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.

Available this weekend
1. Jessica

Available Anytime! Love Long Walks!

Clearwater, FL, 33765

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Jessica has watched George serveral times now and she is great with him! I always love hearing her feedback from her drop in visits. It sounds like she and G... (more)"

Available this weekend
2. Evan

Long walks and Professional Care

Dunedin, FL, 34698

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

"Evan is truly a dog lover. My dogs always come home tired and happy after their walks with Evan. He is so professional and always sends me photos of my pups ... (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)

4. Frances

I ❤ helping with others dogs!cats

Palm Harbor, FL, 34683

House Sitting, Drop-In Visits, Dog Walking

About: I have been helping many of my church and work friends as they go on vacation to care for their furry/animal family members. I love animals and enj... (more)

5. 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)

6. Vicky

Retired -my pet is my family!

Palm Harbor, FL, 34684

Drop-In Visits, Doggy Day Care, Dog Walking

"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)"

7. Jennifer

I love animals

clearwater, FL, 33761

House Sitting, Drop-In Visits, Dog Walking

About: I've been pet sitting for over 15yrs. I love animals of all shapes and sizes. I'm a certified animal control officer, i was a vet tech for 4 years ... (more)

Confirmed President's Day Availability
8. Kara and David

Responsible and loving sitters!

Palm Harbor, FL, 34684

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

53 repeat clients

"Kara and David were great! it's a good feeling to have when you're away that your pets are in good hands. I will for sure use them in the future! (more)"

Confirmed President's Day Availability
9. Angie

"Loving Care when you're not there"

Oldsmar, FL, 34677

Dog Boarding, Drop-In Visits

41 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)"

Confirmed President's Day Availability
10. Eileen

Fenced yard and I love dogs !

Dunedin, FL, 34698

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

6 repeat clients

"I have known Eileen for many years and she has watched not only my dogs but my child. I can't say enough about her. She is one of the most intelligent loving... (more)"

11. Michelle

Show with love and stay active!

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

"Michelle is the only individual that we trust with our fur kids. Michelle is very reliable, very compassionate, and is able to work around a diversified pack... (more)"

12. Brittani

I have lots of love to give.

Dunedin, FL, 34698

Drop-In Visits, Dog Walking

"Brittani is the most caring and compassionate person I know. She has been an animal lover since birth, and has always demonstrated her loving and kindness to... (more)"

13. Lina

I will care for your dog as mine <3

Clearwater, FL, 33759

Drop-In Visits, Dog Walking

"Lina is such an amazing animal lover. She took care of my dog and cat like if they were her own. I asked for her service on two occasions and I have no words... (more)"

Available this weekend
14. Cassandra

Cass's K-9 Condo for Critters

Palm Harbor, FL, 34684

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

3 repeat clients

About: My love for dogs and cats is genuine. I have a lifetime of experience with animals - all sizes and breeds. I am retired with lots of time on my h... (more)

Confirmed President's Day Availability
15. 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)"

16. Bianca

I'm a fur mom to 2 & Animal Lover

Palm Harbor, FL, 34684

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

"Bianca is truly a pet loving person she has 2 yorkies of her own and those are her children very attentive and detailed to their needs. she has a warm and l... (more)"

17. Kirsten

Your Pups Can Count On Me!

Palm Harbor, FL, 34685

Drop-In Visits, Dog Walking

"I would highly recommend Kirsten as a reliable loving dog caregiver. I had an emergency trip and needed a dog walker/sitter to care for my two dogs. I met ... (more)"

18. Keri

Pampering your Pet

Countryside Woods, Clearwater, FL, 33761

Drop-In Visits, Dog Walking

"Keri loves animals, large and small, and especially dogs. She is responsible, dependable and prompt, and she will treat a dog as well as any member of her fa... (more)"

19. Rachel

Tons of exercise & belly rubs!

Dunedin, FL, 34698

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

"Rachel has been a consistent and helpful assistant when helping me pet sit. She takes charge and shows responsibility when housesitting and managing her sche... (more)"

20. Sabrina

Ill give your dog lots of love!

Palm Harbor, FL, 34684

Drop-In Visits, Dog Walking

"Sabrina is amazing with animals. As someone who worked in the animal field for multiple years I am very picky on who I let watch my fluffy kids. Sabrina is l... (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: