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. Braidy

Staycation for Fido

Near North, Chicago, IL, 60610

House Sitting, Drop-In Visits

5 repeat clients

About: I grew up with a dog, and haven't had the time to commit to a new little fluff ball since he had to be put down when he and I were both 17 years ol... (more)

2. Jackie

Calm and friendly dog lover

Loop, Chicago , IL, 60601

Drop-In Visits, Dog Walking

"Jackie has been a life-long animal lover, helping to raise two Calico cats and three Labrador retrievers She has often expressed what a joy it is to come ho... (more)"

3. Meg

A dog's best friend :)

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

"Meg is a true animal lover. She would do anything for her family's golden retriever, Joie, and her cat, Ella. Meg is very responsible and I would trust her t... (more)"

4. Jillian

High energy dog lover!

Near North Side, Chicago, IL, 60654

Drop-In Visits, Dog Walking

"I have known Jillian for more than 10 years and I can say with all honesty that I have never met anyone who loves dogs and animals more than Jillian does. Sh... (more)"

5. Andrew

Aj's Dog Hoarding

South Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

About: **About me** I come from a home of two dogs, three cats, three birds, and six fish, so suffice it to say that I've been around a lot of pets and I... (more)

6. Kelly

Fun and Active Dog Lover!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

"Kelly has been walking my dog, Misty for years and we use her to dog sit when we go out of town. she is very responsible and I would recommend her to watch o... (more)"

7. Megan

Petsitter looking for new clients!

Loop, chicago, IL, 60605

Drop-In Visits, Dog Walking

10 repeat clients

"One of my cats is extremely shy, and Megan was able to befriend him easily! I was amazed to see pictures of him being friendly and social after just a coupl... (more)"

8. Deepti

A fun & active home away from home

Near West Side, Chicago, IL, 60607

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

"Deepti is very nice and always willing to help me out in a pinch. She is amazing with my golden retriever, Stanley. He can be a bit fearful and needs lots of... (more)"

9. Diane

Di's Dog Boarding

North Side, Chicago, IL, 60614

Dog Boarding, Drop-In Visits, Doggy Day Care

About: My name is Diane and I am a young professional in my mid-20's, currently living in Lincoln Park. I have been a dog lover my whole life! My experien... (more)

10. Payal

West Town Pet Sitter

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

5 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)"

11. 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)"

12. Mack

Compassionate Animal Lover

Lincoln Park, Chicago , IL, 60614

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Mack did an awesome job and sent really great pictures. Would definitely use her again. (more)"

13. 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)"

14. Abby

Experienced Sitter Loves All Pets!

Douglas, Chicago, IL, 60616

Drop-In Visits, Dog Walking

11 repeat clients

"Absolutely excellent! She was available same-day within the hour -- she is awesome. Highly recommended! (more)"

15. KC

Loving Pet Sitter/Nursing Student

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

"KC has been wonderful babysitting and walking my pup Rufus. He just adores her! She is attentive and sent me lots of updates. She is very good at communicati... (more)"

16. Robert

All furry friends welcome!

Loop, Chicago , IL, 60601

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

12 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)"

17. Karolina

Karo the Dog Whispererâ„¢

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

About: Hi there, I'm Karolina! I'm a student at DePaul and have lived with dogs for my entire life. Part of why I decided to become a dog sitter is the fa... (more)

18. 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)"

19. Penelope

Loving dogs more than anything

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

17 repeat clients

"Five out of Five Stars for Penelope! Our two kids/Italian Greyhounds have very different personalities. Penelope was patient and kind with our shy little gen... (more)"

20. Steven

Trained, reliable dog lover!

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

About: I am a software consultant going through a career change. My condo doesn't allow dogs, and spending time with them will be a perfect way for me to... (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: