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.

Confirmed availability
 Presidents' Day
1. Leahrae Verified Background CheckRover 101

Personal, loving care 24/7

Clearwater, FL, 33756

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

"Leahrae is a fantastic pet sitter and dog walker! I felt comfortable leaving my fur and feather children with her, as well as trusting her in my home. She met … (more)"

Confirmed availability
 Presidents' Day
2. 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 THE BEST WITH MY CHICKEE. SHE AND I HAVE BECOME FRIENDS TOO!! Chickee Love Connie too!! If we need a sitter again it will be Connie!! I recommend… (more)"

Confirmed availability
 Presidents' Day
3. 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 awesome and my pup LOVES her. She is on time and makes sure my Samoyed has the best time and burns some energy during her visit and walks. Would re… (more)"

Confirmed availability
 Presidents' Day
4. Valerie Verified Enhanced Background Check

Loving Care When You're Not There

Clearwater, FL, 33756

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

"I wish we could give Valerie more than 5 stars!! She is amazing! She made us feel totally comfortable about having a stranger in our house while we were gone f… (more)"

5. Angela Verified Background CheckRover 101

Your family is my priority.

Clearwater, FL, 33756

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

"Another great experience. Angela and her son are amazing. Not a single detail overlooked in the instructions left for my 2 senior pup’s care and routine. (more)"

Confirmed availability
 Presidents' Day
6. Jessica Verified Enhanced Background CheckRover 101

Full-time Pet Lover! Available Now!

Clearwater, FL, 33765

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Jessica is fantastic! Took great care of my babies and even won over the shy one! Don't hesitate to book her-would give 10 stars if I could!❤️ (more)"

Confirmed availability
 Presidents' Day
7. Emma Verified Background CheckRover 101

Professional Animal Lover!

Clearwater, FL, 33756

Drop-In Visits, Dog Walking

"Emma took great care of my dog while I was away. I loved reading the report cards and seeing the pictures she sent. My pup looked so happy! Emma was also very … (more)"

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8. Lauren Verified Enhanced Background Check

Vet Tech & Experienced Dog Walker

Dunedin, FL, 34698

Drop-In Visits, Dog Walking

"Lauren is great with my hound mix Love! I have used her several times and she is always great with her communication and my dog adores her! Since she is a vet … (more)"

Confirmed availability
 Presidents' Day
9. Katie Verified Background Check

Can’t wait to meet your family!

Largo, FL, 33771

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

"Katie was great! She took extra special care of my animals and even rescued a baby bird while she was here. Very sweet and accommodating :). I look forward to … (more)"

10. Lauren Verified Background Check

Respectful & Dependable

Clearwater, FL, 33756

Drop-In Visits, Dog Walking

"Lauren is a wonderful pet sitter and I will definitely be using her again to watch my animals! She is very reliable, caring, and informative. She sent me plent… (more)"

Confirmed availability
 Presidents' Day
11. Jennifer Verified Background Check

Clearwater Dog Walker!

Clearwater, FL, 33756

Drop-In Visits, Dog Walking

"Jennifer is so great with my dog (55lb Rhodesian Ridgeback/Pit mix)! She is so willing to watch him and walk him whenever I need. She even came to walk him on … (more)"

Confirmed availability
 Presidents' Day
12. Emma Verified Background Check

Fun loving pet sitter ready to run!

Clearwater, FL, 33765

Drop-In Visits

About: I have an extensive background with pets from dogs, cats, goats, rabbits and horses. I was raised on a farm and my chores were the animals and my nei… (more)

Confirmed availability
 Presidents' Day
13. Jeffrey Verified Background Check

Who let the dogs out ~ This guy :)

Largo, FL, 33770

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

"I’ve known Jeff most of my life. He has always been a dog lover. He is kind, compassionate, and has the energy to keep up with any breed. (more)"

14. Janet Verified Background Check

Dog lover who can outrun your dog

Clearwater, FL, 33755

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

"Janet is so wonderful with my two dogs! She is consistently on time, reliable and takes great care in making sure they are happy each visit! I would recommend … (more)"

Confirmed availability
 Presidents' Day
15. Linda Verified Background Check

Caring for your 4-legged friends

Clearwater, FL, 33755

Dog Boarding, Drop-In Visits, Dog Walking

About: I am an animal lover and have always had pets. I will treat your fur baby with the same love as my own. I have always had dogs and cats. When I did n… (more)

16. Faith Verified Background Check

Trustworthy and always punctual

Clearwater Beach, Clearwater, FL, 33767

House Sitting, Drop-In Visits, Dog Walking

"Faith has been my go to dog sitter for the last four years now! I wouldn’t have any one else keep my sweet kona. She updates me regularly with text, pictures, … (more)"

Confirmed availability
 Presidents' Day
17. Stephanie Verified Background Check

Can't wait to meeting your fur baby

Clearwater, FL, 33756

House Sitting, Drop-In Visits, Dog Walking

About: I have worked for 3 different veterinary offices as a veterinary technician for over a 7 year period. Aside from all the medical training I have had… (more)

Confirmed availability
 Presidents' Day
18. Kerin Verified Background Check

I'll love your baby like my own!

Belleair, FL, 33756

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

"COMPASSIONATE DOG LOVER. Kerin will CARE and LOVE on your dog with KINDNESS, GENTLENESS, PLAYFULNESS and COMPASSION. Her home is safe and yard is fenced with l… (more)"

19. Madison Verified Background Check

Enthusiastic Pet Sitter

Harbor Oaks, Clearwater, FL, 33756

House Sitting, Drop-In Visits, Dog Walking

"Sweet, attentive, dependable, trustworthy, and a loving person. She will provide excellent care for your home and pet. I trust her and so can you. (more)"

20. Angela Verified Background Check

Professional, Trustworthy and Loyal

Clearwater, FL, 33756

House Sitting, Drop-In Visits, Dog Walking

"Angela B. would be a wonderful caretaker for any dog. The choices Angela B. has always made throughout her life have always been for the care of others. I… (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: