Pet Setting & Drop Ins In Near North Side Chicago

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

Available this weekend
1. Caroline

Caring and responsible dog lover

West Town, Chicago, IL, 60622

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

About: Hi there! My name is Caroline and I am a transplant from Philadelphia where my own family dog still lives. I started taking care of him when we got... (more)

2. Madelynn

Patient, Energic, Dog Caretaker

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Madelynn is dependable and trustworthy. She has walked dogs for me and several of my neighbors for three years and is great with pups of all sizes, ages and ... (more)"

3. Ashleigh

Dog loving student in Chi

Near South Side, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"Ashleigh has been awesome and so flexible and accommodating to my last minute requests and crazy schedule. It's so great to have the same person be able to c... (more)"

4. Sarah

Responsible Fun Loving Dog-Sitter

Logan Square, Chicago, IL, 60647

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

15 repeat clients

About: I grew up in the home with the dogs and now have one little old man Gizmo. He loves having pet friends visit and play with him. His older brother K... (more)

5. Michael

Dog and cat lover extraordinaire

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

22 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)"

6. Kim

Dog (& Cats) our 4-Legged Family

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Kim was the perfect sitter for our cat during a weekend away! She sent updates and photos of him and he was a very happy cat when we arrived home. We will ho... (more)"

7. Dalit

I already love your dog :)

Near North Side, Chicago, IL, 60610

Drop-In Visits, Dog Walking

1 repeat client

"My dog Doodles had a great time with Dalit, think they explored more of Chicago than I have yet! Very friendly and quick to respond, plus received plenty of ... (more)"

8. Penelope

Loving dogs more than anything

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

16 repeat clients

"Penelope is fantastic!! She took excellent care of our pets. Her communication was great and no reasonable request was denied. We strongly recommend her serv... (more)"

9. Deepan

Compassionate care from experience.

Lower West Side, Chicago, IL, 60623

House Sitting, Drop-In Visits, Dog Walking

"Their calmness has impacted my dogs who ha e picked up on the unlimited qualities they have. My dog is usually slow to warm up to people, but with Deepan it ... (more)"

10. Maria

Reliable Dog and Cat Lover

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Maria did a great a job taking care of my cat and making me feel comfortable by asking important questions as soon as she accepted my request. She spent a lo... (more)"

Available this weekend
11. Robert

All furry friends welcome!

Near North Side, Chicago , IL, 60654

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

10 repeat clients

"Robert was amazing, and at such short notice. Pudding was walked, fed and taken care of when I had to be out of town for a quick meeting at the last minute. ... (more)"

12. Kathleen

Will Love Your Dog More Than Pizza

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Kathleen was awesome! She did a great job keeping me updated and sent plenty of pictures while I was away for the weekend. I will definitely be using her ser... (more)"

13. Mia

Best Care for Your Best Friend

Loop, Chicago, IL, 60605

Drop-In Visits, Dog Walking

2 repeat clients

"Mia was so wonderful to work with. This was our first time using Rover and had to find someone very last minute. Mia was quick to respond and great at commun... (more)"

14. Cherise

Furever Friends Pet Sitting

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Cherise allowed us to enjoy our vacation without having to worry about our cat. She was always available to communicate with and sent us pictures during each... (more)"

15. Danielle

Dog Lover looking for furry friends

West Town, chicago, IL, 60622

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

9 repeat clients

"Danielle took care of walking and feeding my Shih Tzu while I was gone for the weekend. It was his first time with a Rover dog sitter so he was a little nerv... (more)"

16. Danielle

I would love to hang with your dogs

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Danielle is an excellent dog sitter! She watches my two dogs often while I'm out of town--my dogs almost seem sad that they're stuck with me when I get back!... (more)"

17. Maia

Cubby Loves Puppies

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"To say your pet is in good hands with Maia is an understatement. She is an extremely capable and reliable pet sitter. She's caring and very experienced with ... (more)"

18. Julia

Everything You Need Under One Woof.

Lincoln Park, Chicago, IL, 60614

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

"Julia was amazing. My kitten loved her company, she was very sweet and communicated everything that was happening to me, and she was responsible in my home. ... (more)"

19. Katy

Knowledgable & reliable caregiver!

Near North Side, Chicago, IL, 60654

Drop-In Visits, Dog Walking

1 repeat client

"Katy is wonderful! She checked in on my cat while I was out of town for several days and I can tell they had a lot of fun together. Katy was very professiona... (more)"

20. Renee

We can walk our hearts out!

Near North Side, chicago, IL, 60610

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

2 repeat clients

About: I am a reliable, dependable and responsible dog owner. I understand the special bond we share with our pups. Mine is like my child and I will love ... (more)

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Learn About Premier

Dog lovers in Near North Side, Chicago, IL love pet sitters on Rover.com. Over 521 pet owners have reviewed pet sitters on Rover in Near North Side, Chicago, giving them an average rating of 4.9/5 stars. No matter what your price range is, you might be surprised to learn how affordable pet sitting in Chicago can be when you book with Rover. Wondering how much it might cost to book pet sitting? Check out our average pet sitting rates to get an idea before contacting a pet sitter near you.

Rover.com is the simple, savvy way to find and book Near North Side, 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 Near North Side, 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 Near North Side, Chicago, 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: