Pet Setting & Drop Ins in Loop, Chicago

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

1. Payal

West Town Pet Sitter

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

16 repeat clients

"Payal was a better dog-sitter than I could have hoped for. It was our first time leaving Zeke alone with a stranger and she was very caring and attentiveness... (more)"

2. MP

Went above and beyond ⭐️⭐️⭐️⭐️⭐️

Near North Side, Chicago, IL, 60610

Drop-In Visits, Dog Walking

17 repeat clients

"Really appreciate the great job Maria did while we were out of town. Our cat can be a bit finicky and Maria was super patient with her. Her litter box and fo... (more)"

3. Megan

Petsitter looking for new clients!

Loop, chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

19 repeat clients

"Me and my dogs loved Megan! She was very responsive, flexible, and gave great updates with pictures. We had her come three times a day while we were gone for... (more)"

4. Karolina

Karo the Dog Whisperer™

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"Karolina has sat and done walks for me 3 times. She is very responsive and sends followup messages to let me know how things are going. Will definitely wor... (more)"

5. David

NOT JUST A PET BUT FAMILY

Lower West Side, Chicago, IL, 60608

Drop-In Visits, Dog Walking

7 repeat clients

About: I feel my dog's are not just pets, they're my family and one of my kids, I'll care for your dog the same way, I have the patience to insure your do... (more)

6. Tina

Loving Personal Care Assistant

Bridgeport, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Tina did a great job taking care of our two cats while we were out of town for a long weekend! She was very responsive to our requests and was readily availa... (more)"

7. Michael

Dog and cat lover extraordinaire

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

29 repeat clients

"Michael was great with our lab pup, Charlie. He checked in with me during the visit and after to let me know how she was doing. Will definitely use Michael a... (more)"

8. Miriam

Energetic and friendly dog lover!

Near West Side, Chicago, IL, 60607

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

"Miriam is the biggest animal lover I know. There have been so many times where I have been with her and she will stop what she's doing just to help or pet an... (more)"

9. Sarah

Dog Lover/College Student :')

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

"Sarah has walked my three dogs numerous times! She is incredibly responsible and truly loves all animals. She is sure to give them lots of attention and love... (more)"

10. Sarah

Active dog lover

Near West Side, Chicago, IL, 60661

Drop-In Visits, Dog Walking

"Sarah has always been great with my dogs. She treats them as if they are her own and shows them so much love and attention. I always feel less stressed when'... (more)"

11. Jenny

5 years professional experience

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

"Jenny is a super responsible dog walker. She has watched my dogs many times and they are in LOVE with her. I'd highly recommend Jenny to anyone - shes very r... (more)"

12. Maryssa

Dog mom of 4 beautiful doggies

Near West Side, Chicago, IL, 60607

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

About: I have had many dogs throughout my life and currently own four beautiful pups. An American Kennel Club registered baby rot, a Shetland sheepdog, an... (more)

13. Ashley

Flexible schedule; long walks

Near North Side, Chicago, IL, 60654

Drop-In Visits, Dog Walking

1 repeat client

"Ashley was absolutely wonderful! She was very thorough in describing her visits with my dog & I almost felt like I was home with them. I returned home from m... (more)"

14. Dana

Mother of Dogs for Decades!

West Town, Chicago , IL, 60642

Drop-In Visits, Dog Walking

1 repeat client

"Dana is a wonderful dog lover! Very thorough, friendly, and willing to work with your schedule. Highly recommend (more)"

15. Hannah

Passionate about caring for pets!

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"Hannah has been responsible and pleasant to work with. I appreciate that she sends me photos of my pooch while she is visiting. She also alerted me to a wasp... (more)"

16. Leah

Me + your dog = fun and safe

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"so great! (more)"

17. Collin

Gentle Soul, Love Animals, Reliable

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Collin is always so wonderful with Scrappy and gives him tons of attention and affection. He always looks so happy in his pictures on the Rover Card. (more)"

18. Molly

Improviser, Animal Lover

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"This was my first time using Dogvacay and I was very impressed with the service, especially with Molly's prompt response to my requests. I was running late t... (more)"

19. Tiffany

Home full-time,Dog run on 3rd floor

Near North Side, Chicago, IL, 60611

Dog Boarding, Drop-In Visits, Doggy Day Care

3 repeat clients

"I left my dog with Tiffany for a week and she did amazing!! Chloe (my dog) has allergies and Tiffany took great care of her to keep her happy and comfortable... (more)"

20. Edilberto

Passionate Pet Care Provider

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Eddie works for me as a dog walker. I have found him to be a available, proficient and knowledgeable. He has been patient, kind and loving towards the do... (more)"

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Learn About Premier

When it comes to pet sitting, dog owners in Loop, Chicago, IL love Rover.com. Over 333 owners have reviewed sitters in Loop, Chicago, giving them an average rating of 4.9/5. The cost of pet sitting in Loop may surprise you - in a good way. That's because there's a pet sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for pet sitting on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

Rover.com is the simple, savvy way to find and book Loop, 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 Loop, 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 dog sitter. 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 Loop, 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: