House Sitting in Oak Park

Find a loving dog sitter to watch your dog overnight in your home.

Confirmed availability
Labor Day
1. Jonathan Verified Enhanced Background Check

Available 4th of July Weekend!

West Town, Chicago, IL, 60622

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

"Jonathan was a life saving! I was planning a last minute trip and reached out to Jonathan with the thoughts that I may or may not be going out of town but wa... (more)"

2. Danielle Verified Enhanced Background Check

Your babies are my passion

Maywood, IL, 60153

House Sitting, Drop-In Visits, Dog Walking

"I can’t say enough good things about Danielle. Her communication was stellar, she sent pictures and very extensive updates on each of our three animals every... (more)"

Confirmed availability
Labor Day
3. Robin Verified Background CheckRover 101

Animal Lover Supreme. Spoil Rotten

Austin, Chicago, IL, 60707

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

"Robin did an amazing job with my crew of pets. We have a puppy mill rescue who is terrified of everything, yet Robin won him over. We received multiple upd... (more)"

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4. Alek Verified Background CheckRover 101

Running, walking, and spoiling!

Oak Park, IL, 60302

House Sitting, Drop-In Visits, Dog Walking

"Alek is the best! He really knew how to handle our shy dog. Will definitively use Alek again. (more)"

Confirmed availability
Labor Day
5. Jose Verified Background Check

Dogs are my people.

Hermosa, Chicago, IL, 60639

House Sitting, Drop-In Visits, Dog Walking

"Jose was fantastic! My dogs both loved him and felt right at home. Every day I received pictures and updates as to how they were doing. Jose was kind and pro... (more)"

6. Danielle Verified Background Check

Your trustworthy dog walker :-)

Oak Park, IL, 60303

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

"Danielle was great with our moody, shy cat. She was patient and a great communicator! We would happily have Danielle watch our cat and dog again! (more)"

7. Regan Verified Background Check

I’ll love your dog as my own!

Oak Park, IL, 60302

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

"Regan is so great with my dog! She took him on run/walk and he was still tired and calm by the time I came home. (more)"

8. Susan Verified Background CheckRover 101

New Leash on Life!

Oak Park, IL, 60302

House Sitting, Drop-In Visits, Dog Walking

"Susan took care of my dog while I was away. She was wanderful with him. She loves dogs and I would recommend her to any dog owner. My dog is always happy... (more)"

9. Lucy Verified Background Check

Snuggles and Strolls

Oak Park, IL, 60302

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

"Lucy took great care of my boys! I left her in my home with my granddad and my own dog. She sent me several pictures of very happy dogs! She left the hous... (more)"

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10. Kelsey Verified Background Check

Love and belly rubs!

Oak Park, IL, 60302

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

"Kelsey has a been a caregiver for my family’s beloved pets for the past several years. Izzy, Missy and Nellie love when Kelsey cares for them! (more)"

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11. Joyce Verified Enhanced Background Check

Dog-loving young professional

Oak Park, IL, 60301

House Sitting, Drop-In Visits, Dog Walking

About: I am a dog loving young professional who enjoys spending time with all animals. Due to school and residency, I've moved from Florida to Boston, Wis... (more)

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12. David Verified Background Check

COVID-19 Won’t Stop Me From Caring!

Oak Park, IL, 60302

House Sitting, Drop-In Visits, Dog Walking

"David was great keeping us informed with words and pictures throughout his stay. We have a senior dog with some health issues - it was very comforting to kn... (more)"

Confirmed availability
Labor Day
13. Cheryl Verified Background CheckRover 101

Take time out to stay and play!

Oak Park, IL, 60302

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

About: We began caring for pups in 2010 as a family/locally owned and operated business and we remain so today! We firmly believe that our pets are integ... (more)

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14. Kalina Verified Enhanced Background CheckRover 101

Petsitting by a pet lover!

Austin, Chicago, IL, 60707

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

"We got home and the pets were happy and the house was clean and ready for our return. Kalina also sent pictures and updates so we knew the pets were well car... (more)"

15. Allison Verified Background Check

Certified Veterinary Technician

Cicero, IL, 60804

House Sitting, Drop-In Visits

"I can’t recommend Allison highly enough! Her knowledge of animals and animal care is off the charts and she’s so responsive to what we (and our dog) need. Sh... (more)"

16. Joyce Verified Background Check

Dog lover!

Oak Park, IL, 60302

House Sitting, Drop-In Visits, Dog Walking

"Heather (Joyce) and our lovable little weirdo, Linus, bonded quickly over the weekend that she stayed with him at our house. Linus is not much of a cuddler b... (more)"

Confirmed availability
Labor Day
17. Alyssa Verified Background Check

Cuddles and Care for your Pup

Oak Park, IL, 60301

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

"Alyssa is such an amazing and compassionate care taker. She is timely, responsible, and good at communicating with the families she works with. Any pup would... (more)"

18. Annie Verified Background Check

Home full-time

Forest Park, IL, 60130

House Sitting, Drop-In Visits, Dog Walking

"Annie was an incredible introduction to using Rover for my little pup! He’s only 9 weeks old and Annie handled him as if he were her own. She went above and ... (more)"

19. Cassie Verified Background Check

Life long Animal lover

Oak park, IL, 60304

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

"I would most definitely recommend Cassie for pet sitting, she is a very fun and trustworthy person who would take excellent care of your pets. She is very g... (more)"

20. Valderes Verified Background Check

Loving & reliable animal caregiver

Oak Park, IL, 60304

House Sitting, Drop-In Visits

"Val always takes great care of our little dog while we’re away. We appreciate the pics that she sends throughout the stay. It helps to know she’s in such gre... (more)"

The next time you head out of town and need someone to take care of your pet - and your home - turn to Rover for your house sitting needs. It's easy to find a loving pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover - it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy house sitters for your pets--and avoid the kennel.