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.

Confirmed Memorial day Availability
1. Jessica

Full-time Pet Lover! Available Now!

Clearwater, FL, 33765

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

6 repeat clients

"Jessica was great with our pups and they warmed up to her quickly! She provided updates, feedback and photos during each visit, so we knew exactly what was g... (more)"

2. Jacquelyn

Loving Care Pet Care Provider

Safety Harbor, FL, 34695

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

19 repeat clients

"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)"

3. Dianna

It's a dogs world

Bonaventure, Palm Harbor, FL, 34684

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

13 repeat clients

About: Hi there! My wife and I have a small American Cocker she loves to play with small like dogs. Our home is a Condo in the Countryside area, it is v... (more)

Confirmed Memorial day Availability
4. Vicky

Pets are Our Family

Palm Harbor, FL, 34684

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

1 repeat client

"My sister-in-law, Vicky is a kind, caring and loving pet owner. She has always been available when I needed help caring for my 3-year old golden retriever. M... (more)"

5. Danielle

Caring Animal Lover

Dunedin, FL, 34698

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

12 repeat clients

About: I have had dogs and cats since I was little and I love their personalities and love they bring to any home! I got my own dog about six years ago wh... (more)

6. Kara and David

Responsible and loving sitters!

Palm Harbor, FL, 34684

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

57 repeat clients

"Kara and David are the best! They are trustworthy, efficient, and take their time to give Brie the care and attention she needs. They communicate the details... (more)"

7. Angie

Angie's Furry Family Retreat

Oldsmar, FL, 34677

Dog Boarding, Drop-In Visits

47 repeat clients

"My 4 kitties & 2 bunnies loved Angie the moment she came for our meet & greet! 2 of my kitties are very leary of new people, but they were out & rubbing all... (more)"

8. Janice

Hugs & Attention!

Dunedin, FL, 34698

House Sitting, Drop-In Visits

4 repeat clients

"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 Memorial day Availability
9. Melissa

Experienced & Special Needs Care

Palm Harbor, FL, 34685

House Sitting, Drop-In Visits, Dog Walking

30 repeat clients

"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)"

10. 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

1 repeat client

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)

Confirmed Memorial day Availability
11. Eileen

Fenced yard and I love dogs

Dunedin, FL, 34698

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

7 repeat clients

"I can personally guarantee that you will feel very lucky to have Eileen watch your dog or help you in any way. She has high integrity, a beautiful heart and... (more)"

12. Karen

I'll treat your dog like Family!

Dunedin, FL, 34698

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

2 repeat clients

"Karen is so great with our pup! She is playful and fun with him and also dependable and trustworthy! I highly recommend her as a pet sitter. (more)"

Confirmed Memorial day Availability
13. Martha & Brett

Work from Home-Large Fenced in Yard

clearwater, FL, 33761

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

18 repeat clients

"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)"

14. Lisa

I'll care for your dog like my own!

Palm Harbor, FL, 34685

Drop-In Visits, Dog Walking

1 repeat client

"Lisa is wonderful animal loving person. She is great with both small and large animals. She would my first pick to watch my dog anytime. (more)"

15. Brandy

Humane Society Volunteer/Runner

Palm Harbor, FL, 34684

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

3 repeat clients

"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)"

16. Simone

Dogs Cats and Exotics OH MY!

Northwood Estates, Clearwater, FL, 33759

Drop-In Visits, Dog Walking

11 repeat clients

"I am very happy to find Simone. She is professional and detail oriented. I feel at ease to be away and not worrying about my cats. Thank you Simone and I ... (more)"

Confirmed Memorial day Availability
17. Erica

The dog always comes first.

Palm Harbor, FL, 34683

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Erica is a genuinely kind and compassionate person who has such an friendly way with dogs that is as natural as breathing. She understands that a dog isn't j... (more)"

18. Katie

Active young professional

Palm Harbor, FL, 34685

House Sitting, Drop-In Visits, Dog Walking

"I lived with Katie J for 2 years, 6 months of which was with a new puppy, Duke. Katie J went above and beyond to ensure that Duke was happy and healthy. She ... (more)"

19. Brian

Home full time and a 100% committed

palm harbor, FL, 34684

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

1 repeat client

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)

Confirmed Memorial day Availability
20. Angelica

P/T Med student F/T DOG LOVER

Palm harbor, FL, 34684

Dog Boarding, Drop-In Visits, Dog Walking

"Great job, great service. I'd recommend her to watch your pets to anyone who values, honesty and a good walk. Help support a local girl in her pursuit of a h... (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: