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.

Available this weekend
1. Shanae

The Ritz-Carlton for animals

clearwater, FL, 33755

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

"Ms. Shanae has a keen familiarity for dogs. She is aware of their habits, has an eye for their allergies, and had an abundance of love for our furry friends.... (more)"

2. Janelle

home full-time, I'all run/walk dog

Palm harbor, FL, 34683

House Sitting, Drop-In Visits, Dog Walking

About: I have a ton of free time and am a total dog lover. I currently live with 3 dogs, 2 dachund's (one is only 4 months the other 3 years) and 1 Weimar... (more)

3. Chloe

I will play them until they tired

Clearwater, FL, 33755

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

About: Hello my name is Chloe, I will always satisfy all dogs by get what they want like playing, go outside for walk, cuddling, petting them like give ... (more)

4. Alyssa

I LOVE DOGS.

Clearwater, FL, 33765

House Sitting, Drop-In Visits

"Alyssa has watched my dogs countless times over the years, and I recommend her to all of my friends or family looking for someone to care for their pets! She... (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

48 repeat clients

"David and Kara were awesome! They took great care of my girls and sent us pictures every day. Both dogs seemed really happy while we were gone and we appreci... (more)"

6. Shannon

I only take 1 dog at a time!

Clearwater, FL, 33759

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

"Absolutely the best dog sitter we have experienced! She is very professional and trustworthy. We will not hesitate to call on her on our next trip! Thank ... (more)"

7. 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)"

8. Bradley

Caring and trustworthy animal lover

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

"Bradley has been watching our Great Danes and house sitting for us twice yearly for the last 8 years. He came recommended from a colleague and from his first... (more)"

9. Sarah

Lovable: Dog First Aid Certified

Clearwater, FL, 33759

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Sarah, thank you for taking care of our little Juanito. I can't express enough how professional and caring you were from begining to end. To all other pet ow... (more)"

10. Blakelee

Animal Loving Introvert

Belleair, FL, 33756

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I also do cat sitting :) I have a passion for animals and love to be around them any chance I get! I grew up with always having dogs and cats i... (more)

11. Laura

Dogs love me. I love to train.

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Provided extra care and attention for my dogs during drop in visits! (more)"

12. Marc

iLove dogs! run, walk or play w/ me

dunedin, FL, 34698

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

"Booked Marc to work with my special needs Bulldog, but all my dogs quickly warmed up to him. He was quick to respond and when he stopped by he called to let... (more)"

13. Cecily

Veterinary Technician

Clearwater, FL, 33759

House Sitting, Drop-In Visits

"Cecily is so wonderful with my animals. My dog Pumba is almost happier to see her when she comes then he is to see me. She's also a veterinary technician and... (more)"

14. Meghan

Complete dog lover, fenced yard

Charter Oaks, Clearwater, FL, 33763

House Sitting, Drop-In Visits, Dog Walking

"Meghan is a the kind of person you can trust you pets and your home with. I have known Meghan for a VERY long time and she has watched my pups a few times an... (more)"

15. Laura

Mutter Strutters

Island Estate, Clearwater, FL, 33767

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

28 repeat clients

About: (more)

16. Rachael

lots of love to give to pets

Clearwater, FL, 33756

House Sitting, Drop-In Visits, Dog Walking

"Rachael is an amazing pet sitter. She watched our two pugs and took care of our oldest one who was struggling to even walk at the time. She followed all of o... (more)"

17. Hans

Your dog is our family

Dunedin, FL, 34698

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

2 repeat clients

"Hans has watched our dogs many times over the years and always took great care of them, giving them plenty of attention, love, and walks to keep them happy. ... (more)"

18. Erin

Experienced Petsitter

Clearwater, FL, 33761

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Erin was absolutely wonderful! My pups were so happy and I felt so much better being away knowing they were in great hands! I'm definitkely be rebooking! (more)"

19. Maria Ined

Animal Lover

Clearwater, FL, 33765

Drop-In Visits, Doggy Day Care, Dog Walking

"Maria has watched my dog(Leo) many of times . He is always well taken care of, fed, given a bath if needed after taking him to the dog park. Leo has never sh... (more)"

20. Jamie

Professional Pet Care

Wilshire Estates, Dunedin, FL, 34698

Drop-In Visits, Dog Walking

"Jamie and her family are major dog lovers and treat their dogs as if they were their kids. They are well taken care of; ever medical or emotional need is me... (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: