Dog Boarding in Oakland, MA
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Oakland dog boarders
“Brandon was an incredible sitter for our 14 month old Golden Retriever. He’s thoughtful, attentive, and is a vet tech so he’s absolutely a professional. He went out of his way to keep us updated on how our pup was doing. His backyard is fenced-in and is large enough so that all the dogs can run around and get out their energy. I’ll absolutely be using Brandon again as a sitter.”
““Amanda was fantastic with Simba! She went above and beyond to make sure he was comfortable and felt at home, keeping me updated every step of the way. I truly appreciate her dedication and care. I’ll definitely be bringing Simba back to her in the future and highly recommend her to anyone looking for a caring and reliable pet sitter!””
“Shannon was wonderful with my Sammy. With very short notice, Shannon was able to watch Sammy while I was out of town. I had a missed flight which delayed my return by 4 hours and Shannon was kind, understanding, and able to continue watching Sammy until I got back. As important, my dog really enjoyed the stay, and reverted to some playfulness I haven’t seen from her in awhile. I recommend Shannon!”
“Jenna and Micheal were phenomenal! They took great care of my Mia! She had a built-in playmate with their dog Chase…Jenna and Mike sent photos and videos of the dogs playing, Mia had the biggest smile, I could tell she was happy! Great communication and very accommodating, I can’t say enough good things about them! I am definitely going to use them again as I’m sure Mia would love it!”
“Tara saved the day! Our family needed quick assistance with an unexpected hospital stay. She was flexible and super helpful with providing updates and extending the stay as needed. Our dog was sad she had to leave! Thank you so much!”
“Allyssah was phenomenal while she watched our dog Eddie! She communicated so well and sent a bunch of great pictures/videos of how he was doing. She went over and beyond meeting his needs and his high energy level. I could tell that he was having such a great time while he was at her house. I will be recommending her to anyone who is in need of a pet sitter!”
“Ciara was extra sweet with my Puggle, Mady! She communicated with me regularly throughout Mady's stay and sent pictures!..... Always reassuring when you leave your baby with a new sitter! Ciara has a natural affinity with animals! Mady and I will be in touch for round two real soon!!!!”
“Richard was super responsive with our last minute booking request. Our dogs had a wonderful time and came home exhausted (in the best way possible!). We would definitely recommend Richard and look forward to the opportunity to use him again!”
“We loved working with Amy and Jonathan. They were so welcoming to our dogs and we absolutely loved the picture updates we received while we were away. We felt very comfortable leaving our dogs with them.”
“Rebecca did a great job with Koda last weekend. She sent tons of pictures and videos and was very responsive. I felt very comfortable knowing he was with her as it was his first weekend away. We will definitely but requesting Rebecca again when we need a sitter!”
“Linda is an amazing woman and caregiver. Mabel was so at home with her and her family and she really helped me out in an emergency when my sitter canceled that morning. She even had a little puppy that Mabel got to play with, I was very proud of Mabel and how well she handled being with the baby. She sent me photos and kept me updated on how her stay went.”
“Extremely professional, with a warm, family-like environment and wonderfully friendly service. I highly recommend Carilyne to anyone looking for a loving and reliable place for their pet. We’ll be using her services again—this time for four weeks—and I can honestly say I have complete peace of mind leaving my little dog in her care once more.”
“I had an unexpected event and needed to board my dog Legend for the weekend. Legend was very happy and comfortable at the meet and greet . Alena and her husband are wonderful and I can see they’re truly dog lovers. When we picked him up he was happy and healthy, I knew he was well taken care of when he gave them a hug upon our departure . Alena is great with pictures and communication. Their dog May kept legend busy as well. I think legend have new friends. Thank you so much”
“Absolutely wonderful ! Extremely professional. Sent us so many pictures and videos while we were away ! Our pup came home exhausted from all of the playing, walks, and running around outside with his own puppy. Cooper didn’t want to leave ! Thank you again !!”
“Blaine did a Great Job watching my dog for 2 days! I was a little worried about Blaine’s dogs, because my dog is very picky about her dog-friends. But Blaine’s dogs were great with my dog. I think the visit helped my dog with her hesitation about interacting with other dogs. Blaine was diligent in following our directions about our dog’s food. He also sent us lots of photos. I guess the best compliment is that my dog was having such a good time, that she seemed like she wanted to stay. LOL”
Loving dog boarding sitters in your neighborhood
Search Results
Brandon C.
“Brandon was an incredible sitter for our 14 month old Golden Retriever. He’s thoughtful, attentive, and is a vet tech so he’s absolutely a professional. He went out of his way to keep us updated on how our pup was doing. His backyard is fenced-in and is large enough so that all the dogs can run around and get out their energy. I’ll absolutely be using Brandon again as a sitter.”
Amanda S.Star Sitter
““Amanda was fantastic with Simba! She went above and beyond to make sure he was comfortable and felt at home, keeping me updated every step of the way. I truly appreciate her dedication and care. I’ll definitely be bringing Simba back to her in the future and highly recommend her to anyone looking for a caring and reliable pet sitter!””
Shannon P.
“Shannon was wonderful with my Sammy. With very short notice, Shannon was able to watch Sammy while I was out of town. I had a missed flight which delayed my return by 4 hours and Shannon was kind, understanding, and able to continue watching Sammy until I got back. As important, my dog really enjoyed the stay, and reverted to some playfulness I haven’t seen from her in awhile. I recommend Shannon!”
Jenna & Michael W.Star Sitter
“Jenna and Micheal were phenomenal! They took great care of my Mia! She had a built-in playmate with their dog Chase…Jenna and Mike sent photos and videos of the dogs playing, Mia had the biggest smile, I could tell she was happy! Great communication and very accommodating, I can’t say enough good things about them! I am definitely going to use them again as I’m sure Mia would love it!”
Tara S.Star Sitter
“Tara saved the day! Our family needed quick assistance with an unexpected hospital stay. She was flexible and super helpful with providing updates and extending the stay as needed. Our dog was sad she had to leave! Thank you so much!”
Samantha P.Star Sitter
“Samantha was excellent! Quick to respond and flexible. Loved seeing our 3 dogs have so much fun and snuggles at their house. Will definitely be booking again.”
Zachary O.Star Sitter
“Zachary was great! Very communicative, responsive, kept us updated regularly with pictures, and took great care of our dog. Thank you again, Zachary”
Allyssah P.
“Allyssah was phenomenal while she watched our dog Eddie! She communicated so well and sent a bunch of great pictures/videos of how he was doing. She went over and beyond meeting his needs and his high energy level. I could tell that he was having such a great time while he was at her house. I will be recommending her to anyone who is in need of a pet sitter!”
Doris L.Star Sitter
“Doris took great care of Bento! Would recommend and will definitely book Doris again! Very friendly and responsive, got lots of pics and updates as well :)”
Anna Carolina A.Star Sitter
“Anna was great! My mind was definitely at ease leaving my dog with her for the week. She was incredibly responsive and great with sending updates.”
Ciara M.Star Sitter
“Ciara was extra sweet with my Puggle, Mady! She communicated with me regularly throughout Mady's stay and sent pictures!..... Always reassuring when you leave your baby with a new sitter! Ciara has a natural affinity with animals! Mady and I will be in touch for round two real soon!!!!”
Richard S.Star Sitter
“Richard was super responsive with our last minute booking request. Our dogs had a wonderful time and came home exhausted (in the best way possible!). We would definitely recommend Richard and look forward to the opportunity to use him again!”
Jonathan & Amy K.Star Sitter
“We loved working with Amy and Jonathan. They were so welcoming to our dogs and we absolutely loved the picture updates we received while we were away. We felt very comfortable leaving our dogs with them.”
Iliandra F.
“Iliandra was great! She helped me out last minute and seemed to have taken care of my pup. Very easy to communicate with as well. Would recommend for anyone's pet.”
Rebecca B.
Star Sitter
“Rebecca did a great job with Koda last weekend. She sent tons of pictures and videos and was very responsive. I felt very comfortable knowing he was with her as it was his first weekend away. We will definitely but requesting Rebecca again when we need a sitter!”
Linda L.
“Linda is an amazing woman and caregiver. Mabel was so at home with her and her family and she really helped me out in an emergency when my sitter canceled that morning. She even had a little puppy that Mabel got to play with, I was very proud of Mabel and how well she handled being with the baby. She sent me photos and kept me updated on how her stay went.”
carilyne R.
“Extremely professional, with a warm, family-like environment and wonderfully friendly service. I highly recommend Carilyne to anyone looking for a loving and reliable place for their pet. We’ll be using her services again—this time for four weeks—and I can honestly say I have complete peace of mind leaving my little dog in her care once more.”
Alena S.
“I had an unexpected event and needed to board my dog Legend for the weekend. Legend was very happy and comfortable at the meet and greet . Alena and her husband are wonderful and I can see they’re truly dog lovers. When we picked him up he was happy and healthy, I knew he was well taken care of when he gave them a hug upon our departure . Alena is great with pictures and communication. Their dog May kept legend busy as well. I think legend have new friends. Thank you so much”
Dewayne R.Star Sitter
“Absolutely wonderful ! Extremely professional. Sent us so many pictures and videos while we were away ! Our pup came home exhausted from all of the playing, walks, and running around outside with his own puppy. Cooper didn’t want to leave ! Thank you again !!”
Blaine P.
“Blaine did a Great Job watching my dog for 2 days! I was a little worried about Blaine’s dogs, because my dog is very picky about her dog-friends. But Blaine’s dogs were great with my dog. I think the visit helped my dog with her hesitation about interacting with other dogs. Blaine was diligent in following our directions about our dog’s food. He also sent us lots of photos. I guess the best compliment is that my dog was having such a good time, that she seemed like she wanted to stay. LOL”
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 dogs
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
3. 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 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.
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 1,886 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 16 years of experience. Dog boarding sitters with repeat customers have an average of 9 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 1,886 dog boarding sitters in Oakland on Rover, so you’re sure to find the perfect match for your dog! In Oakland, 92% of sitters offer daily exercise, 94% 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.
Connect anywhere with the Rover app
