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

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Top rated Oak Bluffs dog boarders
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.”

“Yessica treated our dogs just like her own. From every photo she sent, you could tell how happy our pups were. Their big backyard was perfect for getting all their energy out. Odin and Rhea will 100% be back!”


“Christina J. has given us peace of mind when we leave our sweet 10-yr-old cockapoo with her. In recent years he has developed separation anxiety. Knowing he is safe and happy with Christina J. means the world to us. She is sweet, patient, loving and we could tell right away that she loves all dogs.”

“Heather was very good with Spencer and he came home happy and healthy. She was flexible with time when we unexpectedly had to extend our time away. Would definitely want to book her again.”

“Jennifer did an excellent job of caring for our two dogs. She clearly cares very much for dogs! She’s also very knowledgeable about dog care and gave me some valuable advice. Great experience.”

“"I couldn't be happier with the exceptional care my dog received from Ashleigh. From the moment I left my furry Baby in her care, I knew I had made the right choice. Ashleigh went above and beyond to ensure my dog felt loved and comfortable while I was away. Her regular updates, including photos and videos, provided me with peace of mind, and I could see that my pet was not only well cared for but also having a great time. I highly recommend Ashleigh to anyone in need of a reliable and caring pet sitter. She's not just a sitter; she's a true pet lover, and that makes all the difference. Thank you so much for your outstanding service!"”

“Jonathan and his family provided the best experience for my dog to date on this app. He was responsive, and very helpful with my dog who has severe storm anxiety. Highly recommend!”
“Jason did a fantastic job with our pup Nugget. He gave us daily updates, and I had peace of mind knowing our pup was in good hands. I would highly recommend Jason, you can tell he is a real pet lover! We will def be bringing nugget back the next time we are away!”

“Lauren was absolutely spectacular with our doggies! She was super communicative and gave great updates throughout the weekend we were away. It gave me so much peace of mind that my dogs were doing so well while we were away. Would 100% recommend Lauren and will be using her again in the future!”

“Priscilla is absolutely amazing as a sitter and if I could give her a thousand stars I would!! My dog loves her so much and she has such a safe and happy environment for your animals! Highly recommend!”

“She was amazing with my sweet Willow! She sent me pictures and I could tell my girl was actually happy and enjoying who she was with which is such a relief as a dog mom! We will definitely book with her again’”


“Our second time booking with Jennifer and it was excellent. My puppy Wally was happy and so well taken care of. Jennifer sends updates and pictures and lets me know how he is doing the entire time.”

“Jessica and her husband are amazing! My pup has stayed a few times over the past months and the last time I dropped him off he walked in like he lived there. They communicate well and take care of all the extra care that comes with my senior pup. I will continue to rebook in the future!”

“Linda was very accommodating and took good care of our old boy, Chewy. She sent frequent updates and even has a dog stroller for older pups that may need help getting around. <3”

“This was my first time using this app and I was definitely nervous. Couldn’t have picked a better sitter for my Frenchie, Bruno! Norma kept us updated the whole time we were away. Bruno came back home just as we left him, happy and healthy. Definitely recommend Norma!”

“Erica was wonderful with Bennie. She did a great job communicating with us and sending pictures. We almost wondered if he would want to leave! Bennie really enjoyed his “vacation.” We highly recommend Erica.”


“Hi - Lou has a way with dogs that calms them naturally! He has watched my dog a few times now and I know he is in great hands. He communicates with you through text & pictures during the stay. Can't say enough good things about Lou.”


“Eve had a good time with Georgina for boarding for a week. I was very satisfied with Georgina's service. I received pictures daily. Eve seems to be very happy and I would book with Georgina again. Precious is a sweet dog and got along with Eve very well.”

“Alli is wonderful. She is great sending pictures and keeping me updated! Bella loves staying with her and Mack. Every time I drop her off, she can’t wait to get inside to play”

Oak Bluffs dog parents share their Rover experiences
What an wonderful experience my Pyper had. It was like she was on vacation. She felt right at home, loved all the attention, activity & love. The photo/ video updates were invaluable to me. I was referred by a friend who has used their services & am so happy we now have the opportunity & pleasure to use them as well.

Jennifer is the most reliable, most wonderful dog sitter anyone could hope for. She looked after our prior dog, who had exacting medical needs, perfectly. It always made me feel comfortable when we had to leave her behind. Now, she babysits our young dog, who has a blast playing with the resident and guest dogs, and always comes home tired but happy. If I could give her 10 stars, I would.

Jason and his wife were incredible. Cared for Roxie like she was there dog. Always made sure to send me pictures and how she was doing. They even cleaned her food/water bowls and sent her home with a toy! Best dog sitters Roxie has ever had! Highly recommend 10/10 stars!

Leslie and Aaron showed kindness and patience with our dog who is an energetic 1 1/2 year old, 55lbs mixed terrier. They took him for walks, made him feel at home and sent pictures to me regularly. They took good care of Toby who has health issues and they were very accommodating with their schedule for both drop-off and pick-up. Leslie was super responsive to any questions throughout the 6 days of boarding. I would use them again.

I met Scott 3 three weeks before my trip and he was so nice. I knew I found a good sitter to take care of Mickie. Nervously I dropped Mickie off on the day of my trip and handed written instructions to Scott. I had no reason to be nervous he took such good care of Mickie. Scott was so pleased with Mickie's behavior and I couldn't be happier. I would use Scott again without a doubt.

Christian is the perfect Rover. Our Smokey dog was well taken care of and we came home to a spotless home after he house-sat. We received daily photos and videos, which was greatly appreciated! Our dog got more than ample play time and attention and we couldn’t have been happier with choosing Christian.

We had such a great experience! Claire sent plenty of videos and updates throughout the stay, which gave us peace of mind. She was flexible and accommodating, and our dog absolutely loved her and her family. He honestly looked a little sad to leave, which says it all. We’d definitely recommend!

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
Typically, dog boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Oak Bluffs.
Rover makes it easy to find Oak Bluffs 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
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.













