House Sitting in Winding Wood, Clearwater, FL

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

Available this weekend
1. Taylor

Caring for your pet like you would!

Oldsmar, FL, 34677

House Sitting, Drop-In Visits, Dog Walking

"Taylor is a great pet sitter! Not only has she been great with my animals but they just love her! It's great to have someone I can trust with my dog and cat ... (more)"

2. Melissa

Energetic Dog Loving Uni Student

Palm Harbor, FL, 34685

House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"Melissa was a pleasure to meet and my dog enjoyed having her company for the weekend. Melissa came prepared to our meet and greet with questions to ask, so I... (more)"

3. Kim

Animal lover with lots of patience

Clearwater, FL, 33758

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Kim was wonderful with Karma. She made two quick visits prior to Karma's first dog visit to get familiar with his behavior and learn about his needs. She's... (more)"

4. Kristin

Fur baby lover

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

"Kristin M. will be a loving and doting caregiver for your dog or pet. She has experience in caring for all kids of pets like dogs, cats, birds, fish, turtle... (more)"

5. 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)"

6. Elena

Pet Sitter in Clearwater Florida.

Clearwater , FL, 33764

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

1 repeat client

"Elena is awesome with my two dogs. Toby is a bigget dog and can be extremely stubborn sometimes. It makes it difficult my my mother to watch him when I am ou... (more)"

7. Kara and David

Responsible and loving sitters!

Palm Harbor, FL, 34684

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

38 repeat clients

"Kara rocks! She's very friendly and sent us picture updates with every visit. Our dog seemed to have a great time hanging out with her and was in great spiri... (more)"

8. 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)"

9. 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)"

10. 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)"

11. Hannah

The "Crazy Dog Lady" you'll love!

Clearwater, FL, 33764

House Sitting, Drop-In Visits, Dog Walking

"There are very few people I trust to take care of my Gracie. She is a rescue, who has some anxiety and reactive issues with other dogs and Hannah is a pro at... (more)"

12. Brandy

We'll treat your pup like our own

Palm Harbor, FL, 34684

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

"Brandy has had her own dogs, and was able to train them easily as well as spoiling them. She volunteers at Penelas county kennel because she loves dogs, I th... (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. Kelsey

Dog lover!

Safety harbor , FL, 34695

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Kelsey was great! She is super friendly and managed to take care of our dog and administer eye medications to our ill cat while we were out for the day. Defi... (more)"

15. 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)"

16. Emily

Fun dog walks at park or beach.

Safety Harbor, FL, 34695

House Sitting, Drop-In Visits, Dog Walking

"I'm always so happy to leave our Corgi, Foster, in Emily's very qualified care. He's happy when we pick him up and I know from all the daily photos she sends... (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. Erin

Experienced Petsitter

Clearwater, FL, 33761

House Sitting, Drop-In Visits, Dog Walking

7 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)"

19. 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)"

20. 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)

Experience exceptional service and a personalized match

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

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: