Dog Boarding in Windsor Park, 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

"Jennifer and Samantha were great! Jennifer sent me regular pictures to reassure me and they were pretty cute, showing her daughter reading to Ellie, walking... (more)"

Available this weekend
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)"

Available this weekend
3. Lori

Experienced & Loving Pet Sitter

Dunedin, FL, 34698

Dog Boarding, Doggy Day Care, Dog Walking

44 repeat clients

"I had a great experience boarding my dog with Lori during a recent vacation. He was well cared for and I would definitely use Lori's services again in the fu... (more)"

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

"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)"

5. Danielle

Caring Animal Lover

Dunedin, FL, 34698

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

7 repeat clients

"They took very good care of my baby and I felt very comfortable leaving him in their care. Will use them for future stays! (more)"

6. Peggy

Happiest with My Dogs

Clearwater, FL, 33755

Dog Boarding, Drop-In Visits, Doggy Day Care

9 repeat clients

"Mrs Peggy took excellent care of Bella. we will definitely book again. We feel very comfortable knowing Bella was in good hands .. thank you Peggy (more)"

7. 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

2 repeat clients

"Stacy did a wonderful job with my Shih-Tzu Addie. She is such warm and caring person that I was immediately at ease leaving Addie with her. When I returned,... (more)"

8. 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)"

Available this weekend
9. Ashley

Your dogs Home away from Home

Clearwater, FL, 33763

Dog Boarding, Drop-In Visits, Doggy Day Care

12 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)"

10. Valerie

Responsible and Energetic Person

Clearwater, FL, 33756

Dog Boarding, Dog Walking

1 repeat client

"My dog was worn out from all the activities she was able to do in the large fenced yard. She whispered in my ear when we got home. What a truly amazing time she (more)"

Confirmed Easter Weekend Availability
11. Lisa

Huge animal lover and Pack Leader

Largo, FL, 33771

Dog Boarding, Doggy Day Care

3 repeat clients

"Ramsey had a great time! Lisa took really good care of our dog and sent plenty of pictures, keeping us updated. Will definitely rebook! (more)"

12. 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)"

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. Leahrae

Personal, loving care 24/7

Clearwater, FL, 33756

Dog Boarding, House Sitting, Doggy Day Care

3 repeat clients

"She is the best sitters I have used so far.....her place is so clean and my two white dogs came back home for once still looking white unlike other times. I ... (more)"

Available this weekend
15. 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)"

16. 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)"

17. Mariana

I'm a happy person

Clearwater, FL, 33755

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

About: I love dogs, cats and all animals. I grow up with a german shepherd and later in my life I had a cocker spaniel. Now I have a cat which I love sooo... (more)

Available this weekend
18. Chelsea

A reliable and dedicated individual

Clearwater, FL, 33765

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

1 repeat client
No Reviews Yet

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)

19. Ariel

Animal lover!

Clearwater , FL, 33755

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

2 repeat clients

"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)"

20. Alexandra

Dog loving dog trainer and sitter

Dunedin, FL, 34698

Dog Boarding

"Alex is a professional dog trainer and has been house sitting pets for many years. She has watched my dogs, cats and even my pet rats. She has always been ki... (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: