House Sitting in Trails Of Countryside, Clearwater, FL

Find a loving dog sitter to watch your dog overnight in your home.

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1. Madison

Home full-time!

Clearwater, FL, 33761

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"We are so happy with Madison. We got home a little early and was able to catch her bringing in our dogs for a walk. Sophie and Reese like her a lot. (more)"

2. Melissa

Energetic Dog Loving Uni Student

Palm Harbor, FL, 34685

House Sitting, Drop-In Visits, Dog Walking

23 repeat clients

"Melissa was a pleasure to meet and my dog enjoyed having her company for the weekend. Melissa came prepared to our meet and greet with questions to ask, so I... (more)"

3. Bradley

Caring and trustworthy animal lover

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I'm extremely impressed with Brad! He took excellent care of my dogs and left the house spotless. He kept me updated every day on the dogs and their activiti... (more)"

4. Erica

The dog always comes first.

Palm Harbor, FL, 34683

House Sitting, Drop-In Visits

"Erica has known my cockapoo, Holly, since she was a puppy, and Holly welcomes her like family whenever she's around. If I needed someone to look after her, E... (more)"

5. Nicole

fenced In yard with doggy door

Clearwater, FL, 33761

Dog Boarding, House Sitting, Drop-In Visits

"Nicole is a very responsible young lady. She is caring and patient with both pets and children. I would trust her with my pets any day! She lives in a very c... (more)"

6. Pamela

fit and retired dog lover

Dunedin, FL, 34698

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

1 repeat client

"To the lucky dog who has Pam as your walker! You will love Pam! She loves dogs and loves to walk, a perfect match. My dogs leap for joy when Pam comes to ... (more)"

7. Martha & Brett

Work from Home-Large Fenced in Yard

clearwater, FL, 33761

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

15 repeat clients

"Martha and family were amazing with my babies. They kept me up to date with texts and pictires throughout my trip. I was able to enjoy my weekend away with... (more)"

8. Janice

Hugs & Attention!

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"My dog was happy with Janice and that's the most important thing. He was able to stay at home with her care. All his needs were met and Janice is a lovely ... (more)"

9. 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)

10. Janet & Mark

Lifetime dog people

Palm Harbor, FL, 34684

House Sitting, Drop-In Visits, Dog Walking

About: A couple of lifetime dog lovers. We have a newly rescued dog ourselves (that's Forest in the picture). We adopted him a few months ago and he's bee... (more)

11. Nicholas

I will run with your dog

Palm Harbor, FL, 34683

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

"I’ve known Nicholas for about three years now and he’s a very trustworthy and dependable person. I can always count on him when needed and when it comes to y... (more)"

12. Victoria

Animals are my family!!!!

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

About: I love all breeds. I raised Yorkshire Terriers In St Louis for twenty years while working as a Cosmetologist. I soon discovered I needed a break, I... (more)

13. Jacquelyn

Loving Care Pet Care Provider

Safety Harbor, FL, 34695

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

14 repeat clients

"Jackie was the best! She took great care of my pups! She was on time, super friendly and sent tons of photos of my pups. I will definitely have Jackie watch ... (more)"

14. Sarah

Mary Poppins for Dogs!

Palm Harbor, FL, 34685

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I am originally from England and have lived here for 4 years now. So just think of me as Mary Poppins for your pup(s)! Life can become busy but... (more)

15. 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)"

16. Carlee

Your dog is family!!

Clearwater, FL, 33761

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

"Carlee has taken care of my dog many times. She is very reliable and is great with my German Shepherd. She walks him on a regular basis and also has kept him... (more)"

17. Alanna

5+ Years Experienced Pet Sitter

Dunedin, FL, 34698

House Sitting, Drop-In Visits

6 repeat clients

"Alanna is fantastic. We adopted a special needs dog and were cautious to leave her alone at home her first week with us. Alanna adapted to her routine and ha... (more)"

18. 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)

19. Kara and David

Responsible and loving sitters!

Palm Harbor, FL, 34684

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

54 repeat clients

"Kara and David were wonderful!! They took such good care of Sammy and sent me lots of pics to keep me updated. I will definetly use them again! My Sammy loved (more)"

20. Malia

Flexible hours, fenced, walk/run

Dunedin, FL, 34698

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

3 repeat clients

About: Hi! My name is Malia. We are a sweet , caring family who loves animals. We are happy to board your baby(babies). We only board for one family at a... (more)

Pet parents turn to sitters on Rover.com when they're looking for house-sitting. 5,453 owners have reviewed sitters in Trails of Countryside, Clearwater, FL, giving them an average rating of 5.0/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect house sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average house sitting rates to get an idea before you start a conversation with a house sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Trails of Countryside house sitter in seconds on Rover.com. If you're looking for trusted dog sitters while you're away, whether it's for one night or a whole month, you can find a house sitter in Trails of Countryside, Clearwater, FL who meets your and your dog'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 dog, 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 dog lovers 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: