Dog Boarding in Winding Wood, Clearwater, FL

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

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1. Jacquelyn

Loving Care Pet Care Provider

Safety Harbor, FL, 34695

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

5 repeat clients

"My pups had the best time at Jackie's! They certainly felt right at home. I wouldn't hesitate sending them back in the future, like, in two weeks, haha! T... (more)"

2. Catrina

I am a christian who loves animals!

Dunedin, FL, 34698

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

4 repeat clients

"Our dog Max ( rescue we've had for about 3 months) only had a couple days with Catrina because unfortunately he developed some aggressive behavior towards ot... (more)"

3. Dianna

It's a dogs world

Bonaventure, Palm Harbor, FL, 34684

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

10 repeat clients

"Dianna and her wife were fantastic! I would highly recommend them to anyone. They kept in touch daily and sent plenty of photos. They went well beyond he cal... (more)"

4. 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

"Eileen is great! My dog gets along great with her small dog and she sent pictures of them playing together while I was away. She's very friendly and knowledg... (more)"

5. Lou

Lucky Lou's Dog Sitting

Bay Towne East, Safety Harbor, FL, 34695

Dog Boarding, Doggy Day Care

39 repeat clients

"Lou took wonderful care of our dog Molly, in fact she feels and acts like she is right at home, when my husband dropped her off she went straight for the fen... (more)"

6. Mike

We Treat Your Dogs Like Our Own

Palm Harbor, FL, 34683

Dog Boarding, Doggy Day Care

1 repeat client

"Mike sent us pictures along the way, we could see she was comfortable and happy. She has been sleeping ever since we picked her up, she must have played hard... (more)"

7. Ashley

Your dogs Home away from Home

Clearwater, FL, 33763

Dog Boarding, Drop-In Visits, Doggy Day Care

24 repeat clients

"Ashley is absolutely phenomenal! Couldn't have asked for a better experience with boarding my two dogs. She checked in everyday even if I didn't ask how they... (more)"

8. Cassandra

Cass's K-9 Condo for Critters

Palm Harbor, FL, 34684

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

1 repeat client

"My 3 furbabies were well taken care of my Cass who stayed with them while we were away. Cass was easy to work with and schedules 2 meet and greets before th... (more)"

9. Martha & Brett

Work from Home-Large Fenced in Yard

clearwater, FL, 33761

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

6 repeat clients

"Matha and Brett were great hosts for our pup Arden. We received several pictures during our trip and we were very happy with their communication. (more)"

10. Sandra

Palm Harbor "Just the Two of Us!"

Palm Harbor, FL, 34684

Dog Boarding

2 repeat clients

"Caring, loving and responsible not only to pets but people as well. Extensive background with caring for pets of her own as well as others. I would trust her... (more)"

11. Alana

John & Alana's Family Dog Boarding

North Bay Hills, Safety Harbor, FL, 34695

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

10 repeat clients

"Alana and John were so great to our two pups while we were out of town. They sent pics of our babies and kept us in the loop throughout their stay. You can t... (more)"

12. Shannon

I only take 1 dog at a time!

Clearwater, FL, 33759

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

"Shannon was very friendly and knowledgeable! Very easy to communicate with, fast responses to any of my inquiries before and during the stay, and made us bot... (more)"

13. Hans

Your dog is our family

Dunedin, FL, 34698

Dog Boarding, Drop-In Visits, Doggy Day Care

2 repeat clients

"Hans took such good care of our girl! She especially enjoyed their great and safe back yard. He kept me updated by text which I appreciated very much. She i... (more)"

14. Lori

Experienced & Loving Pet Sitter

Dunedin, FL, 34698

Dog Boarding

50 repeat clients

"Lori is great! This was Remy's first stay with her, and he came back so tired that he didn't even want to put his head outside the window on the ride home (a... (more)"

15. Danielle

Caring Animal Lover

Dunedin, FL, 34698

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

7 repeat clients

"Danielle (more)"

16. Kara and David

Responsible and loving sitters!

Palm Harbor, FL, 34684

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

46 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)"

17. Lindsey

Fun, loving and caring dog sitter!

Oldsmar, FL, 34677

Dog Boarding, House Sitting, Dog Walking

1 repeat client

"Lindsey was the best! I had to go away for 6 days and I was so stressed, I really didn't want to leave my baby in a kennel. When I met Lindsey I knew she wa... (more)"

18. Angie

"Loving Care when you're not there"

Oldsmar, FL, 34677

Dog Boarding, Drop-In Visits

33 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)"

19. Penny

EVERY DOG IS TREATED LIKE MY OWN!

Clearwater, FL, 33761

Dog Boarding, Doggy Day Care

5 repeat clients

"Penny is awesome and very thorough. Thank you so much for loving on my Cosby. When we arrived, he was super relaxed and fit in wonderfully with Penny's family. (more)"

20. Candice

Bring on the fur babies!

Safety Harbor, FL, 34695

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

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