Dog Boarding in Winding Wood, Clearwater, FL

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

1. Lou

Lucky Lou's Dog Sitting

Bay Towne East, Safety Harbor, FL, 34695

Dog Boarding, Doggy Day Care

39 repeat clients

"Lou was a great dog sitter for while we went away for the weekend. We will definitely trust Lou again with our dog if we need to travel in the future! (more)"

2. Mike

Just Like Home

Palm Harbor, FL, 34683

Dog Boarding, Doggy Day Care

11 repeat clients

"Jelly had a great time with Mike, his wife, and their 4 boxers. It was non stop playtime for Jelly! I'm sure she will miss her new boxer buddies. I will defi... (more)"

3. Cassandra

Cass's K-9 Condo for Critters

Palm Harbor, FL, 34684

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

3 repeat clients

"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)"

4. Dianna

It's a dogs world

Bonaventure, Palm Harbor, FL, 34684

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

11 repeat clients

"Our mini dachshund Abby loves staying with Dianna. As soon as we turn onto Dianna's street Abby gets all excited and can't wait to get to her house. We've us... (more)"

5. Alana

John & Alana's Family Dog Boarding

North Bay Hills, Safety Harbor, FL, 34695

Dog Boarding

16 repeat clients

"WOW!!! I cannot begin to explain how wonderful our experience was with Alana and her family. Our pup Abby stayed with Alana for 4 days while we were on vacat... (more)"

6. Jacquelyn

Loving Care Pet Care Provider

Safety Harbor, FL, 34695

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

10 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)"

7. Lori

Experienced & Loving Pet Sitter

Dunedin, FL, 34698

Dog Boarding, Dog Walking

61 repeat clients

"Lori and TJ are incredible! They took extra time to meet with us beforehand and our two dogs instantly loved both of them. You can tell Lori and TJ are true ... (more)"

8. Tracy

Puppy Oasis

Clearwater, FL, 33765

Dog Boarding

5 repeat clients

"Tracy did a great job taking care of Dakota and keeping me informed with regular updates and photos. We'll definitely be booking with her again. (more)"

9. 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

"Jamie was awesome with my dog, Cali, for the week. She got along great with her dog and I knew she was well taken care of. Will be sure to use Jamie again in... (more)"

10. Bliss

Soleil's Dog House

Dunedin, FL, 34698

Dog Boarding

4 repeat clients

"We had an absolutely incredible experience with Bliss. She updated us frequently with pic of our pup Arden, and it was clear that Arden received all the atte... (more)"

11. Ashley

Your dogs Home away from Home

Clearwater, FL, 33763

Dog Boarding, Drop-In Visits, Doggy Day Care

30 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)"

12. Angie

"Loving Care when you're not there"

Oldsmar, FL, 34677

Dog Boarding, Drop-In Visits

39 repeat clients

"Angie was AMAZING!!! Sunny loved staying with her and playing with other dogs. She kept me in the loop and sent me pictures all weekend so I knew sunny was ... (more)"

13. 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 were great with our dog Meimei. We got pictures every day we were gone and it looked like Meimei really enjoyed herself. Thank you Kara and Da... (more)"

14. Martha & Brett

Work from Home-Large Fenced in Yard

clearwater, FL, 33761

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

8 repeat clients

"Martha and Brett did an awesome job of accepting Clover into their home. They provided several photos throughout her stay, giving us the confidence that Clo... (more)"

15. Sandra

Palm Harbor "Just the Two of Us!"

Palm Harbor, FL, 34684

Dog Boarding

3 repeat clients

"Sandra was amazing !!!. She took great care of Lexus and he was very happy . They went on walks and she let him sleep in her bed cos he is used to that . Wil... (more)"

16. Haley

Home full-time with fenced yard

Palm harbor, FL, 34683

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

"I lived with Haley and her dog for two years, and she is an incredibly caring and attentive pet owner and has always made her pets her top priority. She tre... (more)"

17. Penny

EVERY DOG IS TREATED LIKE MY OWN!

Clearwater, FL, 33761

Dog Boarding, Doggy Day Care

7 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)"

18. Catrina

I am a christian who loves animals!

Dunedin, FL, 34698

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

6 repeat clients

"Catrina was very caring of both my dogs, but particularly my older one who has arthritis in her back legs. She even purchased a harness which I bought from h... (more)"

19. Leslie

Spacious home with fenced yard & friendly family!

Dunedin, FL, 34698

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

23 repeat clients

"Leslie, Gareth, Scott, & Murray were very welcoming. After the initial meet, Ronan felt right at home going inside to play. We loved that they had the glas... (more)"

20. Christine

Your dog's home away from home <3

Woodgate, florida, FL, 33763

Dog Boarding

"My dog enjoyed his stay here! Will be returning again! Very safe and trustful home. He was walked and fed and had a fun time playing in the yard im sure! (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: