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.

Confirmed 4th of July Availability
1. Jessica

Full-time Pet Lover! Available Now!

Clearwater, FL, 33765

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

"Jessica was great with our pups and they warmed up to her quickly! She provided updates, feedback and photos during each visit, so we knew exactly what was g... (more)"

Confirmed 4th of July Availability
2. Connie

No pets of my own for the 1st time.

Dunedin, FL, 34698

Drop-In Visits

"CONNIE WAS THE BEST WITH MY CHICKEE. SHE AND I HAVE BECOME FRIENDS TOO!! Chickee Love Connie too!! If we need a sitter again it will be Connie!! I recomme... (more)"

Confirmed 4th of July Availability
3. Valerie

Love and care when you're not there

Clearwater, FL, 33756

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

"From personal experience, this absolutely someone you want to care for your pets!! Responsible and caring, always goes the extra mile for us and you feel the... (more)"

4. Jessica

Professional Dog Cuddler

Clearwater, FL, 33764

House Sitting, Drop-In Visits, Dog Walking

"Jessica does an amazing job! I highly recommend her! (more)"

5. Martha & Brett

Work from Home-Large Fenced in Yard

clearwater, FL, 33761

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

"I️ am absolutely thrilled how well taken care my Dog was while I️ was away I️ received multiple texts and pictures assuring me that Henry was walked and fed:... (more)"

Available this weekend
6. Rebecca

Looking for walking & play buddies

Safety Harbor, FL, 34695

House Sitting, Drop-In Visits, Dog Walking

"Becca has been taking care of my golden retriever, Beau, for two years now whenever we travel out of town. She is a very caring and responsible pet sitter w... (more)"

Available this weekend
7. Jacquelyn

Loving Care Pet Care Provider

Safety Harbor, FL, 34695

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

"I would give 10 stars if I could! Jackie was awesome with my dog Chancey. She came right in on the meet and greet and sat down on the floor with him. He i... (more)"

8. Troy

Active and Available Dog Lover!

clearwater florida, FL, 33759

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

"For the first time in Max's life - 14 years - I needed to find an option for his care while I was out of town, which didn't include a family member. I was ... (more)"

9. Janice

Hugs & Attention!

Dunedin, FL, 34698

House Sitting, Drop-In Visits

"Janice is awesome. Got a good vibe from her the first time I spoke to her on the phone. She took great care of our three cats while we were on vacation fo... (more)"

Confirmed 4th of July Availability
10. Jenny

Dog lover works from home

Clearwater, FL, 33759

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

About: Hi! I want to take the dog out for some fun outdoor activities such as dog parks and beaches (if your dog likes the beach and water), a running ... (more)

11. Anna

Your pet is my best bud!

Clearwater, FL, 33755

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

"........ did I just make a typo and said unreliable? So sorry for that . Anna is totally reliable, she has a passion for dogs and will treat your pet as par... (more)"

12. Eileen

safe comfy fenced home

Dunedin, FL, 34698

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

"Eileen has watched my puppy mill rescue several times. My dog is afraid of everything but she loves Eileen! You can count on her to be kind and patient with ... (more)"

13. Shannon

One On One Care For Your Dog

Clearwater, FL, 33759

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

"I highly recommend hiring Shannon if you’re looking for a pet sitter. She wrote detailed write-ups for each visit and took lots of photos. Not only do I fe... (more)"

Confirmed 4th of July Availability
14. Lina

I will care for your dog as mine <3

Clearwater, FL, 33759

Drop-In Visits, Dog Walking

"Lina is such an amazing animal lover. She took care of my dog and cat like if they were her own. I asked for her service on two occasions and I have no words... (more)"

15. Danielle

Caring Animal Lover

Dunedin, FL, 34698

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

About: I have had dogs and cats since I was little and I love their personalities and love they bring to any home! I got my own dog about six years ago wh... (more)

16. Tyler

Practically a member of the pack

Clearwater, FL, 33756

House Sitting, Drop-In Visits, Dog Walking

"Tyler takes great care of my cat while I'm away! He's thorough, professional and very flexible with me when it comes to arranging logistics. When I come home... (more)"

Confirmed 4th of July Availability
17. Krystal

Your dog will always feel loved.

Clearwater, FL, 33765

Drop-In Visits, Doggy Day Care, Dog Walking

"Krystal was so friendly and kept me updated on how the drop-in visit went, including sending pictures which were so cute! (more)"

Confirmed 4th of July Availability
18. Peggy

Happiest with My Dogs

Clearwater, FL, 33755

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

"Peggy was perfect. She immediately bonded with my dogs and went above and beyond to care for my dogs while I was away! I highly recommend her! (more)"

19. Brandon

Your Dog's In Good Hands

Clearwater, FL, 33765

House Sitting, Drop-In Visits, Dog Walking

"I’ve know Brandon for a very long time. His passion for animals makes me comforted that he will take care of animals like they are his own. (more)"

20. Demi

All dogs are my favorite dogs.

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

"Knowing the loving passionate way in which Demi regards all animals of the world, I would highly recommend her to care for my pets with Love, attention to ... (more)"

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: