House Sitting in Oakland, Chicago
Find a loving house sitter to watch over your pets and your home.

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Loving house sitters in your neighborhood
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1. Deven S.

“Deven is great! He took care of Lilith for more than 3 weeks and kept us updated regularly. He sent photos and FaceTimed us, took her on walks and got her pup cups. Made our time away from our baby better and less worrisome. We definitely recommend Deven! He even stayed late on the last day cause my flight was delayed and I needed him to take care of Lilith a bit more.”


2. Malcomn F.

“Malcolmn was amazing and made my trip so peaceful. He sent many pictures a day with detailed notes on their day. I really appreciate the job he’s done”


3. Emily P.

“Emily agreed to pet sit my two cats at my apartment with such short notice and over a holiday. She was beyond respectful and on top of things. She sent pictures and videos of my cats throughout my trip and made me feel totally fine leaving them with her. I was nervous to leave my cats over thanksgiving break and had never done rover before. I kept telling my parents how amazing I felt with Emily there! I will totally be calling her again.”


4. Nia A.


“Nia was amazing with my dog, Ava. Ava is blind in one eye and can be a bit on the nervous side with new people. She took to Nia immediately. No barking or jitters at all. I knew she felt comfortable with her right away which was the ultimate endorsement! Nia followed the instructions well, sent pictures and updates during her stay and asked questions when I forgot to relay something important. She is reliable, skilled, and professional.”


5. Alison F.

“Alison took such great care of my pup and cat while I was away! She went above and beyond to ensure everyone was comfortable, and sent the perfect number of updates. The pets were both clearly very comfortable with Alison, and we've already booked another stay for the next time I'm out of town.”


6. Nicole R.

“We moved to Chicago just a few weeks before a two week trip to Australia, so needless to say we were a bit worried about leaving our cat. I got in touch with Nicole before we even moved and she was great right from the start. Throughout our trip, she sent pictures at least twice a day and was very communicative. She asked if her boyfriend could stay with her and since we were gone for two weeks, we agreed to that. They stayed at our apartment for two weeks and treated both our cat and our apartment with care. You could barely tell anyone had stayed there when we got back. I also left them a novel of instructions and they followed it all (although I could've been more clear on how many treats he should get, he got spoiled!). As soon as she got to our house at the start of our booking, our anxieties about leaving our cat were gone. Can't recommend booking Nicole enough.”


7. Shakira C.



“Shakira is the absolute best and just a amazing lady! This was my first time hes I g him with a stranger. Both she and Benzo fell in love with each other and he was looking sad when she left. She took good care of my boy and kept me updated on his activities during the day. Couldn’t ask for a better experience or sitter for my puppy. Do not hesitate ti book her if she’s available; you won’t regret it I promise. She is a dog whisperer!!?”


8. Malayna M.

“Malayna had to deal with our old dogs' issues and she did a great job. We would definitely ask her to watch them again. She also looked after my plant and I didn't ask her to.”


9. Danielle B.

“Danielle did great house sitting for our two pets. She was able to connect with our new rescue, getting her to eat and not isolate herself. This was very helpful for our new rescue to get out of her shell a bit. Hoping to work with Danielle more in the future.”


10. Elizabeth D.

“Elizabeth took amazing care of our dog and our home while we were away for a wedding this weekend. She is a great communicator, updated us every day on how our dog was doing, and our dog was in great spirits when we returned! We will definitely ask her to watch our dog again in the future and would highly recommend to a friend.”


11. Jade T.

“Jade was amazing as our house sitter. Prompt, attentive, and very professional. Wouldn't hesitate to have her back to watch over our cat, and would recommend her to anyone. 😊”


12. Brianna S.

“We’ve got one special needs dog and two elderly cats that need very specific diets and medications. We’ve also got one more dog and cat! Brianna came in at the last minute for us to take care of everyone and after getting home it’s clear how much love everyone got from her thank you so much for taking such great care of everyone and sitting for us.”


13. Emily L.


“This was our first time leaving our dog with a sitter and he was in great hands with Emily. She was very communicative and went above and beyond with updates and pics. Our pup was very happy and obviously well cared for. We would definitely book again.”


14. Alyssa G.

“Alyssa was great with my dog! She updated me every day with how he was and what they did that day. He seemed happy and content when I got home. She was also very respectful of my home and left it clean. I would definitely recommend her!”




15. Emily N.

“This was our first time having Emily watch our fur babies and we couldn't be happier! She was fantastic!! Just came home to find 3 very happy pups and she also left the house and plants in amazing shape. We were gone for 10 days and received lots of great updates and pictures. We felt super comfortable leaving the pack in her care and will definitely request her again in the future. Thanks so much Emily!!”


16. Abi S.

“Abi did a wonderful job - dogs and house were in great shape when we returned. Looking forward to having her stay again soon!”


17. Connie C.

“Connie was communicative and easily bonded with our dogs! She also sent pictures of them! I felt comfortable leaving my dogs with her and knew they were in good hands. Thank you for taking care of our dogs! Came back to happy puppies!”


18. Otis B.

“I highly recommend Otis as a Rover sitter! He was very punctual and professional during our meet and greet. During his stay in my home, he followed all instructions - including correctly using a type of leash that was new to him - and sent lots of updates and photos. I will definitely book Otis again in the future!”


19. Sophie R.
“Sophie is a compassionate, dedicated, and thorough caregiver. I had the pleasure of managing her when I ran a home for women with developmental disabilities and she was excellent in her role. She has great problem-solving abilities, reliable, and communicative. I would highly recommend Sophie Ross for anyone looking for a pet caregiver. I’m extremely picky when in need for my dog and she is one of the very few people I have trusted to look after him!”


20. Anais T.

“Anais is the best!! My boyfriend and I went on our first long trip away from our puppy, Anais sent lots of pictures and videos every day. She was very responsible and responsive to our texts. In addition to taking great care of our puppy, she cleaned our entire apartment! Definitely recommend and will be rebooking in the future!”
The median cost per night for house sitting in Oakland is $50
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Sitters in Oakland average 4 repeat house sitting clients
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Oakland on Rover as of Jul 2024 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Jul 2024, there are 5,513 house sitters in Oakland. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 85% of Oakland house sitters respond in under an hour.
House sitters in Oakland have an average of 13 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Oakland.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Oakland house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.
