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

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Top rated Oakville dog boarders

“Shakya took wonderful care of my pit bull for 9 days. It can often be stressful leaving our pup for such a long stretch of time but we could immediately tell that Shakya was such a dog lover and we felt very comfortable. Shakya was very communicative, sending daily updates and photos. Our dog was in amazing hands!!! We were so happy with the care Romy was given and will definitely be calling Shakya again to care for her. 10/10!!”



“Our Prince had a great time with Kelly!!! She was very helpful when it came to the needs of Prince and went above and beyond for his needs! Would highly recommend and we will definitely use Kelly in the future! Thank you so much for caring for Prince!!!”



“This was our first trip away without Rocky. Daniela sent me pictures throughout the night and kept me updated on how he was doing. Rocky had a blast with her dogs! Definitely would recommend Daniela, they make your dog feel like one of their own. Thank you again!”

“Margit and Bill opened there home and their family of 3 dogs to my Corgi Winston. They sent me pics and updates on how he was doing during his visit. I am recommending them to my dog lover friends👍👍”


About: I currently have a cat and a golden retriever and would love to help you take care of your dog while you are in need. I work from home Monday through Friday so my schedule allows me to be very flexible for potty breaks and general playtime while I'm taking care of your best friend. We have over 3/4 of an acre of property and are also located in the heart of Berlin...So a walk or outside playtime is no problem.

“Jill was so great, she had last minute availability and was very responsive and went above and beyond taking care of Bella. She sent updates about her stay and pictures which was so great. Thank you Jill for being amazing and having a great environment for her to enjoy. We hope to see you again in the future.”


“Dawn was great with our fur baby boy! We picked up a happy boy from staying with Dawn for 6 days. I highly recommend Dawn for boarding any dog! We will refer and use her services again!”



“Daniel did a wonderful job with Apollo. He was taken on many walks and allowed to take over the couch. Daniel is caring and responsible with a true affection for doggos. I'd definitely trust him with Apollo again.”


“Susan was sent from heaven for us. Her location was convenient for our trip from Ocean Pines to Cocoa Beach, added to our travel experience. My Trudy fell in love with her right away, and I knew her vacation would be just as special as ours. I'll ask for Susan on future trips. Professional and loving, that's Sue...”


“This was my second time booking with Alicia, and just like the first, everything went great! I can tell my dog feels right at home there and enjoys his time with her and her family. Highly recommend!”


“This was our first time ever using Rover as we just acquired a rescue puppy. Jodi was the perfect match for our fur baby. She understood his need for walks and his “zoomies” (periods of over excitement). I could not have picked a better sitter. During our absence she sent us pictures and updates which made us feel near him. I cannot say enough great things but rest assured she will always be our go to person for Maverick.”


“Marcus was amazing! Responds immediately, takes a bunch of pictures. Very comforting knowing my dog was in good hands for the weekend, especially since my dog can be a handful at times.”


“Thank you so much for taking care of Quinn! We were in a pickle because we had a family emergency and had to find someone quick who was reliable and caring. Paige fit the bill and I believe Quinn had a great time!”


About: Dog sitting is something I truly excel at—I’m attentive, responsible, and genuinely love spending time with dogs. I make sure each pup feels safe, comfortable, and cared for, whether that means sticking to their feeding routine, going on long, playful walks, or just being there for some quality cuddle time. I pay close attention to their behavior and needs, quickly noticing if something seems off. I treat every dog like they're part of the family, and pet parents can relax knowing their furry friend is in great hands with me. I currently work part-time caregiver for my mom and father. I have a flexible work schedule so I can do all hours . I believe the more rime u can spend with a animal the more you conny just like a caregiver. I ahve a cat that is friendly and free to go as he pleases. i have toys and a nice yard to play in although will still have to be a leash. And as for your home i will keep the most responsible respectful i can be in your home and to your pet.

About: I have always loved animals from a young age. I was always the one responsible for feeding and taking care of our animals, and house/dog sat for friends and family when needed. I work from home, so am able to easily incorporate pet care into my daily schedule. Whether your fur baby is staying with me or I need to pop in and out for visits and walks, I am able to do that with ease. I let my pup in the yard and walk around our neighborhood on a leash. She is a very playful chihuahua yorkie mix that loves new friends! She will have your pups forgetting all about you while they stay with us. I am also happy to provide as many pictures as you want and/or video chat so you can check on your babies.
Loving dog boarding sitters in your neighborhood
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Schejn O.

“On her second stay with Schejn and family, Maggie had no problem leaving us when we dropped her off. Very happy with her care, and it is nice that they are close.”


Shakya S.Star Sitter

“Shakya took wonderful care of my pit bull for 9 days. It can often be stressful leaving our pup for such a long stretch of time but we could immediately tell that Shakya was such a dog lover and we felt very comfortable. Shakya was very communicative, sending daily updates and photos. Our dog was in amazing hands!!! We were so happy with the care Romy was given and will definitely be calling Shakya again to care for her. 10/10!!”




Kelly G.
Star Sitter


“Our Prince had a great time with Kelly!!! She was very helpful when it came to the needs of Prince and went above and beyond for his needs! Would highly recommend and we will definitely use Kelly in the future! Thank you so much for caring for Prince!!!”




Daniela K.
Star Sitter

“This was our first trip away without Rocky. Daniela sent me pictures throughout the night and kept me updated on how he was doing. Rocky had a blast with her dogs! Definitely would recommend Daniela, they make your dog feel like one of their own. Thank you again!”


Margit & Bill N.

“Margit and Bill opened there home and their family of 3 dogs to my Corgi Winston. They sent me pics and updates on how he was doing during his visit. I am recommending them to my dog lover friends👍👍”


Amy A.Star Sitter

“General Grant had a great time and was exhausted when he go mt home. .me and my husband felt very comfortable with Amy. We will be using her soon again..”


John W.
“John is a patient and kind man who loves dogs! His golden retriever Maddie is proof that he loves and takes care of dogs to the highest standard. He is trustworthy and timely and is an all round nice guy!”


Kate B.
Star Sitter


“Kate was amazing!!! Bailey had so much fun and made a few new friends. She even met geese and a rabbit for the first time. Highly recommend!!!”


Jill T.
Star Sitter


“Jill was so great, she had last minute availability and was very responsive and went above and beyond taking care of Bella. She sent updates about her stay and pictures which was so great. Thank you Jill for being amazing and having a great environment for her to enjoy. We hope to see you again in the future.”


Dawn G.Star Sitter

“Dawn was great with our fur baby boy! We picked up a happy boy from staying with Dawn for 6 days. I highly recommend Dawn for boarding any dog! We will refer and use her services again!”




Daniel W.Star Sitter

“Daniel did a wonderful job with Apollo. He was taken on many walks and allowed to take over the couch. Daniel is caring and responsible with a true affection for doggos. I'd definitely trust him with Apollo again.”


Susan R.

“Susan was sent from heaven for us. Her location was convenient for our trip from Ocean Pines to Cocoa Beach, added to our travel experience. My Trudy fell in love with her right away, and I knew her vacation would be just as special as ours. I'll ask for Susan on future trips. Professional and loving, that's Sue...”




Denise S.

“Denise was awesome! This was my first time doing this and she did follow ups and plenty of pictures. Thank you so much for taking care of my baby!”


Alicia S.

“This was my second time booking with Alicia, and just like the first, everything went great! I can tell my dog feels right at home there and enjoys his time with her and her family. Highly recommend!”


Jodi G.

“This was our first time ever using Rover as we just acquired a rescue puppy. Jodi was the perfect match for our fur baby. She understood his need for walks and his “zoomies” (periods of over excitement). I could not have picked a better sitter. During our absence she sent us pictures and updates which made us feel near him. I cannot say enough great things but rest assured she will always be our go to person for Maverick.”


Marcus F.

“Marcus was amazing! Responds immediately, takes a bunch of pictures. Very comforting knowing my dog was in good hands for the weekend, especially since my dog can be a handful at times.”


Paige M.

“Thank you so much for taking care of Quinn! We were in a pickle because we had a family emergency and had to find someone quick who was reliable and caring. Paige fit the bill and I believe Quinn had a great time!”


John C.
About: Dog sitting is something I truly excel at—I’m attentive, responsible, and genuinely love spending time with dogs. I make sure each pup feels safe, comfortable, and cared for, whether that means sticking to their feeding routine, going on long, playful walks, or just being there for some quality cuddle time. I pay close attention to their behavior and needs, quickly noticing if something seems off. I treat every dog like they're part of the family, and pet parents can relax knowing their furry friend is in great hands with me. I currently work part-time caregiver for my mom and father. I have a flexible work schedule so I can do all hours . I believe the more rime u can spend with a animal the more you conny just like a caregiver. I ahve a cat that is friendly and free to go as he pleases. i have toys and a nice yard to play in although will still have to be a leash. And as for your home i will keep the most responsible respectful i can be in your home and to your pet.


Samantha B.
About: I have always loved animals from a young age. I was always the one responsible for feeding and taking care of our animals, and house/dog sat for friends and family when needed. I work from home, so am able to easily incorporate pet care into my daily schedule. Whether your fur baby is staying with me or I need to pop in and out for visits and walks, I am able to do that with ease. I let my pup in the yard and walk around our neighborhood on a leash. She is a very playful chihuahua yorkie mix that loves new friends! She will have your pups forgetting all about you while they stay with us. I am also happy to provide as many pictures as you want and/or video chat so you can check on your babies.
Popular requests near you
Select a filter and find qualifying Oakville 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 Oakville is $45
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 Oakville average 9 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 50 sitters provided dog boarding in Oakville. 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, 97% of Oakville dog boarding sitters respond in under an hour.
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 Oakville.
Rover makes it easy to find Oakville 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 50 dog boarding sitters in Oakville on Rover, so you’re sure to find the perfect match for your dog! We understand that each dog is unique and may require specific 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.
