Doggy Day Care in Oak Bluffs
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

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Top rated Oak Bluffs doggy day care sitters

“Kayla was absolutely wonderful and I will use her services again! She was sweet and caring with my dog, and the dog was very happy with her. I had a family reunion and every day was a different schedule. Kayla was so flexible and accommodating to my needs. She had excellent communication and response to my texts. A great experience!”


“Rachel and her husband were great :) a huge help watching our Bailey during the last day of Beach Road Weekend. She took bailey for 2 shoreside walks near her house. Bailey was all butt wiggles when we dropped her off, definitely sensed a kind dog family and she was right :) Highly recommend!”


About: I’ve taken care of Bernese mountain dogs my entire life, love walking and love walking dogs even more! Huge fan of all breeds and experienced boarding friends and family members dogs. Knowledgable of bondsing with dogs and light training. I work from home so have plenty of time to walk, pet, feed and let out dogs between meetings into the yard. Have plenty of experience with wild dogs, old lazy ones and scared dogs, too. I have a fenced yard and constantly check on dogs even just to pet them because how could you not want to. Have crates and plenty of treats, bowls and dog supplies

“Sox had an amazing time at daycare, and, almost as importantly, I was kept super informed and comfortable with how Sox was doing throughout the day! Prior to daycare, Nicole was super helpful in working through a few of Sox’s peculiarities, and she was very thoughtful in finding the best approach for Sox based on other dogs / clients she’s worked with. I got pictures throughout the day and I think Sox was living one of his dreams with a lot of outdoor time spent in the company of Nicole and her dog. Would definitely trust Nicole again with my dog!”



“I highly recommend Julia and Bryan. I recently started a new job, and they were able to accommodate my schedule to provide daycare for my dog. They are very responsive to messages and took great care of my dog. They sent photos throughout the day too!”


“Alyne did a wonderful job taking care of Leia. I appreciated the photos and update during the stay. Alyne also did a drop-off after the stay. This was really helpful and so nice to be greeted by our happy dog when we returned home. Thank you Alyne!”


“Margie was an amazing dog sitter for Luna. Took her for long long walks and sent us many pictures and videos about their adventures. Luna had a great day! We definitely recommend Margie and will book er again to watch Luna! ❤️”


“We needed a Last minute option to put our dog for a few hours so we could do a last beach day on vacation . Megan reached back out to us right away ! She was super nice and her yard was beautiful and spacious for ranger to play while we were gone for a few hours .. we will definitely contact her for the future when in the area with our dog . Thank you Megan !!! Rover was great and led us to Megan !”


“If I could give 6 stars I would! Yolanda truly loves dogs and treated Casper to a day filled with adventure and play. He immediately took to her dog and they spent the day at the dog park and the beach. He came home happy, healthy and ready for a good night's sleep. We will definitely book Yolanda for pet sitting the next time we're on Martha's Vineyard!”


About: As a recent college graduate working remotely from home, I’m looking for a dog fix while also helping those who need a break! I’ve grown up with a Chocolate Lab and a Rat Terrier which gave me various experience with little dogs and big dogs. Unfortunately they are not with us anymore which made me want to pick this up on the side! Remote every week day, except Wednesdays. Will be able to give care at any point in day/night except for my 30 minute meetings 3x per week. I have a big room in my office where the dog can play while I work, they will never be alone. The room has lots of natural sunlight and leads into a big backyard!

“Marc was amazing providing friendly home care to our Dog. Our Dog had wonderful time while staying at Marc by playing in his backyard with his Dog and fun time on lake. Thank you for taking care of our furbaby. We truly recommend his service & appreciate it.”


“Wonderful! Our Molly stayed with Sherrie recently and had a blast. She offers a beautiful, safe home with fenced in yard. Sherrie sent us videos during the day which was great! We highly recommend Sherrie and will visit again!!”


“Daniella sent photos during the stay and messages to update me on how my nervous dog was relaxing. I was probably more nervous than the dog so I appreciated it! Already have plans to leave my pups with her again.”


“Maria was amazing! Ruby had so much fun and was so tired when we picked her up. Maria was very accommodating and communicative all throughout the process and stay. We would definitely use her again!”


About: I have trained, and cared for dogs for my entire adult life. My wife and I have chosen to adopt some of the dogs that had harder times finding homes; senior dogs, dogs requiring medical care, high energy dogs, so we're happy to care for your animal, quirks and all. I can take care of your pets in your home, I am always up for taking them on a trail walk, neighborhood walk, or beach walk when the season/timing allows. And we are able to host pets in our home. We have an indoor kennel space for dogs, a fenced in yard, and they can play with our 3 lab mixes, or not, as you prefer. I work from home, and take care of the kids and pets throughout the day so I am able to pop over to where your pet is, on island, or care for them in home. I am happy to come to your home, where your pet is most comfortable. We also have a fenced in yard, with indoor kennel space

About: As the youngest of six children, I have been the built in babysitter and petsitter for most of my life. From a Toy Aussie to a Cane Corso; I have dealt with special breeds, special needs and making sure medicine goes down with that special treat. One of my sisters manages a pretty well known rescue league, so I have seen my fair share of variety in lovable pets and I have a pretty high maintenance puppy of my own. She is a guarded breed that I rescued from an undeserving person and we work hard every day learning how to be a dog and training to use appropriate behaviors everywhere we go. Before I found her she was very much so neglected and abused and she was only 4 months old. Now she’s spoiled and in charge at my house wooooof 🥰 I work from home and have a flexible schedule. I am almost always available. Emergencies happen, plans change last minute; short notice and prompt services are important. I have a beautiful pit bull puppy that I rescued from an undeserving individual where she was very much so abused and neglected. She didnt even know how to be a dog when I found her because she was trapped in a staircase or left outside in freezing temperatures being exposed to hypothermia when she was under four months old. We work very hard on learning appropriate behaviors and being the kind, gentle and loving girl that she is today. She is very much so loved and spoiled with toys, treats and attention now. Her name is Roxie


“Sam was great for our two goldens! Sam and his wife were kind from the get go and accepted both dogs into their house with open arms. We would certainly book again with them!”

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Kayla J.

“Kayla was absolutely wonderful and I will use her services again! She was sweet and caring with my dog, and the dog was very happy with her. I had a family reunion and every day was a different schedule. Kayla was so flexible and accommodating to my needs. She had excellent communication and response to my texts. A great experience!”


Melissa & Kellie C.Star Sitter

“Norman loved his time! He was putting his little paws on the window to wave goodbye. Could not have been more pleased.”


Rachel R.

“Rachel and her husband were great :) a huge help watching our Bailey during the last day of Beach Road Weekend. She took bailey for 2 shoreside walks near her house. Bailey was all butt wiggles when we dropped her off, definitely sensed a kind dog family and she was right :) Highly recommend!”


Shane M.
About: I’ve taken care of Bernese mountain dogs my entire life, love walking and love walking dogs even more! Huge fan of all breeds and experienced boarding friends and family members dogs. Knowledgable of bondsing with dogs and light training. I work from home so have plenty of time to walk, pet, feed and let out dogs between meetings into the yard. Have plenty of experience with wild dogs, old lazy ones and scared dogs, too. I have a fenced yard and constantly check on dogs even just to pet them because how could you not want to. Have crates and plenty of treats, bowls and dog supplies


Nicole d.

“Sox had an amazing time at daycare, and, almost as importantly, I was kept super informed and comfortable with how Sox was doing throughout the day! Prior to daycare, Nicole was super helpful in working through a few of Sox’s peculiarities, and she was very thoughtful in finding the best approach for Sox based on other dogs / clients she’s worked with. I got pictures throughout the day and I think Sox was living one of his dreams with a lot of outdoor time spent in the company of Nicole and her dog. Would definitely trust Nicole again with my dog!”




Julia & Bryan M.
Star Sitter


“I highly recommend Julia and Bryan. I recently started a new job, and they were able to accommodate my schedule to provide daycare for my dog. They are very responsive to messages and took great care of my dog. They sent photos throughout the day too!”


Alyne R.Star Sitter

“Alyne did a wonderful job taking care of Leia. I appreciated the photos and update during the stay. Alyne also did a drop-off after the stay. This was really helpful and so nice to be greeted by our happy dog when we returned home. Thank you Alyne!”


Margaret R.

“Margie was an amazing dog sitter for Luna. Took her for long long walks and sent us many pictures and videos about their adventures. Luna had a great day! We definitely recommend Margie and will book er again to watch Luna! ❤️”


Megan W.Star Sitter

“We needed a Last minute option to put our dog for a few hours so we could do a last beach day on vacation . Megan reached back out to us right away ! She was super nice and her yard was beautiful and spacious for ranger to play while we were gone for a few hours .. we will definitely contact her for the future when in the area with our dog . Thank you Megan !!! Rover was great and led us to Megan !”


Kathleen R.Star Sitter

“Kathleen was amazing and accommodated everything we needed very last minute for Tucker. She was very responsive and communicable and we enjoyed working with her!”


Yolanda T.

“If I could give 6 stars I would! Yolanda truly loves dogs and treated Casper to a day filled with adventure and play. He immediately took to her dog and they spent the day at the dog park and the beach. He came home happy, healthy and ready for a good night's sleep. We will definitely book Yolanda for pet sitting the next time we're on Martha's Vineyard!”


Thomas S.
“Tommy has been amazing with my 3 year old golden Gus. He goes for runs/walks with him and Gus is a very nervous boy but he is so comfortable with Tommy. Tommy had him for the whole day recently and it was amazing to be able to not worry and know that he is in good hands!! Tommy is very responsive as well and is always willing to help. Highly recommend!”


Marc A.Star Sitter

“Marc was amazing providing friendly home care to our Dog. Our Dog had wonderful time while staying at Marc by playing in his backyard with his Dog and fun time on lake. Thank you for taking care of our furbaby. We truly recommend his service & appreciate it.”


Sherrie L.

“Wonderful! Our Molly stayed with Sherrie recently and had a blast. She offers a beautiful, safe home with fenced in yard. Sherrie sent us videos during the day which was great! We highly recommend Sherrie and will visit again!!”




Laurel K.

“Laurel was flexible and reliable. She took great care of our puppy and was quick to respond to messages. We loved the photos of our happy puppy.”


Daniella A.

“Daniella sent photos during the stay and messages to update me on how my nervous dog was relaxing. I was probably more nervous than the dog so I appreciated it! Already have plans to leave my pups with her again.”


Maria C.
Star Sitter


“Maria was amazing! Ruby had so much fun and was so tired when we picked her up. Maria was very accommodating and communicative all throughout the process and stay. We would definitely use her again!”


Marc A.
“Marc has taken care of my pets for many years, he always prioritizes the care of pets above all else. He is very capable with any size animal, and is smart about dog needs if they need space and awareness when walking by other dogs, noticing stress signals, deescalating any challenging situations between pets.”


Victoria L.
“Victoria and I hit it off immediately because we almost have the same name and our styles of pet care matched just as well. She has cared for my dog once a week for the past few years and I don’t know where we would be without her! She has helped with everything from behavioral issues to every day exercise. She’s practically part of the family now and my dog cannot wait to see her every week. It makes being away from him so much easier knowing that he is in such great hands. Shes also been available to us short notice and for emergencies. She never fails to show up when we need her and are do grateful for that. Thanks Vic!”




Sam M.
Star Sitter


“Sam was great for our two goldens! Sam and his wife were kind from the get go and accepted both dogs into their house with open arms. We would certainly book again with them!”
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1. Search
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Doggy Day Care FAQs
Frequently asked questions about Rover
Sitters on Rover are free to set their rates. The median cost to hire a sitter for doggy day care in Oak Bluffs on Rover as of Aug 2025 was about $45 per day, 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 Aug 2025, 108 sitters provided doggy day care in Oak Bluffs. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, sitters offering doggy day care 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, 82% of Oak Bluffs sitters offering doggy day care respond in under an hour.
Sitters who provide doggy day care in Oak Bluffs have an average of 21 years of experience. Sitters offering doggy day care with repeat customers have an average of 5 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 Oak Bluffs.
Oak Bluffs doggy day care sitters are happy to take care of your dog while you’re at work or unavailable for the day. Book a one-time visit, or set up a regular rhythm with your favorite Oak Bluffs sitter. Drop off your dog at the sitter’s home and rest easy knowing they’ll get frequent potty breaks, plenty of playtime, and lots of love. Doggy day care is great for:
- Puppies and high-energy dogs
- Dogs with special needs, including seniors
- Pet parents who work long hours
- Dogs with separation anxiety
There are 108 sitters offering doggy day care in Oak Bluffs on Rover, so you’re sure to find the perfect match for your dog! In Oak Bluffs, 93% of sitters offer daily exercise, 93% offer medication administration, and 86% 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 doggy day care 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 doggy day care 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 doggy day care 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 doggy day care service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
