Pet Setting & Drop Ins in Harbor Oaks, Clearwater, FL

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

Tip: Contact sitters now to confirm availability.
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1. Danielle

This is my passion!

largo, FL, 33774

House Sitting, Drop-In Visits, Dog Walking

"Danielle was so sweet and so good with our dogs. Our dogs absolutely loved her! (more)"

Confirmed availability
4th of July
2. Jessica

Full-time Pet Lover! Available Now!

Clearwater, FL, 33765

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

"I booked Jessica to walk my 6month old Shiba Inu. We met prior to her scheduled visit which helped me be at ease with someone other than family watching my f... (more)"

Confirmed availability
4th of July
3. Connie

No pets of my own for the 1st time.

Dunedin, FL, 34698

Drop-In Visits

"Connie and Chickee get along like Peaches & Cream. She takes care of Chickee like she was her own furbaby. Your the Best!! This time Chickee need to have ... (more)"

Confirmed availability
4th of July
4. Valerie

Love and care when you're not there

Clearwater, FL, 33756

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

"Valerie treats all animals like family. Even if she isn’t dog sitting my pets, she greets them as members of our household the second she comes in the door. ... (more)"

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5. Jessica

Professional Dog Cuddler

Clearwater, FL, 33764

House Sitting, Drop-In Visits, Dog Walking

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

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6. Diane

Home Full Time in a Pup Paradise!

Largo, FL, 33771

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

"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)"

Confirmed availability
This weekend
7. Petra

Mature, responsible local pet lover

Belleair Bluffs, Belleair, FL, 33770

House Sitting, Drop-In Visits, Dog Walking

"We found Petra through a neighbor recommendation. She took such great care of our fur babies. It made going on our trip much more enjoyable knowing our dog... (more)"

Confirmed availability
4th of July
8. Kasey

Never turn down a fetch opportunity

Largo, FL, 33771

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

"Kasey has been watching our puppies for a couple of years. We have two labs one which was older and diabetic and one that is a puppy. She took such good care... (more)"

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9. Anna

Your pet is my best bud!

Clearwater, FL, 33755

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

"Anna is such a dog lover. As a matter of fact she has a dog voice for each dog she meets. She has taken care of our dog Hank several times while we were out... (more)"

Confirmed availability
4th of July
10. 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)"

Confirmed availability
This weekend
11. Tyler

Practically a member of the pack

Clearwater, FL, 33756

House Sitting, Drop-In Visits, Dog Walking

"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)"

Confirmed availability
4th of July
12. 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)"

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13. Samantha

Keeping your best friend company!

Clearwater, FL, 33756

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

"5 stars! So amamzing! It was so easy to work with her and she went above and beyond what I asked her to do. My dog loved her and so did I! Thank you so much (more)"

Confirmed availability
4th of July
14. Peggy

Happiest with My Dogs

Clearwater, FL, 33755

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

"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)"

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15. Brian

Safe environment with lots of space

clearwater, FL, 33756

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

"We only trust Brian with the training and care of our dogs! When our family goes out of town, we like to take our newfound to Brian to perfect his training t... (more)"

16. Caryn

Very flexible, all size dogs

Largo, FL, 33770

Drop-In Visits, Dog Walking

"I have personally known Caryn for over 35 years. During this time her love of all animals, but especially dogs, has been an ongoing passion that motivated he... (more)"

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17. Blakelee

Animal Loving Introvert

Belleair, FL, 33756

House Sitting, Drop-In Visits, Dog Walking

"Everything was as smooth as glass. My kitty cats were so well cared for, such peace of mind. Couldn't have asked for more Thank You Blakelee, you're the b... (more)"

18. 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)

19. Emma

A+ Poop Scooping & Belly Rubbing!

Clearwater, FL, 33756

House Sitting, Drop-In Visits, Dog Walking

"I have known Emma all her life. We are very close and she has spent a lot of time at my house. In all that time I have had five dogs. She has loved each o... (more)"

20. 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)

In Harbor Oaks, 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 Harbor Oaks 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.

Rover.com is the simple, savvy way to find and book Harbor Oaks, Clearwater drop in pet sitting. It's easy to find the perfect pet sitter. Many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a free background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Harbor Oaks, Clearwater . When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. 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 Harbor Oaks, 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:

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.