Pet Setting & Drop Ins in Westchester Lake, 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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Confirmed Holiday Availability
1. Candice

Bring on the fur babies!

Safety Harbor , FL, 34695

Dog Boarding, Drop-In Visits, Dog Walking

"Candice is wonderful! She is like a 2nd mommy to my little Loki. He is so excited and happy to see her. She is very loving and attentive to him. Besides ... (more)"

2. Kim

Animal lover with lots of patience

Clearwater, FL, 33758

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Super impressed with Kim! Meet and greet planning and communication was excellent, she was prompt and my dogs immediately loved her. Having a special needs... (more)"

Confirmed Holiday Availability
3. Jennifer

Animals are our family!

Palm Harbor, FL, 34683

Drop-In Visits, Dog Walking

"Jenny and her family simply ADORE all animals! They have experience with many different kinds of pets with varying needs. Visiting her home makes me smile f... (more)"

4. 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)"

Confirmed Christmas Availability
5. Angie

"Loving Care when you're not there"

Oldsmar, FL, 34677

Dog Boarding, House Sitting, Drop-In Visits

18 repeat clients

"Angie did such a great job with my dog Aussie! Great union between the two and I knew my dog was in good hands! Very professional and personable; great qua... (more)"

Confirmed Holiday Availability
6. 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 great! it's a good feeling to have when you're away that your pets are in good hands. I will for sure use them in the future! (more)"

Confirmed Christmas Availability
7. 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)

8. Stacey

Must love dogs

Palm harbor , FL, 34684

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Stacey is wonderful! She took good care of our dog and sent great updates and pictures. Our dog was happy and well cared for, and I highly recommend Stacey:) (more)"

Confirmed Holiday Availability
9. Susan

Treating your dog like family

Palm Harbor, FL, 34684

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

2 repeat clients

"I could not feel any more sure that my dog Logan is in good hands than when she is in Susan's care. Logan was able to stay with Susan while I had to spend so... (more)"

Confirmed Holiday Availability
10. Simone

Experience with dogs small to large

Safety Harbor, FL, 34695

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

9 repeat clients

"Exceptional. Dedicated to knowing your pet, punctual, detailed, genuinely concerned for the well-being of your pet, and you while you travel. (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)"

12. Kristine

Friendly, Caring, & Responsible

Palm Harbor, FL, 34683

Drop-In Visits, Dog Walking

1 repeat client

About: We have had 4 dogs: Lady, Heber, Prince, and Louie, big and small, during our 20 year marriage. We have 3 boys who love dogs and are very good wit... (more)

Confirmed Christmas Availability
13. 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)"

14. Erin

I will treat your babies as my own!

Clearwater, FL, 33763

House Sitting, Drop-In Visits, Dog Walking

"I love having someone as caring as Erin available to watch our dog and parrots when we go on a trip. I never worry about them because she takes great care an... (more)"

15. Stephanie

Energetic, outgoing animal lover!

Clearwater, FL, 33765

Drop-In Visits, Dog Walking

2 repeat clients

"Stephanie is GREAT!! My kitties loved her and she is wonderful with them. I got pictures and videos. She paid attention to them and learned their personaliti... (more)"

16. Tara

LifeLong Dog Lover

Palm Harbor, FL, 34683

Drop-In Visits, Dog Walking

2 repeat clients

"Tara took great care of Reno! Im so happy to have found her! You can really tell she loves animals. (more)"

Confirmed Holiday Availability
17. Melissa

Energetic Dog Loving Uni Student

Palm Harbor, FL, 34685

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"The the meet and great went perfect, she was patient with our sometimes hectic pups, and after every visit sent a text and let us know all the details. Went ... (more)"

Confirmed Holiday Availability
18. Paul

Home F/T Lifelong Dog Lover

Palm Harbor, FL, 34684

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

9 repeat clients

"Paul was amazing and my 2 dogs were very well kept upon my return! (more)"

19. Emily

Fun dog walks at park or beach.

Safety Harbor, FL, 34695

House Sitting, Drop-In Visits, Dog Walking

"Over the years Emily had been my go to person for pet sitting. Whether it was just for the evening when I wanted my dog, Buddy, to be looked after and given ... (more)"

Confirmed New Years Availability
20. Bryan

THE Dog Person

Rainbow Farms North, Safety Harbor, FL, 34695

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Bryan has always been a very loving and affectionate person-animals and humans alike! He has a great understanding of animals and an interest in animal psych... (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

Pet parents in Westchester Lake, Clearwater, FL love dog sitters on Rover.com. 5,453 owners have reviewed sitters in the Clearwater, FL metro area, giving them an average rating of 5.0/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

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 Westchester Lake 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 Westchester Lake, 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 Westchester Lake 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 Westchester Lake, 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: