House Sitting in Windsor Park, Clearwater, FL

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

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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. Laura

Mutter Strutters

Clearwater Beach, , , 33767

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

27 repeat clients

"we had a great experience with Dogvacay. She was good with the dogs and did a very nice job overall. I would certainly recommend her. (more)"

4. 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)"

5. Erin

Experienced Petsitter

Clearwater, FL, 33761

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Erin did a fantastic job watching our three pups! She responded promptly to my texts and sent us pictures every day we were away. We were very pleased, and w... (more)"

6. 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)"

7. Alanna

5+ Years Experienced Pet Sitter

Dunedin, FL, 34698

House Sitting, Drop-In Visits

3 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)"

8. Blakelee

Animal Loving Introvert

Belleair, FL, 33756

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Blakelee is an excellent caregiver for dogs and cats. She was well trained as a veterinary technician and worked for several years at a busy veterinary hos... (more)"

9. 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)"

10. Kayla

Kayla's Pet Sitting

Clearwater, FL, 33764

House Sitting, Drop-In Visits, Dog Walking

"Kayla has always taken care of my two dogs, a 70lb boxer & a 70lb pit mix. They absolutely adore her!!! She gets lots of sloppy kisses. We love her!! (more)"

11. 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)"

12. Shannon

I only take 1 dog at a time!

Clearwater, FL, 33759

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

About: Hi! I am a full-time athlete looking for a running buddy... wait... this isn't to find other human running buddies?? Oh well! Your dog would actual... (more)

13. Victoria

Easy-going dog lover

Clearwater, FL, 33765

House Sitting, Drop-In Visits, Dog Walking

About: Hello, my name is Victoria. My family and I have been owners of many dogs, ranging from Yorkies to Rottweilers. I currently am the owner of a young... (more)

14. Trevor

I'll love your dog like like mine.

Clearwater, FL, 33755

House Sitting, Drop-In Visits, Dog Walking

About: I am a college student at USF Tampa and am home for the summer and would love to be around dogs while I'm home while making some money for food and... (more)

15. Rachael

Eye-Catching Headline

Clearwater, FL, 33756

House Sitting, Drop-In Visits, Dog Walking

"Rachael is an amazing pet sitter. She watched our two pugs and took care of our oldest one who was struggling to even walk at the time. She followed all of o... (more)"

Available this weekend
16. Leahrae

Personal, loving care 24/7

Clearwater, FL, 33756

Dog Boarding, House Sitting, Doggy Day Care

4 repeat clients

"We hired Leahrae for the first time this past weekend. Leahrae came over to our house 2 separate days in order to acquaint herself with us and our fur-babie... (more)"

17. Meghan

Complete dog lover, fenced yard

Charter Oaks, Clearwater, FL, 33763

House Sitting, Drop-In Visits, Dog Walking

"Meghan is a the kind of person you can trust you pets and your home with. I have known Meghan for a VERY long time and she has watched my pups a few times an... (more)"

18. Alexis

Here to meet your pups needs.

Clearwater, FL, 33755

House Sitting, Drop-In Visits, Dog Walking

About: Worked as a professional dog for about a year in Chicago, during one of our worst winters, so I'm definitely dedicated. Love animals, I have two s... (more)

19. 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)"

20. Rachel

Excellent Animal Caretaker- UF grad

Clearwater, FL, 33759

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

About: I am 24 years old and have owned or cared for nearly every type of animal. I have a Bachelors degree from the University of Florida (Animal Science... (more)

Experience exceptional service and a personalized match

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

Learn About Premier

Dog owners in Windsor Park, Clearwater, FL turn to house sitters on Rover.com for their house sitting needs. Over 5,453 pet owners have reviewed house sitters in the Clearwater, FL metro area, giving them an average rating of 5.0/5. House sitting can be affordable, no matter where you live or what your price range may be. Curious about how much house sitting costs in Clearwater with Rover.com? Check out our average house sitting rates near you to get an idea before getting a conversation started with a house sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog and your home, turn to Rover for your Windsor Park, Clearwater house sitting needs. On Rover, it's easy to find a loving dog sitter in Windsor Park, Clearwater, FL who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Windsor Park house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover: it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Windsor Park, Clearwater, FL for your dog: people who'll treat him like family.

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 Windsor Park, 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: