Dog Boarding in Windsor Park, Clearwater, FL

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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Confirmed Holiday Availability
1. Candice

Bring on the fur babies!

Safety Harbor , FL, 34695

Dog Boarding, Drop-In Visits, Dog Walking

"Candice is the most responsible and organized person I have ever worked with. She loves taking her dog out for walks and to the dog park. I know she will tre... (more)"

Confirmed Holiday Availability
2. Susan

Treating your dog like family

Palm Harbor, FL, 34684

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

2 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

18 repeat clients

"Beyond happy with Angie! She is amazing!!! My Sadie had such a great time. Angie scheduled a meet and greet prior to sadies stay. We were able to introduce S... (more)"

Confirmed Christmas Availability
4. Ashley

Your dogs Home away from Home

Clearwater, FL, 33763

Dog Boarding, Drop-In Visits, Doggy Day Care

8 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)"

5. Alison

Peace, love, & muddy paws

Dunedin, FL, 34698

Dog Boarding, House Sitting, Dog Walking

"Very pleased with sitter. Nice home and secure yard. Dogs adjusted well to new environment and unfamiliar supervision. Would not hesitate to use this sitt... (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

31 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)"

7. Peggy

Happiest with My Dogs

Clearwater, FL, 33755

Dog Boarding, Drop-In Visits, Doggy Day Care

7 repeat clients

"I came from out of state and so had no time for a meet a greet but at drop off, I felt very comfortable leaving my aging schnauzer with Peggy and her pugs. M... (more)"

Confirmed Holiday Availability
8. Lori

Experienced & Loving Pet Sitter

Dunedin, FL, 34698

Dog Boarding, Doggy Day Care, Dog Walking

38 repeat clients

"Lori took such good care of our big dog, Weber, that we didn't worry him once! This was the first time (in 8 years) we had ever left our fussy eater for mor... (more)"

9. Debbie

Happy Hounds when you're not around

Palm Harbor, FL, 34683

Dog Boarding

7 repeat clients

"Debbie and her family are the best...truly dog people. I know Winston will be thrilled when he gets to stay there again. Thank you Debbie and family for taki... (more)"

10. 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)"

Confirmed Christmas Availability
11. Danielle

Caring Animal Lover

Dunedin, FL, 34698

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

2 repeat clients

"Danielle (more)"

12. Leslie

Spacious home with fenced yard & friendly family!

Dunedin, FL, 34698

Dog Boarding, Doggy Day Care

21 repeat clients

"Leslie was wonderful and I felt completely at ease leaving my dog with her and her family for almost a week. Bear (my dog) and Murray (Leslie's dog) got alon... (more)"

Confirmed Holiday Availability
13. Lisa

Huge animal lover and Pack Leader

Largo, FL, 33771

Dog Boarding, Doggy Day Care

2 repeat clients

"Thank you so much. Lisa was very good with our Tecate. Will definitely keep her in mind when traveling again. Thank you. (more)"

Available this weekend
14. 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)

15. 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)"

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)"

Confirmed Holiday Availability
17. Andy

Love all animals

Clearwater, FL, 33761

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

About: Have had dogs, cats, rabbits and pocket pets for my whole life. Love all animals. We have several dogs currently in the house and have fostered and... (more)

Confirmed Holiday Availability
18. Stacy

My dogs have no idea they're dogs.

Island Estate, Clearwater Beach, FL, 33767

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

1 repeat client

"CK enjoyed Stacy's balcony, the attention, and having two new friends to take walks with and to hang out with everyday! (more)"

19. Colleen

I may like dogs more than people :p

Palm Harbor, FL, 34683

Dog Boarding

"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)"

20. Ariel

Animal lover!

Clearwater , FL, 33755

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

1 repeat client

"Ariel did great with our little Chloe. She sent lots of pictures and gave us updates the whole time we were gone. We would definitely use Ariel again! (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

Pet parents in Windsor Park, Clearwater, FL love dog sitters on Rover.com. 5,453 owners have reviewed sitters in the Clearwater, FL metro area, giving them an average rating of 5.0/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a night on Rover.com? 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 Windsor Park 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 Windsor Park, 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 Windsor Park, 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: