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. Morgan

I sing and dance for my dog daily.

Logan Square, Chicago, IL, 60647

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

About: A long time dog lover, I finally adopted Hal, my dachshund terrier mix last spring. It's my goal to give Hal an adventure everyday - above and beyo... (more)

2. Annina

* Outdoor Loving and Active *

North Lawndale, Chicago, IL, 60623

Drop-In Visits, Dog Walking

8 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)"

3. Hillary

Experienced Dogsitter in West Town

West Town, Chicago, IL, 60622

Dog Boarding, House Sitting, Drop-In Visits

About: Hello! My name is Hillary and I've been dogsitting for about three years. I have experience dogsitting in a city environment, from when I lived in ... (more)

Available this weekend
4. Liz

I'm a Pied Piper!

Dunning, Chicago, IL, 60634

House Sitting, Drop-In Visits, Dog Walking

About: I grew up in a household with dogs, cats and parrots (in other words - a zoo!) and went on to show toy dogs and start a rescue group for puppy mill... (more)

5. 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)"

6. 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)"

7. Sarah

Responsible Fun Loving Dog-Sitter

Logan Square, Chicago, IL, 60647

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

4 repeat clients

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

8. 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)"

9. Carlos

Responsible and a dog lover

West Town, Chicago, IL, 60622

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

"Carlos has puppy sat for my young Dalmatian Peyton many times. He adores Peyton, and is a very reliable and flexible person. Besides taking care of Peyton, I... (more)"

10. 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)"

11. 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 is the best! She was timely and took great care of my dog while I'm away, including a summary of each visit and a picture. Highly recommend! (more)"

12. 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)"

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. Elizabeth

Full time dog lover!

Oak Park, IL, 60302

Drop-In Visits, Dog Walking

1 repeat client

"Elizabeth has been has been an exemplary in taking responsibility and care of our pawed friends. She is very clearly a dog lover. I have a one year old blue ... (more)"

15. Anna

Dog Lover Seeks Playful Pups

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"I am a real estate broker and occasionally need to travel for work. I hired Anna to watch my pup Sammy, the light of my life, while I was out of town for 2 w... (more)"

16. Molly

Artist, educator, and animal lover!

Hermosa, Chicago, IL, 60639

House Sitting, Drop-In Visits, Dog Walking

"Molly has been such a help! My dog has a strict schedule of medications and needs. Molly is always on time and reliable. I've had her stay for extended perio... (more)"

17. Sierra

I am caring and in a love for dogs!

Elmwood Park, IL, 60707

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

5 repeat clients

About: I've grown up with dogs as small as Chihuahuas to as big as Great Danes! i volunteered at a couple animal shelters as well in Chicago. I've always ... (more)

18. Kali

When you're away, the pups can play

Dunning, Elmwood Park , IL, 60707

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Kali is great. This was our first time using Rover.com and it has been a great experience. Kali was sweet to send us a picture of our pup to let us know how... (more)"

19. Samantha

ATHLETIC-ENERGETIC-DOG LOVER

Belmont Cragin, Chicago, IL, 60639

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Great job with our puppy! Very responsible! (more)"

20. 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)

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.