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. Tina

Loving Personal Care Assistant

Bridgeport, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

7 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. Brittany

PERFECT FOR THE ACTIVE DOG

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

"Brittany is a wonderful person who is caring and passionate about animals. She has two wonderful pups of her own as well as often takes the time to volunteer... (more)"

3. Samantha

Former vet tech

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Samantha was great! I was very nervous having someone new take care of my two cats, especially since it was the first time I was leaving them since my older... (more)"

4. 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)"

5. Tara

Home full time, very flexible!

Near North Side, Chicago, IL, 60610

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

"Tara is a very warm and loving person. She has grown up in a neighborhood where many others have pets. She can be trusted with the well-being and happiness o... (more)"

6. Megan

Petsitter looking for new clients!

Loop, chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

22 repeat clients

"One of my cats is extremely shy, and Megan was able to befriend him easily! I was amazed to see pictures of him being friendly and social after just a coupl... (more)"

7. Sarah

Life is more fun with a Dog!

Near South Side, Chicago, IL, 60616

Dog Boarding, Drop-In Visits

"I have known Sarah for over 10 years as a friend as well as a coworker. Sarah is extremely responsible and reliable. She is very organized and you can always... (more)"

8. Karolina

Karo the Dog Whispererâ„¢

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

12 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)"

9. Charlotte

I'll treat your pet as family!

McKinley Park, Chicago, IL, 60609

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

"Charlotte is an incredibly-knowledgeable dog-lover. She works in a veterinary clinic and knows a lot about dog breeds, temperaments, dietary needs, and so mu... (more)"

10. Maya

Streeterville Sitting

Near North Side, Chicago, IL, 60611

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

"Maya is fun-loving and energetic, with a huge passion for animals and animal welfare - especially dogs! She has always expressed wanting to get involved in a... (more)"

11. Natalie

Loop Living and Pup Loving!

Loop, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

"This is our first experience with a pet sitter service and my dog, Sophie, has never had anyone come in prior. WE are so thrilled with Natalie and Sophie ju... (more)"

12. Ari

I'm cool with drool

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"The first thing I learned about Ari was that she has a love for dogs. She is so passionate about animals being treated right and loving on the little or big... (more)"

13. 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)"

14. Nathan

Ur dog will love the next-door park

Near North Side, Chicago, IL, 60654

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

1 repeat client

"Buddha was happy when I returned home! Thanks Nathan! (more)"

15. Emily

I cry if I see a dog anywhere I am

Loop, Chicago, IL, 60605

Drop-In Visits, Dog Walking

"Emily has dog sat for me and my friends pets in the past . She has always showed compassion for my dogs and has always been reliable. I also know she has ... (more)"

16. Adriana

Outdoor enthusiast &avid dog lover!

Lower West Side, Chicago, IL, 60608

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

2 repeat clients

"Adriana did a great job when watching my two dogs last week when I was out of town for work. She was reliable, followed all directions, and was very good wi... (more)"

17. Jacob

Love to Walk!

Near West Side, Chicago, IL, 60607

Drop-In Visits, Dog Walking

2 repeat clients

"Jacob was very attentive to our dogs needs. Very calm personality which is what our dogs respond to. Kept us up to date with visits and sent photos. (more)"

18. 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)"

19. River

Roosevelt student loves your dog!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I have had a dog ( Pomeranian/Yorkie mix) for 5+ years. He's only 8 lbs and one of the sweetest dogs ever. Max is super friendly and he loves to pl... (more)

20. Haley

Young Professional Works from Home

Bridgeport, CHICAGO, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Haley has been wonderful with our senior dog. We hired Haley when we found out Peanut has cancer and only a few months left with us. She needs to be watched ... (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.