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. MP

"She went above and beyond" -client

Near North Side, Chicago, IL, 60610

Drop-In Visits, Dog Walking

13 repeat clients

"I cannot thank you enough for taking such great care of my furbabies while I was out of town. All of your check-ins and photos eased my mind with being away.... (more)"

2. Ligia

Ambitious, high-energy sitter

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

"Ligia watched my pup, Scout, for a week while I was on vacation. Scout is a very high energy dog and Ligia did a great job keeping her active and keeping me ... (more)"

3. Joe

Lover of all dogs! Allergic to cats

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

"Joe has dog-sat for us quite a few times now, and each time, it seems that Buffy (our little furry friend) has a fantastic time! Joe always takes the time t... (more)"

4. Danielle

Animal enthusiast!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

About: I have been passionate about animals since as far back as I can remember. I am always ecstatic about getting pet sitting jobs and thrilled to meet ... (more)

5. Sid

Kind and clever artist loves dogs

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

About: I am intelligent, responsible, friendly artist who truly loves spending time with animals. I grew up with a dog, but now that my current living sit... (more)

6. Laura

Reliable, Caring, and Fun Sitter!

West Town, Chicago, IL, 60642

House Sitting, Drop-In Visits, Dog Walking

"Laura has done such a wonderful job at taking care of my dog, Blue. When Blue had a painful UTI she voluntarily took Blue out for a walk every few hours to h... (more)"

7. Erika

Masters student & dog best friend

Lake View, Chicago , IL, 60657

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

"Erika is a wonderful person. She is trustworthy, responsible, and a loving person. Besides myself, she may be my dog's next favorite person on the planet. Sh... (more)"

8. Hillary

Experienced Dogsitter in West Town

West Town, Chicago, IL, 60622

Dog Boarding, House Sitting, Drop-In Visits

About: Hello! My name is Hillary and I've been dogsitting for about three years. I have experience dogsitting in a city environment, from when I lived in ... (more)

9. Yared

The Zen and Energetic walker

Lake View, chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

About: I'm the walker that understands each pet has their very own needs and personality. From dog sitting to dog walks I provide custom care that meets e... (more)

10. Ashleigh

Dog loving student in Chi

Near South Side, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Our dog Babs had emergency surgery over the Christmas holiday, and we needed someone last minute to look after her while at work and give her some medicine d... (more)"

11. Kiah

Reliable love for your furry family

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Kiah has been a fantastic sitter for us as she's been watching over our new puppy. Her communication has been great, she's been flexible with our changing sc... (more)"

12. Alexandra

Teacher who loves ALL dogs!!

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

"Alexandria is a caring and loving person to all things especially dogs! I dogsit and when she gets home before me she will take out Walden for me and volunta... (more)"

13. Mariah

Life is better with a dog.

Lake View, Chicago , IL, 60657

House Sitting, Drop-In Visits, Dog Walking

"Mariah is a very dependable dog walker and care provider. I rely on her to take care of Huck and she does a great job! I highly recommend her for your dog ... (more)"

14. 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)"

15. Kendra

Dog lover trapped as Consultant

Lincoln Park, CHICAGO, IL, 60614

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

About: I am a management consultant who has a flexible travel schedule for now and am available 7 days a week through the 29th of January. If you are ... (more)

16. Summer

DePaul Student Loves Your Pet

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"We booked Summer for a home visit to let our dog, Lola, out and feed her, etc. She was great, even when we forgot to leave our door unlocked and she had to g... (more)"

17. Serena

Loving Student in Loop

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

"Serena is an amazing person and a huge dog lover. If our looking for a loving and caring dog walk or sitter, Serena is the perfect match for you. So much ene... (more)"

18. Kim

Dog (& Cats) our 4-Legged Family

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I'm an animal lover! Since the day I was born (29 years ago) I've always had at least 2 cats and a dog. Currently I have 4 cats (three are 6 years ... (more)

19. Hailey

I catch the eyes of your dogs!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"To whom it may concern, Hailey is a very positive and optimistic person. She is caring and very thoughtful and the positive energy she brings makes her a ... (more)"

20. Pamela

Exploring Chi-Town With Dogs in Tow

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I went away on vacation an Pam took amazing care of my dog Chile. I was able to enjoy my time away because I didn't have to worry at all about my pup! Highly... (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

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: