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.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Jennifer

Animals are our family!

Palm Harbor, FL, 34683

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

About: Dogs have always been in my life. My family loves all pets. We have rescued many dogs and other animals over the years. My 12 year old daughter, Ma... (more)

2. Kaitlyn

Dogs deserve the best in care

Largo, FL, 33771

House Sitting, Drop-In Visits, Dog Walking

About: I have dog sat my neighbors dogs for years. I recently moved to the area and am trying to make my love of dogs a career by caring for them and maki... (more)

3. Savannah

Experienced Kennel Tech

Clearwater, FL, 33756

House Sitting, Drop-In Visits, Dog Walking

"Savannah is a dependable and trustworthy pet lover who will give you peace of mind that your furry family member is being take care of properly. She embodie... (more)"

4. Kim

Animal lover with lots of patience

Clearwater, FL, 33758

House Sitting, Drop-In Visits, Dog Walking

4 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)"

5. Taylor

Respectful, fun loving animal Guru!

Clearwater Beach, Clearwater Beach , FL, 33767

House Sitting, Drop-In Visits, Dog Walking

"Taylor is an amazing person when it comes to animals. I've never seen someone with such an incredible ability to connect with animals. Dogs and cats both ado... (more)"

Confirmed Christmas Availability
6. Melissa

Gotta love muddy paws!

Palm Harbor, FL, 34684

House Sitting, Drop-In Visits, Dog Walking

About: I have lived with dogs my entire life. I am originally from Maine and love the warm weather here in Florida. I thoroughly enjoy taking my dogs on l... (more)

Confirmed Christmas Availability
7. Angie

"Loving Care when you're not there"

Oldsmar, FL, 34677

Dog Boarding, House Sitting, Drop-In Visits

18 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)"

Confirmed Holiday Availability
8. Kara and David

Responsible and loving sitters!

Palm Harbor, FL, 34684

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

31 repeat clients

"Kara and David were both great sitters. I had them come over to take care of my pup when she was feeling ill and I had to go out of town. Kara did not mind c... (more)"

9. Stacey

Must love dogs

Palm harbor , FL, 34684

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Stacey was great! She was very flexible with my last minute request. She sent me multiple pictures and I feel great knowing Maggie was cared for while I was ... (more)"

Confirmed Holiday Availability
10. Connie

No pets of my own for the 1st time.

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"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 Holiday Availability
11. Harry

Force-free complete canine care.

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

"Harry was fabulous w Karma. Harry genuinely cared for Karma's well being and happiness as well as mine. I highly remcommend Harry and his dog care service... (more)"

Confirmed Christmas Availability
12. Ashley

Your dogs Home away from Home

Clearwater, FL, 33763

Dog Boarding, Drop-In Visits, Doggy Day Care

8 repeat clients

"Ashley was awesome! She dropped in and cared for our kitties and gave them love while we were away. She also took the time each day to send us a quick text... (more)"

Confirmed Holiday Availability
13. Hannah

The "Crazy Dog Lady" you'll love!

Clearwater, FL, 33764

Drop-In Visits, Dog Walking

"When it comes to animals, I know I can trust Hannah to take care of my pets with no issue. I have a small dog she has offered to babysit and she always takes... (more)"

14. Stephanie

Energetic, outgoing animal lover!

Clearwater, FL, 33765

Drop-In Visits, Dog Walking

2 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)"

Confirmed Holiday Availability
15. Dawn

Lifelong dog mom!

Clearwater, FL, 33755

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

About: I have always had dogs in my life. I love them, and I would love yours as if he or she were one of my own family! I currently have two doggie kid... (more)

16. John

Dog Lover and Spoiler for Visits!

Dunedin, FL, 34698

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

"I will begin with saying what a loving, honest, caring and disciplined man John is. He is the person people look to for advice in all areas of dog training, ... (more)"

17. Angel

The stay at home Pet Sitter

Clearwater, FL, 33755

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

" Angel has gone above and beyond with. Shiner. I highly recommend. Angel for anyone in need of a caregiver for their pets. (more)"

18. 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)

19. Victoria

Easy-going dog lover

Clearwater, FL, 33765

House Sitting, Drop-In Visits, Dog Walking

About: Hello, my name is Victoria. My family and I have been owners of many dogs, ranging from Yorkies to Rottweilers. I currently am the owner of a young... (more)

20. Stacy

Caring Dependable Pet-Sitter/Walker

Dunedin, FL, 34698

Drop-In Visits, Dog Walking

"Stacy is amazing with my furr-babies! Gave them lots of love and made sure they were safe. Brody, Bella, and Taz love seeing her. She is always on time, very... (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: