
Pet-friendly vacation rentals in South Loop, Chicago
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in South Loop, Chicago
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for South Loop, Chicago pet-friendly home rentals
Pet-friendly house rentals

MiniGolfHouse-Chicago Close Warm Indoor Fun!
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

Flat in Lincoln Park 2-Flat Central to Everything
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 !

Private 3rd Floor Apartment
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.

Casa PLZN Location | Entire Home | Garage Parking
We enjoyed our stay. The place is located in a convenient location close to many shops and restaurants and just around the corner from an L station. The home was very spacious and comfy for our short stay. You can hear the train in the house however it wasn’t bothersome even for our toddlers when they were asleep.

Quiet cul-de-sac with huge fenced in backyard
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!!

Ultra Modern, 2800 SQ Ft, Outdoor Gazebo Sleeps 14
Everything was great!:) Definitely recommend!

The Grand Kimball Lodge, Logan Square, Sleeps 14
Our hosts were excellent - communicative, welcoming, friendly. We were greeted by Bob who was very laid back and accommodating. He offered good recommendations and amenities during our stay. The space is perfect for large groups and certainly impresses with its charm and personality. The neighborhood is walkable to the Blue Line and many bars/restaurants. Overall 10/10 a perfect stay and would absolutely book again in the future.

Beautiful Chicago Greystone
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
Pet-friendly home rentals with a pool

Munster hide away
Nice house with updates. We used all four bedrooms, so everyone had their own space. Kitchen and living room looked nice, but a bit cozy if everyone was in the space at the same time. There was a large breakfast nook/counter in the kitchen instead of a table. More dishes, mugs, etc. in the kitchen would have been nice. The coffee maker and provided K-cups were great! Would definitely stay again if it's available when we are in the area again.

Luxury Designer Penthouse NW | Pool | Gold Coast
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.

Level Junior Two Bedroom Suite | Fulton Market
Had such a great stay! Everything was very clean and all information given was thorough.

Most Stylish Apartments You’ll Ever Stay In|TheNeo
The Fulbrix building provides a lot of great views of the city, whether from the decks around the building or from the southern facing windows from the unit. We stayed for a week and the place had all the essentials we needed. It was spacious for us and our two daughters. It was also very clean and the heated garage was nice.

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

South Loop | Rooftop With In & Out Parking | 1
Elegant furnishings & easy check-in & check-out. Good neighbour hood

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

Modern unit in Bridgeport-Chicago
Very comfortable accommodations, Newly renovated and safe on street parking. All in all a great stay for a graduation weekend.
Private, pet-friendly home rentals

Gold Coast Home|Rooftop |PoolTable |Parking |Beach
Great home and location. Safe neighborhood, walkable to restaurants, shopping, beach. Home was clutter free, clean and well maintained. Beds were comfortable and we had plenty of supplies for duration of stay (fresh towels, blankets, paper products, soap, shampoo, conditioner, etc.) Rooftop deck with nice view. Host was very responsive with any questions and communicated well. House was perfect size for our group of 6. We appreciate Rasheed making our stay perfect! Will stay here again in the future.

Modern NEW Deluxe Studio in Oak Park
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.

Stylish Two Bedroom near Downtown Chicago
Marc was a responsive and helpful host throughout our stay. The location was great—convenient and easy to get around. Check-in was smooth thanks to the clear instructions provided. The interior was exactly as shown in the photos: new, beautifully decorated, and modern. We had a wonderful stay and would definitely recommend this place!

Sun-Soaked West Loop Penthouse - Private Rooftop
We stayed at Reggie’s place for Memorial Day weekend as a family of 5 (2 Adults, a 4 year old, twin 2 year olds). Reggie was very easy to communicate with from the first booking request. He let us know that there couldn’t be loud noise after 10 am (no issue for us) before confirming the booking. We had no issues with check in or check out, and he was responsive to every question. The location was perfect and walkable to so many things, including all the restaurants in west loop and worked well for our family and dog.

The Bagel Inn - Bright & Modern Wrigleyville 2 Bed
Our stay at Aaron's place was great--exactly as described, clean, had everything we needed. Great location, very walkable. Used Spot Hero for parking--lots of spots nearby. Free bagels from Steingold's for guests were a nice little amenity. Aaron was a responsive host with very quick and clear communication. Would recommend and return.

Kasa | Studio, Walk to Grant Park | South Loop
Stayed here for 2 weeks for a work trip. It feels just like staying in your own apartment. I love that they allow pets. It’s pricey (keep in mind there are additional charges for pets and for parking), but for the location and quality of the place I think it is a good value.

Logan Square Oasis
Really liked the neighborhood. Was a short walk to the blue line. The place was perfect and will come back again.

Chic Chinatown Apt w parking!
My friends and i stayed the weekend and it was a great spot. Walkable distance from Chinatown, 10 minute drive from the pier, and it was able to accommodate our group of 6 with more than enough space. The hosts were very responsive. The train does run by everyone once in a while but other than that it’s honestly really peaceful and private. 10/10 wouldn’t hesitate to book this one again 🤘🏽
Quick stats about vacation rentals that are pet-friendly in South Loop, Chicago
Total rentals
140 properties
Nightly prices starting at
ﺩ.ﺇ257 before taxes and fees
Total number of reviews
5.4K reviews
Family-friendly rentals
50 properties are a good fit for families
Rentals with a pool
80 properties have a pool
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Destinations to explore
- Rentals with a fireplace South Loop
- Fitness-friendly rentals South Loop
- Rentals with an EV charger South Loop
- Rentals with a sauna South Loop
- Rentals with a fire pit South Loop
- Rentals with a patio South Loop
- Smoking-friendly rentals South Loop
- Condo rentals South Loop
- Apartment rentals South Loop
- Rentals with lake access South Loop
- Rentals with outdoor seating South Loop
- Rentals with a washer and dryer South Loop
- Rentals with a hot tub South Loop
- Pet-friendly rentals Chicago
- Pet-friendly rentals Cook County
- Pet-friendly rentals Illinois
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Six Flags Great America
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Lincoln Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Illinois Beach State Park
- Willis Tower
- Wicker Park
- Washington Park Zoo
- Brookfield Zoo
- The 606
- Moraine Hills State Park
- Chicago Cultural Center