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

10 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

42 repeat clients

"We felt at ease knowing our cats were in safe hands over the holidays. We enjoyed the daily pictures and came home to happy pets and a clean house. (more)"

Available this weekend
3. Janelle

Animal Lover.

University Park, Clearwater , FL, 33764

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

About: I’m a detail-oriented business person who knows how important it is to follow through, in a meticulous way, the instructions you give me for the da... (more)

4. 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)

5. Erin

Experienced Petsitter

Clearwater, FL, 33761

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Erin has done a great job with our new springer spaniel puppy! She is very accommodating in meeting our needs. This is a great service to us since we both wo... (more)"

6. Kristi

I am a passionate animal lover.

Palm Harbor, FL, 34683

Drop-In Visits, Dog Walking

1 repeat client

"We left for an extended weekend and Kristi did a great job with our 2 big pups! No issues and she was very communicative, sweet and caring! I recommend her!... (more)"

7. Angie

"Loving Care when you're not there"

Oldsmar, FL, 34677

Dog Boarding, Drop-In Visits

28 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)"

8. Tara

LifeLong Dog Lover

Palm Harbor, FL, 34683

Drop-In Visits, Dog Walking

4 repeat clients

"Tara always takes great care of Capone! (more)"

9. 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)"

10. Simone

Dogs Cats and Exotics OH MY!

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)"

11. 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)"

12. 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)"

Available this weekend
13. Marwan

Experienced dog sitter

Palm harbor, FL, 34683

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

About: QUALIFICATIONS SUMMARY • Worked as a part-time Dog Walker for Green Paws for 3 years • Eager to walk multiple dogs or solo simultaneously • Know... (more)

14. Melanie

Trust, Peace of Mind & Tons of Love

Dunedin, FL, 34698

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

"Melanie gives me a great sense of comfort whenever I have to travel because I know my beloved shepherd and the cats are being cared by a very loving, respons... (more)"

15. Jordan

Passionate animal sitter!

Palm Harbor, FL, 34683

Dog Boarding, Drop-In Visits, Dog Walking

About: I love all breeds of dogs and have years of experience with obedience training and dog sitting. I also have extensive experience in caring for dif... (more)

16. Irene

Dog Gone Responsible Sitter!

Dunedin, FL, 34698

Drop-In Visits

"Irene Stevenson is an amazing person. She is not only trustworthy and forthright but also very loving and warm hearted . Irene has a true love and compassion... (more)"

17. 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)

18. 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)"

19. Alanna

5+ Years Experienced Pet Sitter

Dunedin, FL, 34698

House Sitting, Drop-In Visits

3 repeat clients

"Alanna is awesome. We have special needs pets and she is terrific with them. I trust her 100% with the care she provides. She is extremely reliable and pr... (more)"

20. Erin

I will treat your babies as my own!

Clearwater, FL, 33763

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

2 repeat clients

"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)"

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: