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. Karolina

Karo the Dog Whisperer™

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"Karolina is the best! She house sitted for a long weekend and I'm pretty sure our pup was sad we were back and she had to leave. She walked him a LOT and sen... (more)"

2. Caraline

Experienced & Certified Pet Sitter

Loop, Chicago, IL, 60606

Drop-In Visits, Dog Walking

7 repeat clients

"Caraline is the ultimate professional and takes such good care of your pet. Kofi loves her to pieces. She is trained in many different pet care skills and is... (more)"

3. Laura

Capable, Caring Dog Lover

West Town, Chicago, IL, 60622

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

2 repeat clients

"Laura is friendly, kind and very experienced with dogs. She is so thoughtful around making each individual dog feel comfortable and happy. We met her a few w... (more)"

4. Jennifer

I brush my dogs teeth everyday!

Loop, Chicago, IL, 60605

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

4 repeat clients

"Jennifer made me feel comfortable booking on Rover for the first time. We love her!! (more)"

5. Madalyn

Graduate Student Who Loves Dogs

West Town, Chicago, IL, 60642

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Maddie had been a dog sitter for our dog Benny for the past 5 years. Benny is 14 years old and unable stay at kennels due to his anxiety. Maddie is patient w... (more)"

6. Robert

Most of my favorite people are dogs

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

"Bob cares for our two rambunctious puppies as much as we do. We trust him implicitly. He is patient, careful, and caring, and it shows because our pooches ... (more)"

7. Megan

Petsitter looking for new clients!

Loop, chicago, IL, 60605

Drop-In Visits, Dog Walking

36 repeat clients

"Megan is AWESOME! Felt so happy receiving so many pictures of my kitties Everyday. Will always look for her to look after them if I'm ever out of town. Thank... (more)"

8. Samantha

Professional Pet Sitter & Pup Lover

West Town, chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

20 repeat clients

"Samantha was great with our cats and dogs, especially she took an extra time with our shy dog. She was professional and dependable. We will definitely use he... (more)"

9. Natalia

Student with flexibility and energy

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Natalia is a gem! Very experienced with dogs and provides incredible care to my 12 week puppy while I'm at work. Her communication is proactive and responsiv... (more)"

10. Sumin

All the love for your doggies!!

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"I booked Sumin aon a more last minute basis and she was flexible and worked with my timing. She came over prior so we could meet and my puppy ran to her like... (more)"

11. Michael

Dog and cat lover extraordinaire

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

39 repeat clients

"Since moving back to Chicago we have had a really hard time finding a cat sitter that fit with our family. After having Michael sit for our kitties, I can fi... (more)"

12. Bailey

Your pet’s godmother for the day!

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

"Bailey has taken care of our 2 dogs a number of times when we have been out of town. She spends time playing with them and walking them. She has always bee... (more)"

13. Emily

flexible hours-long walks-all pups

West Town, Chicago, IL, 60642

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

1 repeat client

"Emily was an incredible roommate for me and my dog, and while living together she was basically my co-parent for Pepper. Pepper is a big dog, a great pyranee... (more)"

14. Kelly

Downtown girl loves downtown dogs

Near North Side, Chicago, IL, 60610

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

"Kelly watched our 2 year old cockapoo while we were away on our honeymoon for a week. We were so lucky to find her because Tuxley had a blast with her. Her... (more)"

15. Ivana

College student who loves dogs!

Loop, Chicago, IL, 60601

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"I cannot think of anyone to recommend more heartily than Ivana to care for dogs. Not only is she one of the biggest dog-lovers I know, she is one of the bes... (more)"

16. Jessica

Adaptable, patient, and caring!

Loop, Chicago, IL, 60605

Dog Boarding, Drop-In Visits, Dog Walking

"Jessica is one of the most gentle and caring people I've met in my entire life. Throughout the time I've known her she has been open about her love for anima... (more)"

17. Ashley

Flexible schedule; long walks

Near North Side, Chicago, IL, 60654

Drop-In Visits, Dog Walking

2 repeat clients

"Ashley is just GREAT! My pup Ollie is always so happy when I come home from a work trip -I know he likes hanging out with her. She always has adorable pics a... (more)"

18. Danielle

Dog Lover looking for furry friends

Near North Side, chicago, IL, 60610

Dog Boarding, Drop-In Visits, Dog Walking

15 repeat clients

"Danielle got along well with my cat. She seems to be a true animal person. She was respectful of my home and took good care of my cat. I would recommend her ... (more)"

19. Nayelie

Flexible schedule: more doggy time!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

1 repeat client
No Reviews Yet

About: I love animals, specifically dogs (or, what I like to call them: fur babies), more than pizza, which is a lot. In my current apartment, I am not ab... (more)

20. Brittany

Volunteer, Active & Professional

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Brittany was great! We needed someone to check in with our three cats to feed them and take care of the litter boxes. Our often aloof cats were well taken ca... (more)"

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:

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