Dog Boarding in Winding Wood, Clearwater, FL

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

1. Brett

Dog sitting inTampa Bay area

clearwater, FL, 33761

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

1 repeat client

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

2. Susan

Treating your dog like family

Palm Harbor, FL, 34684

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

3 repeat clients

"Susan and her sons Noah and Kai took great care of our babies! We never worried once while we were gone. We will definitely use her again. Thank you! (more)"

3. Angie

"Loving Care when you're not there"

Oldsmar, FL, 34677

Dog Boarding, House Sitting, Drop-In Visits

21 repeat clients

"We wanted to share how our experience was with Angie. We have never used kennels or sitters in the past. We have always preferred that our dog Tucker stay wi... (more)"

4. Danielle

Caring Animal Lover

Dunedin, FL, 34698

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

4 repeat clients

"Danielle was great! Buster loved having a yard to run around in. A wonderful experience for all of us! (more)"

5. Lori

Experienced & Loving Pet Sitter

Dunedin, FL, 34698

Dog Boarding, Doggy Day Care, Dog Walking

42 repeat clients

"I am very pleased with the service that Lori has provided. With her daily updates and pictures I was able to relax and enjoy my vacation knowing that my gir... (more)"

6. Kara and David

Responsible and loving sitters!

Palm Harbor, FL, 34684

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

33 repeat clients

"Kara and David were wonderful! We loved getting all of the updates about our puppy. I would highly recommend them to anyone looking for a sitter. They will g... (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. Peggy

Happiest with My Dogs

Clearwater, FL, 33755

Dog Boarding, Drop-In Visits, Doggy Day Care

7 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)"

9. Debbie

Happy Hounds when you're not around

Palm Harbor, FL, 34683

Dog Boarding

7 repeat clients

"I had to change my plans with my dog during this stay, and Debbie was so kind to me... thank you! I know my dog was in great hands and felt very comfortable ... (more)"

10. Ashley

Your dogs Home away from Home

Clearwater, FL, 33763

Dog Boarding, Drop-In Visits, Doggy Day Care

10 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)"

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. Dawn

Lifelong dog mom!

Clearwater, FL, 33755

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

About: I have always had dogs in my life. I love them, and I would love yours as if he or she were one of my own family! I currently have two doggie kid... (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. Leslie

Spacious home with fenced yard & friendly family!

Dunedin, FL, 34698

Dog Boarding, Doggy Day Care

22 repeat clients

"Leslie and family took excellent care of Addie during our trip. When we picked Addie up she was happy and healthy and had obviously been entertained and exer... (more)"

15. 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)"

16. Sarah

Yard with a pool

CLEARWATER, FL, 33765

Dog Boarding, Doggy Day Care

1 repeat client

"Great with our fur babies! And helped us out in a bind when our regular sitter was unavailable. Would definitely use again! :) (more)"

17. Lindsey

Fun, loving and caring dog sitter!

Oldsmar, FL, 34677

Dog Boarding, House Sitting, Dog Walking

"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)"

18. Ariel

Animal lover!

Clearwater , FL, 33755

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

1 repeat client

"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. 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)"

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)

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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: