Pet Setting & Drop Ins in Woodland Villas, 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 the most responsible and organized person I have ever worked with. She loves taking her dog out for walks and to the dog park. I know she will tre... (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 Christmas Availability
3. 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
4. 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)"

Confirmed Holiday Availability
5. 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

"David and Kara were awesome! They took great care of my girls and sent us pictures every day. Both dogs seemed really happy while we were gone and we appreci... (more)"

6. 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
7. 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
8. 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
9. Simone

Experience with dogs small to large

Safety Harbor, FL, 34695

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

9 repeat clients

"Carmen had a great time with Simone, and I had a great trip knowing she was so well cared for. Simone sent me updates and pictures and made sure I knew Carm... (more)"

Confirmed Holiday Availability
10. 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)"

11. 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
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)"

13. 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)"

14. 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)"

15. 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
16. 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
17. 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)"

Confirmed New Years Availability
18. 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)"

19. Stacy

Caring Dependable Pet-Sitter/Walker

Dunedin, FL, 34698

Drop-In Visits, Dog Walking

"Stacy is a true animal lover and takes care of her dogs as if they were her children. She is professional and reliable and will make sure your pups are happy... (more)"

20. Savannah

I love my pup snuggles!

Palm Harbor, FL, 34684

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

"Savannah is a very professional, courteous, and genuinely kind person. Her love of dogs and animals of all shapes and sizes is astounding. I wouldn't want ... (more)"

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Learn About Premier

Dog owners in Woodland Villas, Clearwater, FL love booking pet sitting 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 stars. Booking pet sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book pet sitting with Rover? Check out our average pet sitting rates to get an idea before reaching out and starting a conversation with a pet sitter near you in Woodland Villas.

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 Woodland Villas 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 Woodland Villas, 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 Woodland Villas 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 Woodland Villas, 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: