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.

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. Ewelina

Your dog will never feel lonely

Near West Side, Chicago, IL, 60661

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

1 repeat client

About: **About me** I've been around dogs mostly my whole life. Growing up in Poland I had all sorts of animals around me. My dog, Stanley is very frien... (more)

3. 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)"

4. Adam

Adam's R&R in LP

North Side, Chicago, IL, 60614

Dog Boarding, Drop-In Visits, Dog Walking

2 repeat clients

About: Hi! My name is Adam and I am 25 years old living in Chicago. I love all animals but dogs have a special place in my heart. I have had labs all my l... (more)

5. Christina

Dog lover with a felixable schedule

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

"Christina is very responsible and she loves dogs. She takes good care of my Josey and Josey loves seeing Christina! Christina is very organized and keeps to... (more)"

6. 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)

7. Emily

Artist & possible dog whisperer

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Emily has watched my dog Otis several times, and I couldn't be happier with her as a dog sitter. Otis LOVES spending time with Emily and is always excited w... (more)"

8. Katy

Puppy withdrawals /need a dog fix

Near North Side, 60654, IL, 60654

Dog Boarding, Drop-In Visits, Dog Walking

About: Hi everyone, I recently moved to Chicago from Michigan. My 17 year old Portuguese Water Dog passed away over Christmas. Since I am only 23 I cannot... (more)

9. Michael

Dog and cat lover extraordinaire

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

23 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)"

10. 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)"

11. 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)"

12. Michelle

Active, Energetic, and Caring!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Michelle is just awesome. My dog loves her and was so tired after their walk andplaytime! I would highly recommend Michelle and will definitely be using her ... (more)"

13. 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)

14. Ashleigh

Dog loving student in Chi

Lincoln Park, Chicago, IL, 60614

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

13 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)"

15. Alexa

Patient, Caring, and Trustworthy

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Alexa is such a doll to work with! She provided detailed updates with photos and was professional and timely. Her genuine love for all animals shines through... (more)"

16. 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)"

17. Cara

Lincoln Park's Auntie Cara

North Side, North Side, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

"First let me tell you that you will not find another dog sitter like Cara. She is so good with dogs, big or small. She is a responsible, kindhearted, gentl... (more)"

18. 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)"

19. Nicole

Dogs are my best friend, really.

Near North Side, Chicago, IL, 60610

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

"Nicole is a carrying and loving person with an admiration for animals. She is diligent, trustworthy and reliable. She routinely scrolls through Instagram and... (more)"

20. 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)"

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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: