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. Savannah

Experienced Kennel Tech

Clearwater, FL, 33756

House Sitting, Drop-In Visits, Dog Walking

"Savannah is the only person that I trust with my pup in the entire Clearwater area, and one of the few people my dog approves of when it comes to petsitting!... (more)"

2. Taylor

Respectful, fun loving animal Guru!

Clearwater Beach, Clearwater Beach , FL, 33767

House Sitting, Drop-In Visits, Dog Walking

"Taylor is an amazing person when it comes to animals. I've never seen someone with such an incredible ability to connect with animals. Dogs and cats both ado... (more)"

3. 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 and David are awesome! I could see how happy Duncan was to be in his house and playing with Kara and David! I am so greatfull to have found such great... (more)"

Confirmed New Years Availability
4. 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)"

5. Erin

I will treat your babies as my own!

Clearwater, FL, 33763

House Sitting, Drop-In Visits, Dog Walking

"She was awesome and I want to keep her all to myself :D She groomed my dogs and folded my laundry :D Awesome house sitter and dog sitter!!! (more)"

Available this weekend
6. Tierney

All dogs welcome; all dogs loved!!!

LARGO, FL, 33771

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

1 repeat client

"Tierney is amazing with animals. Not just your dog or cat, but horses and anything with four legs and fur! She is extremely knowledgeable and treats every an... (more)"

7. 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 Holiday Availability
8. 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)"

9. 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
10. Jenna

Responsible Dog Walker!

Sunset Lake Estates, Clearwater, FL, 33755

House Sitting, Drop-In Visits, Dog Walking

"Jenna is a very responsible pet owner and caregiver. She is not only honest, reliable, and flexible, she also shows enormous love and compassion for all dogs... (more)"

Confirmed Holiday Availability
11. 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 Holiday Availability
12. Michelle

REALIABLE ENERGETIC CRITTER SITTER

clearwater, FL, 33756

House Sitting, Drop-In Visits, Dog Walking

About: I am a volunteer for St. Francis organization. I have been fostering for many years. I have learned how to care for cats, kittens, puppies and dogs... (more)

Confirmed Holiday Availability
13. Harry

Force-free complete canine care.

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

"Any dog who has Harry to care for them in any way is a lucky dog indeed! He is very patient, kind and loves to stop and greet and play with any dogs he encou... (more)"

14. Janice

Hugs & Attention!

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

"Jan is very trustworthy and reliable. She takes care of my cats all the time when I am out of town and they love her. Laura T. (more)"

15. Emily

Home away from home for your pets!

Clearwater, FL, 33764

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

"Emily is great! She keeps me posted on how they're doing and my dogs play so good with her pup that when I get back they seem happily exhausted!! Love that (more)"

16. Jai

I'm just love dogs so much!

Clearwater , FL, 33765

House Sitting, Drop-In Visits, Dog Walking

About: I've been dog sitting for at least 5 years and more. I've been left in a will to get an older lady's dog for when she passes away. So I would say I... (more)

17. Carolina

I love & strive to be a Pack Leader

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

"Carolina, has been watching and taking care of my dog since I moved here from Seattle (about 8 years). My dog loves her like she is family, trusts her and fe... (more)"

18. Tia

Dog's make the world go round.

Spring Lakes Of Clearwater, Dunedin, FL, 33763

House Sitting, Drop-In Visits

"Tia watched my dog for about a year before my dog passed away. She was the best sitter I've had. She kept Jessie, my recent dog, occupied always walked her a... (more)"

19. Angel

The stay at home Pet Sitter

Clearwater, FL, 33755

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I needed Angel to take care of my dog during a summer weekend while I was out of town. She took very good care of Lola and her passion and committed care ga... (more)"

20. John

Dog Lover and Spoiler for Visits!

Dunedin, FL, 34698

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

"John is a dear friend and the most caring pet owner. I watched his attention to detail caring for his dog with cancer or roaring fresh meals. He often let my... (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: