Pet-friendly vacation rentals in South Loop, Chicago

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Popular amenities for South Loop, Chicago pet-friendly home rentals

Pet-friendly house rentals

Top guest favorite
A collage of the Mini Golf House showcases the vibrant mini golf area, a cozy lounge with arcade games, a comfortable sleeping space, and a living area featuring a large TV. The layout highlights inviting spaces designed for entertainment and relaxation.
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
Top guest favorite
Home in Lincoln Park
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 !
Top guest favorite
A cozy living area features large windows that invite natural light, complemented by red and orange accents. A television is mounted on the wall above a stylish wooden cabinet, while a colorful rug adds warmth to the space. A compact closet offers additional storage.
Home in Uptown
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.
Superhost
An open-concept living area features high wooden beams and a large flat-screen TV mounted on a dark accent wall. A stylish dining table accommodates six, while the kitchen showcases modern cabinetry and stainless steel appliances. Natural light fills the space through nearby windows.
Home in Illinois Medical District
4.86 out of 5 average rating, 109 reviews

Casa PLZN Location | Entire Home | Garage Parking

AsiaRating, 5 stars4 days ago
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.
Guest favorite
A corner jacuzzi whirlpool tub is positioned against a wall, featuring multiple jets for relaxation. A white toilet and a small wooden stool are visible nearby. Light gray walls are complemented by a window covered with a light-colored curtain, allowing natural light to filter in.
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!!
Top guest favorite
The modern kitchen showcases sleek white cabinetry and a spacious island topped with a white marble surface. Stainless steel appliances, including a gas stove and a refrigerator, are complemented by glass-front cabinets displaying elegant dishware. Soft blue lighting highlights the room's contemporary design.
Home in Portage Park
4.97 out of 5 average rating, 116 reviews

Ultra Modern, 2800 SQ Ft, Outdoor Gazebo Sleeps 14

KaylaRating, 5 stars1 week ago
Everything was great!:) Definitely recommend!
Guest favorite
An open-concept living space features a large sectional sofa in front of a vibrant area rug, with exposed wooden beams overhead. Large windows allow natural light to fill the room, revealing glimpses of the dining area and a staircase adorned with artwork.
Home in Logan Square
4.95 out of 5 average rating, 151 reviews

The Grand Kimball Lodge, Logan Square, Sleeps 14

AndrewRating, 5 stars3 weeks ago
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.
Superhost
A landscaped outdoor space features a stone path leading through patches of green grass. Various planters display blooming flowers, while a cozy seating area is situated on one side. Wooden stairs ascend to the upper level of the building, surrounded by trees and shrubs.
Home in Chicago
4.93 out of 5 average rating, 107 reviews

Beautiful Chicago Greystone

RoxanaRating, 5 stars1 week 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

Pet-friendly home rentals with a pool

Guest favorite
A spacious yard features an above-ground pool, surrounded by a wooden deck and a playground structure. The well-maintained grass invites outdoor activities, while trees in the background provide shade. The home, with a gray exterior, is visible with a sloped roof and red deck.
Home in Munster
5 out of 5 average rating, 11 reviews

Munster hide away

ChristopherRating, 5 stars5 months ago
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.
Guest favorite
A modern kitchen with dark wood cabinetry and granite countertops is complemented by stainless steel appliances. A large island with seating for six is positioned next to a dining area featuring a round table for four. Views of the lake are visible through the windows.
Apartment in Magnificent Mile
5 out of 5 average rating, 8 reviews

Luxury Designer Penthouse NW | Pool | Gold Coast

ReginaRating, 5 stars2 days 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.
A modern living area is displayed, featuring large windows that provide city views. A gray sectional sofa complements a circular coffee table on a light area rug. A wall-mounted flat-screen television is present, alongside a cleanly designed console. A spacious bed is visible in the background.
Apartment in West Loop
4.83 out of 5 average rating, 35 reviews

Level Junior Two Bedroom Suite | Fulton Market

AlannaRating, 5 stars3 weeks ago
Had such a great stay! Everything was very clean and all information given was thorough.
Superhost
A modern living area is featured, showcasing a curved orange sofa and two cream chairs arranged around a round coffee table. A large abstract painting hangs on the wall, complementing the space. Bright light floods through floor-to-ceiling windows, illuminating the concrete walls.
Apartment in West Loop
4.83 out of 5 average rating, 12 reviews

Most Stylish Apartments You’ll Ever Stay In|TheNeo

PaulRating, 5 stars2 months ago
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.
Superhost
A comfortable living area is presented with two soft armchairs and a light-colored couch. A media console houses a Roku TV, while a decorative electric fireplace offers warmth. Artwork adorns the walls, and natural light enters through a window with blue curtains.
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
A rooftop pool area is visible, surrounded by modern buildings that reflect the city skyline. The pool, framed by sleek railings and lounge space, draws the eye to the open sky above. Neutral-toned tiles create a clean, spacious environment for relaxation.
Apartment in The Loop
5 out of 5 average rating, 9 reviews

South Loop | Rooftop With In & Out Parking | 1

NilimaRating, 5 stars1 week ago
Elegant furnishings & easy check-in & check-out. Good neighbour hood
Superhost
A cozy living area is presented, featuring a comfortable sofa and a stylish blue chair. A wooden coffee table sits in the center, complemented by a textured rug. Large windows allow natural light, while art pieces adorn the walls, adding visual interest to the space.
Apartment in Logan Square
4.79 out of 5 average rating, 70 reviews

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

FedericoRating, 5 stars6 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
The exterior of a charming cottage is showcased, featuring a sleek dark grey facade. A series of stairs lead up to the entrance, flanked by a decorative black railing. Lush greenery surrounds the base, enhancing the inviting appeal of the home.
Apartment in Bridgeport
4.83 out of 5 average rating, 30 reviews

Modern unit in Bridgeport-Chicago

RijuRating, 5 stars2 days ago
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

Top guest favorite
A spacious living area is illuminated by natural light, featuring large windows that frame views of greenery outside. A modern sofa and armchair sit around a round coffee table, while a sleek fireplace adds warmth to the elegant decor.
Home in Gold Coast
5 out of 5 average rating, 27 reviews

Gold Coast Home|Rooftop |PoolTable |Parking |Beach

RikkiRating, 5 stars6 days ago
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.
Superhost
A stylish studio features a spacious bed adorned with colorful pillows. A cozy seating area with a dark sofa is positioned near large windows that allow natural light to fill the room. A small dining table with chairs sits beside the sofa, enhancing the open layout.
Apartment in Austin
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
A modern kitchen is highlighted by a central island with three teal barstools. Subway tiles line the backsplash, and open shelves display dishware and plants. Natural light enters through large windows, illuminating the space with a bright and fresh ambiance.
Apartment in Chicago
4.86 out of 5 average rating, 21 reviews

Stylish Two Bedroom near Downtown Chicago

PearRating, 5 stars2 weeks ago
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!
Top guest favorite
A well-designed living room features a large arched window that allows natural light to brighten the space. Two armchairs and a small table are positioned near the window, while a cozy beige sofa is adorned with a soft blanket. Green plants add a touch of nature.
Condo in West Loop
5 out of 5 average rating, 57 reviews

Sun-Soaked West Loop Penthouse - Private Rooftop

KendallRating, 5 stars2 weeks ago
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.
Guest favorite
A brick building front displays the entrance of Steingold’s Deli, featuring large windows and a welcoming facade. Outdoor seating is arranged with wooden tables and chairs, adorned with seasonal decorations. Nearby signs and storefronts add to the bustling neighborhood atmosphere.
Condo in Lake View
4.94 out of 5 average rating, 121 reviews

The Bagel Inn - Bright & Modern Wrigleyville 2 Bed

LisaRating, 5 stars2 weeks ago
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.
The exterior of a modern high-rise building is visible, featuring large glass windows and a curved architectural design. Surrounding trees line the street, creating a blend of urban and natural elements. The image showcases the building's height against a clear blue sky.
Apartment in The Loop
4.8 out of 5 average rating, 299 reviews

Kasa | Studio, Walk to Grant Park | South Loop

LucyRating, 5 stars1 week ago
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.
Superhost
A bright living area is depicted, featuring a dark gray sofa with green accent pillows. A wooden coffee table is positioned in front, with a small decorative item. Light-colored curtains frame the windows, and a mirror hangs on the wall, while a door leads to the bedroom.
Apartment in West Town
4.79 out of 5 average rating, 48 reviews

Logan Square Oasis

MichaelRating, 5 stars6 months ago
Really liked the neighborhood. Was a short walk to the blue line. The place was perfect and will come back again.
Guest favorite
A welcoming living area features a green couch paired with a decorative red pillow. A light-colored armchair sits alongside a wooden coffee table, which holds a magazine. Soft lighting illuminates the space, complemented by a vibrant wall art piece and a window dressed with sheer curtains.
Apartment in Chinatown
5 out of 5 average rating, 8 reviews

Chic Chinatown Apt w parking!

RenzRating, 5 stars2 days ago
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

    G$14,645 GYD 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

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