Pet Setting & Drop Ins in Trails Of Countryside, Clearwater, FL

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Savannah

Experienced Kennel Tech

Clearwater, FL, 33756

House Sitting, Drop-In Visits, Dog Walking

"Savannah is the only person that I trust with my pup in the entire Clearwater area, and one of the few people my dog approves of when it comes to petsitting!... (more)"

Confirmed Christmas Availability
2. Melissa

Gotta love muddy paws!

Palm Harbor, FL, 34684

House Sitting, Drop-In Visits, Dog Walking

About: I have lived with dogs my entire life. I am originally from Maine and love the warm weather here in Florida. I thoroughly enjoy taking my dogs on l... (more)

Confirmed Christmas Availability
3. Angie

"Loving Care when you're not there"

Oldsmar, FL, 34677

Dog Boarding, House Sitting, Drop-In Visits

18 repeat clients

"Angie is wonderful! Our dog loved her, and she sent us. constant updates and cute pictures. She went above and beyond what we had asked for, and we couldn't ... (more)"

Confirmed Holiday Availability
4. Kara and David

Responsible and loving sitters!

Palm Harbor, FL, 34684

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

30 repeat clients

"Kara and David were great! it's a good feeling to have when you're away that your pets are in good hands. I will for sure use them in the future! (more)"

5. Stacey

Must love dogs

Palm harbor , FL, 34684

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Stacey was great! She was very flexible with my last minute request. She sent me multiple pictures and I feel great knowing Maggie was cared for while I was ... (more)"

Confirmed Christmas Availability
6. Melissa

Certified Veterinary Technician

Tarpon Springs, FL, 34689

House Sitting, Drop-In Visits, Dog Walking

About: Hello! My name is Melissa. I am a certified veterinary technician currently working at a small animal hospital in Tampa. I have 10 years of experie... (more)

Confirmed Holiday Availability
7. Susan

Treating your dog like family

Palm Harbor, FL, 34684

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

2 repeat clients

"I could not feel any more sure that my dog Logan is in good hands than when she is in Susan's care. Logan was able to stay with Susan while I had to spend so... (more)"

Confirmed Holiday Availability
8. Simone

Experience with dogs small to large

Safety Harbor, FL, 34695

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

9 repeat clients

"Carmen had a great time with Simone, and I had a great trip knowing she was so well cared for. Simone sent me updates and pictures and made sure I knew Carm... (more)"

Confirmed Holiday Availability
9. Harry

Force-free complete canine care.

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

"Harry was fabulous w Karma. Harry genuinely cared for Karma's well being and happiness as well as mine. I highly remcommend Harry and his dog care service... (more)"

10. Kristine

Friendly, Caring, & Responsible

Palm Harbor, FL, 34683

Drop-In Visits, Dog Walking

1 repeat client

About: We have had 4 dogs: Lady, Heber, Prince, and Louie, big and small, during our 20 year marriage. We have 3 boys who love dogs and are very good wit... (more)

Confirmed Christmas Availability
11. Ashley

Your dogs Home away from Home

Clearwater, FL, 33763

Dog Boarding, Drop-In Visits, Doggy Day Care

8 repeat clients

"Ashley was awesome! She dropped in and cared for our kitties and gave them love while we were away. She also took the time each day to send us a quick text... (more)"

12. Tara

LifeLong Dog Lover

Palm Harbor, FL, 34683

Drop-In Visits, Dog Walking

2 repeat clients

"Tara took great care of Reno! Im so happy to have found her! You can really tell she loves animals. (more)"

13. Stephanie

Energetic, outgoing animal lover!

Clearwater, FL, 33765

Drop-In Visits, Dog Walking

2 repeat clients

"My little ones love her.... She makes she sure they are cared for, loved, played with... Not many can tell my babies apart yet she knew, day one! I get aweso... (more)"

Confirmed Holiday Availability
14. Melissa

Energetic Dog Loving Uni Student

Palm Harbor, FL, 34685

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"I thought Melissa did a wonderful job and kept me informed before, during and after the visit. I will definitely use her again. She was extremely reliable ... (more)"

Confirmed Holiday Availability
15. Paul

Home F/T Lifelong Dog Lover

Palm Harbor, FL, 34684

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

9 repeat clients

"Paul was amazing and my 2 dogs were very well kept upon my return! (more)"

Confirmed New Years Availability
16. Bryan

THE Dog Person

Rainbow Farms North, Safety Harbor, FL, 34695

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Bryan has always been a very loving and affectionate person-animals and humans alike! He has a great understanding of animals and an interest in animal psych... (more)"

17. John

Dog Lover and Spoiler for Visits!

Dunedin, FL, 34698

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

"John is a dear friend and the most caring pet owner. I watched his attention to detail caring for his dog with cancer or roaring fresh meals. He often let my... (more)"

18. Stacy

Caring Dependable Pet-Sitter/Walker

Dunedin, FL, 34698

Drop-In Visits, Dog Walking

"Stacy is amazing with my furr-babies! Gave them lots of love and made sure they were safe. Brody, Bella, and Taz love seeing her. She is always on time, very... (more)"

19. Savannah

I love my pup snuggles!

Palm Harbor, FL, 34684

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

"Savannah is a very professional, courteous, and genuinely kind person. Her love of dogs and animals of all shapes and sizes is astounding. I wouldn't want ... (more)"

20. Sarah

Always put your best paw forward!

Palm Harbor, FL, 34684

Dog Boarding, Drop-In Visits, Dog Walking

About: I have a huge love for dogs of all shapes and sizes! Owning a dog myself, I know how precious our fur babies are. They are so utter less selfless a... (more)

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Learn About Premier

In Trails of Countryside, 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 Trails of Countryside 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.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Trails of Countryside pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Trails of Countryside, Clearwater who meets your and your pet's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

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 Trails of Countryside, 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: