Dog Boarding in Winding Wood, Clearwater, FL

Find a loving dog sitter to watch your dog overnight at your sitter's home.

1. Susan

Treating your dog like family

Palm Harbor, FL, 34684

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

3 repeat clients

"Using Rover for the first time, I was VERY nervous leaving my precious fur babies with anyone; however, Susan isn't just 'anyone'. She took care of Coco and... (more)"

Available this weekend
2. Lori

Experienced & Loving Pet Sitter

Dunedin, FL, 34698

Dog Boarding, Doggy Day Care, Dog Walking

43 repeat clients

"Lori was amazing! Bella stayed with Lori for 9 days. Every day, I received updates about Bella, including photos. It was Bella's first boarding experience... (more)"

3. Kara and David

Responsible and loving sitters!

Palm Harbor, FL, 34684

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

38 repeat clients

"Kara and David are exceptional, and take great care of my two pups whether on walks or when I'm out of town. The pictures they send show me that the girls a... (more)"

4. Brett

Dog sitting inTampa Bay area

clearwater, FL, 33761

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

3 repeat clients

"We appreciate the way they did it all. They were fantastic pet watchers. Thank you very much. (more)"

5. Danielle

Caring Animal Lover

Dunedin, FL, 34698

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

4 repeat clients

"Danielle (more)"

6. Peggy

Happiest with My Dogs

Clearwater, FL, 33755

Dog Boarding, Drop-In Visits, Doggy Day Care

8 repeat clients

"Peggy is a wonderful sitter who obviously loves dogs. She welcomed our two puppies into her home and treated them like they were her own. She has several be... (more)"

7. Candice

Bring on the fur babies!

Safety Harbor , FL, 34695

Dog Boarding, Drop-In Visits, Dog Walking

"Excellent stay with Candice and her children! Happy dog, happy owner! (more)"

8. Angie

"Loving Care when you're not there"

Oldsmar, FL, 34677

Dog Boarding, House Sitting, Drop-In Visits

23 repeat clients

"Angie was a delight to work with. It was my first time using Rover and Angie made the process simple and the experience worthwhile. She kept us informed with... (more)"

9. Ashley

Your dogs Home away from Home

Clearwater, FL, 33763

Dog Boarding, Drop-In Visits, Doggy Day Care

11 repeat clients

"Ashley is a wonderful sitter! My puppy loved his stay and didn't want to leave! Her home is very lovely also. Definetely booking with Ashley from here on out! (more)"

Available this weekend
10. Alexandra

Dog loving dog trainer and sitter

Dunedin, FL, 34698

Dog Boarding

"Alexandra watched my hyper border collie mix plenty of times. She was absolutely amazing with her! She really knows how to handle dogs and immediately had a ... (more)"

11. Sharon

Trust your Beloved Pet with Me!

Safety Harbor, FL, 34695

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

1 repeat client

"Sharon is just the best! Wouldn't leave Charlie with anyone else and he just loves staying with Sharon and being spoiled ? So happy we found someone we trust... (more)"

12. Lindsey

Fun, loving and caring dog sitter!

Oldsmar, FL, 34677

Dog Boarding, House Sitting, Dog Walking

1 repeat client

"We contacted Lindsey when we needed a place for our dog to stay while we were on a mandatory evacuation due to Hurricane Matthew. She got right back to me an... (more)"

13. Dave

They're not dogs, they're family

Dunedin, FL, 34698

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

"Good dog-owner/sitter with three resident English Bulldogs in a good home/yard environment. Through no fault of the sitter, my Beagle (Zoe) escaped through ... (more)"

14. Edward

Retired, pet loving, happy couple!

Oldsmar, FL, 34677

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

About: My wife and I have had pets our entire lives, we are happy pet owners looking for a little extra income. We have a very happy Doxie that we love a... (more)

15. Brandy

We'll treat your pup like our own

Palm Harbor, FL, 34684

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

"There is no one I trust with my senior rescue more than I trust Brandy! She is kind and always patient. My puppy loved her right away! (more)"

16. Sarah

Yard with a pool

CLEARWATER, FL, 33765

Dog Boarding, Doggy Day Care

1 repeat client

"Italy loves to see Sarah (more)"

Available this weekend
17. Chelsea

A reliable and dedicated individual

Clearwater, FL, 33765

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

About: I started out as a pre med major, wanting to be a Veterinarian, but ended up changing to ethology due to an absolute love for the field. I am a ful... (more)

18. Erin

I will treat your babies as my own!

Clearwater, FL, 33763

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

19. Leslie

Spacious home with fenced yard & friendly family!

Dunedin, FL, 34698

Dog Boarding, Doggy Day Care

23 repeat clients

"This was Duke's second stay with Leslie and Gareth, and once again, he had a great time! We received pictures and text messages during his stay and he came ... (more)"

20. Anne

Caring provider for your family pet

Clearwater, FL, 33761

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

About: I got my first dog when I was four years old and she was my best friend! I would love to care for pet as if they were my own! I have not gotten ano... (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 dog boarding, dog owners in Winding Wood, Clearwater, FL love Rover.com. Over 5,453 owners have reviewed sitters in the Clearwater, FL metro area, giving them an average rating of 5.0/5. The cost of dog boarding in Winding Wood may surprise you - in a good way. That's because there's a dog sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for dog boarding on Rover? Check out our average dog boarding rates to get an idea before you start a conversation with a sitter.

Rover.com offers the perfect alternative to dog kennels and traditional dog sitting. The next time you head out of town and need someone to take care of your dog, turn to Rover for your dog boarding needs. It's easy to find a loving Winding Wood dog sitter on Rover who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at their sitter's home. Search from hundreds of dog sitters in Winding Wood, Clearwater, FL, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. 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. With Rover, pet boarding is guilt-free, cashless, and convenient. That way, you can hit the road happy knowing your dog's in loving hands while you're away.

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: