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.

1. Katy & Edinson

Caring & Fun Friend to All Animals!

Logan Square, Chicago, IL, 60647

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

15 repeat clients

"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)"

Confirmed Memorial day Availability
2. Jennifer

Responsible and friendly dog buddy!

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"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)"

3. Sooze

Flexible schedule; Love fetch

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"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)"

4. Madalyn

Graduate Student Who Loves Dogs

West Town, Chicago, IL, 60642

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"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)"

5. Emma

I love being active with dogs!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"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)"

6. Laura

Capable, Caring Dog Lover

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Laura is friendly, kind and very experienced with dogs. She is so thoughtful around making each individual dog feel comfortable and happy. We met her a few w... (more)"

7. Michaela & Cody

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)"

Confirmed Memorial day Availability
8. Sandra

Available anytime to walk your pup!

West Town, Chicago, IL, 60642

House Sitting, Drop-In Visits, Dog Walking

"Sandra is an excellent dog caregiver. She treats dogs she cares for as her own. Sandra has experience with caring for dogs starting at a young age. She enjoy... (more)"

Confirmed Memorial day Availability
9. Sarah

Dogs are life

Humboldt Park, Chicago, IL, 60647

Drop-In Visits, Dog Walking

12 repeat clients

"Sarah was great! She sent lots of pictures and gave great updates. She responded quickly to our request and we would definitely book her again! (more)"

10. Holly

Graduate Student and Dog Lover!

Near North Side, Chicago, IL, 60610

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

6 repeat clients

"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)"

11. James

Exploring Chicago one pup at a time

Lake View, Chicago, IL, 60657

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

3 repeat clients

"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)"

12. Jess

I can bring your dog to work!

Logan Square, Chicago, IL, 60622

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

5 repeat clients

"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)"

13. Cynthia

Dog & Cat Lover / Maybe Whisperer

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

22 repeat clients

"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)"

Confirmed Memorial day Availability
14. Isabella

I think I was a dog in my past life

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

"Isabella has watched our dog several times. Our dog is an active boy who needs play time and attention and Isabella has always given him exactly what he nee... (more)"

Confirmed Memorial day Availability
15. Ashley

You'll get ALL the puppy pics! :)

West Town, Chicago, IL, 60642

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

3 repeat clients

"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)"

16. Corbin

A happy dog, makes a happy world!

West Town, Chicago, IL, 60642

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care

1 repeat client

"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)"

17. Lindsay

Trustworthy, reliable pet-sitter

Humboldt Park, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"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)"

Confirmed Memorial day Availability
18. Jake

Active Bucktown walker & sitter

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Jake was SO patient and understanding with our reactive pooch. He’s clearlt very knowledgeable about dogs and we highly recommend him! (more)"

19. Ashley

All Furry Friends Welcome!!

Logan Square, Chicago, IL, 60622

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Ashley has dogsat for us on several occasions. She is very trustworthy and was able to handle our 3 dogs and their complicated dietary plans as if it was no ... (more)"

20. Thomas

Lots of walks/runs - home full-time

West Town, Chicago, IL, 60622

Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"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)"

In West Town, Chicago, IL, dog lovers trust Rover.com for their pet sitting needs. Over 520 pet owners have reviewed pet sitters in West Town, Chicago, giving them an average rating of 5.0/5 stars. Booking pet sitting in West Town can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book pet sitting in Chicago on Rover? Check out our average pet sitting rates to get an idea before reaching out and beginning a conversation with a sitter.

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:

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:

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