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

15 repeat clients

"Maria was awesome at keeping us updated. She was consistent with the times she went by to let Immy out and gave very detailed updates after the drop in visi... (more)"

2. Simone

Professional Pup Lover!

Bridgeport, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Hello, Rover! Simone has cared for my pup, Honey on several occasions & I have never come home to an unhappy pet! She is kind and where Honey is concerned... (more)"

3. Ashley

Caring and Fun Dog-Whisperer!

Lake View, Chicago, IL, 60657

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

"Ashley first met my dog King (a 90 pound pit mix) when she photographed him for her Wet Noses Project a year and a half ago. She was so compassionate and pat... (more)"

4. Mack

Compassionate Animal Lover

Lincoln Park, Chicago , IL, 60614

House Sitting, Drop-In Visits, Dog Walking

"No one loves and cares for animals more than Mack! She housesat for me occasionally, and she was responsible and could be counted on, always. My dog Angelica... (more)"

5. Meredith

Caring, energetic and responsible

Lincoln Park, Chicago, IL, 60614

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

About: My boyfriend and I both grew up taking care of our family dogs. He rescued two adorable, mixed breed pups; I had an incredible golden retriever. Al... (more)

6. Clara

Animal Lover & Veterinarian To-Be!

Lincoln Park, Chicago, IL, 60614

Drop-In Visits, Dog Walking

"Clara is the perfect dog caregiver! She is always very professional in the care she gives my dogs, but most importantly, she connects with them and they abs... (more)"

7. Kathryn

Walker/Sitter with Great Experience

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

About: My name is Kathryn, or Kat for short, and I have been taking care of and raising dogs for my whole life. I currently have three dogs of my own who ... (more)

8. Ashleigh

Dog loving student in Chi

Near South Side, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

4 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)"

9. Kristofer

Energetic, Extroverted Dog Lover

Lincoln Park, Chicago , IL, 60614

House Sitting, Drop-In Visits, Dog Walking

About: I've had dogs growing up my entire life and would frequently watch my friends dogs/puppies while they travel out of town. I'm energetic, enthusiast... (more)

Available this weekend
10. Amy

Experienced, safe, and loving home!

Logan Square, Chicago, IL, 60647

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

"Amy was great! She and her husband checked in on my 2 huge dogs this morning having never met them. The visit went swimmingly and the pictures really set me ... (more)"

11. Michael

Dog and cat lover extraordinaire

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

21 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. 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)

Available this weekend
13. Jackie

Dog loving art student!

West Town, Chicago, IL, 60622

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

"Jackie was great! Our dog Willow can be a bit shy and fussy, but Jackie was very knowledgable and caring. She made sure to keep us updated regularly and se... (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. 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)"

16. Renee

We can walk our hearts out!

Near North Side, chicago, IL, 60610

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

1 repeat client

About: I am a reliable, dependable and responsible dog owner. I understand the special bond we share with our pups. Mine is like my child and I will love ... (more)

17. Amanda

Experienced Dog Lover and Owner

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Amanda grew up in a multi-dog household where the four legged pups were considered part of the family so it's only natural that she developed a love for all ... (more)"

18. Lucy

will love your pup more than my kid

Near North Side, Chicago, IL, 60611

Drop-In Visits, Dog Walking

7 repeat clients

"Lucy helped me take care of my kitten for three weeks. She is very reliable, always on time, and willing to communicate. I listed all the instructions on the... (more)"

19. Pamela

Exploring Chi-Town With Dogs in Tow

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"We've had two dogs for approximately 9 years. Pamela is very attentive to their needs and spends time with them giving them love and attention. She has a ver... (more)"

Available this weekend
20. Cherise

Furever Friends Pet Sitting

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Cherise was great with Izzy! She is responsible and follows up after her visits. I would highly recommend her for your fur baby. (more)"

Experience exceptional service and a personalized match

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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: