Dog Boarding Oak Bluffs
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Oak Bluffs, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“My pets felt right at home at Kayla’s house. She took very good care of my babies. She provided a big cat condo for my cat, she provided pictures of my pets. My pets loved being there and felt very comfortable with her. I recommend Kayla to watch your pets! I will bring my pets back to her.”


“My dogs really seemed to enjoy their stay with Christina. For the first time ever at a sitters, they did not bark like crazy when I came back. They were very calm (their usual state when at home) which made me very happy. She sent me photos every day, which was very nice.”

“Marquita took great care of Gentry! Gentry came home happy and peaceful. I truly appreciate all she did to make my girl feel comfortable. Thank you Marquita!!”

“Kevin was fabulous with Skye from the very first messages until I picked her up. He sent me pictures and videos and texts every day, several times a day, to ease my mind that Skye was OK and she was in good hands. From the pictures I could tell she was happy and content and well taken care of. I will definitely be contacting Kevin again next time I go out of town.”


“Jennifer was Great!!!! I felt very comfortable leaving my dog tank with her and she gave me quick updates each day how he was doing with pics/video of my dog.......I will definitely use her again!”

“We have a large male German Shepherd, and he is not easy to place just because of his breed honestly, he’s a great dog, but Johnathan was so comforting with him and really helped him take his time and get able to meet the other dog and within just a half hour of meeting Jonothan our dog was comfortably hanging out in their home and integrated with their family. I’m so grateful we’ve really been looking for a grade sitter and I think this is gonna be a great match if you have a dog that is in anyway tough to place or needs a more confident leader, I would highly recommend this sitter.”

“Carmella loves to go to Jessica’s when we are away. We get pictures and videos that assure us she is fine. Jessica is a natural with the dogs and treats them like family.”

“This was our first time boarding Ruby using Rover, and Stephen was a wonderful host! He was calm and reassuring and sent plenty of pictures and videos to keep us at ease while we were away. We'll definitely be booking with him again!”


“Jennifer was a perfect sitter for our 2 yr old Frenchy named Hank. Hank had a happy 4 day stay and made a few new friends along the way. Jennifer sent daily pictures which was very helpful!! We were able to see how much fun he was having and in good hands. Would highly recommend Jennifer and plan to use her again when in the near future. Thank you & great job, Jennifer!!”

“This was our first time boarding Oliver with Norma, and it won’t be our last! She is so thoughtful and has such a calming personality 🥰 We received lots of pics of our little buddy from her the whole time we were gone; he looked like he was having so much fun! He even let her daughter Lily hold him, which almost never happens since he can take a long time to warm up to others. She even sent us home with some soft treats that are good for pups with very few teeth left. We’ll definitely have to bring him by for daycare so he can keep making friends! So lucky to have found Norma and her family, they’re awesome!! 💗😄”

“Lee took great care of my cat while I was away. He followed my instructions, sent videos and pictures, and made sure my cat felt safe and happy. I highly recommend him to anyone looking for a reliable and caring pet sitter.”

“I really appreciate Kristen being available during the holiday season. My pet fit right in with her family pets. Kristen is very friendly and her home is cozy. I hope she is available for my next booking!”

“It was our first time using Rover and a friend recommended Vasti. Our puppy, Haven, was boarded for 5 days and had a wonderful time. Vasti and Bryan took great care of her and sent updates with pictures and videos frequently. We are so grateful for finding you and knowing Haven is well cared for when we are away. We look forward to boarding with you again in the future!”

“I’m not typically one for rave reviews, but it’s easy to rave about Linda! She is kind, caring, and so good with my rescue dog Coco. Coco was in a cage for years so she has separation anxiety. And Linda knew just what to do to put her at ease. She also sent lots of pictures, stayed in constant contact, and asked all of the right questions. If I could give 10 stars I would.”

“Alli was so great with Winston! We received updates from her multiple times a day and she made sure he was well taken care of! Winnie was very happy to play with a friend this weekend and he was wiped out when we picked him up. Would highly recommend her!”

“Choosing Athena and Richi to take care of my baby Chanel was truly the best decision I have ever made. From the moment I contacted Athena, she was communicative and attentive. My baby stayed with them for two weeks, and I was updated daily with several photos and videos of her having a blast! Athena made her licking mats and even sent a menu of dog-friendly options for my baby to try. They gave her natural treats, took her to the park, most importantly gave my baby the best care and showered her with love. Athena is a gem, genuinely one of the kindest people I’ve ever met. I am so grateful for this experience for Chanel. She came home playing like she’s a puppy again, I can tell that she had the most wonderful time. Athena also included a beautiful card and photos of chanel and washed her bowls. I can’t suggest booking your pet services through them enough! I would give infinite stars if I could ❤️”

The median cost per night for dog boarding in Oak Bluffs is $42
Dog parents share their Rover experiences - Oak Bluffs
Delta had an amazing time! It was our first time leaving him with someone other than a family member and we felt that he was in great hands! We received updates while we were gone and even a couple photos. Delta had so much fun with the other dogs! Great sitters!
Our experience was wonderful! When our previous sitter canceled unexpectedly, he stepped in right away and welcomed Shiloh with open arms. From the moment we dropped him off, he made us feel completely at ease. He stayed in touch throughout Shiloh’s stay, sending regular updates and pictures, which gave us so much peace of mind. One of my favorite parts was that he has a Golden Retriever too, and Shiloh took to his new buddy immediately! It was so comforting knowing he had a friend to play with while we were away. I wouldn’t hesitate to book with him again and highly recommend him to anyone looking for a caring, reliable dog sitter!

I can’t recommend J’Quan enough! This was my first time leaving my 2-year-old pit bull, and I was honestly nervous. From the very beginning, he made the entire process feel comfortable and stress-free. My dog stayed in a clean, well-maintained environment, and it was obvious she was well cared for. What meant the most to me was that he spent quality time with her instead of just watching her. He also kept us updated with frequent messages and pictures, which gave us so much peace of mind while we were away. If you’re looking for someone who genuinely cares for your pet like they’re his own, J’Quan is the one. We will definitely be booking with him again!

Our dogs had such a blast with Jennifer and the frequent pictures and videos sent while staying with her were so appreciated. Knowing our fur babies were well taken care of when we were out of town put our minds so much at ease. Thank you for taking such good care of our pups like they were your own!

Our Molly is a rescue and this was our first time leaving her so we were a bit nervous. After our meet and greet we decided to give Stephen a chance. We were not disappointed. Molly was not only watched but treated like a part of the family. We also received regular pictures and updates showing Molly relaxing and having fun. We are so grateful for the care she was given and plan to have Stephen as our regular sitter.

Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?
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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
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