
Pet-friendly vacation rentals in West Loop, Chicago
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Top-rated pet-friendly home rentals in West Loop, Chicago
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Popular amenities for West Loop, Chicago pet-friendly home rentals
Pet-friendly house rentals

Amazing Penthouse Skyline Views!
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.

Flat in Lincoln Park 2-Flat Central to Everything
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 !

Historic Old Town, Fabulous 4 Bedroom Home
We had the best stay in Old Town! The Airbnb was wonderful and spacious for our family.

Private 3rd Floor Apartment
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.

Casa PLZN Location | Entire Home | Garage Parking
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!

BoHo House - A Chic, 1903 Chicago Workers Cottage
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!

Quiet cul-de-sac with huge fenced in backyard
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!

The Grand Kimball Lodge, Logan Square, Sleeps 14
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

Dtown Penthouse 3bd VIEWS+Parking +Gym+Pool
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!

Level Junior Two Bedroom Suite | Fulton Market
Had such a great stay! Everything was very clean and all information given was thorough.

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

Long term rental-Delightful one bdrm pool house
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!

Forest Park Oasis - Dog Friendly - Parks - the "L"
Excellent place to stay, easy access to highway, quick ride to downtown

South Loop | Rooftop With In & Out Parking | 1
Elegant furnishings & easy check-in & check-out. Good neighbour hood

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

Modern unit in Bridgeport-Chicago
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

Gold Coast Home|Rooftop |PoolTable |Parking |Beach
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!

Cabin 106 at 747 Lofts
Nice and clean place on a budget! Stayed for a work trip and it was comfortable

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

Travel To Chicago New City
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

Loop Loft-Subway & Art Institute
It was a great spot for a quick weekend get away. Claude was very responsive when I needed assistant before and during the stay.

Loft-Inspired Retreat | Stylish Stay Near Downtown
Loved being just a couple blocks from the Western Pink Line station and bus stops both north-south and east-west.

Little Italy Casa
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.

Modern Single-Family Home w/outdoor space + garage
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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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Six Flags Great America
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Garfield Park Conservatory
- Willis Tower
- Lincoln Park Zoo
- Wicker Park
- Illinois Beach State Park
- Brookfield Zoo
- Washington Park Zoo
- The 606
- The Beverly Country Club
- Flossmoor Golf Club