Pet Sitting & Drop Ins in Oak Bluffs, Clearwater, FL
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Loving pet sitters in your neighborhood
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1. Michelle T.

“Michelle took great care of our pups when we went out of town for a few days with quite last minute notice. She handled our babies great and I felt at ease while on vacation. Thank you so much!”




2. Shannen C.


“Shannen is awesome she really makes sure that your pet is well taken care off and all his or her needs are meet while you are on vacation or away for work reasons, I trust in her 100% she is the best really I would definitely book with her any time I come visit California to watch over my baby Loki”


3. Emma V.


“Emma was the best! Our dog recently started taking medication and I was worried about leaving her. Emma was so sweet and assuring! Even our grumpy dog instantly warmed up to her. Will definitely utilize her services again! Thanks Emma!”


4. Brit K.

“Brit did a great job watching Mimi. She was a good communicator and sent lots of fun info about my dog and her walks. My dog Mimi has some leash anxiety issues, which I told Brit about and she did great handling her anyhow. Would definitely give her a5 star thumbs up....”


5. Caitlin H.

“Caitlin H. is fantastic! Don't hesitate to use her for your pet related needs. Very knowledgeable, personable, prompt, and communicative. Took excellent care of our senior dog and previously feral cat - would definitely use her again. Very responsive communication - pets really liked her.”


6. Jennifer W.

“Jennifer watched our cat Ozzy while we were out of town the week of Christmas and she was fantastic! Oz is very used to having us home all the time so leaving for 5 days was hard for us and him but Jennifer’s daily updates with pictures, to let us know his mood and that he was doing well was so reassuring. Would definitely recommend Jennifer as a sitter!”


7. Rich P.

“Rich did an amazing job with Rocky, he has great communication, he is very professional and had exceptional knowledge of the boxer breed. I will definitely use Rich again in the future.”


8. Stephanni D.


“Stephanni was amazing! First time using the Rover app services and first time leaving our dog with anyone other than family member and Stephanni made the whole process very comforting and reassuring. She is very suite and she was very caring to our dog. I will be rebooking her again next time we are out of town. Thank you Stephanni!!! You were wonderful! 🫶🏻”


9. Stephanie R.

“Stephanie is so kind and loving , reliable and sweet to our Baby girl Lulu. Our girl loves her dearly and we can relax knowing Stephanie is with her . We feel so blessed to have found her as our sitter. Thank you so much Steph 🙂”


10. Stephanie A.

“So happy kitties came out to see Stephanie. Happy with the communication and feedback on the visit. So happy to have connected with her to take care of my kitties while I’m away.”


11. Brandi B.

“This was my first time using Rover and I was extremely nervous. My nerves stemmed from having someone I didn't know come into my home as well as providing excellent care for my two cats. When I met Brandi for a meet-and-greet, my nerves with the process were immediately alleviated. Most importantly, she was wonderful with my two cats and sent me pictures each day!”


12. Elizabeth H.
“Liz is my go-to pet sitter for my family when we go away! She takes such incredible care of our dogs, cat, and tortoises as well as cared for our sick rat while we were away. Our furry family members are always excited to see her and we love the peace of mind knowing our pets are being loved and cared for as if they were her own.”


13. Brian L.

“Brian was super patient with my young and timid Shiba Inu. He was able to get him out side and take him for a walk after two previous visitors could not. Was also able to do a meet and greet before confirming the visit.”


14. Cynthia S.

“Cynthia is fantastic! She is caring and out dog loves their time together. Cynthia is timely, responds quickly and her communication with us is wonderful. She sends pictures of our dog while they are playing. I am thankful that she is so wonderful with our dog!”


15. Alexandria L.
“Alex Is a kind hearted animal lover. She probably inherited that trait from me. We have saved baby squirrels that fell off a tree, we adopted two twin cats pumpkin and spice. We have had trained shepherds and non trained teacup yorkie. Alex now has Bruce who she rescued from a shelter. He has been a major challenge but she has never wavered or given up on his somewhat corky personality. I could not think of a better human to care for someone’s furry baby. They would be in the utmost best hands. Iliana”


16. Olga P.

“Olga is amazing! She took care of my spoiled Spaniel Pepper. Showed up always on time and great Rover cards. Very professional and now Pepper loves her. Will be a regular! Thanks”


17. Dominick C.
“I have been working with Dominick and his pup Onyx over the past few months. Dominick and Onyx have truly bonded and Dominick makes every effort to understand Onyx's needs and how to balance out their life together. Onyx truly loves his dad and has had tremendous progress when on a leash with Dominick.”


18. Mechell L.
“Mechell has not only walked our sweet girl Gracie she has also stayed at our home for days at a time watching/Playing taking great care of both our girls. Gracie and Trinity. Trinity is a 12 year old shih-tsu who has had health issues for quite a while. Mech has been great with giving her medicine and paying extra special/loving attention. We know our girls are very safe and loved under Mechelle’s care. Who can ask for anything more than that!”


19. Dianna I.

“Excellent job she made sure my baby Loki is feed and even made sure to try and have playful time with him even tho my cat is shy and scared of people at first takes him time to warm up to people she tried to have him play with her and have him feel safe and calm I would rebook with her any day I trust my pet with her”


20. Leslie P.

“Leslie was absolutely amazing!! Cooper loves her & she went out of her way to last minute do a drop in visit for me when I had unexpected travel plans come up. She is amazing!! I highly recommend her!”
The median cost per night for pet sitting in Oak Bluffs is $20
How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets 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!
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 pet 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.
Sitters in Oak Bluffs average 5 repeat pet sitting clients
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Oak Bluffs on Rover as of Jul 2024 was about $20 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Jul 2024, there are 712 pet sitters in Oak Bluffs. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 87% of Oak Bluffs pet sitters respond in under an hour.
Pet sitters in Oak Bluffs have an average of 16 years of experience. Pet sitters with repeat customers have an average of 5 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Oak Bluffs.
Rover makes it easy to find Oak Bluffs pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
There are 712 pet sitters in Oak Bluffs on Rover, so you’re sure to find the perfect match for your pet! In Oak Bluffs, 96% of pet sitters offer daily exercise, 94% offer medication administration, and 88% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet 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 pet 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 pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
