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

"Detail and support provided by Jessica confirm she loves the pets she is taking care of. From tracking food consumption to general health, she provided the ... (more)"

2. Dianna

It's a dogs world

Bonaventure, Palm Harbor, FL, 34684

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

"Dianna is amazing. She came at the last minute when the sitter I booked cancelled the day before Thanksgiving as I was getting ready to leave for an extended... (more)"

Confirmed availability
This weekend
3. Connie

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 recomme... (more)"

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4. Melissa

Experienced & Special Needs Care

Palm Harbor, FL, 34685

House Sitting, Drop-In Visits, Dog Walking

"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)"

5. Christine

All for the love of animals.

Palm Harbor, FL, 34684

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

"Christine was AWESOME!!! Very knowledgeable and experienced about animals and so loving with our older babies! She made us (and them) feel comfortable right ... (more)"

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6. 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)"

Confirmed availability
President's Day
7. Lynn

Trustworthy and Reliable Pet-Sitter

Oldsmar, FL, 34677

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

"I have known Lynn for over 20 years! She is an exceptionally caring person, and translates those qualities with animals. Dogs, cats, chickens and fish, she... (more)"

8. Stacy

Home during the day

Oldsmar, FL, 34677

Drop-In Visits, Dog Walking

"Stacy did an awesome job taking care of our 2 dogs while we were out of town. She was completely reliable, showed up when she said she would, fulfilled her c... (more)"

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9. 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)"

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10. Rebecca

Dog loving college student

Palm Harbor, FL, 34685

House Sitting, Drop-In Visits, Dog Walking

"Rebecca is the best! She takes wonderful care of my two fur-kids. Lots of pets and love. I don’t worry about them at all. She also sends updates and pictures... (more)"

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11. Danielle

Caring Animal Lover

Dunedin, FL, 34698

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

"We booked Danielle at the last minute due to a change a sudden change in plans that was out of our control. Danielle found the time to come by and do a meet ... (more)"

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12. Jennifer

Home full time fenced front patio.

Palm Harbor, FL, 34684

Dog Boarding, Drop-In Visits, Doggy Day Care

"I have known Jennifer for years and she's a wonderful care giver, Our pup really loved being with her. I used to laugh about how excited he used to get when ... (more)"

Confirmed availability
President's Day
13. Jessica

Works in vet clinic, 2 of my own

Oldsmar, FL, 34677

House Sitting, Drop-In Visits, Dog Walking

"We met Jessica as a Veterinary assistant 4 years ago. She is totally invested in her clients and their pets. Jessica was very compassionate when we had one o... (more)"

Confirmed availability
President's Day
14. 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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15. Martha & Brett

Work from Home-Large Fenced in Yard

clearwater, FL, 33761

Dog Boarding, House Sitting, Drop-In Visits

"Brett and Martha are wonderful with both my dogs and cats. It’s nice to be able to go away for work and not have to worry about anything. They’re so consci... (more)"

Confirmed availability
President's Day
16. Kara and David

Responsible and loving sitters!

Palm Harbor, FL, 34684

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

"Kara and David were both great sitters. I had them come over to take care of my pup when she was feeling ill and I had to go out of town. Kara did not mind c... (more)"

Confirmed availability
President's Day
17. 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)"

18. Cassandra

Home full time! Animal lover ♡

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

"I've known Cass for ten years and she's a very responsible, mature person with a big heart for animals. She's always got her little man Oakley front and cent... (more)"

Confirmed availability
President's Day
19. 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)"

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20. Eileen

safe comfy fenced home

Dunedin, FL, 34698

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

"Eileen Breslin is a loving, caring, responsible, and trusting individual. I would leave Lucky with her many times over the years. Lucky would come running ... (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: