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

Went above and beyond ⭐️⭐️⭐️⭐️⭐️

Near North Side, Chicago, IL, 60610

Drop-In Visits, Dog Walking

18 repeat clients

"Really appreciate the great job Maria did while we were out of town. Our cat can be a bit finicky and Maria was super patient with her. Her litter box and fo... (more)"

2. Tara

It must be puppy love!

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

About: Hello there! My name is Tara and I started Rover as a way to get my fur baby fix as well as earn additional income. I grew up with a beagle at ho... (more)

3. Emily

I think dogs are PAW-some!!!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

About: Hi! My name is Emily. I love dogs! They have been in my life ever since I was little. We've had everything from Golden Retrievers to Beagles to R... (more)

4. Yvonne

Greyhound Mom: Loving Sitter/Walker

Lower West Side, Chicago, IL, 60608

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

"Yvonne is an awesome pet owner, she loves her dog Hamilton, she is also great with my dog Disney, I would let her keep watch over my pet any day! Any doggie ... (more)"

5. Karolina

Karo the Dog Whisperer™

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Karolina has sat and done walks for me 3 times. She is very responsive and sends followup messages to let me know how things are going. Will definitely wor... (more)"

Available this weekend
6. Kyla

Fun, upbeat animal lover!

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

"I have used Kyla many times over the last few years to house-sit my pets overnight. We have 3 dogs and 1 cat. Kyla has always been dependable. She is on time... (more)"

7. Mary

dog mommy of 2 + pro puppy parties!

West Town, Chicago, IL, 60622

Dog Boarding, Drop-In Visits, Dog Walking

About: I have always loved my furry friends. I began competing in AKC confirmation shows when I was ten years old. Over the past 14 years, I have trained ... (more)

Available this weekend
8. Jorie

Chateau Simon

Lincoln Park, Chicago, IL, 60614

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

"I am part of a team that has the highest rating in the buffalo grove area. Jorie has been vital in helping us make sure every dog gets the care they need and... (more)"

9. Alexandria

Pup Adventures with Alex

North Side, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

14 repeat clients

"We could not be happier finding Alex to watch our sweet Bennie over the weekend. On Thursday morning I left a request for Alex to see if she was available th... (more)"

10. Emily

Artist & possible dog whisperer

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

10 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)"

Available this weekend
11. Erin

Super loving & caring dog person!

West Town, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"If anyone loves dogs it's Erin. I've honest to goodness never encountered someone with such care and passion for dogs as Erin. She watches my puppy quite fre... (more)"

12. Michael

Dog and cat lover extraordinaire

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

27 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)"

13. Anna

Will shower your pets with love ❤️

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Anna was great! I highly recommend her. (more)"

14. Mark

Bark Voyage!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits

2 repeat clients

"Great dog sitter! Very professioval, dependable, flexible. My dog loved Mark. Would 10/10 use again and recommend to others. Keep up the good work Mark! (more)"

15. Renee

We can walk our hearts out!

Near North Side, chicago, IL, 60610

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

5 repeat clients

"Renee is the best! Our puppy Logan warmed up to her right away .. she seemed to have a strong handle on him from the get go and gave us some great advice on ... (more)"

16. Kathleen

Will Love Your Dog More Than Pizza

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"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)"

17. KC

Loving Pet Sitter/Nursing Student

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"KC was great and sent pictures each day. I really appreciated her amazing communication before, during, and after the pet sitting! (more)"

18. 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)"

19. Steven

Trained, reliable dog lover!

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Steven watched our dog for the better part of two weeks while we were on vacation. He gave us a lot of pictures and written updates on our our dog Sydney was... (more)"

20. Katy

Knowledgable & reliable caregiver!

Near North Side, Chicago, IL, 60654

Drop-In Visits, Dog Walking

2 repeat clients

"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)"

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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: