House Sitting in Winding Wood, Clearwater, FL

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

1. Hallie

Performer passionate about pets!

Tampa, FL, 33635

House Sitting, Drop-In Visits, Dog Walking

About: Growing up, my family has always been a two-dog family. I am a professional dancer for a cruise line who is currently in between contracts, looking... (more)

2. Erin

I will treat your babies as my own!

Clearwater, FL, 33763

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

"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)"

3. Hannah

The "Crazy Dog Lady" you'll love!

Clearwater, FL, 33764

Drop-In Visits, House Sitting, Dog Walking

"Hannah has been a Godsend with helping take care of my fur baby! She loves her as if she's her very own. I highly recommend Hannah for all your pet caring ... (more)"

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. Kara and David

Responsible and loving sitters!

Palm Harbor, FL, 34684

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

33 repeat clients

"Once again, Kara was awesome! Great updates twice daily with lots of pics of our dog, Henry. He was very well taken care of! Highly recommended. (more)"

6. Melissa

Energetic Dog Loving Uni Student

Palm Harbor, FL, 34685

House Sitting, Drop-In Visits, Dog Walking

9 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)"

7. Janice

Hugs & Attention!

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

"Jan is wonderful! She kept me in the loop on how the dogs were and even brought them a bag of treats! (more)"

8. Emily

Fun dog walks at park or beach.

Safety Harbor, FL, 34695

House Sitting, Drop-In Visits, Dog Walking

"Over the years Emily had been my go to person for pet sitting. Whether it was just for the evening when I wanted my dog, Buddy, to be looked after and given ... (more)"

9. Angie

"Loving Care when you're not there"

Oldsmar, FL, 34677

Dog Boarding, House Sitting, Drop-In Visits

21 repeat clients

"If I only had one word to describe Angie’s services, it would be PRICELESS! However, I cannot stop myself at one word. I will not be able to express how than... (more)"

10. 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)"

11. Sara

Loving Dog Sitter

Clearwater, FL, 33759

Drop-In Visits, House Sitting, 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)"

12. 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)"

13. 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)"

14. Gena

Friendly, very organized, outgoing

Clearwater, FL, 33761

House Sitting

"I have known Gena for over 20 years. I have been to her house over the years many, many times. I have seen how she loved and treated her dogs. She was ver... (more)"

15. 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)"

16. Erin

Experienced Petsitter

Clearwater, FL, 33761

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Erin took great care of my two old dogs. She came to our house every 4 hours to let them outside. She was very sweet and responsible. Highly recommend her!!! (more)"

17. 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)

18. Melissa

Gotta love muddy paws!

Palm Harbor, FL, 34684

House Sitting, Drop-In Visits, Dog Walking

About: I have lived with dogs my entire life. I am originally from Maine and love the warm weather here in Florida. I thoroughly enjoy taking my dogs on l... (more)

19. 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)"

20. Kaycee

Dog lover

Winding Wood, Clearwater, FL, 34695

House Sitting, Drop-In Visits, Dog Walking

About: My name is Kaycee Harris and I'm 23 years old. I have always had multiple dogs growing up and I have had a passion for animals since I was a kid. ... (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: