Pet-friendly vacation rentals in West Loop, Chicago

Find and book unique pet-friendly homes on Airbnb

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Superhost
Apartment in West Town
4.86 out of 5 average rating, 407 reviews

Explore the City from an Elegant, Urban Retreat

- Queen Size bed in the private bedroom for two guests. - Sofa Bed with Full Size mattress for the 3rd and 4th guests (light weight and easy to setup). - Additional portable twin size cot can be set up per request. - Private Bathroom has a ceiling speaker and night light. - Living Room has an HD cinema projector with 100" screen. - A private garden with a gas grill and patio dining table/chairs. - Entry gate and door are Keyless/ Secured Key-coded. - Attached Private Parking space is available per request (subject to availability). - Easy Street Parking: Street parking is zoned (Chicago Residential Zone Parking) and we provide daily zone permits for parking on the street in front of the apartment. - Garden Space offers gas grill for Summer/Fall cookout (Share with two other apartments in the building). Text or phone call for quick reply The apartment is near the popular West Loop and West Town neighborhoods and close to public transit. Downtown parks, museums, and shops are less than two miles away. There's a Divvy Bikes station and a Starbucks across the street. Short walk to public transit ("L", bus, or Divvy bikes) 1 min drive to I-90/94. Less than 2 miles to downtown parks, museums, and shopping destinations. Less than 10 min drive to Lincoln Park, Old Town, and 5 min drive to Wicker Park, and Bucktown.

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

Pet-friendly house rentals

Guest favorite
Home in Wicker Park
4.93 out of 5 average rating, 363 reviews

Amazing Penthouse Skyline Views!

DeniseRating, 5 stars1 week ago
Huge space in an awesome location. Extremely walkable neighborhood and very close to the train if you want to hop on and ride into the heart of the city. Views from the patio were amazing. We had a great time at Kevin's place.
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 !
Guest favorite
Home in Lincoln Park
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 favorite
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
Home in Illinois Medical District
4.86 out of 5 average rating, 110 reviews

Casa PLZN Location | Entire Home | Garage Parking

CrystalRating, 5 stars2 days ago
We enjoyed our stay. Clean, nice house, and in a location convenient to everything we wanted to do. Host was very responsive when we had questions. We loved being so close to the train. Great restaurants around, and also a convenience store and Family Dollar right around the corner for anything you need!
Guest favorite
Home in Avondale
4.94 out of 5 average rating, 148 reviews

BoHo House - A Chic, 1903 Chicago Workers Cottage

niratiRating, 5 stars2 weeks 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 favorite
Home in Chicago Ridge
4.92 out of 5 average rating, 139 reviews

Quiet cul-de-sac with huge fenced in backyard

MeganRating, 5 stars2 days ago
Great place for the price. Tom was a great host, always willing to help when needed. Thank you for starting the fire every night for us. Great location to have some privacy and not far from downtown. Would recommend!
Guest favorite
Home in Logan Square
4.95 out of 5 average rating, 152 reviews

The Grand Kimball Lodge, Logan Square, Sleeps 14

AlexRating, 5 stars3 weeks ago
Staying at the Grand Kimball Lodge was fantastic! From Bob's proactive communication to his flexibility around check in times, the stay was as seamless as it was memorable. We had a group of 9 and everyone had their own bed, which is rare being so centrally located. The sauna was an excellent bonus, and we'd be happy to come back, thanks again!

Pet-friendly home rentals with a pool

Guest favorite
Apartment in The Loop
4.95 out of 5 average rating, 42 reviews

Dtown Penthouse 3bd VIEWS+Parking +Gym+Pool

MatildaRating, 5 stars1 month ago
Stayed here for my girls trip and it was a super convenient location! It was our first time visiting Chicago, and it was perfect. Had the most beautiful view we loved the private patio. Beds were all comfy and the hosts were extremely communicative the entire stay. Would definitely stay again!
Apartment in West Loop
4.83 out of 5 average rating, 35 reviews

Level Junior Two Bedroom Suite | Fulton Market

AlannaRating, 5 stars1 month ago
Had such a great stay! Everything was very clean and all information given was thorough.
Apartment in Logan Square
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 stars1 month 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
5 out of 5 average rating, 4 reviews

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

MeghanRating, 5 stars2 days ago
Excellent place to stay, easy access to highway, quick ride to downtown
Superhost
Apartment in The Loop
4.8 out of 5 average rating, 10 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
Apartment in Logan Square
4.79 out of 5 average rating, 70 reviews

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

FedericoRating, 5 stars1 week 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!
Superhost
Apartment in Bridgeport
4.77 out of 5 average rating, 31 reviews

Modern unit in Bridgeport-Chicago

RijuRating, 5 stars1 week 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
Home in Gold Coast
5 out of 5 average rating, 29 reviews

Gold Coast Home|Rooftop |PoolTable |Parking |Beach

MelissaRating, 5 stars1 week ago
Rasheed was very attentive. His home is in an excellent location, walking distance to resturants and shopping. The rooftop provided a spectular view of the city. I would definitely recommend Rasheed's home on a trip to Chicago!
Superhost
Condo in West Town
4.74 out of 5 average rating, 118 reviews

Cabin 106 at 747 Lofts

LenaRating, 5 stars6 days ago
Nice and clean place on a budget! Stayed for a work trip and it was comfortable
Superhost
Townhouse in West Town
4.79 out of 5 average rating, 72 reviews

Charming & Comfy Gem ~ 10 Mins to Downtown ~Patio!

HeatherRating, 5 stars2 weeks ago
Perfect Chicago unit in a great location. Walking distance to coffee, playgrounds, and great restaurants. We had no problem finding free street parking, even late at night. Host were very accommodating and great communication. Would love to stay here again!
Guest favorite
Apartment in Chicago
4.95 out of 5 average rating, 73 reviews

Travel To Chicago New City

JasonRating, 5 stars2 weeks ago
Khong was responsive, helpful, friendly and overall just a cool host! Khong gave us a sweet surprise when we got in and gave us local recommendations, we loved the Back of The Yards Coffeehouse and it was within walking distance. During the day it felt like a safe neighborhood, during the night it was very lively and full of people in the best way. Khong’s place was so clean and inviting. The backyard was peaceful with a beautiful view of the church. We did have a slight mishap occur when we lost the keys to Khongs place but he was very understanding and kind about the situation. Our stay was everything we hoped for and more. We would definitely return the next time we are in Chicago! 10/10 recommendation from my family and I
Superhost
Apartment in The Loop
4.92 out of 5 average rating, 64 reviews

Loop Loft-Subway & Art Institute

JoseRating, 5 stars2 weeks ago
It was a great spot for a quick weekend get away. Claude was very responsive when I needed assistant before and during the stay.
Guest favorite
Apartment in Chicago
4.95 out of 5 average rating, 19 reviews

Loft-Inspired Retreat | Stylish Stay Near Downtown

EvanRating, 5 stars2 days ago
Loved being just a couple blocks from the Western Pink Line station and bus stops both north-south and east-west.
Guest favorite
Condo in Little Italy
4.93 out of 5 average rating, 40 reviews

Little Italy Casa

SarahRating, 5 stars1 week ago
The neighborhood was excellent, and unit was accurate to the listing photos-it actually was much roomier than I had expected. There were lots of extra towels and bedding. There are a bunch of tight steep stairs to get into the unit which was fine for us, but if mobility is an issue this might not be the place for you. We had a few issues because the cleaning crew missed a few things (no extra TP and previous tenants left bagged trash on the patio) but Leo was super responsive and took care of the problem quickly. This is a safe, beautiful place to enjoy Chicago.
Guest favorite
Home in West Town
4.94 out of 5 average rating, 18 reviews

Modern Single-Family Home w/outdoor space + garage

FrancescaRating, 5 stars2 weeks ago
We had a wonderful stay at this Airbnb! The space was perfect for our whole family—spacious, clean, and very comfortable. It had everything we needed to feel at home. The host was incredibly helpful and responsive, always willing to accommodate any needs or questions we had throughout our visit. The location was also great—easily accessible to a variety of activities, restaurants, and attractions in the area. We truly enjoyed our time here and would definitely stay again, especially with a large group. Highly recommend!

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

  • Total rentals

    310 properties

  • Nightly prices starting at

    R720 ZAR 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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