Pet Setting & Drop Ins in Windsor Park, Clearwater, FL

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

1. Madison

Reliable. Loving. Professional. <3

Palm Harbor, FL, 34684

House Sitting, Drop-In Visits, Dog Walking

About: Hi there! My name is Madison Barber. I am a transplant from Memphis, Tennessee and currently live in my new paradise, Palm Harbor!! I am ext... (more)

2. Kim

Animal lover with lots of patience

Clearwater, FL, 33758

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Kim has been a godsend to our family. She sends me updates to reassure me my dogs are ok, and I have no hesitation recommending her. She makes sure my spec... (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

42 repeat clients

"Kara and David were great! it's a good feeling to have when you're away that your pets are in good hands. I will for sure use them in the future! (more)"

4. 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)

Available this weekend
5. Janelle

Animal Lover.

University Park, Clearwater , FL, 33764

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

About: I’m a detail-oriented business person who knows how important it is to follow through, in a meticulous way, the instructions you give me for the da... (more)

6. Angie

"Loving Care when you're not there"

Oldsmar, FL, 34677

Dog Boarding, Drop-In Visits

27 repeat clients

"Angie is wonderful! Our dog loved her, and she sent us. constant updates and cute pictures. She went above and beyond what we had asked for, and we couldn't ... (more)"

7. 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)"

8. Erin

Experienced Petsitter

Clearwater, FL, 33761

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Erin has done a great job with our new springer spaniel puppy! She is very accommodating in meeting our needs. This is a great service to us since we both wo... (more)"

9. Simone

Dogs Cats and Exotics OH MY!

Safety Harbor, FL, 34695

Drop-In Visits, Dog Walking

10 repeat clients

"Carmen had a great time with Simone, and I had a great trip knowing she was so well cared for. Simone sent me updates and pictures and made sure I knew Carm... (more)"

10. Jessie

Passionate about dog care!

Safety Harbor, FL, 34695

Drop-In Visits, Dog Walking

"This was our first time to use Rover. Pippi seemed well cared for and Jessie was good about communicating with us. We would use her again. Jim and Marsha Avery (more)"

11. Stephanie

Energetic, outgoing animal lover!

Clearwater, FL, 33765

Drop-In Visits, Dog Walking

3 repeat clients

"My little ones love her.... She makes she sure they are cared for, loved, played with... Not many can tell my babies apart yet she knew, day one! I get aweso... (more)"

12. Sarah

Lovable: Dog First Aid Certified

Clearwater, FL, 33759

House Sitting, Drop-In Visits, Dog Walking

"Sarah is a very conscientious woman especially when it comes to pet sitting. One continuous example is her puppy travel blog where she documents her travels... (more)"

13. Alicia

Reliable/Fun/Outgoing Animal Lover

Clearwater, FL, 33764

Drop-In Visits, Dog Walking

"Alicia has taken care of my dogs a couple of times. She is patient and caring. Alicia goes the extra mile to spend time and to play with them. She is alwa... (more)"

14. Melanie

Trust, Peace of Mind & Tons of Love

Dunedin, FL, 34698

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

"Melanie gives me a great sense of comfort whenever I have to travel because I know my beloved shepherd and the cats are being cared by a very loving, respons... (more)"

15. Bryan

THE Dog Person

Rainbow Farms North, Safety Harbor, FL, 34695

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Bryan has always been a very loving and affectionate person-animals and humans alike! He has a great understanding of animals and an interest in animal psych... (more)"

16. Kirstie

Patient and punctual animal lover

Clearwater, FL, 33755

Dog Boarding, Drop-In Visits, Dog Walking

About: Along with completing courses towards being a veterinary technician, I have had the pleasure of working in the medical department at the Humane Soc... (more)

17. Kim

Looking for K-9 companion

Clearwater Beach, Clearwater Beach, FL, 33767

House Sitting, Drop-In Visits, Dog Walking

About: Missing my Companion of 17.5 years, Sting a West Highland Terrier. Because of frequent traveling, when he passed away, I did not get another. I ... (more)

18. Irene

Dog Gone Responsible Sitter!

Dunedin, FL, 34698

Drop-In Visits

"Irene Stevenson is an amazing person. She is not only trustworthy and forthright but also very loving and warm hearted . Irene has a true love and compassion... (more)"

19. Peggy

Happiest with My Dogs

Clearwater, FL, 33755

Dog Boarding, Drop-In Visits, Doggy Day Care

9 repeat clients

"Peggy is the perfect pet sitter! if you want someone to care for your pets as if they were their own- look no further. She has cared for my "herd" of daschun... (more)"

20. 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

"I love having someone as caring as Erin available to watch our dog and parrots when we go on a trip. I never worry about them because she takes great care an... (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 pet sitting, pet owners in Windsor Park, Clearwater, FL trust their pets with sitters on Rover.com. Over 5,453 pet owners have reviewed pet sitters in the Clearwater, FL metro area, giving them an average rating of 5.0/5. Pet 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 pet sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a pet sitter and pet care on Rover? Check out our average pet sitting rates to get an idea before you begin a conversation with a sitter who seems like a great match.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Windsor Park pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Windsor Park, Clearwater, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). 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 house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Windsor Park pet sitters and avoid the kennel.

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: