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 dog.

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1. Tessa Verified Background Check

Devoted Dog Lover

Dunedin, FL, 34698

Drop-In Visits, Dog Walking

"Tessa was awesome taking care of my 2 old girls for the weekend! Everything looked great when we got home and I could tell by the photos and report cards tha... (more)"

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2. Maria Verified Background Check

*INSURED* Stay-at-home dog mom

Clearwater, FL, 33764

Dog Boarding, Drop-In Visits, Dog Walking

"Maria was amazing! My cats had been so well cared, from the feeding and watering, to brushing coats and cleaning eyes. I've never felt so comfortable leaving... (more)"

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3. Michelle Verified Background CheckRoverGORover 101

Dogs are my best friends!

Clearwater, FL, 33756

Dog Boarding, Drop-In Visits, Dog Walking

"Michelle did a fantastic job with my group. Arrived on time—spent quite a bit of time with the kitties and kept me informed. Definitely use again??? (more)"

Confirmed availability
Christmas and New Year
4. Margot Verified Background CheckRover 101

Friendly Home Stay for Your Dog -

Dunedin, FL, 34697

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Margot was responsive before showing up for the drop in visit and communicated during and after the visit as well, would definitely recommend! (more)"

Confirmed availability
Christmas and New Year
5. Sarena Verified Background Check

Patient, caring & understanding

Largo, FL, 33771

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Sarena was awesome! She took amazing care of my cat PG. She made sure she ate twice a day and got her daily cuddle and play time in. She was able to help me ... (more)"

Confirmed availability
Christmas and New Year
6. Connie Verified Enhanced Background Check

No pets of my own let me love yours

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

"Connie was amazing for our fur babies while we were away for drop in visits. She was very thorough and provided excellent communication. She even checked in ... (more)"

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7. Danielle & Stephen Verified Background CheckRover 101

Your Best Friend's New Best Friend

largo, FL, 33774

House Sitting, Drop-In Visits, Dog Walking

"Danielle is amazing! She is so kind and was great with both our dogs. One of ours is a rescue and usually very shy but warmed up to Danielle right away upon ... (more)"

Confirmed availability
This weekend
8. Jordan Verified Background Check

Experienced, educated, & FUN!

Clearwater, FL, 33755

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Jordan is fantastic! She has been so patient and gentle with Bane as he grows accustomed to new people. It gives me such peace of mind to know Jordan is comi... (more)"

9. Leaya Verified Background CheckRoverGORover 101

Former vet (DVM) student & insured!

Clearwater, FL, 33764

House Sitting, Drop-In Visits, Dog Walking

"I'm new to Rover, so I was a little wary about this service, but from the first message until the last message, Leaya was nothing but completely professional... (more)"

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10. Valerie Verified Enhanced Background Check

Love and Care When You Aren't There

Clearwater, FL, 33756

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"You’re an angel!! Love your instant repore with Lucy Girl!! The update & pics are great! I especially appreciate your understanding & patience with her being... (more)"

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11. Cynthia Verified Background Check

Pawprints of all shapes and sizes!

Clearwater, FL, 33756

House Sitting, Drop-In Visits, Dog Walking

"Good morning, My name is Lisa and I've known Cynthia for about wow, I guess almost ten years now. I also own three dogs and two of them are particularity di... (more)"

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12. Jessica Verified Background Check

Your babies will be in good hands!

Clearwater, FL, 33756

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Jessica is a fully committed and responsible person. She gave her all to help my pet when it needed a friend. Her love for animals can be verified by the amo... (more)"

Confirmed availability
Christmas and New Year
13. Linda Verified Background Check

My Best of Friends are Dogs!

Clearwater Beach, Clearwater, FL, 33767

House Sitting, Drop-In Visits, Dog Walking

"My dogs love Linda and she took such great care of them while I was out of town! I never had to worry at all if they were well taken care of. Thank you Linda! (more)"

14. Anna Verified Background Check

Dog mom and lover of all animals!

Clearwater, FL, 33755

Dog Boarding, Drop-In Visits, Dog Walking

"Anna has been around pets since she was a baby. She has owned multiple dogs and cats including a black lab, corgi mix and our family owned mini schnauzers. S... (more)"

Confirmed availability
Christmas and New Year
15. Sherry Verified Enhanced Background Check

ANIMALS are the true meaning of LUV

Island Estate, Clearwater Beach, FL, 33767

Drop-In Visits, Dog Walking

"I would recommend Sherry. I have known her for over 40 years and she is good with animals. Sherry has rescued several dogs and adopted them. She is very con... (more)"

16. Elizabeth Verified Background Check

Daily/Overnight/Weekend/Weekly!!

Clearwater, FL, 33755

Dog Boarding, Drop-In Visits, Doggy Day Care

"Elizabeth is wonderful with animals of all kinds. She has been since she was very young. She is very patient and loving with pets. She is very responsible... (more)"

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17. Peggy Verified Background Check

Happiest with My Dogs

Clearwater, FL, 33755

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care

"What a great job Peggy did while we were gone for the day. My dog Belle took to her immediately, impressive considering that it usually take her a bit to war... (more)"

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18. Sabrina Verified Background Check

Loving and caring dog sitter

Belleair, FL, 33756

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have taken care of dogs for as long as I can remember. My grandparents used to breed dogs so I grew up living around all types of dogs. Once I wa... (more)

Confirmed availability
Christmas and New Year
19. Lauren Verified Background Check

Animals are my passion

Clearwater, FL, 33756

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Lauren was amazing!! She took great care of my puppies & kept me updated with lots of pictures throughout my trip, which I appreciated :). I will most defini... (more)"

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20. Angela Verified Background Check

Your family is my priority.

Clearwater, FL, 33756

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hello, I'm Angela. I have a love for animals and a love for the joy they bring into your life (lives). I understand your dog(s) is a family member ... (more)

In Oak Bluffs, Clearwater, FL, dog lovers trust Rover.com for their pet sitting needs. Over 5,453 pet owners have reviewed pet sitters in the Clearwater, FL metro area, giving them an average rating of 5.0/5 stars. Booking pet sitting in Oak Bluffs can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book pet sitting in Clearwater on Rover? Check out our average pet sitting rates to get an idea before reaching out and beginning a conversation with a sitter.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Oak Bluffs pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Oak Bluffs, Clearwater, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Oak Bluffs pet sitters and avoid the kennel.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Oak Bluffs, Clearwater donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Clearwater.

We're proud to support over 200 organizations across the nation, including: