House Sitting in Winding Wood, Clearwater, FL

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

1. Shannon

RN seeking to care for your furbaby

clearwater, FL, 33765

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

"Shannon has watched our dog Bailey many times and the amount of care she puts into everything she does makes it reassuring while we are away. She is very hon... (more)"

2. Melissa

Energetic Dog Loving Uni Student

Palm Harbor, FL, 34685

House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"Melissa filled in when my regular sitters weren't available. She was very thorough, keeping me updated regularly throughout the stay. I came home to happy gi... (more)"

3. Morgan

Energetic Walker

Clearwater, FL, 33759

House Sitting

1 repeat client

"Morgan was a great sitter for our 2 dogs, one of them being a puppy. Morgan came to our house to sit with our dogs from 130pm to 9pm. She also brought the ... (more)"

4. 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)"

5. Kara and David

Responsible and loving sitters!

Palm Harbor, FL, 34684

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

42 repeat clients

"We loved using Kara and David. We received tons of pictures on a regular basis. They were prompt with communication as well. Annie definitely got plenty of a... (more)"

6. 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)"

7. 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)"

8. 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)"

9. 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)"

10. Catrina

I am a christian who loves animals!

Dunedin, FL, 34698

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

"Catrina stayed in our home for a week with our 5 month puppy, and she was AWESOME! She text me daily and sent several pictures and videos of our puppy, whic... (more)"

11. Erin

Experienced Petsitter

Clearwater, FL, 33761

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Erin was great. She stayed with our dog over night at our house and everything went perfectly. She came over the week before to meet Jessie and took very goo... (more)"

12. 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)

13. 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)"

14. Carissa

Responsible and very Reliable !

clearwater, FL, 33759

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

1 repeat client

"Carissa has walked and house sit over night for our dog. She has done a fabulous job. From the first time you meet her you know she will care for and love ... (more)"

15. Susan

Bilingual Veterinary Technician

Palm Harbor, FL, 34684

House Sitting, Drop-In Visits, Dog Walking

About: I recently graduated with a Vet Tech Degree last year while working in the Veterinary field for over 7 years. I have a love for animals that goes b... (more)

16. Brandy

We'll treat your pup like our own

Palm Harbor, FL, 34684

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

"There is no one I trust with my senior rescue more than I trust Brandy! She is kind and always patient. My puppy loved her right away! (more)"

17. Gena

Friendly, very organized, outgoing

Clearwater, FL, 33761

House Sitting

"Gena is a loving caring animal person. She is engaged in the turtle rescues and protection of their eggs until hatching on the coasts of Florida. She will ta... (more)"

18. Lindsey

Kind animal lover

Safety harbor, FL, 34695

House Sitting, Drop-In Visits, Dog Walking

"Lindsey is fantastic with all types of animals, she is a loving and responsible caregiver who enjoys giving pets the time and attention they deserve. Not onl... (more)"

19. 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)

20. 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)"

Experience exceptional service and a personalized match

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Learn About Premier

When it comes to pet care and house sitting, pet owners in Winding Wood, Clearwater, FL trust their pets with sitters on Rover.com. 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 doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a house sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a house sitter and pet care on Rover? Check out our average house sitting rates to get an idea before you begin a conversation with a sitter who seems like a great match.

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 Winding Wood, Clearwater house sitting needs. On Rover, it's easy to find a loving dog sitter in Winding Wood, 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 Winding Wood 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 Winding Wood, 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 Winding Wood, 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: