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.

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1. Jessica

Full-time Pet Lover! Available Now!

Clearwater, FL, 33765

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

"This was our first booking with Rover.com. I found your services to be just what we needed! With 4 dogs, a trip to the kennel is not only stressful for all... (more)"

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2. Melissa

Experienced & Special Needs Care

Palm Harbor, FL, 34685

House Sitting, Drop-In Visits, Dog Walking

"Melissa did an amazing job watching our cat Pepsi while we were away for vacation. I received daily updates and pictures, and appreciated her detailed repor... (more)"

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3. Rebecca

Dog loving college student

Palm Harbor, FL, 34685

House Sitting, Drop-In Visits, Dog Walking

"Rebecca was on time and did what was expected of her. She has a sweet gentle nature and my fearful fur baby must have felt it, because she was immediately co... (more)"

Confirmed availability
Thanksgiving
4. Vicky

Home full-time

Palm Harbor, FL, 34684

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

"Vicky loved my furballs in my absence! GREAT job! (more)"

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5. Dianna

It's a dogs world

Bonaventure, Palm Harbor, FL, 34684

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

"Dianna was fantastic with our senior dog. It was great to see pictures of him so happy. (more)"

Confirmed availability
This weekend
6. Jacquelyn

Loving Care Pet Care Provider

Safety Harbor, FL, 34695

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

"I would give 10 stars if I could! Jackie was awesome with my dog Chancey. She came right in on the meet and greet and sat down on the floor with him. He i... (more)"

Confirmed availability
This weekend
7. Danielle

Caring Animal Lover

Dunedin, FL, 34698

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

"So grateful to find you to sit for our precious boy. He took to you so quickly and made us feel confident to leave him in your care. Your updates and photo... (more)"

Confirmed availability
Thanksgiving
8. Megan

All prices are adjustable!!!!!!!

Palm harbor, FL, 34683

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

"Great communications. Would certainly use her again! (more)"

Confirmed availability
Thanksgiving
9. Nicole

Furever Friends Dog Walking/Sitting

SAFETY HARBOR, FL, 34695

House Sitting, Drop-In Visits, Dog Walking

"Nicole is awesome! She truly loves dogs and will treat your fur babies as her own. She is very detailed oriented and will make sure you feel at ease leaving ... (more)"

Confirmed availability
Thanksgiving
10. Larry & Renee

Responsible & Patient Animal Lovers

Palm Harbor, FL, 34683

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

"Larry and Renee were excellent. We received pics and text messages of their visit. Our babies seemed very happy in pics. (more)"

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11. Janice

Hugs & Attention!

Clearwater, FL, 33761

Drop-In Visits, Dog Walking

"Janice is awesome. Got a good vibe from her the first time I spoke to her on the phone. She took great care of our three cats while we were on vacation fo... (more)"

Confirmed availability
Thanksgiving
12. Kara and David

Responsible and loving sitters!

Palm Harbor, FL, 34684

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

"David and Kara were awesome! They took great care of my girls and sent us pictures every day. Both dogs seemed really happy while we were gone and we appreci... (more)"

Confirmed availability
Thanksgiving
13. Angie

Angie's Furry Family Retreat

Oldsmar, FL, 34677

Dog Boarding, Drop-In Visits

"We booked Angie for drop-ins 3 times a day over a long weekend. It was the first time we used Rover.com or let a stranger have access to our home and our bab... (more)"

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14. Eileen

safe comfy fenced home

Dunedin, FL, 34698

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

"I have known Eileen for many years and she has watched not only my dogs but my child. I can't say enough about her. She is one of the most intelligent loving... (more)"

Confirmed availability
This weekend
15. Malia

Flexible hours, fenced, walk/run

Palm Harbor, FL, 34683

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

"Malia did such a fantastic job. She was very trustworthy, dedicated, patient , and kind. My dog is diabetic and she was able to care for him during our fami... (more)"

Confirmed availability
Thanksgiving
16. Cheryl

Full time + doggie ♥️ + fenced yard

Clearwater, FL, 33761

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

"The Lucky Puppies has been a great experience for my dog Sophie and myself! I was new to Florida and didn’t know who could take care of my dog, I was recomme... (more)"

Confirmed availability
Thanksgiving
17. Riley

Open availability to work with you!

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

"I have known Riley since she was in high school. She is a friendly person who is animal oriented. She is very trust worthy and willing to work with you and y... (more)"

Confirmed availability
Thanksgiving
18. Martha & Brett

Work from Home-Large Fenced in Yard

clearwater, FL, 33761

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

"I️ am absolutely thrilled how well taken care my Dog was while I️ was away I️ received multiple texts and pictures assuring me that Henry was walked and fed:... (more)"

Confirmed availability
Thanksgiving
19. Sarah

Absolute doggy lover!

Palm Harbor, FL, 34684

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

"Sarah has loved and cared for animals for years. She is very kind, patient, professional, and responsible. I feel that she will do a great job dog walking an... (more)"

20. Janine

Enjoy playing and grooming dogs.

Palm Harbor, FL, 34684

House Sitting, Drop-In Visits, Dog Walking

"My dog loved Janine right away. It was easy to see she loves animals. I felt very comfortable having her drop in to check on Rexx while we were away. (more)"

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: