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.

Confirmed Memorial day Availability
1. Megan

Petsitter looking for new clients!

Loop, chicago, IL, 60605

Drop-In Visits, Dog Walking

43 repeat clients

"Megan was great with my little dude! I have a very social cat that gets quite cranky when left alone, so he definitely appreciated Megan’s company while I wa... (more)"

2. Madalyn

Graduate Student Who Loves Dogs

West Town, Chicago, IL, 60642

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Maddie has cat sat for me several times in the past and has always been super helpful/flexible. She gave me updates, sent pics, and followed my cats normal r... (more)"

3. Laura

Capable, Caring Dog Lover

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

4 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. An

Pets deserve LOVE - they’re family!

Near North Side, Chicago, IL, 60611

Drop-In Visits, Dog Walking

3 repeat clients

"An has been a lifesaver as I take on a new puppy. We have great communication which is super helpful as I try to get my puppy into a schedule. I trust An com... (more)"

5. Sara

Always home to tend to your doggy!

Lower West Side, Chicago IL, IL, 60608

Dog Boarding, Drop-In Visits, Dog Walking

"Sara is one of the most responsibly caretakers for dogs that I know, and her genuine love of dogs specifically makes her an excellent candidate as a dog sitt... (more)"

6. Emma

I love being active with dogs!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Emma was very sweet and responsive! Dexter certainly seemed to enjoy her visits from what I could tell in the pictures she sent me. I will definitely be usin... (more)"

7. Karolina

Karo the Dog Whisperer™

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

13 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)"

8. Holly

Graduate Student and Dog Lover!

Near North Side, Chicago, IL, 60610

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

6 repeat clients

"Holly was fantastic with my pup Minnie and provided great summaries about her check-ins. Minnie is pretty stubborn pup, so I really appreciate Holly's patien... (more)"

Confirmed Memorial day Availability
9. Sandra

Available anytime to walk your pup!

West Town, Chicago, IL, 60642

House Sitting, Drop-In Visits, Dog Walking

"I have known Sandra for over seven years, and know her to be dedicated, has genuine love for animals, professional and responsible. She grew up in a pet-lov... (more)"

10. Ashley

All Furry Friends Welcome!!

Logan Square, Chicago, IL, 60622

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

"Ashley is like my dogs’ fun Aunt. They always love to see her, and she is always just as eager as they are to play or cuddle. She adapts effortlessly to thei... (more)"

Confirmed Memorial day Availability
11. Isabella

I think I was a dog in my past life

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

"Isabella has watched our dog several times. Our dog is an active boy who needs play time and attention and Isabella has always given him exactly what he nee... (more)"

Confirmed Memorial day Availability
12. Ashley

You'll get ALL the puppy pics! :)

West Town, Chicago, IL, 60642

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

3 repeat clients

"Ashley went above and beyond while watching my cat while I was out of town. She sent me several pictures and updates on everything he was doing. I will defin... (more)"

13. Alexis

Your dog will miss me when I'm gone

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

"I have known Alexis since she was 9 yrs old!! She was my neighbor for 10 yrs!! She always had a houseful of animals!! She would walk her 3 little dogs around... (more)"

14. Corbin

A happy dog, makes a happy world!

West Town, Chicago, IL, 60642

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

1 repeat client

"Corbin is a trustworthy and caring human that your pup will love! I'm so lucky to have him in my and my pup's life. He is my go-to whenever I need anyone to ... (more)"

15. May

Always home cuddling :)

Near North Side, CHICAGO, IL, 60611

Dog Boarding, Drop-In Visits, Doggy Day Care

"May is the most friendly person I have met. And she is so dog friendly that all dogs we met before love to be petted by her. Her dog, summer, is a friendly ... (more)"

16. Tori

Will love on and exercise your dog

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

"My two Golden Retrievers absolutely LOVE it when Tori spends time with them!!! She is so loving and affectionate with them! They can be a lot to handle on wa... (more)"

17. Hannah

Passionate about caring for pets!

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

22 repeat clients

"Hannah was very thorough with her reviews to me about how the cats were doing while I was away. Got some great pictures too! I will be booking her again soon. (more)"

Confirmed Memorial day Availability
18. Claire

Responsible, reliable, and loving!

Near North Side, Chicago, IL, 60654

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

1 repeat client

"Claire has done an amazing job taking care of my dogs! My dogs are always so excited to stay with her and to go on walks with her. She is always my go to! (more)"

19. Tyler

A day w/ a dog is a day well spent

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Tyler is a perfect candidate for dog sitting! She is extremely compassionate and hard working, and I believe she could really excel at providing a nurturing ... (more)"

20. Amber

I'll love your dog like my own!

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Amber is by far the most professional individual I have ever hired to look after my dog. Punctual, cordial, and polite. She offered regular updates and follo... (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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