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.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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Confirmed Holiday Availability
1. Krystle

Family Missing Our Fur Baby!

Belmont Cragin, Chicago, IL, 60639

Dog Boarding, Drop-In Visits

About: We are a family of 5 with children (4, 10 & 13) who are begging us for a dog. Our own fur baby, Shadow went to doggy heaven earlier this year and o... (more)

2. Forrest

Happy to care for your furry friend

Oak Park, IL, 60304

Drop-In Visits, Dog Walking

7 repeat clients

"Forrest is amazing with our girls! She not only handles our big dogs, but loves on them. We feel good knowing that our girls are safe and loved. And she gets... (more)"

3. Jordan

Pro walker seeking new pup clients

West Town, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

About: Hello! I'm Jordan. I have a year of experience walking dogs with an agency, managing a regular daily route of 10+ dogs. I've also dog and cat-sa... (more)

4. Alexis

Cat lover misses hanging with dogs

Irving Park, Chicago, IL, 60641

Drop-In Visits, Dog Walking

"Alexis would be a fantastic addition to the Rover team. Not only does she adore dogs (and cats!), but she is environmentally conscious and would never dream ... (more)"

5. Andi

Dog Lover

Logan Square, Chicago, IL, 60647

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

1 repeat client

"I have known Andi for over 3 years now and she is one of the most kindhearted and caring people I know. One of the most incredible things about her is that ... (more)"

Available this weekend
6. 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)"

7. Neville

Dog and Cat Loving Couple

Berwyn, IL, 60402

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

30 repeat clients

"So easy! (more)"

8. Megan

Reliable, Respectful, Responsive

Austin, Chicago, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

20 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)"

9. Annina

* Outdoor Loving and Active *

North Lawndale, Chicago, IL, 60623

Drop-In Visits, Dog Walking

3 repeat clients

"Annina was wonderful! She was patient with Gracie, figured out her behavioral quirks and adjusted to her needs accordingly. I had specific windows of time ... (more)"

10. Lauren

Diamond & Friends @ Oak Park

Oak Park, IL, 60302

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I believe that dogs are one of God's greatest gifts to mankind. Simply, they are family members! Growing up as an dog-lover, I chose jobs, such as ... (more)

11. Kristina

A favorite aunt to your loved one

Dunning, Chicago, IL, 60634

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

24 repeat clients

"Kristina is awesome! She was such a sweetheart during out meet and greet and Hunter took to her right away. He's a puppy and thus has very high energy and s... (more)"

Confirmed Holiday Availability
12. Sarah

Responsible Fun Loving Dog-Sitter

Logan Square, Chicago, IL, 60647

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

3 repeat clients

"Sarah was fantastic! She took great care of our little guy and kept us in the loop. This was the first time we used Rover for our pup and we were so glad we... (more)"

13. 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)"

14. Annalee

A reliable, fun animal lover!

Hermosa, Chicago, IL, 60639

House Sitting, Drop-In Visits, Dog Walking

About: Hi there! I'm Annalee. I'm a college student and an animal-lover. I'm passionate, experienced and reliable. One of my favorite pet-sitting jobs I'v... (more)

15. Abegail

Ex-Dog Mom Needs Some Puppy Kisses

Humboldt Park, Chicago, IL, 60651

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

1 repeat client

"She is very in tune with dogs. She watched our 7 month old puppy and had no issues with him in the house. She also watches my cat too. She is very active too... (more)"

16. 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)"

Confirmed Holiday Availability
17. Avery

Fun-loving, outdoorsy, and flexible

Portage Park, Chicago, IL, 60641

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

1 repeat client

"Avery absolutely adores dogs! He continuously plays with my dog and takes her out for bathroom breaks and/or more exercise. My puppy is always excited to see... (more)"

Confirmed Holiday Availability
18. Shannon

Zookeeper and Animal Care Provider

Elmwood Park, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

About: I'm a zookeeper by day, but have an extra soft spot for man's best friend! I've grown up with dogs and have extensive pet-sitting and dog-walking e... (more)

19. Claire

Patient, energetic graduate student

Oak Park, IL, 60304

House Sitting, Drop-In Visits, Dog Walking

"Claire's love and compassion for animals runs deep. For as long as I have known her, she has always had a soft spot for animals of all kinds. I have witnesse... (more)"

20. Olivia

I have a passion for dogs!

Berwyn, IL, 60402

Drop-In Visits, Dog Walking

About: I love working with animals. I have had many types and especially love dogs. I've been exposed to many kinds including rat terrier, Pomeranians, pi... (more)

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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.