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.
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1. Jessica

Professional Dog Cuddler

Clearwater, FL, 33764

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Jessica is very responsive and even proactive. VERY pleased with her service. (more)"

2. 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)"

3. Joanna

I will love on your dog

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

"I have used Joanna many times for my best friend, Pepper. She has house sat and watched her and has walked her numerous times. Joanna is sweet and caring a... (more)"

Confirmed Christmas Availability
4. Emma

A+ Poop Scooping & Belly Rubbing!

Clearwater, FL, 33756

House Sitting, Drop-In Visits, Dog Walking

"I have known Emma all her life. We are very close and she has spent a lot of time at my house. In all that time I have had five dogs. She has loved each o... (more)"

5. Rebecca

Looking for walking & play buddies

Safety Harbor, FL, 34695

House Sitting, Drop-In Visits, Dog Walking

"We cannot say enough great things about Rebecca and CiCi! Our pup looked like she was having a great time with them while we were away. Rebecca took our dog ... (more)"

6. 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)"

7. Suzanne

I will love your baby like my own

Clearwater, FL, 33756

House Sitting, Drop-In Visits, Dog Walking

About: I grew up with a German Shephard, I have had 2 dogs of my own (Jack Russell and Beagle mix) for the last 5 years, and I have been a loyal and lovin... (more)

Confirmed New Years Availability
8. Barbara

I'm an "avid" furbaby lover !!

Dunedin, FL, 34698

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

"Barbara is an amazing friend with a beautiful spirit! Her love of animals shows through her relationships she has acquired with each furry friend she meets! ... (more)"

9. Demi

All dogs are my favorite dogs.

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

"Knowing the loving passionate way in which Demi regards all animals of the world, I would highly recommend her to care for my pets with Love, attention to ... (more)"

10. Alanna

5+ Years Experienced Pet Sitter

Dunedin, FL, 34698

House Sitting, Drop-In Visits

6 repeat clients

"Alanna took amazing care of our two girls, Buffy and Lily! Our cocker spaniel Buffy, while quiet and sweet, needs a little extra care due to a chronic ear in... (more)"

Confirmed Holiday Availability
11. Bradley

Caring and trustworthy animal lover

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"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)"

12. Malia

Flexible hours, fenced, walk/run

Dunedin, FL, 34698

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

3 repeat clients

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)

Confirmed New Years Availability
13. Troy

Active and Available Dog Lover!

clearwater florida, FL, 33759

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

"Troy has always been me and my fiancé go to guy to watch our dogs when we are out of town. Our dogs are always excited to see “Uncle Troy” So I would recomme... (more)"

14. Macaela

When your Pet is Happy I'm Happy!

Island Estate, Clearwater, FL, 33767

House Sitting, Drop-In Visits

"Macaela, being a dog owner herself, really enjoys being around dogs and caring for them. She is very responsible and takes time to get to know the dogs. Ma... (more)"

15. Janice

Hugs & Attention!

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

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)"

16. Regina

Walking is guaranteed!

Mission Hills, Clearwater, FL, 33759

House Sitting

"Regina is wonderful. My crazy, high-maintenance, older dog was well looked after. He was given his daily meds, walks, and lots of love. Regina even survived ... (more)"

17. Kendall

Available during the holidays!

Clearwater, FL, 33759

House Sitting, Drop-In Visits, Dog Walking

"Kendall is a sweet and loving person with a good personality. Animals seem to really take to her. And she is good with all types of animals, dogs, cats, eve... (more)"

18. Laura

Dogs love me. I love to train.

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Have never seen a dog or cat that did not gravitate to Laura. Her tone and manor speaks louder than a dog's bark ...but it is soft and reassuring on approac... (more)"

19. Jenipher

Caring, Dog loving artist

dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"You and your pups will immediately be comfortable with Jenipher Lyn. She loves all animals and they know it. I'm extremely particular about who I trust wit... (more)"

20. Sophie

Weekday mornings free

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

"Sophie would be a fantastic person to take care of your pup! She is extremely responsible and I would trust her with my own puppy in a heartbeat. I have seen... (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: