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.
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1. Katina

Energetic dog lover

Tarpon Springs, FL, 34689

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

"Katina watches my dogs whenever I am out of town and it gives me piece of mind knowing they are in her care. She sends daily pictures and updates of how the... (more)"

2. Kara and David

Responsible and loving sitters!

Palm Harbor, FL, 34684

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

30 repeat clients

"Kara rocks! She's very friendly and sent us picture updates with every visit. Our dog seemed to have a great time hanging out with her and was in great spiri... (more)"

Confirmed New Years Availability
3. 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)"

4. Erin

I will treat your babies as my own!

Clearwater, FL, 33763

House Sitting, Drop-In Visits, Dog Walking

"Erin did a fantastic job with my dogs. This was my first time having Erin watch my dogs but I felt very comfortable with her in my home and my girls were hap... (more)"

5. Melissa

Energetic Dog Loving Uni Student

Palm Harbor, FL, 34685

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Melissa is always great with Daisy. She is very thorough, always making sure she is fully taken care of right up until I get home. I never have to worry abou... (more)"

6. Christopher

Responsible, dog and cat lover!

Palm Harbor, FL, 34684

House Sitting

"Christopher was awesome!! He came for a meet and greet and instantly bonded with our very active Golden Shepard, Brady. Christopher was very punctual, commu... (more)"

7. 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)"

8. Dianna

RN that cares for 4-legged friends

Palm Harbor, FL, 34683

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

1 repeat client

"My groomer told me about Rover.Com and that's where I found Dianna who was a perfect fit for my pet situation! She was absolutely wonderful with my pets, se... (more)"

9. 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)"

Confirmed Christmas Availability
10. Angie

"Loving Care when you're not there"

Oldsmar, FL, 34677

Dog Boarding, House Sitting, Drop-In Visits

18 repeat clients

"What an AWESOME experience !!! I have been over protective of my dogs for years and never established with a sitter in the past. Angie has changed all of th... (more)"

11. Simone

Experience with dogs small to large

Safety Harbor, FL, 34695

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

9 repeat clients

"Simone was absolutely fantastic!! She took 3 visits before our trip to make sure our puppies and us were actually comfortable with her, and she got all the n... (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)"

Confirmed Holiday Availability
13. Gena

Friendly, very organized, outgoing

Clearwater, FL, 33761

House Sitting

"Gena is a wonderful dog (pet) sitter. She takes such good care of your pet while you are away. Makes sure she follows any special instructions for your pet,... (more)"

14. Kelsey

Dog lover!

Safety harbor , FL, 34695

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Kelsey is an awesome dog sitter! She has taken great care of our 6 month old puppy, and 3 year old dog. Our 3 year old is post ACL surgery, and Kelsey has ke... (more)"

15. 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)"

Confirmed Holiday Availability
16. 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)

Confirmed Christmas Availability
17. 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)

18. Shirley

Loving Pet sitter

Palm Harbor, FL, 34682

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I have known Shirley for many years, she is dependable, responsible, caring , loving toward animals. She has cared for my pets and has had pets of her own. (more)"

19. 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)"

20. Lindsey

Fun, loving and caring dog sitter!

Oldsmar, FL, 34677

Dog Boarding, House Sitting, Dog Walking

About: I grew up in a home with multiple dogs all my life and I helped my Mom take care of 2 litters of Golden Retrievers, what a fun experience! I have 9... (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: