House Sitting in Winding Wood, Clearwater, FL

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

1. 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

"Once again, I had an amazing experience having Kara and David care for my dogs. It is so comforting to know they are in good hands. I know that they are take... (more)"

2. Kim

Animal lover with lots of patience

Clearwater, FL, 33758

House Sitting, Drop-In Visits, Dog Walking

7 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)"

3. 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)"

4. Melissa

Energetic Dog Loving Uni Student

Palm Harbor, FL, 34685

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Melissa is always great with Daisy. She is very thorough, always making sure she is fully taken care of right up until I get home. I never have to worry abou... (more)"

Available this weekend
5. 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)"

6. 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)"

7. 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)"

8. 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)"

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

1 repeat client

"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. 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

"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)"

11. 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)"

12. Angie

"Loving Care when you're not there"

Oldsmar, FL, 34677

Dog Boarding, House Sitting, Drop-In Visits

23 repeat clients

"What an AWESOME experience !!! I have been over protective of my dogs for years and never established with a sitter in the past. Angie has changed all of th... (more)"

13. Erin

Experienced Petsitter

Clearwater, FL, 33761

House Sitting, Drop-In Visits, Dog Walking

6 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)"

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. 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)"

17. 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)"

18. Gena

Friendly, very organized, outgoing

Clearwater, FL, 33761

House Sitting

"Gena is a wonderful dog (pet) sitter. She takes such good care of your pet while you are away. Makes sure she follows any special instructions for your pet,... (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. 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)"

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: