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. Shannon

One On One Care For Your Dog

Clearwater, FL, 33759

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

9 repeat clients

"Shannon was amazing! My pup has never been away from me before so I hired Shannon to come visit a couple times during the day for our daytrip. My pup made a ... (more)"

Confirmed Memorial day Availability
2. Jessica

Full-time Pet Lover! Available Now!

Clearwater, FL, 33765

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

6 repeat clients

"Jessica has watched George serveral times now and she is great with him! I always love hearing her feedback from her drop in visits. It sounds like she and G... (more)"

3. Jacquelyn

Loving Care Pet Care Provider

Safety Harbor, FL, 34695

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

19 repeat clients

"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)"

Available this weekend
4. Brian

Safe environment with lots of space

clearwater, FL, 33756

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

"We only trust Brian with the training and care of our dogs! When our family goes out of town, we like to take our newfound to Brian to perfect his training t... (more)"

5. Connie

No pets of my own for the 1st time.

Dunedin, FL, 34698

Drop-In Visits

3 repeat clients

"Chickee and I Love Connie! I have scheduled her to sit for Chickee again on Saint patties day weekend 3/16-20 Chickee can't wait for some extra Loven. (more)"

6. Jessica

Professional Dog Cuddler

Clearwater, FL, 33764

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

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

7. Danielle

Caring Animal Lover

Dunedin, FL, 34698

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

12 repeat clients

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)

8. Janice

Hugs & Attention!

Dunedin, FL, 34698

Drop-In Visits

4 repeat clients

"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)"

9. Eileen

Fenced yard and I love dogs

Dunedin, FL, 34698

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

7 repeat clients

"Eileen Breslin is a loving, caring, responsible, and trusting individual. I would leave Lucky with her many times over the years. Lucky would come running ... (more)"

Confirmed Memorial day Availability
10. Troy

Active and Available Dog Lover!

clearwater florida, FL, 33759

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

1 repeat client

"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)"

Confirmed Memorial day Availability
11. Martha & Brett

Work from Home-Large Fenced in Yard

clearwater, FL, 33761

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

17 repeat clients

"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)"

12. Kendall

Available to watch your dog!

Clearwater, FL, 33759

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

"Kendall agreed to help with our pup, Luna, with very little notice. She checked in on her, let her out, checked her food and water levels and gave me updates... (more)"

13. Karen

I'll treat your dog like Family!

Dunedin, FL, 34698

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

2 repeat clients

"Karen is one of the most loving dog/pet people I have ever met! If there are dogs around, they are usually around Karen! They simply love her and she, them! (more)"

14. Anna

Your pet is my best bud!

Clearwater, FL, 33755

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

"Anna is such a dog lover. As a matter of fact she has a dog voice for each dog she meets. She has taken care of our dog Hank several times while we were out... (more)"

15. Krystal

Your dog will always feel loved.

Clearwater, FL, 33765

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

"Krystal is a very trustworthy honest person. She has never been In trouble , she also is an avid pet lover, you can guarantee your pet will be in safe hands. (more)"

16. Victoria

Easy-going dog lover

Clearwater, FL, 33765

House Sitting, Drop-In Visits, Dog Walking

About: Hello! My name is Victoria. I love every breed of dogs. My family and I have been owners of many breeds, ranging from Yorkies to Rottweilers. I cur... (more)

17. Casey

Active family working from home

Dunedin, FL, 34698

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

"I can highly recommend Casey's caregiving. She has walked and cared for my beloved dogs for years. Her compassion for animals was evident from the moment w... (more)"

18. Simone

Dogs Cats and Exotics OH MY!

Northwood Estates, Clearwater, FL, 33759

Drop-In Visits, Dog Walking

11 repeat clients

"I am very happy to find Simone. She is professional and detail oriented. I feel at ease to be away and not worrying about my cats. Thank you Simone and I ... (more)"

19. Pat

Dog Owner and Dogs Best Friend!

On Top Of The World, Clearwater, FL, 33763

House Sitting, Drop-In Visits, Dog Walking

"Patrick is a great dog person he loves having them and being with them and understanding them I have three dogs a beagle Shepherd and a lab and he is taking ... (more)"

20. Marcela

Apt overlooking lake and wildlife

Dunedin, FL, 34698

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

About: I'm located in a dog friendly neighborhood in Dunedin overlooking a lake with lots of turtles ducks and things to look at and explore for your furr... (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: