Drop-In Visits in Oak Park

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

1. Jovana

Reliable and respectful dog lover!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"Jovana is a thoughtful, responsible younger lady. She is prompt, responsive and my dog is overjoyed to see her come to get her. It is easy to see how much... (more)"

2. Annina

* Outdoor Loving and Active *

North Lawndale, Chicago, IL, 60623

Drop-In Visits, Dog Walking

12 repeat clients

"Annina took very good care of our cats while we were away for a week. From the moment of our meet and greet, we were delighted to have her as our sitter. S... (more)"

3. Sarah

Responsible Fun Loving Dog-Sitter

Logan Square, Chicago, IL, 60647

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

5 repeat clients

"I love how well Sarah communicates with me while I am away. Denali loves her! (more)"

Available this weekend
4. Mike

Outdoorsy and easy going couple

West Town, Chicago, IL, 60622

Dog Boarding, Drop-In Visits, Doggy Day Care

"Growing up in a home with two dogs and raising his own, Mike is warm, patient and caring. He used to watch my pit bull for me when I would go out of town and... (more)"

5. Megan

Reliable, Respectful, Responsive

Austin, Chicago, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

21 repeat clients

"We can't say enough about how wonderful our experience with Megan and Deb was. Our dog is elderly and has separation anxiety and we are sure he did not miss ... (more)"

Available this weekend
6. Samantha

Artist looking to care for dogs

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"Samantha is one of my dearest friends, and also is one of my dog's dearest friends. Her calm dameanor and bubbly personality evoke the puppy out of anyone's ... (more)"

7. Maria

I'm a professional dog whisperer :)

South Lawndale, Chicago, IL, 60623

House Sitting, Drop-In Visits

"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)"

Available this weekend
8. Abbi

UNLEASH THE DOG SITTER

Oak Park, IL, 60304

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

3 repeat clients

"Abbi watched my pit bull, Mongo, while I was gone for a weekend. I know some people are hesitant to watch pit bulls, but she was AMAZING with him! After havi... (more)"

9. Abby

Proud sister of two chocolate labs!

Elmwood Park , IL, 60707

House Sitting, Drop-In Visits, Dog Walking

"Abby is trustworthy of anything and very reliable. She is on time with whatever routine or schedule she is given and stands by it. The amount of care she can... (more)"

10. Abby

Live for animals; will send updates

Portage Park, Chicago, IL, 60630

House Sitting, Drop-In Visits

1 repeat client

"Abby & Mike are awesome. They took outstanding great care of our dogs. Sent us pictures and visit updates. We came home and the house and dogs were perfec... (more)"

11. Annalee

A reliable, fun animal lover!

Hermosa, Chicago, IL, 60639

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Annalee is awesome! Denali loves her! She communicates well with me while I am away. She really cares about the well being of my dog. (more)"

12. Neville

Dog and Cat Loving Couple

Berwyn, IL, 60402

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

31 repeat clients

"So easy! (more)"

13. Sapphire

Pets are Family,I will treat 'em so

Cicero, IL, 60804

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Sapp hire did an amazing job. My dog was happy and treated well. I will be using her again!!! (more)"

14. James

Reliable Active & Responsible Male

Berwyn, IL, 60402

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"James was very good eith Raven. He made her feel comfortable and interacted with her well. (more)"

15. Elizabeth

Full time dog lover!

Oak Park, IL, 60302

Drop-In Visits, Dog Walking

1 repeat client

"Elizabeth is wonderful with my dog, Holiday. I can tell Holiday really enjoys her walks with Elizabeth because when I come home in the afternoon Holiday is v... (more)"

16. Claire

Patient, energetic graduate student

Oak Park, IL, 60304

House Sitting, Drop-In Visits, Dog Walking

"Claire did a great job with drop-in visits for our two dogs. We knew she was going to be a great fit even during the meet & greet. Both of our dogs jumped al... (more)"

17. Isabel

Fun dog days for your pets stay

Cicero, IL, 60804

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

5 repeat clients

"Isabel has been great with our puppy Jordan. She is reliable, flexible and our puppy loves her! She always takes time to give her a little walk, some play ti... (more)"

18. Rachael

We will have a dog-gone good time!

Oak Park, IL, 60304

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

"Rachael was an amazing dog sitter. My pup Booker loved her so much and she was very knowledgable and accommodating to his needs. He is very afraid of thunder... (more)"

19. Ariel

Caretaker for your furry friend(s)!

Forest Park, IL, 60130

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Ariel is wonderful with my dog! I have a 70 pound pit mix that likes to pull and, while she looks tiny, she manages to control and hold onto Kobe quite easil... (more)"

20. Liz

I'm a Pied Piper!

Dunning, Chicago, IL, 60634

House Sitting, Drop-In Visits, Dog Walking

"Liz was wonderful! Despite my last minute request, her response time was quick and she was so flexible, plus Balto loved her right off the bat! While I was o... (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

Pet owners love Oak Park pet sitters on Rover. 9,532 owners have reviewed sitters in the Oak Park, IL metro area, giving them an average rating of 4.9/5.

Want to be added to this list of sitters in Oak Park? Become a pet sitter or dog walker on Rover.

Rover.com is the simple, savvy way to find and book drop in pet sitting. It's easy to find the perfect pet sitter - many sitters have worked through Rover for years pet sitting, 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 40,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter on Rover. 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.