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. Jessica

Full-time Pet Lover! Available Now!

Clearwater, FL, 33765

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

"Jessica was fabulous!!! She bonded with my very shy chihuahua during her drop in visits and really took the time to get to know her and gain her trust. Jessi... (more)"

2. Dianna

It's a dogs world

Bonaventure, Palm Harbor, FL, 34684

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

"Dianna was great to work with. She responded quickly to me and was happy to help with Newman on short notice. She kept me informed and I know Newman was well... (more)"

Available this weekend
3. Connie

No pets of my own for the 1st time.

Dunedin, FL, 34698

Drop-In Visits

"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)"

4. 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)"

5. Vicky

Pets are Our Family

Palm Harbor, FL, 34684

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

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

6. 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)"

7. Brandy

Humane Society Volunteer/Runner

Palm Harbor, FL, 34684

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

"Brandy not only walks Cooper but is incorporating some training tools to help us along as well. I feel very secure in knowing that our baby is in great hands. (more)"

8. Angie

Angie's Furry Family Retreat

Oldsmar, FL, 34677

Dog Boarding, Drop-In Visits

"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)"

Available this weekend
9. Melissa

Experienced & Special Needs Care

Palm Harbor, FL, 34685

House Sitting, Drop-In Visits, Dog Walking

"Melissa did an excellent job with both of my dogs. They 12 & 10 yrs.old. The 12 yr old has bladder issues & is on a strict schedule to help maintain his di... (more)"

10. Kara and David

Responsible and loving sitters!

Palm Harbor, FL, 34684

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

"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)"

11. Karen

I'll treat your dog like Family!

Dunedin, FL, 34698

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

"Karen is one of the most loving dog/pet people I have ever met! If there are dogs around, they are usually around Karen! They simply love her and she, them! (more)"

12. Janice

Hugs & Attention!

Dunedin, FL, 34698

House Sitting, Drop-In Visits

"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)"

13. 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)"

14. Angelica

P/T Med student F/T DOG LOVER

Palm harbor, FL, 34684

Dog Boarding, Drop-In Visits, Dog Walking

"Angelica is a very responsible young lady. She is kind, caring, and gentle towards animals. I highly recommend Angelica as a dog walker or sitter. (more)"

15. Brian

Home full time and a 100% committed

palm harbor, FL, 34684

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

About: I am 100% committed to the dogs needs and very reliable. I love all nature and understand, "Dogs do speak but only to those who know how to listen"... (more)

16. Penny Lee

Penny Lee's Boarding In Palm Harbor

Bonaventure, Palm Harbor, FL, 34684

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

About: Hello my name is Penny Lee I have been an advocate for Suncoast Animal League a local no kill shelter . In 2013 I ran for honorary mayor of Palm Ha... (more)

17. Emily

Adoring and devoted dog lover

Palm Harbor, FL, 34684

House Sitting, Drop-In Visits, Dog Walking

About: Hello, my name is Emily! I feel that I would make a great dog sitter for you because my passion for dogs is deeply rooted. I have grown up surround... (more)

18. Susan

Home full-time & love walking dogs

Oak Trail, Palm Harbor, FL, 34683

Dog Boarding, Drop-In Visits, Dog Walking

"Susan is a very responsible and loving dog caregiver! She has a huge heart for dogs and treats them with respect and love. We all know that our pets are... (more)"

19. Lauryn

Dogs ruff me

Oldsmar, FL, 34677

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

"All around dog lover and very dependable!! Would love to get to know your four legged friend :) Only pets that are looking to have some fun need apply! (more)"

Available this weekend
20. Pamela

fit and retired dog lover

Dunedin, FL, 34698

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

"I've known Pam for years. She is definitely one of those "Dog People" that is a wonderful caregiver. She lives in a lovely area that is great for walks, too! (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: