Pet Setting & Drop Ins in Winding Wood, Clearwater, FL

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

Available this weekend
1. Helen

TLC for your furry family members!

Clearwater, FL, 33764

House Sitting, Drop-In Visits, Dog Walking

About: I grew up here in St. Pete / Clearwater with dogs and cats since I was born! Life wouldn't be the same without our pets. Thankfully, I've never h... (more)

Available this weekend
2. Brie

Animal Care Professional

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

"Brie is a responsible, loving and trustworthy dog caregiver. She will provide safe and loving care for your dog and even goes above and beyond with trainin... (more)"

3. Stephanie

Home full time - love to run/walk

Clearwater, FL, 33759

Dog Boarding, Drop-In Visits, Dog Walking

"It would be my pleasure to help Stephanie become a pet sitter on Rover.com. Besides being a very loving and caring person, she is an absolute animal lover. ... (more)"

4. 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 so great with our kits. I know this because my Kiki is a bit standoffish on a normal basis so when I get pics of them and Kiki is out and... (more)"

5. 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)"

6. Traci

Fenced home w nice yard

Dunedin, FL, 34698

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

"Traci has been my dog-sitter for over a year and has taken care of our 3 rambunctious dogs dozens of times. She's watched them for a weeklong vacation, and e... (more)"

7. Amanda

Dog lover/ animal sitter

Oldsmar, FL, 34677

House Sitting, Drop-In Visits, Dog Walking

About: I have always treated my pets like family ! I have a two year old lab mix who I love to death! I have always had animals growing up, and animals ar... (more)

8. Shannon

One On One Care For Your Dog

Clearwater, FL, 33759

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

"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)"

9. 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)"

10. Jenipher

Caring, Dog loving artist

dunedin, FL, 34698

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)"

Available this weekend
11. Simone

Dogs Cats and Exotics OH MY!

Safety Harbor, FL, 34695

Drop-In Visits, Dog Walking

10 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)"

12. Dianna

It's a dogs world

Bonaventure, Palm Harbor, FL, 34684

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

11 repeat clients

About: Hi there! My wife and I have a small American Cocker she loves to play with small like dogs. Our home is a Condo in the Countryside area, it is v... (more)

13. Angie

"Loving Care when you're not there"

Oldsmar, FL, 34677

Dog Boarding, Drop-In Visits

36 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)"

14. 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)"

15. Felicia

Flexible & Caring Dog Sitter/Walker

Clearwater, FL, 33759

Dog Boarding, Drop-In Visits, Dog Walking

About: Hi there! My name is Felicia and I just moved to Florida from Boston. I grew up with 2 miniature dachshunds that were the absolute cutest and c... (more)

16. Hans

Your dog is our family

Dunedin, FL, 34698

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

2 repeat clients

"Hans has watched our dogs many times over the years and always took great care of them, giving them plenty of attention, love, and walks to keep them happy. ... (more)"

17. Kacey

Your dog's needs always come first!

Clearwater, FL, 33759

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Kacey has dog sat for me on many occasions. She is responsible and very caring with our dogs. Not only does she walk and feed them, she spends time cuddling ... (more)"

18. Bradley

Caring and trustworthy animal lover

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

"I'm a single mother of 3 boys. We have several animals: 2 dogs (Lou and Foxy), a cat (Mr. Wendall), 3 Parakeets (Al, Mick, and Choo Choo), and a monitor liza... (more)"

19. Eileen

Fenced yard and I love dogs !

Dunedin, FL, 34698

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

1 repeat client

"I have known Eileen for many years and she has watched not only my dogs but my child. I can't say enough about her. She is one of the most intelligent loving... (more)"

20. Jamie

Professional Pet Care

Wilshire Estates, Dunedin, FL, 34698

Drop-In Visits, Dog Walking

"Jamie and her family are major dog lovers and treat their dogs as if they were their kids. They are well taken care of; ever medical or emotional need is me... (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 turn to sitters on Rover.com when they're looking for pet-sitting. 5,453 owners have reviewed sitters in Winding Wood, Clearwater, FL, giving them an average rating of 5.0/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect pet sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average pet sitting rates to get an idea before you start a conversation with a pet sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

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 Winding Wood 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 Winding Wood, 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 Winding Wood 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 Winding Wood, 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: