House Sitting in Trails Of Countryside, Clearwater, FL

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
Dismiss
1. Andrea

My fur children are beyond spoiled!

Clearwater, FL, 33764

House Sitting, Drop-In Visits, Dog Walking

"Andrea is a true dog Mom! She loves her babies Renzo and Lucca (Italian Greyhounds) and she has spoiled them from day one. Her passion for Italian Greyhounds... (more)"

2. Bradley

Caring and trustworthy animal lover

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

"Me and my husband usually board our dogs Riley (pit mix) and Kato (rotti) when we are away but with one of them having separation anxiety and the other slowi... (more)"

3. Sandy

Vacation Home offered for your pet

Palm Harbor, FL, 34684

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

8 repeat clients

"Sandy is a great find -- I felt so comfortable leaving my fearful rescue dog with her-- she so engaged him on the meet and greet. She accommodated a compli... (more)"

4. Shaun

Home full-time - large fenced yard

Palm Harbor, FL, 34683

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

"Shaun is a very kind and compassionate person and would be an excellent dog sitter! She is comfortable and engages easily with dogs. Very conscientious and o... (more)"

5. Janice

Hugs & Attention!

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Jan is wonderful! She kept me in the loop on how the dogs were and even brought them a bag of treats! (more)"

6. Christopher

Responsible, dog and cat lover!

Palm Harbor, FL, 34684

House Sitting

"He did an amazing job with my boys (2 doxies and 1 cat). Very professional, nice demeanor. House was safe and clean. HIGHLY recommend. Love the pics he sent ... (more)"

7. Melissa

Energetic Dog Loving Uni Student

Palm Harbor, FL, 34685

House Sitting, Drop-In Visits, Dog Walking

13 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)"

8. Erin

Experienced Petsitter

Clearwater, FL, 33761

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Erin is such a great dogsitter & we cannot say enough good things about her! We needed a dogsitter last minute & she was so flexible & took great care of Dix... (more)"

9. Shannon

RN seeking to care for your furbaby

clearwater, FL, 33765

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

"Shannon is a god-send! Our dog has special medical issues that make it impossible to stay at shelters. It also makes taking care of her a little more challen... (more)"

10. Hannah

SITTER/WALKER - AVAILABLE 24/7!

Crystal Beach , FL, 34681

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

"Hannah did a wonderful job watching our pup for a couple of days! She is very much an animal lover and bonded with gim very quickly. She also brought her two... (more)"

11. Kara and David

Responsible and loving sitters!

Palm Harbor, FL, 34684

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

46 repeat clients

"Kara and David are awesome! I could see how happy Duncan was to be in his house and playing with Kara and David! I am so greatfull to have found such great... (more)"

12. Rhiannon

Rhi's Responsible Dog Sitting

Palm Harbor, FL, 34685

House Sitting, Drop-In Visits, Dog Walking

About: Hello All! My name is Rhiannon Strayer, or just Rhi for short. I am very excited and poroud to offer this business to those looking for pet care wh... (more)

13. Alanna

5+ Years Experienced Pet Sitter

Dunedin, FL, 34698

House Sitting, Drop-In Visits

3 repeat clients

"Alanna did a great job with our three pups! They can be a handful, but she kept them under control and says they were very sweet for her. She even put up wi... (more)"

14. Bryan

THE Dog Person

Rainbow Farms North, Safety Harbor, FL, 34695

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"We were very pleased with the care Bryan gave our dogs. He is a responsible young man who clearly loves animals. We will definitely use Bryan again for in ho... (more)"

15. 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

"Erin took my two little dogs for a weekend while I was out of town. She's great at communicating and sent photos to update me. She even took my pups and her ... (more)"

Available this weekend
16. Helen

I love dogs, flexible schedule.

Safety harbor, FL, 34695

House Sitting, Drop-In Visits, Dog Walking

"Helen is great with our dog, Rupert, who doesn't always like strangers. She is always kind enough to send pictures our our fur baby. I would recommend Hel... (more)"

17. Jacquelyn

Loving Care Pet Care Provider

Safety Harbor, FL, 34695

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

5 repeat clients

"Jacquelyn has been taking care of my two dogs for over a year. I trust her implicitly with my babies and in my home. She feeds them , walks them and give t... (more)"

18. Eileen

Fenced yard and I love dogs !

Dunedin, FL, 34698

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

1 repeat client

"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)"

19. Catrina

I am a christian who loves animals!

Dunedin, FL, 34698

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

4 repeat clients

"Catrina is a wonderful sitter. She is a foster for one of my dogs, Petronus. She has not only fostered him but has worked with him and continued his training... (more)"

20. Brandy

We'll treat your pup like our own

Palm Harbor, FL, 34684

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

"There is no one I trust with my senior rescue more than I trust Brandy! She is kind and always patient. My puppy loved her right away! (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

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: