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. Jamie

I'll run with your dog!

Oldsmar, FL, 34677

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

2 repeat clients

About: I am an all around person. I can either lay on the couch with a dog and watch movies or we can be out at a park going for a nice run/walk. I love t... (more)

2. James

Any time, rain or shine!

Largo, FL, 33771

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

About: I grew up in a home with a dog or multiple dogs. The majority of my adult life was spent in Vermont on what some would consider a small family farm... (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

49 repeat clients

"Kara and David are wonderful! This was the first time we had ever used pet sitters and are just thrilled with Kara and David. I knew at the meet and greet ... (more)"

4. Amber

Full Time Animal Lover and Cuddler!

Clearwater, FL, 33764

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

13 repeat clients

"Awesome understanding of the addition of a new pup and how to handle her, and the boys. Pics sent of my pups. No problems, and for a busy pup-mom that's very... (more)"

5. Tierney

All dogs welcome; all dogs loved!!!

LARGO, FL, 33771

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

2 repeat clients

"Tierney was fantastic! She is very responsive and made herself available for extra visits. Tierney sent plenty of updates and photos of my dogs toet me kno... (more)"

6. Melanie

Trust, Peace of Mind & Tons of Love

Dunedin, FL, 34698

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

"Melanie was the best cat sitter! She came each day and played with the cats. She even sent me a text picture of her playing with the cats. My friends were... (more)"

7. Stacy

Caring Dependable Pet-Sitter/Walker

Dunedin, FL, 34698

Drop-In Visits, Dog Walking

"Took very good care of my babies! (more)"

8. Candice

Bring on the fur babies!

Safety Harbor, FL, 34695

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Fantastic pet sitter! From the moment I met Candice, I felt totally comfortable leaving my pets in her care. She stopped by my house daily to check on the ... (more)"

9. Blakelee

Animal Loving Introvert

Belleair, FL, 33756

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Everything was as smooth as glass. My kitty cats were so well cared for, such peace of mind. Couldn't have asked for more Thank You Blakelee, you're the b... (more)"

10. Danielle

Energetic animal lover and trainer!

On Top Of The World, Clearwater, FL, 33763

House Sitting, Drop-In Visits, Dog Walking

"I asked Danielle just a couple hours before I needed her if she would drop in to visit my pups a couple times, and she was more than happy to! This was our f... (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. Shannon

One On One Care For Your Dog

Clearwater, FL, 33759

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

1 repeat client

"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)"

13. Jenipher

Caring, Dog loving artist

dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"You and your pups will immediately be comfortable with Jenipher Lyn. She loves all animals and they know it. I'm extremely particular about who I trust wit... (more)"

14. Cecily

Veterinary Technician

Clearwater, FL, 33759

House Sitting, Drop-In Visits

"Can not say enough about the wonderful experience this was. My fur babies responded well and cared for like they were her own. I will use Cecily for all my ... (more)"

15. Dawn

Lifelong dog mom!

Clearwater, FL, 33755

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Dawn took care of my pups like they were her own. Kept me informed the entire time on how they were doing. (more)"

16. Laura

Mutter Strutters

Island Estate, Clearwater, FL, 33767

House Sitting, Drop-In Visits, Dog Walking

29 repeat clients

About: (more)

17. Bradley

Caring and trustworthy animal lover

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

"I am out of town on business quite often and recently created a Rover account in hopes of finding a suitable house/dog sitter for my Rottweiler, Oscar. At fi... (more)"

18. Demi

All dogs are my favorite dogs.

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

"Demi is a fun loving individual that genuinely cares about all creatures big and small. I've had her keep watch over my dogs on occasion and she did a stella... (more)"

19. 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)"

20. Samryanna

All I know is dogs love me

Clearwater, FL, 33755

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

About: I'm good with animals big or small. I love to go to the beach so if you're okay with me taking them with me. I know where we can go get some sun, e... (more)

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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: