House Sitting in Windsor Park, 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.
Confirmed availability
4th of July
1. Jessica

Full-time Pet Lover! Available Now!

Clearwater, FL, 33765

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

12 repeat clients

"Jessica is awesome! She took pictures, sent text and even cleaned our house on her last day. She will be our pet sitter of choice in the future. You could te... (more)"

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2. Joanna

I will love on your dog

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Joanna is a gem! She sat for us while we were on holiday and was wonderful with our 2 dogs and 2 cats. One of our dogs is afraid of new people, and Joanna w... (more)"

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3. Troy

Active and Available Dog Lover!

clearwater florida, FL, 33759

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

1 repeat client

"Troy was great! Will absolutely use him again, we felt very comfortable leaving our pups with him. (more)"

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4. Kelli

Very active and equally patient

Clearwater, FL, 33759

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Kelli is a very caring and responsible pet sitter. She is comfortable taking care of multiple animals and special needs. I have several cats and 1 with diab... (more)"

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5. Jessica

Professional Dog Cuddler

Clearwater, FL, 33764

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Jessica is outstanding. She was willing to work with me on a stay that had really complicated schedules. She stays in touch, sends photos, and loves to play ... (more)"

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6. Lexus

I love running/walking with dogs!

Clearwater, FL, 33764

House Sitting, Drop-In Visits, Dog Walking

"Lexus was great to meet and go over the details on our two dogs. She is polite and punctual. I highly recommend her. (more)"

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7. Karen

I'll treat your dog like Family!

Dunedin, FL, 34698

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

2 repeat clients

"Karen was awesome!!! She took great care of my dogs and my home! Very responsive with photos and updates. Will definitely use her again! (more)"

8. Shannon

One On One Care For Your Dog

Clearwater, FL, 33759

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

10 repeat clients

"We have used Shannon several times for our dogs and we couldn't be any happier! Our dogs can be challenging at times due to health issues and needing medicat... (more)"

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9. Matt

Your dog will love me!

Northwood West, Clearwater, FL, 33761

House Sitting, Drop-In Visits, Dog Walking

"I've known Matt for a very long time and from the first day I met him, I knew he was a dog lover. He's always been great with every dog I've ever seen him wi... (more)"

10. Robyn

Purebred Animal Lover

Clearwater, FL, 33765

House Sitting

6 repeat clients

"Robyn was so sweet, caring, and professional - what a lucky find! One of my animals is pretty high-maintenance and she handled it with ease. She spent a lot ... (more)"

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11. Katrina

Let your dog to love me

On Top Of The World, Clearwater, FL, 33763

House Sitting, Drop-In Visits, Dog Walking

"Katrina is the biggest dog lover I have ever met. She truly enjoys spending time with her dog, Indy, and when they're not out and about at the park or kayaki... (more)"

Confirmed availability
This weekend
12. Kendall

Available to watch your dog!

Clearwater, FL, 33759

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Kendall has been great. We have a pup who is shy and she was his friend right away. When we have Kendall help us we know our boy is being well cared for. ... (more)"

13. Janice

Hugs & Attention!

Dunedin, FL, 34698

House Sitting, Drop-In Visits

4 repeat clients

"My dog was happy with Janice and that's the most important thing. He was able to stay at home with her care. All his needs were met and Janice is a lovely ... (more)"

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14. Meaghan

Will work for puppy cuddles!

Dunedin, FL, 34698

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

1 repeat client

"Meaghan watched our 2 dogs, a pug and a shih tzu and it was a great experience. Her adorable kids gave our doggies so much love. It was just like being at ho... (more)"

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15. Bianca

I'm a fur mom to 2 & Animal Lover

Dunedin, FL, 34698

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

"Bianca is truly a pet loving person she has 2 yorkies of her own and those are her children very attentive and detailed to their needs. she has a warm and l... (more)"

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16. John

Great with hyper dogs

Clearwater, FL, 33755

House Sitting, Drop-In Visits, Dog Walking

"He was fantastic with my pups, Shamus and Fender. He treated them like his own doggos. They love him. You know dogs don't lie! :) (more)"

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17. Devin

Unlimited Time, Unlimited Energy!

Clearwater, FL, 33755

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

2 repeat clients

"Devin is one of my best friends and is so gentle with animals. She would do anything for her cats and puppy. Every time she came over she would greet Sweet (... (more)"

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18. Peggy

Happiest with My Dogs

Clearwater, FL, 33755

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

12 repeat clients

"Peggy was great! We will definitely use her again! (more)"

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19. 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)"

20. Bradley

Caring and trustworthy animal lover

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Bradley was very attentive to my dogs. I was never worried because he sent pictures and updates each day. I also had the misfortune of my AC going out the da... (more)"

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: