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.
“Super nice and very friendly. I would recommend her. Be aware you have to be able to carry your pet up a ladder before booking, but my husband was with me so it was not a problem. I wouldn’t have been able to do it myself. I am sure the host would have helped if needed.”

“Anne did a great job of taking care of my 14 y/o baby. Messaged me at least daily to let me know how he was doing. Appreciate that she was willing to take him on being that he is larger than she normally accepts. Thanks Anne😊”


“Our two beagles Larry and Betty really enjoyed their stay with Christine and all her fur babies. Christine updates us with photos and messages daily. Our dogs were definitely living their best doggie daycare life in Christine’s care. We would highly recommend her!”

“Stephanie’s the best! My dog Oki is old and he hasn’t been with anyone else but me. He had a little bit of separation anxiety and Stephanie made him feel loved and cared for. She was patient with him and Oki finally felt safe in someone else’s care. We definitely would go back to her in a heartbeat.”

“Maxine is an exceptional Petsitter. She goes well above and beyond to make sure she understands how your pets like to be taken care of and what they need. She asks great questions and is extremely prepared. We absolutely love leaving our dogs with Maxine because we know she will take wonderful care of them. Highly recommended! Thank you for everything Maxine.”

“Claire is amazing ! This was our first time using Rover and we picked a winner all around. I received daily updates with pictures of Gaby and Keyser! Gaby was well taken care of and was treated like she was,at home while we were away. I would highly recommend Claire as she will certainly be our Rover choice again”

“Lee was amazing. He sent pictures and videos every day and took great care of Mac. He was very accommodating and went above and beyond when I was running late. Would definitely recommend Lee and will use him again.”

“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!”

“Erica is very attentive and in-tune with the dogs. She noticed and commented on their patterns and personalities which she could only do if she actually cares and pays attention. Nice to see someone else enjoy them as much as I do. :)”


“Beverly was very kind, understanding and caring with my pups and was excellent with communication. Will definitely be using her again in the future to watch my boys.”

“J'Quan was an amazing boarder! He was communicative, accommodating of an emergency at pickup, and was great with my bulldog, Max. Max came home clean, happy, and healthy, and I'd definitely have J'Quan keep him again.”


“I just wanted to take a moment to express my appreciation for Jennifer once again. Her kindness and reliability have truly been a lifesaver for us, especially with the ongoing situation with my mom. For yet another extension of Luna’s stay, Jennifer was incredibly accommodating. She continues to show exceptional care and attention to Luna's needs, making sure she’s not only comfortable but also happy. Luna has been thriving in her care, and I can’t thank Jennifer enough for her dedication. It’s a great relief to know that Luna is in such capable hands. I highly recommend Jennifer to anyone in need of a compassionate and trustworthy caregiver for their pets! Thank you, Jennifer, for everything you do! 🐾💖”

“This is our first time using a dog sitter for Snickers and it did not disappoint. Marisa and Robert are fantastic, they send updates often and our beloved puppy had the utmost care. We feel comfortable leaving him in their care so that we have the flexibility to travel. We have booked TWO more dates with them. Thank you so much for loving our Snickers the way he deserves.”


“⭐⭐⭐⭐⭐ Joan and Jerry took wonderful care of Spike while I was away. He can be a little particular—he's an older dog with dietary restrictions, doesn't care much for other animals, and takes some time to warm up to new people—but they were incredibly patient, attentive, and understanding of his needs. They kept me updated, followed all of his instructions, and gave me peace of mind knowing he was in good hands. It's never easy leaving your pet behind, especially one with a few quirks, but I felt completely comfortable with Spike in their care. I would absolutely recommend Joan and Jerry to anyone looking for reliable, compassionate pet sitters and would gladly book with them again. Thank you both for taking such great care of my boy! ❤️🐾”

“I continue to trust and value the exceptional care Marianne and Christopher give to our two labs while we're away! We've used their services numerus times, sometimes for more than a week, and highly recommend them for anyone wanting extremely good care and papering of their pets from two great loving and caring people. We will always look to Marianne and Christopher first for taking care of our two dogs when we travel!”

“Kristin was absolutely AMAZING! She provided the best service I’ve had thus far. Upon arrival she was ready to go with a list she wrote down of everything important listed on our profile. I could not have asked for anything more from her! She updated me with a breakdown of what they did that day and shared some photos of my dog. I am extremely grateful I found her and would HIGHLY recommend her to anyone looking for stability, reassurance and great communication while you’re away from your pup! 🐶”

“Leslie provided our Lab, Ruger, with the best care and attention that you can only wish for. From our initial meet and greet, a 7 day stay, and to the day we picked Ruger up Leslie communicated, sent photos daily, and we could tell that Ruger was thoroughly enjoying himself. It was a very comfortable experience for all. Leslie exceeded our expectations! We will definitely call on her in the future. Thank You!!”

The median cost per night for dog boarding in Oak Bluffs is $42
Dog parents share their Rover experiences - Oak Bluffs
Kennedi took great care of my Teacup Yorki with at least two walks a day and she even gave him a bath. He was very comfortable with her and had no problems, and she sent me photos and/or a video every day. There was no problem communicating with her and she responded quickly to my texts. I'd be happy to recommend her to anyone, especially to those with small or midsized dogs.

Nancy was amazing with my nervous rescue fur baby. She helped her feel comfortable and really well cared for, which gave me so much peace of mind while I was away. She sent photos and stayed in touch, so I always felt confident my dog was in great hands. I’d definitely have Nancy watch her again—highly recommend!

Kristen was most accommodating to my last minute requirement for a pup sitter. She was very communicative and sent me pics of my pup throughout her 2 day stay. I got delayed due to construction and rain so I ran late getting back. Kristen was most understanding as I kept in contact to keep her apprised of my ETA. My pup wad happy to see me and looked very well cared for while I was away. I highly recommend Kristen if you need a dog sitter as she is amazing. Thank you again, Kristen!

Jason took such great care of our Poppy. He is attentive to detail and a great communicator. He sent updates and pics of our girl. He also let us do a meet n greet beforehand. He and his wife are true dog lovers and it was so reassuring knowing our girl was happy while we were away. I’m so happy to have found Jason!

We have always been so pleased with Yessica and her wonderful care of our Callie, so we had no qualms about booking her for a two-week stay. As always, Yessica provided us with daily reports and photos and responded quickly when I reached out to her. The icing on the cake today was that Yessica gave Callie a bath before I picked her up! She was squeaky clean and adorned with a festive bandana. So happy to have such a pleasant, reliable, and loving sitter for our little girl.

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 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.

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- 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.

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