This vibrant city in the state of Illinois is considered one of the largest urban areas worldwide. Chicago is nestled along the shores of Lake Michigan. With its diverse range of scenic destinations, historical museums, multiple Michelin-starred restaurants, and exciting outdoor escapades, Windy City welcomes millions of tourists every year. It is also home to famous architecture and art. You can witness various works of well-known architects like Frank Lloyd Wright and Louis Sullivan, as well as pieces by popular artists such as Chagall, Picasso, Dubuffet, and Miró. This place also has theme parks and amusement parks perfect for fun and thrill seekers. If you plan to have a memorable getaway with your family and friends, Chicago can be your top destination. Besides that, if you wish to spend your holidays with your furry buddy, there are a lot of pet-friendly accommodations in the city. Read on to find a list of the best pet-friendly Airbnbs in Chicago, Illinois.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and pet-friendly rules and regulations. The image galleries get refreshed with the latest updates regularly. They were last updated on April 12, 2024.
1. Charming home with tasteful interior (from USD 92)
Enjoy a delightful stay in this charming home, conveniently situated within a short stroll from the lively Lincoln Square. You can enjoy the company of your beloved pets during your stay, as it allows pets for a nominal fee of 50 USD per pet per stay. It is essential to remember that dogs must be leashed and accompanied by their owners when in common areas and the yard to ensure the safety and comfort of all individuals present.
The abode boasts a television with Amazon Prime, Netflix, and Roku to cater to your entertainment preferences. This property is ideal for individuals seeking a well-connected space, especially for remote workers who require fast WiFi and a dedicated workspace. For added convenience, this home offers luggage dropoff services in case of early arrivals or late departures.
Top guest reviews
Amenities & Room:
comfortable bed and all the amenities of homebeautiful modern apartment in an old chicago homethe dining room was a nice touch for us to enjoy our holiday mealbed was a bit uncomfortable but overall not too badhugh’s place is amazing the apt was roomy enough to accommodate two adults and one dogCleanliness:
superb communication clean and exactly as describednice clean apartment in residential neighborhoodvery clean quite and definitely pet-friendlyvery clean great locationit was clean really felt like a home and was in a great locationHost:
hugh was a great hosthugh was an awesome helpful hosthugh's a great hosthugh is a great host who was easy to get ahold of if neededwe highly recommend their place and them as hostsRead more reviewsLocation:
great location and comfortable spacegreat area with a lovely park within walking distancegreat location close to transit and cafesparking can be tricky - but otherwise good and safe locationit's close to the brown line train into downtown and other fun neighborhoods
2. Homey property near Wrigley Field and Montrose Beach
Have a great time in this homey property, where you’ll enjoy easy access to two of Chicago’s beloved attractions - Wrigley Field and Montrose Beach. If you’re traveling with your furry friend, you’ll be happy to know that one pet is allowed with an additional payment of 150 USD. Please inform the host at the time of booking for an agreement. Otherwise, unauthorized pets will incur a fine of 500 USD.
You will also find a comfortable living area to enjoy your favorite shows on the wall-mounted TV or stream using the WiFi. After a long day of exploring the city, guests can unwind in the comfort of the private fenced patio, complete with cozy loungers. Alternatively, guests can head to the balcony and enjoy a delicious meal on the grill.
Chicago, Illinois, United States
1.09 km (0.7 mi) from Wrigley FieldSuperhost
Accommodates: 6
Top guest reviews
Amenities & Room:
comfortable and big furniturecouch was comfy the kids loved the breakfast table in the kitchenand we really appreciated having some staples in the kitchen overall a great stayand the best part was the comfortable master bed with the viewvery minor issue the upstairs beds were very comfy and the rooms were good sizesCleanliness:
clean and very comfortablei really appreciate how clean the house wasclean and spacious apartment in a fun part of chicagoclean convenient and the back garden is lovelyjason's place was clean and exactly as it looked in the picturesHost:
the host was very helpfulhost was responsive and granted a later checkout timejason was responsive to any questions that came upjason was very responsive to any questions i had as wellgreat place and hostRead more reviewsLocation:
great place and great locationgreat place and great locationperfect location and house was way better than what we expecteddowntown in 30 minutes including the walk was greatgreat location to the train and wrigley
3. Elegant home with garage (from USD 115)
If you wish to stay in an elegant and comfortable rental, you can consider this historic 120-year-old home. With its three spacious rooms, comfortable sofa beds, and two full baths, it can conveniently take in up to eight people. Besides that, for an additional charge per night, well-behaved and small pets are allowed in this Airbnb. However, it is essential to let the host know the age and breed of your dog before you book the rental. It is also stated that assistance animals are always allowed.
Staying in this rental is an advantage for those who love the outdoors because it is just a quick walk away from the Southport Corridor and Wrigleyville.
Top guest reviews
Amenities & Room:
the apartment is just like the photos we’ll designed and spaciousthere were a ton of positives: plenty of space really comfortable bedding and furniture nicely decoratedbeds are comfortable furniture is starting to show some wearthe beds were very comfortablewe appreciated the comfortable beds and pillows and well equipped kitchen joshua was great with check in detailsCleanliness:
amazing communication super clean great location the dog appreciated the fenced yard and i appreciated the dedicated parking spotthe property was very clean and just as describedthe place was very cleanjoshua”s place is spacious and cleanbed was very cozy and the place was super cleanHost:
host was friendly and informativejosh was a great hostjosh was a great host and answered any questions we had right awayjoshua was easy to reach for any questions and was extremely helpfuljosh is an excellent host and is very responsive and helpfulRead more reviewsLocation:
the location is also great - very close to a 7/11 and starbucksgreat location with plenty to do within walking distance and quick access to downtownnice cozy place in a great location--easy walking distance to a number of stores and restaurantshuge place in an awesome locationthe location is just off the southport corridor so you can walk to great shopping and restaurants
4. Modern garden retreat (from USD 125)
This newly updated apartment situated in the well-known Ukrainian Village can also be an excellent choice if you are traveling with your furry buddy. It is furnished with a contemporary-styled interior and stunning hardwood flooring. With its cozy room and well-equipped kitchen, three guests can comfortably stay in this rental. Since the unit is just three blocks away from Wicker Park, you can easily explore various local dining options and bars. Moreover, it is also just a quick drive from the famous Lake Michigan.
Top guest reviews
Amenities & Room:
bedding was soft warm and comfortablereally nice apartment had a very european feelCleanliness:
very clean nice neighborhood and stylish placevery clean very organized definitely recommendits such a beautiful clean homesuper chic modern and cleanthe place was super stylish + incredibly cleanHost:
they are great hosts and answer any questions you may havethe host is amazing and is very helpfulhosts are excellent and respond very quicklythe host was thoughtful communicated well and responded quickly to questionsamazing spot - great hostsRead more reviewsLocation:
great location in ukrainian village neighborhood though on a busy thoroughfareit's in a nice quiet location within walking distance to downtownthe location was amazing - an easy 10-15 minute drive from everything we wanted to do downtowncomfortable and great location for the two of usmarc's place is a great location and walkable to a lot of great hot spots in the neighborhood
5. Fully renovated unit with private balcony (from USD 81)
If you intend to spend your vacation in Chicago, you should consider staying in this fully renovated apartment with modern décor and lots of natural light. With its cozy room, two guests and their pet can stay in this rental.
One of the highlights of this rental is its private balcony, where you relax and enjoy the scenic views of the neighborhood. Besides that, it is situated in the Roscoe Village, so there are a lot of bars, shops, and local dining options that are within walking distance of the accommodation. If you plan to stay with your pet, there will be an additional charge for the pet deposit and the pet cleaning fee.
Top guest reviews
Amenities & Room:
the apartment is so cozy with a lovely view and everything you need for a comfortable staycomfortable well planned space (indoor & outdoor) in the heart of roscoe villagevery personable and helpful the apartment is great plenty of space and very comfortableCleanliness:
super clean and very quietclean and easy to accessthe place was nice and cleanthe bathroom was very clean and the shower has great water pressureit was exceptionally clean spacious updated and comfortableHost:
dennis is a wonderful hostdennis is also a great hostdennis was a lovely hostdennis is very responsive and helpfulgreat space great neighborhood and great hostRead more reviewsLocation:
the location is fantasticcomfortable place and close to a lotgreat location and cool spaceit is a great location for the roscoe village/bucktown/west lakeview areasroscoe village is a great place to stay
6. Stylish guest suite with private entrance (from USD 97)
When you are traveling to the gorgeous city of Chicago, it might be better to look for accommodation that will showcase its beauty. Since it is nestled in Portage Park, it is just a few blocks away from an indoor and Olympic-sized outdoor pool, walking and running paths, tennis courts as well as soccer and baseball fields. This dog-friendly Airbnb with a nearby pool has modern and stylish rooms, excellent for up to five guests.
Aside from being a family-friendly accommodation, this rental also welcomes house-trained dogs for an additional charge per night. To top it all off, it is just a quick drive away from downtown Chicago so you can easily explore various restaurants, bars, and shops.
Top guest reviews
Amenities & Room:
the natural plants the vibrant colors even the chairs and the coffe tableit’s easily one of the most aesthetically pleasing and comfortable places i’ve had the opportunity to stay atthe kitchen is well stocked for a night inCleanliness:
nice clean and quiet spotclean stylish and comfy beddinggreat place super clean and stylishclean and comfortable in a nice quiet neighborhoodthey are very helpful and place very cleanHost:
the hosts were very nice and responsiveshe was equally helpful during my stay her home is absolutely gorgeousthis place is gorgeous and the hosts are very pleasantthe host was a bit elusive but friendlyaleksandra and kyle were wonderful friendly and communicative hosts throughout my whole tripRead more reviewsLocation:
quiet excellent neighborhood many things close by fairly easy to reach downtownnot too much in walking distance but there is a nice park and you can uber downtown easilythe location is great on a beautiful and quiet streeteasy parking quiet neighborhood you can hear the birds in the morningit’s easy to get to and tucked away in a quiet neighborhood
7. Urban farm rental (from USD 73)
Do you wish to experience peaceful and lovely farm life on the West Side of Chicago? This unique accommodation can be one of your best choices. It has a fully functioning organic farm situated right out its back door. You can watch the goats, chickens, pigs, and bees on the farm. If you want, you can also lounge or have an alfresco dinner with your friends because this accommodation features a patio and outdoor furniture.
Five people can stay in this quaint rental because it is furnished with two full-size sofa beds and a well-equipped room. Besides that, your pet is also welcome at an extra nightly charge. Just let the hosts know beforehand so they can best accommodate you and your furry buddy.
Top guest reviews
Amenities & Room:
such a cool spot in chicago huge outdoor space along w/ goats and chickens garden huge tablethe apartment itself is very nice nicky added several thoughtful touches such as a bottle of wine and chocolatesCleanliness:
apartment was very clean with nice decorationsnicky's place is a fairly clean and cozy one bedroom basement apartmentsuch a great place to stay the apartment was super clean and chicvery cute and clean apartmentnicky is a nice lady i don’t think this place was cleaned before i stayed thereHost:
nicky was a great hostnicky was a great hostnicky was a fantastic hostnicky was a great host and gave plenty of advice when asked about walks shopping etcfriendly host great home very responsive as wellRead more reviewsLocation:
great location and quiet neighborhoodawesome stay loved the locationnicely located close to the train for easy transport around the cityit’s in a great location for anyone who wants to have quick access to downtown chicagonice place to stay peaceful neighborhood
8. Remodeled downtown townhome (from USD 149)
If you are visiting Chicago with your family and pet, this ideally located rental can be an excellent choice. You can enjoy a peaceful vacation while still being minutes away from downtown Chicago, Wicker Park, and Division Street. It features three spacious rooms and two full baths to comfortably house six guests.
For your convenience and entertainment, the unit is furnished with a comfortable angled couch and 65-inch television with Netflix HD, Comcast, HBO, and ESPN, as well as high-speed wireless and wired internet. Besides that, pets are also allowed, and they can enjoy playing in the expansive private backyard.
Top guest reviews
Amenities & Room:
the townhouse was clean we had all the amenities we needed and the beds were very comfortableCleanliness:
super clean place and spaciousthe space was very clean and looked afterthe bathrooms were nothing fancy but very cleanlocation cleanliness and good communication everything i like in a rental placegeorge's place was relaxing spacious and exceptionally cleanHost:
george was a wonderful host who was always available to answer any questionsgeorge was the perfect host thank youthe host is a local long-time resident and artist who is knowledgeable gracious and generousgeorge is an amazing host and is always available at handgeorge was a great host & the place was great alsoRead more reviewsLocation:
the location is excellent just minutes away from the train stationthe location was safe and quietsuper location close to downtown and many other desirable neighborhoodsgreat location everything we wanted to see was a reasonable train ride away (ewe especially loved how close the townhouse was to the bus and subway
9. Charming family-friendly apartment (from USD 134)
Situated in a tranquil street in Lincoln Square, this lovely apartment can be a go-to choice if you wish to stay in a spacious and budget-friendly rental. It has two cozy rooms that can comfortably house five people. Your pets are also welcome in this apartment, you just have to pay an additional cleaning fee per pet after you have booked your reservation.
With its well-equipped kitchen stocked with essentials, you can easily prepare hearty meals for the whole family. Moreover, it also has a lovely, private porch where you can unwind after a hectic day of visiting tourist destinations in Chicago.
Top guest reviews
Amenities & Room:
great spacious apartment with all the amenities including front patiosleeping arrangements were great -- two queen beds a cot and a fold-out couch in the living roomthe beds were super comfortable toothe beds were very comfortablethe beds were very comfortable the kitchen stocked with all the little things one might needCleanliness:
so clean and cozyeverything was clean and organizedthis place was very clean and comfortablethe space is well decorated and very cleantub was bathtime-clean highly recommendHost:
they are wonderful hostsmarla and james are great hostsmarla and james were helpful and quick to respondthe owners thought of everything and were incredibly responsivethe hosts were wonderful and the space was very convenientRead more reviewsLocation:
cute place with a great location and safe/secure feelreally enjoyed the cute decor and the location is right in the fun lincoln square neighborhoodgreat apartment in a great locationgreat and convenient locationthe neighborhood is great easy to park and close to public transportation restaurants and shops
10. Lovely rental with a dedicated workspace (from USD 89)
This clean and lovely dwelling is a great choice for couples, a pair of best buds, or even solo travelers who prefer to explore Chicago with their pets. Furry friends, especially assistance pets, are allowed but make sure to contact the hosts first before booking your reservation so you can further discuss your requirements. The unit is furnished with a cozy living room, a comfortable bed, and a full bath for the guests’ convenience. Since this apartment is nestled near the Blue Line, you can easily find public transportation options, cafes, restaurants, and shops in the area.
Top guest reviews
Amenities & Room:
the apartment is on top of an arts center in a cool up and coming part of townlovely host; clean; comfortable; just enough amenities; and a quick walk to the blue lineCleanliness:
everything was clean and very comfortablethe place was spotlessly cleaned and very comfortablegreat location great communication incredibly clean everythingthe apartment is very clean and well locatedthe apartment was exactly as it seemed in the pictures clean high ceilings comfortable just what we neededHost:
she was quick to respond and a helpful hostewa was a wonderful hostshe is so very kind and welcomingewa is an amazing host who went above and beyond when it came to providing hospitality for usshe is the kindest host and takes excellent care of the apartment she is hostingRead more reviewsLocation:
the location is ideal and having a place to park the vehicle seems very rare in chicagogreat location in a cool space above an art studiothis place was lovely for a short stay cute space in a great locationthis apartment is located in wicker park which is the most charming placeamazing location with an amazing host
11. Elegant top-floor apartment (from USD 129)
If you plan to enjoy your holiday with your family, this rustic and well-equipped two-bedroom unit can be a great choice. Six guests are welcome to relax and enjoy a lovely getaway in this apartment. Besides that, this Airbnb that allows well-trained dogs is also furnished with high ceilings and beautiful hardwood floors.
With its well-equipped kitchen and spacious eating space at the counter and kitchen table, you can enjoy a savory meal with your whole family. To top it off, if you choose this rental, you can conveniently drop by to shops and restaurants in Michigan Avenue, Millennium Park, and River North.
Top guest reviews
Amenities & Room:
the coffee was appreciated and beds were very comfythe apartment was exactly as pictured and had great amenitiesthe space was perfect with ample room for 3 of us to be comfortableCleanliness:
dean's place is very nice and cleana very clean and beautiful space to staydean was easy to communicate with and the apartment was spacious and cleanvery clean with everything we needed for a girls get togethercool new restaurant downstairs with clean hipster feelHost:
the hosts are very responsive by text and will help if anything is neededthank you for hosting us;)had an excellent stay the place was well-appointed and the host was very responsivedean was also very responsive and made sure we felt comfortable to contact him should we need anythingdean is a great host and very responsiveRead more reviewsLocation:
great location close to everythingthe location is perfectthe location was close enough to walk to all the downtown attractionsgreat place to stay and locationgreat place that is centrally located
12. The Hobbit Hole
If you are visiting Chicago on a budget, check out this affordable and cozy rental that can host up to four people. Your pets can also stay with you in this unit. This cheap pet-friendly Airbnb in Chicago has a common area where you will be sharing the kitchen, washer, and utility room with the hosts.
The space is equipped with an efficient air conditioner and heater so you can stay comfortable during Chicago’s extreme seasons. Moreover, since The Hobbit Hole is situated in the beautiful and vibrant neighborhood of Lincoln Square, you can visit a lot of excellent parks, restaurants, bars, and shops.
Chicago, Illinois, United States
4.45 km (2.8 mi) from Wrigley FieldAccommodates: 4
Top guest reviews
Amenities & Room:
we usually keep our room heater at 70°f at home to sleep comfortablyappreciated a cheap and comfortable option for visiting chicagothe hobbit hole is a really fun cozy place to stayCleanliness:
everything was clean fun decorations communication was fast and very clearit was small clean and not loud at alleverything was clean and orderly and paul is a great hostthe place was adorable it was clean and super interesting to stay inHost:
the hosts were really great and super flexiblepauly was a very accommodating and pet friendly host :)pauly was friendly and responded quickly to our questionswonderful quick place to stay if you need privacy and attentive hostvery responsive host and privacy was not an issueRead more reviewsLocation:
the place has character great locationhighly recommend super cute and in a quiet neighborhoodgreat location for the price you can’t beat itit’s a pretty cool thing to have an entire apartment in a great locationthe hobbit hole is a very cute and cozy place to stay for a quick getaway
Explore the Windy City
Planning an escapade with your pet might be a challenge. Fortunately, there are many vacation rentals in the city that will warmly welcome you, and some will also welcome your pet. So, what are you waiting for? Come to Chicago with your loved ones and furry buddies and choose one of the pet-friendly Airbnbs we’ve recommended.
Frequently asked questions about the best pet-friendly Airbnbs in Chicago, Illinois
History
Get Trip101 in your inbox
Unsubscribe in one click. See our Privacy Policy for more information on how we use your data
-
10 Best Hotels With Rooftop Pools in Chicago, ILChia Han Keong -
-
-
-
-
-
-
-
-
-
Create an account to