Pet-friendly holiday rentals in West Loop, Chicago

Find and book unique pet-friendly homes on Airbnb

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

Pet-friendly house rentals

Guest favourite
Home in Lincoln Park
4.94 out of 5 average rating, 125 reviews

Spacious Full Home Near the Heart of Wrigleyville

JessicaRating, 5 stars1 month ago
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.
Top guest favourite
Home in Uptown
4.9 out of 5 average rating, 364 reviews

Private 3rd Floor Apartment

DanielRating, 5 stars1 month ago
Had a fantastic stay at Karen’s home. Would totally recommend!! The place was beautifully decorated and had everything we needed.
Guest favourite
Home in North Park
4.96 out of 5 average rating, 169 reviews

Chicago River House -BBQ Oasis now open!

LuaRating, 5 stars1 week ago
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.
Superhost
Home in Illinois Medical District
4.86 out of 5 average rating, 101 reviews

Casa PLZN Location | Entire Home | Garage Parking

RicardoRating, 5 stars2 weeks ago
Great place! I’ll definitely be coming back! The beds are amazing!
Guest favourite
Home in Avondale
4.94 out of 5 average rating, 139 reviews

BoHo House - A Chic, 1903 Chicago Workers Cottage

KendraRating, 5 stars3 weeks ago
Amazing spot - love the home and backyard area, and such a good peice point!! Short ride on the L downtown, safe home, and LOVE having access to a garage!! Adam was responsive and helpful, and he was so understanding about one of our kids who accidentally broke part of the furniture there. 5/5, would go back next time we are in Chicago!!
Guest favourite
Home in Chicago
4.94 out of 5 average rating, 94 reviews

Spacious Row Home next to Transit w Garage

MollyRating, 5 stars1 month ago
Tian’s row-house was spacious and comfortable! Great for large groups with kids. 4 bedrooms had doors on them, and the 2 extra sleeping spaces were not enclosed, so better for kids (bunk beds). Kitchen was well appointed, open to the dining and living rooms, making the open plan common space really spacious. We were a group of 11 people and there was plenty of room for all of us. The neighborhood was quiet at night, sleeping was never a problem, and the beds were comfortable… plenty of extra pillows, blankets, etc. The 2 and a half bathrooms were also large and roomy. We mostly used Uber to get to downtown Chicago, although there is a train stop nearby. It usually took about 20 minutes and cost around $30. This was economic for us since we didn’t want to rent a car and navigate independently. The price for this extra large property was great, given all the comfortable space we got! We had a wonderful stay there.
Top guest favourite
Home in Chicago Ridge
4.94 out of 5 average rating, 124 reviews

Quiet cul-de-sac with huge fenced in backyard

JazzmenRating, 5 stars3 weeks ago
Tom and his dog Bear... were great!! Beautiful home and great area. A lot of places that we wanted to go to were close by will definitely come again. Thank for having such a welcoming home.
Superhost
Home in Wood Dale
4.76 out of 5 average rating, 160 reviews

Excellent Location for Vacation or Business Stays.

JamesRating, 5 stars3 months ago
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

Superhost
Flat in River North
4.77 out of 5 average rating, 73 reviews

Level ◆ Brand New Luxe One Bedroom

GregRating, 5 stars2 months ago
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.
Guest favourite
Flat in West Loop
4.85 out of 5 average rating, 89 reviews

Quiet but in the Heart of City walk Everywhere

ChrisRating, 5 stars3 weeks ago
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.
Flat in The Loop
4.76 out of 5 average rating, 216 reviews

Stylish Corner 2 Bedroom in the Heart of Chicago |

LauraRating, 5 stars1 week ago
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.
Flat in Logan Square
4.7 out of 5 average rating, 118 reviews

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

RichardRating, 5 stars3 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.
Place to stay in River Forest
5 out of 5 average rating, 12 reviews

Long term rental-Delightful one bdrm pool house

JenniferRating, 5 stars31 months ago
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
Guest favourite
Flat in The Loop
4.9 out of 5 average rating, 70 reviews

DTown Penthouse 2bd +Parking, Gym, Pvt Patio, Pool

CarmillaRating, 5 stars1 month ago
This is a nice place to stay. We enjoyed the location and amenities.
Superhost
Flat in Logan Square
4.81 out of 5 average rating, 64 reviews

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

JosephRating, 5 stars1 month ago
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.
Guest favourite
Flat in Bridgeport
4.83 out of 5 average rating, 23 reviews

Modern unit in Bridgeport-Chicago

KayliRating, 5 stars2 days ago
Great place! Came to Chicago for a conference and the place was only a 12 minute drive from the event center. I was worried about the area being unsafe, but the area was super nice! Very close to Chinatown too!

Private, pet-friendly home rentals

Guest favourite
Guest suite in Portage Park
4.93 out of 5 average rating, 413 reviews

Peaceful Portage Park Apartment

JenniferRating, 5 stars1 week ago
Beautiful place to stay. Beautiful decor. Host very friendly and responsive. We had a baby with us and she had lots of baby items for us. We had street parking in front of home. 🏡
Top guest favourite
Flat in Westchester
4.96 out of 5 average rating, 28 reviews

Short Drive to Hospitals/Airports/Downtown Chicago

LonRating, 5 stars4 months ago
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.
Guest favourite
Apartment in East Rogers Park
4.92 out of 5 average rating, 231 reviews

Cozy 1bdr Rogers Park, Loyola, Northwestern.

DianneRating, 5 stars2 weeks ago
Love this place! It’s peaceful, walkable, plenty of things to do in the area and close to the Lake. Will definitely be back to stay here and visit family. Thanks Kaye, for always being responsive and helpful.
Guest favourite
Flat in Irving Park
4.92 out of 5 average rating, 251 reviews

Skylights, King Bed, 2 bedrooms

CarrieRating, 5 stars3 months ago
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!
Guest favourite
Flat in Wicker Park
4.85 out of 5 average rating, 171 reviews

Oasis Collection's Mid-Century 3 Bd Wicker Park.

BeckieRating, 5 stars4 weeks ago
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.
Top guest favourite
Townhouse in Wicker Park
4.99 out of 5 average rating, 76 reviews

𓃥Wicker Cozy Corner w/Parking on site

JaneRating, 5 stars3 days ago
This was one of my fave stays with Airbnb. Hien's place is cute and comfortable and close to so many great things to do. Hien is very thoughtful in all the details in the home including a locked shed to store luggage before check in / after check out. Highly recommend.
Superhost
Flat in West Rogers Park
4.84 out of 5 average rating, 105 reviews

Personal Parking, In-Unit Laundry & King Bed

NufileRating, 5 stars4 weeks ago
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
Superhost
Flat in Logan Square
4.89 out of 5 average rating, 175 reviews

Private 2 Bedroom Retreat

MichaelRating, 5 stars1 week ago
Wendi’splace was perfect for an extended style stay. Very convenient location with plenty of available free street parking. The quick and easy access into the unit was a plus. Would stood up for me is how cozy but how plentiful all of the amenities were all supplied. She has gone above and beyond to stock everything that you would need to feel like you can actually live there. From a cozy couch to a kitchen table to the coffee maker, the laundry, the full size kitchen, everything else in between it was very accommodating. Wendi is an extremely responsive and pleasant host anytime I needed something. She responded right away and took care of things. Some minor things to consider is that this is the garden unit and at certain times you might hear a little bit of upstairs walking around. If you happen to have AT&T cellular service, it’s not the best received, but I was able to find some workarounds. Overall, it was a fine experience and would return!

Quick stats about holiday rentals that are pet-friendly in West Loop, Chicago

  • Total rentals

    310 properties

  • Nightly prices starting at

    £30 before taxes and fees

  • Total number of reviews

    6.4K reviews

  • Family-friendly rentals

    130 properties are a good fit for families

  • Rentals with a pool

    230 properties have a pool

  • Rentals with dedicated workspaces

    180 properties have a dedicated workspace

Destinations to explore

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  5. Chicago
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