House Sitting in Trails Of Countryside, Clearwater, FL

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

1. Cindy

A Doggie Vacation!

Tarpon Springs, FL, 34688

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

16 repeat clients

"This was the second time we had Cindy stay with our dog Darcy. Since our Dog had caught a bug it was a more challanging and she had to stay up almost all nig... (more)"

2. Bradley

Caring and trustworthy animal lover

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Bradley did an excellent job caring for my high energy dog, Zoe. I was looking for someone who was willing to keep up with Zoe's level of exercise while I wa... (more)"

3. Kacey

Your dog's needs always come first!

Clearwater, FL, 33759

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Kasey house sat for us and took exceptional care of our large dog. She kept us up to date on how he was doing and managed his care carefully and responsibl... (more)"

4. Alanna

5+ Years Experienced Pet Sitter

Dunedin, FL, 34698

House Sitting, Drop-In Visits

6 repeat clients

"Alanna (and Maisey) were amazing! Alanna sent us pictures each day of our pups playing and snuggling with her and Maisey. She even put together an awesome vi... (more)"

5. 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)"

6. Madison

Home full-time!

Clearwater, FL, 33761

House Sitting, Drop-In Visits, Dog Walking

"Madison took loving care of our family dog (and other pets including a gecko, fish and birds) as well as our home while we were away. It can be challenging f... (more)"

7. Melissa

Energetic Dog Loving Uni Student

Palm Harbor, FL, 34685

House Sitting, Drop-In Visits, Dog Walking

19 repeat clients

"Melissa took great care of our 2 cats and 1 dog while we were out of town. I am very detailed about my requests for the pet sitters, and Melissa did a great ... (more)"

8. Tyler

Spacious Fenced Yard, Like Home!

Crystal Beach, FL, 34681

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

"Tyler has grown up with dogs all of his life and cherishes dogs as he would any member of the family. His dog Kona means everything to him and he insures th... (more)"

9. Jamie

I'll run with your dog!

Oldsmar, FL, 34677

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

3 repeat clients

About: I am an all around person. I can either lay on the couch with a dog and watch movies or we can be out at a park going for a nice run/walk. I love t... (more)

10. Rebecca

Looking for walking & play buddies

Safety Harbor, FL, 34695

House Sitting, Drop-In Visits, Dog Walking

"Rebecca is a true find, better than I could’ve ever hope for! She stayed at my house, taking expert care of my dogs, Lucy and Schroeder, and 2 cats...for a w... (more)"

11. Jacquelyn

Loving Care Pet Care Provider

Safety Harbor, FL, 34695

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

10 repeat clients

"Hi, I am Jacquelyn's sister, Linda. Jackie has been a lover of animals since childhood. Animals are comfortable around her and she is quite relaxed, loving ... (more)"

12. Leslie

Spacious home with fenced yard & friendly family!

Dunedin, FL, 34698

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

23 repeat clients

"Leslie and Gareth have cared for our 4 dogs for many years and we have cared for their dog Murray in return. Leslie and Gareth are excellent with dogs--the... (more)"

13. Kara and David

Responsible and loving sitters!

Palm Harbor, FL, 34684

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

49 repeat clients

"Kara was amazing! Sent her a message late at night and she responded quickly the very next morning. We had Kara come to our home while we were away to feed... (more)"

14. Janice

Hugs & Attention!

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

4 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)"

15. Christopher

Responsible, dog and cat lover!

Palm Harbor, FL, 34684

House Sitting

"Chris was wonderful. We had him watch our two dogs and cat for nine days while we were on vacation. He is professional, truly an animal lover, and goes ove... (more)"

16. Sharon

Trust your Beloved Pet with Me!

Safety Harbor, FL, 34695

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

1 repeat client

"Sharon is a dedicated, hard working, reliable, and loyal person. I had the pleasure to work with her for two years and experience a strong level of leadershi... (more)"

Available this weekend
17. Stacy

Caring Dependable Pet-Sitter/Walker

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Stacy is a true animal lover and takes care of her dogs as if they were her children. She is professional and reliable and will make sure your pups are happy... (more)"

18. Kali

I will treat your dog like my own

Oldsmar, FL, 34677

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

"Kali is a responsible and loving caregiver for dogs of all sizes. She has taken care of my shit tzu for years and for other dogs in my neighborhood. You will... (more)"

19. Shannon

Experienced In Dog Care! Love Dogs!

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

"Shannon was wonderful. Flexible with my last-minute schedule, patient with my sweet girl while she adjusted since she hadn't known Shannon previously - and c... (more)"

20. Malia

Flexible hours, fenced, walk/run

Dunedin, FL, 34698

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

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)

Experience exceptional service and a personalized match

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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: