Pet Setting & Drop Ins in West Town, Chicago
Book a pet sitter to stop by your home a few times a day to feed and play with your dog.



Caring & Fun Friend to All Animals!
Logan Square, Chicago, IL, 60647
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Katy & Edinson were great! With less than 24 hours notice, they were able to drop-in on Bowie to feed & walk him. I even got a couple photos of Bowie getting... (more)"

Responsible and friendly dog buddy!
West Town, Chicago, IL, 60622
House Sitting, Drop-In Visits, Dog Walking

"Jennifer did a great job watching my cat while I was out of town for work. She updated me on how he was doing, sent me pictures and left my apartment in grea... (more)"


Flexible schedule; Love fetch
Logan Square, Chicago, IL, 60647
House Sitting, Drop-In Visits, Dog Walking

"Sooze was really patient with my dog Randy! I asked Sooze for a drop in visit so that I could work on getting Randy used to having strangers in our house. So... (more)"

Graduate Student Who Loves Dogs
West Town, Chicago, IL, 60642
House Sitting, Drop-In Visits, Dog Walking
"Maddie had been a dog sitter for our dog Benny for the past 5 years. Benny is 14 years old and unable stay at kennels due to his anxiety. Maddie is patient w... (more)"

I love being active with dogs!
Lincoln Park, Chicago, IL, 60614
House Sitting, Drop-In Visits, Dog Walking

"Emma was very sweet and responsive! Dexter certainly seemed to enjoy her visits from what I could tell in the pictures she sent me. I will definitely be usin... (more)"

Patient & Fun Dog Owner in Logan Sq
Logan Square, Chicago, IL, 60647
Dog Boarding, Drop-In Visits, Dog Walking
"Michaela and Cody are amazing with their pup, Gizmo. They are caring and attentive with Gizmo, and the most loving parents. They always make sure to plan aro... (more)"

Graduate Student and Dog Lover!
Near North Side, Chicago, IL, 60610
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Holly was fantastic with my pup Minnie and provided great summaries about her check-ins. Minnie is pretty stubborn pup, so I really appreciate Holly's patien... (more)"

Exploring Chicago one pup at a time
Lake View, Chicago, IL, 60657
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
"James has been walking my 2 dogs for quite a long time. I trust him with the key to my house, to walk and play with the animals, to give them fresh water, a... (more)"

I can bring your dog to work!
Logan Square, Chicago, IL, 60622
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
"Jess walked my mixed breed, adopted pup when he was young and insane. He absolutely loved her. She was timely and responsible and VERY good with him. Five st... (more)"

Dog & Cat Lover / Maybe Whisperer
Logan Square, Chicago, IL, 60647
House Sitting, Drop-In Visits, Dog Walking

"Cynthia is the greatest! She didn’t a preliminary meet/greet with my cat and was in touch frequently to schedule. She posted informative updates and lots of ... (more)"

You'll get ALL the puppy pics! :)
West Town, Chicago, IL, 60642
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Ashley went above and beyond while watching my cat while I was out of town. She sent me several pictures and updates on everything he was doing. I will defin... (more)"

A happy dog, makes a happy world!
West Town, Chicago, IL, 60642
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care
"Corbin is a trustworthy and caring human that your pup will love! I'm so lucky to have him in my and my pup's life. He is my go-to whenever I need anyone to ... (more)"


Trustworthy, reliable pet-sitter
Humboldt Park, Chicago, IL, 60647
House Sitting, Drop-In Visits, Dog Walking

"Lindsay did a drop in visit with our dog twice over the weekend while we were at an event in town. She was great! Lindsay was willing to meet beforehand if w... (more)"

Lots of walks/runs - home full-time
West Town, Chicago, IL, 60622
Drop-In Visits, Doggy Day Care, Dog Walking
"Thomas is a long time dog lover and a natural pup-whisperer! He bonds with all shapes, sizes, and breeds over long walks and lots of belly rubs. He is also v... (more)"
Rover also offers pet setting & drop ins in these other Chicago neighborhoods:
Archer Heights | Dunning | East Side | Forest Glen | Lake View |
McKinley Park | Montclare | Pullman | West Elsdon | West Lawn |
Rover.com is the simple, savvy way to find and book West Town, Chicago drop in pet sitting. It's easy to find the perfect pet sitter. Many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a free background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in West Town, Chicago . When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.
A Daily Treat: A Blog by Rover
Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:
- Top 100 Dog Names and Unique Dog Names, depending on your preference
- Hot Weather Dogs: Tips for Keeping Your Canine Cool
- 5 Tips to Help Your Partner Fall in Love with Your Dog
Book a Stay, Donate to a Cause
Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in West Town, Chicago donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Chicago.
We're proud to support over 200 organizations across the nation, including: