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

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Top rated Oakland dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Our pup Fizz always loves going to Amy’s house. Both her and her husband are fantastic people who treat Fizz like a family member. We always love the pictures and videos she provides daily to keep us updated.”


“Matt was great with our dog daisy! He sent frequent updates with lots of pictures - we could tell she was having so much fun! Will definitely book with him again.”


“Amber was very accommodating. I contacted her last minute to watch Copper and she was available and happy to help! She worked with my schedule for drop off and pick up times, and was very flexible. She sent me pictures and videos even though it was just a short stay, which I really appreciate. She even helped with Copper’s travel anxiety by giving him his meds and taking him for a walk to get out some energy before I picked him up to travel home. He seemed to love staying there and was exhausted after a weekend with Amber and her family. I would definitely recommend!”


“It was our first time leaving our dog Lucy with Michelle and Lucy had a wonderful time and Michelle took great care of of her. I really appreciated the daily updates and pictures on how Lucy was doing. We were gone for a week and I felt comfortable and confident leaving Lucy in her care. I highly recommend her to anyone looking for a great dog sitter!”


“Rhonda was the best with our Winnie! She provided a beautiful place for Winnie to stay and peace of mind for us. We loved receiving pictures. So thankful!”


“Myrna was great with our dog Archie!! She's very experienced with watching dogs and her house seems like a great environment for dogs to have a great time. I'd highly recommend her!”


“Excellen all around! Great communication before and during our trip, with lots of consideration for the dogs’ routines and comfort. Loved all the photos that showed us the dogs were having a great time at “camp” — knowing they were in good hands let us enjoy our trip all the more. Wouldn’t hesitate to book again.”


“Jeff was great to work with! He responded quickly to all messages and was flexible with drop off and pick up times. He provided daily photo or video updates and Carmen felt good when she got home. We will definitely request him again!”


“We are newer to the area and this was our first time needing a dog sitter. Lauren was very responsive and wonderful. She also sends lots of great photos and takes lots of walks. Hopefully she will be available again if and when we need a dog sitter.”


“Nicole was super easy to communicate with, and made sure to get as much information as possible to ensure an easy stay. She obviously cares very deeply about the pets entrusted to her care, and I wouldn't hesitate to book again.”


“Alex is so kind and provides the best care. My 5 year old Aussiedoodle is very nervous around new people and dogs. Alex was so mindful of her needs and helped her settle in quickly to a new place while we were away. She sent photos and updates which made me feel more at ease while on our trip. I will definitely board my dog with her again. I can’t recommend her enough!”


“Callie put me at ease about leaving my furbaby and answered all my questions without hesitation. Her dog Barry is sweet and really laid back. As partners you couldn’t ask for a better pair. Callie sent pics and updates throughout to continue to ease my own anxiety. It’s priceless knowing your furbaby will be loved on while you’re sway. Will definitely book again.”



“This was our first time using Rover and I was very apprehensive on using the service; until we met Hilary!! She was so welcoming and accommodating with our dog, not to mention extremely professional. Our dog had a great time, she was well exercised and we will definitely use her in the future. A+++++”



“Tiffany is amazing! This was the first time I boarded my Simba. I was so nervous. However, Simba was very well taken care of. Tiffany kept me updated with texts and pictures. She was professional and caring toward not only Simba but me as well. Simba truly enjoyed his stay. I don’t think he wanted to come home! I will definitely use Tiffany’s services again. If you want a reliable, patient, caring, and professional person to care for your pet, Tiffany is your person!!!”


“Kyla was great! She kept us updated on our pups activities and even went above and beyond when needed. Communication was crystal 10 out of 10 will book again with her!”


“Alice came home from a long stay happy, relaxed, and waggy. Grateful to Ross and Ava for their thoughtful care, communication, flexibility, and laid back orientation. We (and by we, I do mean Alice…) will be back!”


“Michaela was AMAZING! So sweet and attentive to Violet, and sent lots of updates and pictures throughout the stay, which gave us so much peace of mind. She administered Violet’s medications and special food three times a day with no issues and made everything feel effortless. Michaela was also very easy to schedule with and super responsive with communication. We’re so grateful to have found her and will definitely be booking with her again!”


“Ashley did a great job with my sweet older dog. Communicative and kind, she even added an extra day, last minute, when a traffic jam made our return hours late. Thank you!!”

Loving dog boarding sitters in your neighborhood
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Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.


Amy M.


“Our pup Fizz always loves going to Amy’s house. Both her and her husband are fantastic people who treat Fizz like a family member. We always love the pictures and videos she provides daily to keep us updated.”


Matt M.Star Sitter

“Matt was great with our dog daisy! He sent frequent updates with lots of pictures - we could tell she was having so much fun! Will definitely book with him again.”


Amber H.

“Amber was very accommodating. I contacted her last minute to watch Copper and she was available and happy to help! She worked with my schedule for drop off and pick up times, and was very flexible. She sent me pictures and videos even though it was just a short stay, which I really appreciate. She even helped with Copper’s travel anxiety by giving him his meds and taking him for a walk to get out some energy before I picked him up to travel home. He seemed to love staying there and was exhausted after a weekend with Amber and her family. I would definitely recommend!”


Michelle T.Star Sitter

“It was our first time leaving our dog Lucy with Michelle and Lucy had a wonderful time and Michelle took great care of of her. I really appreciated the daily updates and pictures on how Lucy was doing. We were gone for a week and I felt comfortable and confident leaving Lucy in her care. I highly recommend her to anyone looking for a great dog sitter!”


Royal & Rhonda P.Star Sitter

“Rhonda was the best with our Winnie! She provided a beautiful place for Winnie to stay and peace of mind for us. We loved receiving pictures. So thankful!”


Myrna C.Star Sitter

“Myrna was great with our dog Archie!! She's very experienced with watching dogs and her house seems like a great environment for dogs to have a great time. I'd highly recommend her!”


Julie W.
Star Sitter


“Excellen all around! Great communication before and during our trip, with lots of consideration for the dogs’ routines and comfort. Loved all the photos that showed us the dogs were having a great time at “camp” — knowing they were in good hands let us enjoy our trip all the more. Wouldn’t hesitate to book again.”


Jeffrey H.Star Sitter

“Jeff was great to work with! He responded quickly to all messages and was flexible with drop off and pick up times. He provided daily photo or video updates and Carmen felt good when she got home. We will definitely request him again!”


Raye J.Star Sitter

“Our pup had so much fun here!! We were so happy to get so many photos & vids of her while we were away(,: Will definitely bring her back in the future!”


Lauren B.

“We are newer to the area and this was our first time needing a dog sitter. Lauren was very responsive and wonderful. She also sends lots of great photos and takes lots of walks. Hopefully she will be available again if and when we need a dog sitter.”


Nicole B.Star Sitter

“Nicole was super easy to communicate with, and made sure to get as much information as possible to ensure an easy stay. She obviously cares very deeply about the pets entrusted to her care, and I wouldn't hesitate to book again.”


Alexandra O.Star Sitter

“Alex is so kind and provides the best care. My 5 year old Aussiedoodle is very nervous around new people and dogs. Alex was so mindful of her needs and helped her settle in quickly to a new place while we were away. She sent photos and updates which made me feel more at ease while on our trip. I will definitely board my dog with her again. I can’t recommend her enough!”


Callie D.

“Callie put me at ease about leaving my furbaby and answered all my questions without hesitation. Her dog Barry is sweet and really laid back. As partners you couldn’t ask for a better pair. Callie sent pics and updates throughout to continue to ease my own anxiety. It’s priceless knowing your furbaby will be loved on while you’re sway. Will definitely book again.”




Hilary R.
Star Sitter


“This was our first time using Rover and I was very apprehensive on using the service; until we met Hilary!! She was so welcoming and accommodating with our dog, not to mention extremely professional. Our dog had a great time, she was well exercised and we will definitely use her in the future. A+++++”




Tiffany B.
Star Sitter


“Tiffany is amazing! This was the first time I boarded my Simba. I was so nervous. However, Simba was very well taken care of. Tiffany kept me updated with texts and pictures. She was professional and caring toward not only Simba but me as well. Simba truly enjoyed his stay. I don’t think he wanted to come home! I will definitely use Tiffany’s services again. If you want a reliable, patient, caring, and professional person to care for your pet, Tiffany is your person!!!”


Kyla B.Star Sitter

“Kyla was great! She kept us updated on our pups activities and even went above and beyond when needed. Communication was crystal 10 out of 10 will book again with her!”


Ross & Ava T.Star Sitter

“Alice came home from a long stay happy, relaxed, and waggy. Grateful to Ross and Ava for their thoughtful care, communication, flexibility, and laid back orientation. We (and by we, I do mean Alice…) will be back!”


Michaela Z.Star Sitter

“Michaela was AMAZING! So sweet and attentive to Violet, and sent lots of updates and pictures throughout the stay, which gave us so much peace of mind. She administered Violet’s medications and special food three times a day with no issues and made everything feel effortless. Michaela was also very easy to schedule with and super responsive with communication. We’re so grateful to have found her and will definitely be booking with her again!”


Miguel A.

“Miguel was great with Zeus ! He updated me with pictures and videos through his whole stay and zeus has a great time with his new furry friends !”


ashley g.

“Ashley did a great job with my sweet older dog. Communicative and kind, she even added an extra day, last minute, when a traffic jam made our return hours late. Thank you!!”
Oakland dog parents share their Rover experiences
I have no words to describe how kind, patient and incredible this sitter was. I mistakenly put my dates 1 day earlier for pick up time and I was so incredibly impressed with how well he handled it. Thank you so much for being so kind and wonderful and thank for caring for my little one!

From start to finish, Michaela did a wonderful job watching our little dog Coco! She always responded in a timely manner and kept in touch with us, sending pictures and updates daily. We’re so grateful that Coco was loved and taken well care during our trip abroad. We would highly recommend Michaela if you should need a loving and caring pet sitter!!🥰🐾

Kyla is a true gem! She cared for our pup KoKo for 12 days—his very first time away from us—and we couldn’t have asked for a more loving, attentive sitter. She helped him make new furry friends, took him on fun and stimulating walks, and even spent quiet time with him by the pool. Her gentle care and light training gave KoKo confidence and joy. When we picked him up, we could tell he’d had a blast and felt safe. Kyla’s home became a peaceful second home for our little guy. No wonder she’s a Star Sitter—we see why! Truly looking forward to using her services again and again!

Amber and Jason took such amazing care of our little puppy. It was the first time we had left her with anyone, and she’s tiny, but they did everything to be accommodating and safe with her. They also sent lots of videos, pictures. and updates. I was able to get away and unplug for a much-needed relaxing weekend. Thanks a million!

Tyler and her dog Bowie are wonderful. Tyler sent me frequent updates and pictures which helped ease my mind about leaving my dog who struggles with separation. She is a fantastic sitter and took great care of him. She made sure he was comfortable throughout the entire visit. I would absolutely recommend her to anyone who is looking for a sitter who loves and understands dogs! She is great!

Popular requests near you
Select a filter and find qualifying Oakland sitters!How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a boarder 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!
The median cost per night for dog boarding in Oakland is $40
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 boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Oakland average 11 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 734 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, 93% of Oakland dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Oakland have an average of 16 years of experience. Dog boarding sitters with repeat customers have an average of 11 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 734 dog boarding sitters in Oakland on Rover, so you’re sure to find the perfect match for your dog! In Oakland, 95% of sitters offer daily exercise, 95% offer medication administration, and 91% 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.
