Drop-In Visits in Chicago

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

1. Audrey

Fenced yard and home all day!

West Town, Chicago, IL, 60623

House Sitting, Drop-In Visits, Dog Walking

"Audrey is such a sweet and caring soul! She has been a dog lover all her life growing up with pets and a rescue dog of her own that she took care of for many... (more)"

2. Miki

Active dog lover!

Near West Side, Chicago, IL, 60661

House Sitting, Drop-In Visits, Dog Walking

About: I have been caring for my family dogs and have been pet sitting all my life! I currently have a 20 lb cockapoo Cooper who is very active as well. U... (more)

3. Isabel

Very Flexible Schedule! <3 Dogs

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

About: I am a true animal lover. Pretty convinced dogs are angels and we don't deserve them. I helped train my own dog when we first got him as a few week... (more)

4. Karolina

Karo the Dog Whisperer™

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

10 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)"

Available this weekend
5. Caraline

Experienced & Certified Pet Sitter

Loop, Chicago, IL, 60606

Drop-In Visits, Dog Walking

3 repeat clients

"Caraline is the ultimate professional and takes such good care of your pet. Kofi loves her to pieces. She is trained in many different pet care skills and is... (more)"

6. Tina

Loving Personal Care Assistant

Bridgeport, Chicago, IL, 60616

Drop-In Visits, Dog Walking

5 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)"

7. Maria

I'm a professional dog whisperer :)

South Lawndale, Chicago, IL, 60623

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Maria is a phenomenal dog sitter. She specializes in presumably big dogs, always keeping her composure no matter what the situation. Dogs always feel a certa... (more)"

8. Jennifer

I'll love to meet your furry family

Grand Boulevard, Chicago, IL, 60615

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

About: Hi !!! I'm Jen. I am a previous pet owner. King, our Pit/Boxer. He stood almost 3 feet and was a joy. We have him to loving family, that could pro... (more)

9. Nicole

The ultimate dog lover!

Near North Side, Chicago, IL, 60611

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

1 repeat client

"Hello pet parents, I was the Mom to a wonderful Beagle that brought so much joy to our lives until the very day he passed away from old age. Nicole C would ... (more)"

10. Dana

Mother of Dogs for Decades!

West Town, Chicago , IL, 60642

Drop-In Visits, Dog Walking

1 repeat client

"Dana was great! Lots of detailed updates and pics, which I love when I'm away. I definately recommend her! (more)"

11. Lorin

Let me love your dog, like my own!

Near West Side, Chicago, IL, 60612

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Lorin is a great sitter/walker that truly does love puppies! She's great with dogs and actually owns two that she adores. When she met my super hyper puppy s... (more)"

12. Patrick

Home full-time & fenced-in yard

West Town, Chicago, IL, 60642

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"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)"

13. Mindy

5-Star Care Custom-Tailored Stays

Douglas, Chicago, IL, 60616

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

About: My 1890's rowhouse with 3,300 sq. ft. and fenced front and back yards will be a perfect home to assure a safe and enjoyable stay for your four-legg... (more)

14. Carmina

Experienced! Low prices on walks?!❤

Lower West Side, chicago, IL, 60608

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

About: My name is Carmina! I am an experienced dog walker and caretaker living in Pilsen, Chicago. There are many sights and parks for your precious pooch... (more)

15. Ashley

Flexible schedule; long walks

Near North Side, Chicago, IL, 60654

Drop-In Visits, Dog Walking

1 repeat client

"Ashley was absolutely wonderful! She was very thorough in describing her visits with my dog & I almost felt like I was home with them. I returned home from m... (more)"

16. Alexandra

Reliable & Loving Sitter

Near South Side, Chicago, IL, 60616

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

1 repeat client

"Alex took great care of my cat when I was traveling! She sent pics and kept me updated during my trip. I would recommend Alex to anyone who needs a responsib... (more)"

17. Margaret

Dog lover with vast experience!

Near West Side, Chicago, IL, 60661

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

1 repeat client

"The best (more)"

18. Christian

PAWS volunteer,rescuer

McKinley Park, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Christian was awesome and extremely accommodating with such short notice! He came to a meet and greet literally the night before we needed him. He was friend... (more)"

19. Gaby

Ready 2 Play w Your Furry Paw'd BFF

Near West Side, Chicago, IL, 60607

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

1 repeat client

About: Hi pet parents, thanks for checking out my profile! I'm a 26 yr old finance professional living and working in Chicago. I grew up with a miniature ... (more)

20. Brittany

My first brother was a Maltese...

Bridgeport, Chicago, IL, 60608

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

"Brittany has a magical way with dogs, cats rats, snakes, and plants. She has watched all my pets and is very skilled, caring and patient. She's also excellen... (more)"

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Rover.com is the simple, savvy way to find and book Rogers Park, Chicago house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Rogers Park on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 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. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Rogers Park, Chicago, IL house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.