Dog Boarding in Winding Wood, Clearwater, FL

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

1. Jennifer

Loving home away from home !!

Clearwater, FL, 33756

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

2 repeat clients

"This is the 1st we have ever let our precious Mya stay anywhere other than a family or friends home. We were quite nervous at 1st until we met Jennifer and h... (more)"

2. Martha & Brett

Dog sitting inTampa Bay area

clearwater, FL, 33761

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

4 repeat clients

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

3. Lori

Experienced & Loving Pet Sitter

Dunedin, FL, 34698

Dog Boarding, Doggy Day Care, Dog Walking

44 repeat clients

"Lori was great with my senior bichon Lady She even went and got a bag of food for her on her way ,, She is kind caring and professional,,,, I got regular upd... (more)"

Confirmed Easter Weekend Availability
4. 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

"Boo loves Kara and David. They moved to a different city, but we would travel anywhere to have them keep our fur baby! Kara sends me the cutest pictures of... (more)"

5. Peggy

Happiest with My Dogs

Clearwater, FL, 33755

Dog Boarding, Drop-In Visits, Doggy Day Care

9 repeat clients

"I have a small toy poodle who is older and hardly ever boarded. Meeting Peggy, I knew she would take wonderful care of Gabby. She was very kind and her dogs ... (more)"

6. 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)"

7. Ashley

Your dogs Home away from Home

Clearwater, FL, 33763

Dog Boarding, Drop-In Visits, Doggy Day Care

12 repeat clients

"Ashley and her family treated my dogs like part of their family. I could not be happier with the care they received. She sent me pictures regularly and updat... (more)"

8. Jordan

Passionate animal sitter!

Palm Harbor, FL, 34683

Dog Boarding, Drop-In Visits, Dog Walking

About: I love all breeds of dogs and have years of experience with obedience training and dog sitting. I also have extensive experience in caring for dif... (more)

9. Erin

I will treat your babies as my own!

Clearwater, FL, 33763

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

2 repeat clients

"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)"

10. 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

"Brandy has had her own dogs, and was able to train them easily as well as spoiling them. She volunteers at Penelas county kennel because she loves dogs, I th... (more)"

11. 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)"

Available this weekend
12. Angie

"Loving Care when you're not there"

Oldsmar, FL, 34677

Dog Boarding, Drop-In Visits

27 repeat clients

"This was my first time working with Angie. My three dogs stayed with her for a few days. Throughout the whole visit she sent me pictures and keep me updated ... (more)"

13. Colleen

I may like dogs more than people :p

Palm Harbor, FL, 34683

Dog Boarding, Drop-In Visits, Dog Walking

"When I had to go away to Colorado for two weeks, I was looking for a local, friendly and dependable house and pet sitter for my dog. Colleen was all of thos... (more)"

14. 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)"

15. 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)"

16. Lindsey

Fun, loving and caring dog sitter!

Oldsmar, FL, 34677

Dog Boarding, House Sitting, Dog Walking

1 repeat client

About: I grew up in a home with multiple dogs all my life and I helped my Mom take care of 2 litters of Golden Retrievers, what a fun experience! I have 9... (more)

17. 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)

18. Ariel

Animal lover!

Clearwater , FL, 33755

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

2 repeat clients

"I was very hesitant to board my dog due to his abuse history. After a single meet and greet with this family, I was confident I had chosen wisely. We were ex... (more)"

19. 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)"

20. Chelsea

A reliable and dedicated individual

Clearwater, FL, 33765

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

1 repeat client
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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)

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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: