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.

1. Rachel

I love big dogs

Dunedin, FL, 34698

Drop-In Visits, Doggy Day Care, Dog Walking

"Rachel has grown up around dogs. She gets along with them well and is able to handle dogs. She has taken care of dogs ranging from terriers to Great Danes (more)"

2. 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)"

Available this weekend
3. Candice

Bring on the fur babies!

Safety Harbor, FL, 34695

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Fantastic pet sitter! From the moment I met Candice, I felt totally comfortable leaving my pets in her care. She stopped by my house daily to check on the ... (more)"

4. 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)"

5. 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)

6. Stacy

Caring Dependable Pet-Sitter/Walker

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Took very good care of my babies! (more)"

7. Rodd

Friendly Beard Walk'n & Board'n

Dunedin, FL, 34698

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

"Rodd was a great host! Our pupps were very well taken care of and the cost was very reasonable. We received photos of them on an almost daily basis and tha... (more)"

8. Simone

Dogs Cats and Exotics OH MY!

Safety Harbor, FL, 34695

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)"

9. Danielle

Energetic animal lover and trainer!

On Top Of The World, Clearwater, FL, 33763

House Sitting, Drop-In Visits, Dog Walking

"I asked Danielle just a couple hours before I needed her if she would drop in to visit my pups a couple times, and she was more than happy to! This was our f... (more)"

10. Jamie

I'll run with your dog!

Oldsmar, FL, 34677

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

3 repeat clients

About: I am an all around person. I can either lay on the couch with a dog and watch movies or we can be out at a park going for a nice run/walk. I love t... (more)

11. Angie

"Loving Care when you're not there"

Oldsmar, FL, 34677

Dog Boarding, Drop-In Visits

39 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)"

12. 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)"

13. Shannon

One On One Care For Your Dog

Clearwater, FL, 33759

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

2 repeat clients

"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)"

14. Sarah

Mary Poppins for Dogs!

Palm Harbor, FL, 34685

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Sarah was absolutely wonderful and really came through for me in a time of need! I would highly recommend her services! Thank you! Thank you! Thank you! (more)"

15. Kien

Pet-Sitting/Walking,Daycare

Oldsmar, FL, 34677

House Sitting, Drop-In Visits, Dog Walking

1 repeat client
No Reviews Yet

About: Pet-Sitting/Walking, Daycare, Visits, Bathing, Pick up and Drop off Hello there. I am Kien and my wife is May. We are nice and friendly people. We... (more)

16. Rachael

lots of love to give to pets

Clearwater, FL, 33756

House Sitting, Drop-In Visits, Dog Walking

"Rachael is an amazing pet sitter. She watched our two pugs and took care of our oldest one who was struggling to even walk at the time. She followed all of o... (more)"

17. Faith

Can't wait to love on your pup!!

Safety Harbor, FL, 34695

House Sitting, Drop-In Visits, Dog Walking

"I have known Faith for 6 years. She has taken care of our pets on multiple occasions, even a few times at last minute request by me. She has a key to our hom... (more)"

18. 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)"

19. Marc

iLove dogs! run, walk or play w/ me

dunedin, FL, 34698

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

"Booked Marc to work with my special needs Bulldog, but all my dogs quickly warmed up to him. He was quick to respond and when he stopped by he called to let... (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: