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 Holiday Availability
1. Tina

Loving Personal Care Assistant

Bridgeport, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Tina was wonderful with Brady! She is responsible and sweet and sent me the cutest pics of Brady! This was my first time using Rover and I'm so happy to have... (more)"

2. Patrick

Experienced sitter w/ huge yard

West Town, Chicago, IL, 60642

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

4 repeat clients

"I cannot think of a better dog caregiver than Patrick. Not only has he been an avid dog lover his entire life, he is also incredibly responsible, punctual an... (more)"

3. Jennifer

Responsible and friendly dog buddy!

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Jennifer is amazing to have watch my cats. She always sent updates and photos along with any concerns about them. When I came home from my trip the kitty l... (more)"

4. Hannah

Fun and loving pup lover!

West Town, Chicago, IL, 60622

Dog Boarding, Drop-In Visits, Dog Walking

6 repeat clients

"Hannah was a wonderful help while I was out of town. Very responsive and handled an unexpected issue (possum got in through the pet door) with grace! She was... (more)"

5. Breece

Lincoln Park Pooch Paradise

Lincoln Park, Lincoln Park, IL, 60614

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

2 repeat clients

"Breece was extremely responsive and accommodating when we needed someone to watch our three year old golden doodle in a last minute situation. She was great... (more)"

6. Rachel

If your pet is happy, I'm happy!

Lake View, Chicago, IL, 60657

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

2 repeat clients

"Rachel was so great with my cat - I would absolutely have her back next time I’m out of town! (more)"

7. Meredith

Your Best Friend's Best Friend

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Meredith was a great cat sitter ? I would love to have her watch Shamrock again. (more)"

Available this weekend
8. 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)"

Confirmed Holiday Availability
9. Natalie

Loop Living and Pup Loving!

Loop, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Natalie is a lifesaver and apparently somewhat of a dog whisperer! She was early and responsible and we are lucky to have found her! (more)"

10. Karolina

Karo the Dog Whisperer™

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"Karolina stays in touch and shows that she truly cares for your pets - it helps so much when you are away! I get notes and photos constantly. I would highly ... (more)"

Confirmed New Years Availability
11. Alexa

Experienced and Trustworthy

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Alexa is such a doll to work with! She provided detailed updates with photos and was professional and timely. Her genuine love for all animals shines through... (more)"

12. Britney

I love animals and they love me!

Loop, Chicago, IL, 60605

Drop-In Visits, Dog Walking

1 repeat client

"Britney loves all kinds of dogs. She enjoys their company as much as they enjoy hers. She would be a great asset to your company. (more)"

13. Abigail

Abby's Dog Walking + Pet Sitting

Sheffield Neighbors, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

About: As a child, I collected only stuffed animals and wanted to be a vet once I grew up. Even though I am not a vet, my love for animals still runs deep... (more)

Confirmed Holiday Availability
14. Megan

Petsitter looking for new clients!

Loop, chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

24 repeat clients

"Megan did a great job with my cat Helice when I was out of town for one week. She checked in every day by texting me and sending me photos. When I came back ... (more)"

15. Jory

Dog lover on the go!

Near North Side, Chicago, IL, 60654

House Sitting, Drop-In Visits

5 repeat clients

"Jory is awesome! He has been caring for Nutmeg and Peanut since Jan, 2017. When I went on vacation, he stayed at my home and cared for them. He is my favorit... (more)"

16. Kaley

Home Full Time! I LOVE PETS!

Near North Side, chicago, IL, 60611

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

5 repeat clients

"Kaley is great! She took great care of our cat while we were on vacation and sent us updates with photos and videos every day. I did not have to worry about... (more)"

17. MP

Went above and beyond ⭐️⭐️⭐️⭐️⭐️

Near North Side, Chicago, IL, 60610

Drop-In Visits, Dog Walking

17 repeat clients

"MP was wonderful and very cooperative. Two of my dogs are elderly and one somewhat neurotic but they were all in great health and happy spirits when I retur... (more)"

18. Leah

Me + your dog = fun and safe

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"so great! (more)"

Confirmed Holiday Availability
19. Anna

Friendly, experienced dog lover!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Anna was great to work with, and extremely helpful when she did drop-in visits for my cat. She met me for a meet and greet and was super sweet and displayed ... (more)"

20. Patricia

Treat your pup like my own!

Near North Side, Chicago, IL, 60654

Dog Boarding, Drop-In Visits

"Patricia has watched my dog Valente many times and he always had fun staying with her. She is a fantastic sitter who treats pets with a lot of love, she is r... (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: