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.

1. Kim

Animal lover with lots of patience

Clearwater, FL, 33758

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Kim was awesome! She was terrific with my sheba, and gave me several updates each day, including photos. I was so impressed and will call upon Kim again. ... (more)"

2. Kara and David

Responsible and loving sitters!

Palm Harbor, FL, 34684

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

38 repeat clients

"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)"

3. Angie

Friendly and energetic pet lover

Palm Harbor , FL, 34683

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

About: I've had all sorts of pets for as long as I can remember. I have a 3 year old black lab and a 1 yr old kitty. I like the outdoors and enjoy playing... (more)

4. Angie

"Loving Care when you're not there"

Oldsmar, FL, 34677

Dog Boarding, House Sitting, Drop-In Visits

23 repeat clients

"Angie did such a great job with my dog Aussie! Great union between the two and I knew my dog was in good hands! Very professional and personable; great qua... (more)"

5. Kristin

Fur baby lover

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

"Kristin M. will be a loving and doting caregiver for your dog or pet. She has experience in caring for all kids of pets like dogs, cats, birds, fish, turtle... (more)"

6. Erin

I will treat your babies as my own!

Clearwater, FL, 33763

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

1 repeat client

"I love having someone as caring as Erin available to watch our dog and parrots when we go on a trip. I never worry about them because she takes great care an... (more)"

7. Ashley

Your dogs Home away from Home

Clearwater, FL, 33763

Dog Boarding, Drop-In Visits, Doggy Day Care

11 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)"

Available this weekend
8. Jennifer

Animals are our family!

Palm Harbor, FL, 34683

Drop-In Visits, Dog Walking

2 repeat clients

"Jennifer and her family are wonderful. They took great care of my girls Pandora and Nala. Lots of love and care as well as daily updates. I will definitely ... (more)"

9. Jenna

Responsible Dog Walker!

Sunset Lake Estates, Clearwater, FL, 33755

House Sitting, Drop-In Visits, Dog Walking

"Jenna is a very responsible pet owner and caregiver. She is not only honest, reliable, and flexible, she also shows enormous love and compassion for all dogs... (more)"

10. 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)"

11. Simone

Experience with dogs small to large

Safety Harbor, FL, 34695

Drop-In Visits, Dog Walking

10 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)"

12. 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)

13. Tara

LifeLong Dog Lover

Palm Harbor, FL, 34683

Drop-In Visits, Dog Walking

3 repeat clients

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

14. Jessie

Passionate about dog care!

Safety Harbor, FL, 34695

Drop-In Visits, Dog Walking

"This was our first time to use Rover. Pippi seemed well cared for and Jessie was good about communicating with us. We would use her again. Jim and Marsha Avery (more)"

15. Erin

Experienced Petsitter

Clearwater, FL, 33761

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Erin was absolutely wonderful! My pups were so happy and I felt so much better being away knowing they were in great hands! I'm definitkely be rebooking! (more)"

16. Melissa

Energetic Dog Loving Uni Student

Palm Harbor, FL, 34685

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"The the meet and great went perfect, she was patient with our sometimes hectic pups, and after every visit sent a text and let us know all the details. Went ... (more)"

17. Kristi

I am a passionate animal lover.

Palm Harbor, FL, 34683

Drop-In Visits, Dog Walking

1 repeat client

"Pepper loved her stay with Kristi, her family and her fur babies. (more)"

18. Susan

Treating your dog like family

Palm Harbor, FL, 34684

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

3 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)"

Available this weekend
19. Paul

Home F/T Lifelong Dog Lover

Palm Harbor, FL, 34684

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

11 repeat clients

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

20. Brandy

We'll treat your pup like our own

Palm Harbor, FL, 34684

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

"There is no one I trust with my senior rescue more than I trust Brandy! She is kind and always patient. My puppy loved her right away! (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

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: