everything we needed for a comfortable visit. The host was thoughtful in making check-in easy. Although we didn’t travel with children the park across the street would be an added plus for families with children (soccer field, skate board ramp, playground & tennis courts). The neighborhood felt very safe and family-friendly! We felt right at home and would definitely stay here again. Highly recommended!
Guest favorite
Apartment in Chicago
5 out of 5 average rating, 9 reviews

South Loop | Rooftop With In & Out Parking | 1

NilimaRating, 5 stars6 days ago
Elegant furnishings & easy check-in & check-out. Good neighbour hood
Superhost
Apartment in Chicago
4.78 out of 5 average rating, 69 reviews

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

FedericoRating, 5 stars5 days 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!
Guest favorite
Apartment in Chicago
4.83 out of 5 average rating, 29 reviews

Modern unit in Bridgeport-Chicago

BrandonRating, 5 stars5 days ago
Great place to stay. Paola was a wonderful host and communicated very well. Would definitely stay here again!
Superhost
Apartment in Chicago
5 out of 5 average rating, 4 reviews

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

CarolRating, 5 stars6 days 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!

Private, pet-friendly home rentals

Superhost
Apartment in Oak Park
4.88 out of 5 average rating, 26 reviews

Modern NEW Deluxe Studio in Oak Park

DominiqueRating, 5 stars2 weeks ago
The place was spotless, easy to find, and convenient. I felt right at home, and would definitely recommend to a friend or stay again myself.
Guest favorite
Home in Chicago
4.98 out of 5 average rating, 95 reviews

Victorian House in Heart of Rogers Park

LisaRating, 5 stars2 weeks ago
The house is like a page out of an Interior Decorating magazine, an immersion experience. Like the house the grounds were equally beautiful. There was a lot of thought and love in remodeling this property. The hosts were communicative and gracious. It is located in a great neighborhood close to many dining options. I appreciated the modern touches and the cleanliness of the place. I would book this place again. Highly recommended.
Guest favorite
Home in Chicago
4.95 out of 5 average rating, 19 reviews

Big house in the BEST Location!

AbhishekRating, 5 stars1 week ago
It was as pictured and suited our needs. Clean and well organized. When we reached out we were responded to promptly and thoroughly. The location is good and walkable. If planning to go to Navy Pier or the Miracle Mile to go shopping (or something in that general area of Chicago), expect about a 40 - 60 min drive.
Superhost
Apartment in Chicago
4.92 out of 5 average rating, 62 reviews

Loop Loft-Subway & Art Institute

ClaudiaRating, 5 stars2 weeks ago
This apartment was exactly what we wanted for a week’s visit. It was spotless upon arrival and has every amenity you could need. The location is fabulous, super quiet and very secure. Claude is also a very responsive host. I highly recommend!
Guest favorite
Condo in Chicago
5 out of 5 average rating, 39 reviews

University of Chicago Condo-Upgraded and Spacious

TiaraRating, 5 stars3 weeks 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!
Guest favorite
Apartment in Chicago
4.88 out of 5 average rating, 91 reviews

Garden on Warren

AlyssaRating, 5 stars6 days 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!
Top guest favorite
Apartment in Forest Park
4.92 out of 5 average rating, 76 reviews

Gorgeous Penthouse with Parking in Heart of Forest Park

Kenny & JennRating, 5 stars2 months ago
loved staying at Linda's place right on Madison. such a great space in a great area...my family and I enjoyed it thoroughly!
Superhost
Guest suite in Chicago
4.76 out of 5 average rating, 49 reviews

2BR Logan Sq Mini-Resort stay + Pet friendly

JenniferRating, 5 stars2 weeks ago
Great place, its very cute and cozy my friends and i stayed for 3 nights place was clean when we checked in, the instructions were very clear on how to enter. Parking was easy to find, Also I know in the amenities it lists that there is a blender but we couldn’t find it so we worked with what we had. Overall I loved our stay there definitely recommend booking here if you visit chicago.

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