House Sitting in Trails Of Countryside, Clearwater, FL

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

1. Deena

LOVE AT FIRST DOG!!!

Oldsmar, FL, 34677

House Sitting, Drop-In Visits, Dog Walking

"A true dog lover for life. There's no dog she's met that she hasn't loved or cared for. If we humans treated each other the way Deena treats dogs, our world ... (more)"

2. Erin

I will treat your babies as my own!

Clearwater, FL, 33763

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

"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)"

3. Hannah

The "Crazy Dog Lady" you'll love!

Clearwater, FL, 33764

Drop-In Visits, House Sitting, Dog Walking

"There are very few people I trust to take care of my Gracie. She is a rescue, who has some anxiety and reactive issues with other dogs and Hannah is a pro at... (more)"

4. Kara and David

Responsible and loving sitters!

Palm Harbor, FL, 34684

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

33 repeat clients

"We loved using Kara and David. We received tons of pictures on a regular basis. They were prompt with communication as well. Annie definitely got plenty of a... (more)"

5. Bryan

THE Dog Person

Rainbow Farms North, Safety Harbor, FL, 34695

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"We asked Bryan to watch our zoo very last minute and he agreed! He got along great with the cats and our dog and was amazing at communicating with us the ent... (more)"

6. Janice

Hugs & Attention!

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

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

7. Melissa

Energetic Dog Loving Uni Student

Palm Harbor, FL, 34685

House Sitting, Drop-In Visits, Dog Walking

9 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. 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)"

9. Keara

Flexible Dog Sitter

palm harbour, FL, 34685

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Keara cared for my two dogs and my very elderly cat while we were away. She did an amazing job administering the medication my cat needs twice daily, and sh... (more)"

10. Angie

"Loving Care when you're not there"

Oldsmar, FL, 34677

Dog Boarding, House Sitting, Drop-In Visits

21 repeat clients

"If I only had one word to describe Angie’s services, it would be PRICELESS! However, I cannot stop myself at one word. I will not be able to express how than... (more)"

11. Alanna

5+ Years Experienced Pet Sitter

Dunedin, FL, 34698

House Sitting, Drop-In Visits

3 repeat clients

"This was our first time having Alanna watch our little fur babies. She did an awesome job. She kept us up to date each day on how they were doing. She is ver... (more)"

12. Sara

Loving Dog Sitter

Clearwater, FL, 33759

House Sitting, Drop-In Visits, Dog Walking

"Sara has been raised around animals of all sorts. Those origins gave her the ability to deal with dogs with very different personalities. She is the most lov... (more)"

13. Stacey

Must love dogs

Palm harbor , FL, 34684

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Stacey has taken care of my beloved Max both in my home and hers. He can't wait to go with her which makes me at ease while I'm gone. She is a very responsib... (more)"

14. Kelsey

Dog lover!

Safety harbor , FL, 34695

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"I am so happy that I found Kelsey. She was so accommodating to what I needed and wanted, she sent us updates while we were away, and it really seemed like th... (more)"

15. Emily

Fun dog walks at park or beach.

Safety Harbor, FL, 34695

House Sitting, Drop-In Visits, Dog Walking

"I'm always so happy to leave our Corgi, Foster, in Emily's very qualified care. He's happy when we pick him up and I know from all the daily photos she sends... (more)"

16. Gena

Friendly, very organized, outgoing

Clearwater, FL, 33761

House Sitting

"I have known Gena for over 20 years. She is very responsible and loves animals. She has petsit many times and does a great job. She will take great care o... (more)"

17. Erin

Experienced Petsitter

Clearwater, FL, 33761

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Erin is an amazing dogsitter! She stayed with Dixie Lou for the evening while we were out & took great care of her. She is very sweet & loves dogs. We will d... (more)"

18. June

LVT will share love with your pets!

Clearwater, FL, 33761

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I am a Licensed Veterinary Technician, with over 26 years experience, and previously owned my own boarding/grooming center. I have no breed restric... (more)

19. Melissa

Gotta love muddy paws!

Palm Harbor, FL, 34684

House Sitting, Drop-In Visits, Dog Walking

About: I have lived with dogs my entire life. I am originally from Maine and love the warm weather here in Florida. I thoroughly enjoy taking my dogs on l... (more)

20. Savannah

I love my pup snuggles!

Palm Harbor, FL, 34684

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

"Savannah is a very professional, courteous, and genuinely kind person. Her love of dogs and animals of all shapes and sizes is astounding. I wouldn't want ... (more)"

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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: