Dog Boarding in Oakland, Chicago
Find a loving dog sitter to watch your dog overnight at your sitter's home.

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1. E K.


“Once again Charlie had a great stay with Liz! he is still tired from all the play he had. We always feel at ease when we travel knowing our dog is in good hands!”


2. Tamara J.

“Was excellent leaving Milo in Tamara’s care; super responsive and flexible, sent regular updates, had a very clean home with super cute dogs. Would happily recommend and rebook.”


3. Bola A.

“I have two small 8-year-old dogs. They spent 10 days with Bola. Bola was great, she clearly puts her heart into this job. She sent pictures every two or three days. The living room has a clean wooden floor. The small fenced grassy yard is perfect for small dogs to run and sniff around. Bola even delivered the dogs to my home at the end of their stay (a 15-minute drive). I warmly recommend her service.”




4. Ashley M.


“Ashley and her daughter treated our dog as if she was their own! Regular updates made me feel so confident that she was well taken care of. No issues with the other dogs she had in her care that weekend either. Will definitely book again!!”


5. Kayla S.

“Kayla took great care of my pup and was super fast with responding to any questions I had and sent some cute pic updates which I love! Will for sure come to Kayla again!”


6. Kyle H.


“Kyle and Ben were great! Our dog loves them and seems to have had a great time with their dogs and cats. Kyle and Ben board many dogs in our neighborhood and everyone has great things to say about them. It was relief to know our dog was in a home environment with nice, trustworthy people.”


7. Emily S.

“Emily was so wonderful with my 5 y/o lab mix! She was super easy to communicate with, and Frankie loved staying with her - she didn't want to leave. We'll definitely be asking Emily to watch Frankie again soon.”


8. Ashley R.

“Ashley is the greatest!! I was a little worried about leaving my kitten Hadley for two weeks, but he immediately settled into her home and it was clear from the pictures and videos she sent of him always at her side and playing with her cat Pepsi that he adored both of them. Ashley sent me pictures and kept me updated every day, was so accommodating of my schedule and Hadley's routine, and gave him lots of attention. She was super easy to coordinate and communicate with, Hadley settled back in with me as though I’d never left, and I’ve already booked his next stay with her :)”


9. Waverly J.
“Waverly is very positive, and upbeat- the perfect ingredients for my high energy puppy. She has a big yard, which Zen loved playing in Noah and Shiloh. I would use her services again.”


10. Anjana & Harsh N.

“Amazing as always! I’ve used them several times and my dog is always so excited to see them!! Great communication and they take amazing care of my dog.”




11. Jennifer N.

“Jennifer is great! Very convenient to book, even last minute. Fast response times and plenty of pictures and videos throughout the stay. Daisy always looks like she's having a great time. Highly recommend!”


12. Katie "Anni" W.

“Katie was absolutely awesome! She cared for my grumpy old man diabetic cat like he was her own. I was so thankful for all of her great updates and photos, it really put my mind at ease so I could enjoy my vacation. She had great communication, knowledge about pets, and is super genuine and caring. I would 100% recommend her to care for your pet(s).”


13. Nicky V.

“Nicki is the best. Hands down. Our new adopted Airedale has a lot of energy and is still timid with people. All the pictures and videos Nicki sent us during our trip showed that our dog was happy and playing the entire time. We cannot thank Nicki enough for welcoming us into her home with our fur baby. Thanks again Nicki!”


14. Charlotte D.

“Charlotte, I loved, being able to count on you once again! I really like her and I always feel very comfortable when Lucy is with her. Thank you again, always for sending photos and messages. Thank you”


15. Lisette S.

“I can always count on lisette!”


16. Willy J.

“So appreciative of Willy and his wife taking care of our older dog for several nights! We were very comfortable while away knowing that he was in good hands.”


17. Ann-Marie H.

“Ann-Marie took great care of my fur baby while I was out of town. She sent pictures throughout the stay, maintained communication, and was flexible when we pushed our return to a later time. I would definitely recommend her and look forward to hiring her again in the future.”




18. Dwight C.


“Dwight was wonderful: responsive to questions, available for convenient drop off and pick up, and truly someone who cares for animals. Would recommend him hands-down!”


19. Denontae G.

“Denontae and his partner Holly have taken great care of our sweet boy probably a dozen different occasions now. It is comforting to know he is not only well cared for but has a great time while he stays with them. As always, thank y’all so much”




20. DEMIN Z.


“Demin accepted a last minute request after original sitter canceled two days before stay. I’m so happy to have found her, she’s literally the best sitter yet for Honcho! She followed care instructions to a tee, provided daily reports and pics, and was very responsive. No walk was the same, she took him to the park, along the lake, to the beach, just to name a few places. This was daily during his stay! I could tell from the pics that he was comfortable and relaxed after fun filled days. Drop-off & Pick-up both were a breeze. I can’t say enough about Demin’s care for my dog. She is now my top choice to care for my dog while away.”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs 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 dog sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Boarding FAQs
Frequently asked questions about Rover
Sitters on Rover are free to set their rates. The median cost to hire a sitter for dog boarding in Oakland on Rover as of Jul 2024 was about $50 per night, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Jul 2024, 4,011 sitters provided dog boarding in Oakland. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 92% of Oakland dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Oakland have an average of 15 years of experience. Dog boarding sitters with repeat customers have an average of 8 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Oakland.
Rover makes it easy to find Oakland dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 4,011 dog boarding sitters in Oakland on Rover, so you’re sure to find the perfect match for your dog! In Oakland, 94% of sitters offer daily exercise, 95% offer medication administration, and 87% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your 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 dog boarding 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 dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
