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

Top guest favourite
Home in North Side
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 !
Guest favourite
Home in Old Town Triangle
4.85 out of 5 average rating, 171 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.
Top guest favourite
Home in Lake View
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
Home in Chicago
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 favourite
Home in Avondale
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 favourite
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 favourite
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 favourite
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.

Pet-friendly home rentals with a pool

Guest favourite
Flat in South Loop
4.88 out of 5 average rating, 56 reviews

Downtown Penthouse Lake Views #1|Gym, Parking+Pool

AndriiRating, 5 stars2 weeks ago
We had a fantastic stay at this beautiful stay in downtown Chicago. The views were absolutely incredible! The home gave us a breathtaking look at the city skyline, day and night. The location couldn’t have been better, as it was right in the middle of everything, with restaurants, shops, and attractions all within pretty good walking distance. The unit itself was spotless when we arrived and had everything we needed. The bed was super comfortable, and the space felt both modern and welcoming. It was the perfect spot to relax after a day out exploring the city. The host was also very responsive and helpful!! Would definitely recommend this place to anyone looking for a clean, comfortable, and stylish stay in downtown Chicago. We’d happily stay here again!
Flat in Humboldt Park
4.7 out of 5 average rating, 118 reviews

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

RichardRating, 5 stars5 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, 13 reviews

Long term rental-Delightful one bdrm pool house

SarahRating, 5 stars3 weeks ago
This place was absolutely adorable and the perfect vibe for a weekend getaway for a solo concert. Micheal was incredibly accommodating and helpful-even got me a bottle of wine and some cheese for me to really spoil myself while getting ready. She is super accommodating and helpful and the space was super cute and cozy. Hoping to stay there again soon!
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 favourite
Flat in South 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
Flat 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 favourite
Flat 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.
Superhost
Flat in South Loop
5 out of 5 average rating, 4 reviews

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

CarolRating, 5 stars1 week 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

Top guest favourite
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.
Guest favourite
Flat 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!
Guest favourite
Flat in Pilsen
4.75 out of 5 average rating, 326 reviews

Bright & Spacious| Free Parking |Trendy Bridgeport

StephanieRating, 5 stars1 week ago
Local to the trains, we will consider it the next time we travel to Chicago.
Guest favourite
Apartment in Wicker Park
4.94 out of 5 average rating, 63 reviews

Two Bedroom w Porch in Wicker Park

StephanieRating, 5 stars1 week ago
This was our first time traveling with our dog and we were a bit nervous. Stephen was great and dog-sit to make sure our dog didn’t bark too much. The location of the apt was great..4 minute walk to Starbucks, restaurants. Neighborhood felt safe and was quiet, even for a city. Apt was clean, beds were comfy and outside porch was an added bonus. I would 100% recommend this place!!
Superhost
Flat in Chicago Loop
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!
Superhost
Flat in Humboldt Park
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 favourite
Flat in Heart of Italy
4.94 out of 5 average rating, 18 reviews

Loft-Inspired Retreat | Stylish Stay Near Downtown

ZacharyRating, 5 stars1 week ago
Great location. Near grocery store, great restaurants in the heart of Pilsen, and the green/pink line to get to downtown Chicago.
Guest favourite
Home in River West
4.94 out of 5 average rating, 17 reviews

Modern Single-Family Home w/outdoor space + garage

RenaeRating, 5 stars3 weeks ago
This airbnb was perfect for a group of 7 friends. The information in the listing was accurate. We really appreciated the location, the parking spot, and the multiple beds. Thank you for opening your home to us!

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

  • Total rentals

    310 properties

  • Nightly prices starting at

    ₹3,418 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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  2. United States
  3. Illinois
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  5. Chicago
  6. West Loop
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