Pet Setting & 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 4th of July Availability
1. Jessica

Full-time Pet Lover! Available Now!

Clearwater, FL, 33765

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

12 repeat clients

"Great pictures and updates with every visit. Super happy with the support and communication, I knew the whole time my kitties were in good hands. Thanks fo... (more)"

Confirmed 4th of July Availability
2. Diane

Home Full Time in a Pup Paradise!

Largo, FL, 33771

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

4 repeat clients

"We were so lucky to have found Diane. Diane helped us immensely and treats our pooch like a member of her own family. I strongly recommend Diane for any an... (more)"

3. Danielle

This is my passion!

largo, FL, 33774

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Danielle was great with my 2 dogs. She was attentive and always kept me informed. I had one less thing to worry while I was away on work. would dedinetwly us... (more)"

Confirmed 4th of July Availability
4. Krystal

Your dog will always feel loved.

Clearwater, FL, 33765

Drop-In Visits, Doggy Day Care, Dog Walking

"Krystal was so friendly and kept me updated on how the drop-in visit went, including sending pictures which were so cute! (more)"

5. Julie

Ready, Set, Fido to Walk Your Pup!

Largo, FL, 33770

Drop-In Visits, Dog Walking

3 repeat clients

"Julie is great to my Rocco! I’m so happy that I don’t have to worry about him when I’m at work and my husband is out of town! Thank you Julie! (more)"

6. Connie

No pets of my own for the 1st time.

Dunedin, FL, 34698

Drop-In Visits

3 repeat clients

"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 recomme... (more)"

7. Jessica

Professional Dog Cuddler

Clearwater, FL, 33764

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Jessica does an amazing job! I highly recommend her! (more)"

8. Danielle

Caring Animal Lover

Dunedin, FL, 34698

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

12 repeat clients

About: I have had dogs and cats since I was little and I love their personalities and love they bring to any home! I got my own dog about six years ago wh... (more)

Available this weekend
9. Petra

Mature, responsible local pet lover

Belleair Bluffs, Belleair, FL, 33770

House Sitting, Drop-In Visits, Dog Walking

10 repeat clients

"Petra is amazing...she took excellent care of my timid and shy small dog Taylor. She made her feel calm and loved while I was out of town. Petra is a true do... (more)"

10. Tyler

Practically a member of the pack

Clearwater, FL, 33756

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Tyler takes great care of my cat while I'm away! He's thorough, professional and very flexible with me when it comes to arranging logistics. When I come home... (more)"

11. Peggy

Happiest with My Dogs

Clearwater, FL, 33755

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

12 repeat clients

"Peggy was perfect. She immediately bonded with my dogs and went above and beyond to care for my dogs while I was away! I highly recommend her! (more)"

12. Paige

CPDT-KA Certified Trainer

Largo, FL, 33770

Drop-In Visits, Dog Walking

About: I am a 25 year old CPDT-KA certifed dog trainer, this means I use positive reinforcement to teach your dogs "right" from "wrong". I love anima... (more)

13. Dori

Wagging Tails is My Wonderland! :)

Largo, FL, 33770

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

"Dori is very responsible and loves dogs. I highly recommend her. She loves to take the dogs for a walk. You can trust Dori with your home and pets. (more)"

14. Caryn

Very flexible, all size dogs

Largo, FL, 33770

Drop-In Visits, Dog Walking

4 repeat clients

"Caryn has cared for my dogs for years....she treats them as if they were her own.....shes kind and patient makes sure they get their walks their food on ... (more)"

15. Lily

I am an animal lover.

Belleair bluffs, FL, 33770

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

About: I have experience caring for dogs, cats, Birds for more than 15 years. I have work with many animals and am comfortable grooming, bathing, walking,... (more)

16. Meaghan

Four Legged Fun

Clearwater, FL, 33756

House Sitting, Drop-In Visits, Dog Walking

About: I have had dogs all my life from mutts to pure breeds. I have never met a dog that doesn't like me or vice versa. I believe that dogs are mans best... (more)

17. Lisa

Dog whisperer I ❤️ them, they ❤️ me

Sarasota, FL, 34232

Drop-In Visits, Dog Walking

"Lisa has watched my dog Moxie. She loves taking him for long walks and playing in the park. She has taken him for some overnights too. She is punctual and ve... (more)"

Available this weekend
18. Brian

Safe environment with lots of space

clearwater, FL, 33756

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

"Brian went above and beyond to accommodate our two pups (one with severe anxiety even) during our recent road trip from MN to FL - his communication was cons... (more)"

19. Courtney

Courtney’s Cozy Pet Sitting

Clearwater, FL, 33756

Drop-In Visits, Dog Walking

1 repeat client

About: Hello! My name is Courtney and I am SO excited to meet your fur babies! I am 23 and I have been in the pet industry since I was 18, working at the ... (more)

20. Blakelee

Animal Loving Introvert

Belleair, FL, 33756

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Our dogs adored Blakelee! We appreciate everything that she did and can't wait for her to dogsit again!! (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: