Pet Sitting & 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. Sarie Verified Enhanced Background Check

Recent grad with flexible schedule

Lincoln Park, Chicago, IL, 60614

Drop-In Visits, Dog Walking

"Sarie was so fabulous! Easy to work with and came right on time. My pup was happily tired out from walk & playtime with her. I will definitely work with Sari... (more)"

Active and Accepting Requests (incl. from Essential Workers)
2. Amy Verified Enhanced Background Check

Home full-time, active, responsible

Near North Side, Chicago, IL, 60610

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

"Amy was great with my fur baby, Javi! He loved her! This was the first time I’ve had a sitter for Javi (he’s only 4 months old), so I was a little nervous. ... (more)"

Active and Accepting Requests (incl. from Essential Workers)
3. Autumn Verified Enhanced Background Check

Your GO-TO pet sitter

Logan Square, Chicago, IL, 60647

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

"Autumn is amazing! We had her over prior to booking since it would be our first Rover experience and the dogs first time having someone in the house while we... (more)"

Active and Accepting Requests (incl. from Essential Workers)
4. Ariel Verified Enhanced Background Check

Wherewoof & Katz

West Town, Chicago, IL, 60622

Drop-In Visits, Dog Walking

"Ariel was great! She handled my separation anxiety filled dog with the best care, and he ended up being best friends with her. Would re-book for sure! (more)"

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5. Adriana Verified Enhanced Background Check

Warrior Cat/Dog Fan @ your service!

West Town, Chicago, IL, 60612

House Sitting, Drop-In Visits, Dog Walking

"Another successful week of visits from Adriana. She sends plenty of updates and pictures, and I know my cats are always happy to see her. Don’t hesitate to b... (more)"

6. Qishu Verified Enhanced Background Check

Rest easy- they're in great hands!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"We would definitely book Qishu again! She was great-quick to respond to messages, sent lots of pictures, and made us feel at ease about being away from Sabin... (more)"

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7. Brittney Verified Enhanced Background CheckRover 101

Experienced, patient, flexible

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits

"Brittney was able to do a last minute drop-in with our two dogs. They seemed to enjoy their time based on the photos that were shared with me! (more)"

8. Stephanie Verified Enhanced Background CheckRover 101

Quick Response, Open Availability!

West Town, Chicago, IL, 60622

Drop-In Visits, Dog Walking

"Stephanie did a great job checking in on my cat, Tut while I was at work. She was easy to communicate with, kept me updated and followed all my instructions.... (more)"

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9. Emily Verified Enhanced Background Check

Pet Walker/Sitter in Chicago area

West Town, Chicago, IL, 60647

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

"Emily was great with my two kitties. They’re both timid and she was able to easily make them comfortable. I had 0 concerns while I was on a weeklong vacation... (more)"

10. Liz Verified Enhanced Background Check

Experienced Pet Professional

West Town, Chicago, IL, 60622

Drop-In Visits, Dog Walking

"Liz was very helpful in taking care of my cat on short notice over the holidays. This included her medicine in addition to the normal cat stuff. Daily update... (more)"

Active and Accepting Requests (incl. from Essential Workers)
11. Michelle Verified Enhanced Background Check

Id love to hang out with your pet!

West Town, Chicago, IL, 60622

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

"Since Michelle was a child she has taken special care of her animals, always taking care to teach them using official methods and even taking them to trainin... (more)"

12. Victoria Verified Background Check

Pets Bring Out My Maternal Instinct

West Town, Chicago, IL, 60642

House Sitting, Drop-In Visits, Dog Walking

"Victoria is so sweet and trustworthy! She sent very timely and detailed updates with great pictures of our two cats. She came over for a meet and greet and m... (more)"

13. Nikita Verified Enhanced Background Check

Grad student and dog lover from CT!

West Town, CHICAGO, IL, 60642

House Sitting, Drop-In Visits, Dog Walking

"I highly recommend Nikita to become a dog sitter as she is clearly comfortable around dogs, understands the responsibilities of watching over dogs and is gen... (more)"

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14. Bronte Verified Background Check

Lifelong Pet Lover!

West Town, Chicago, IL, 60642

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

"Bronte has cared for my two dogs (Golden Retriever and a pug) several times now while I’ve been away and she is absolutely excellent!!! She is reliable and m... (more)"

15. Rachel Verified Enhanced Background Check

Dog Walker for 3 Plus Years

West Town, Chicago, IL, 60622

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

"Rachel has been walking and watching my labradoodle, Macy, for quite some time. She is reliable, respectful, caring and great with dogs! Macy always looks fo... (more)"

16. Shelby Verified Background Check

Belly Rubs in Wicker Park!

West Town, Chicago, IL, 60622

Dog Boarding, Drop-In Visits, Dog Walking

"Shelby was very friendly, helpful, immediately available and organized. She was very kind and Simba had a great experience with her! She takes the extra mile... (more)"

17. Suman Verified Background Check

Experienced Pet loving nanny!!!

West Town, Chicago, IL, 60622

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

"Suman is a great petsitter and truly loves animals. My cats look forward to her visits, and playtime with her. Once when I was traveling, the kitty chow fini... (more)"

18. Taylor Verified Enhanced Background Check

Lifelong pet mom w/ daytime avail.

West Town, Chicago, IL, 60622

Drop-In Visits, Dog Walking

"Taylor was amazing with my dog, she provided constant updates and went above and beyond to provide a great service. She is highly recommended for drop in vis... (more)"

19. Jake Verified Background Check

I will take great care of your pet!

West Town, Chicago, IL, 60622

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

"My dog Daisy loves Jake. He has watched her for me when I've gone out of town and walked her many times. She is always so excited to see him and I can tell h... (more)"

Active and Accepting Requests (incl. from Essential Workers)
20. Ashlee Verified Enhanced Background Check

The Dog Whisperer!

West Town, Chicago, IL, 60622

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

"Ashlee is great! She is super attentive to her own dog and you can tell he means the world to her! I would let Ashlee watch my dog anytime. (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: