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

1 repeat client

"Jennifer and her daughter were great! They took great care of our boys and made them feel right at home. Jennifer sent us lots of cute pictures of our boys d... (more)"

2. Brett

Dog sitting inTampa Bay area

clearwater, FL, 33761

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

4 repeat clients

"Brett and his family took TERRIFIC care of our Badger. Highly recommend and will certainly be repeat business. (more)"

Available this weekend
3. Lori

Experienced & Loving Pet Sitter

Dunedin, FL, 34698

Dog Boarding, Doggy Day Care, Dog Walking

43 repeat clients

"We are so happy to have found Lori. She treated my furbaby like she was her own, even let her snuggle in bed with her. I had a great getaway with my daught... (more)"

4. 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)"

5. Danielle

Caring Animal Lover

Dunedin, FL, 34698

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

5 repeat clients

"Danielle (more)"

Available this weekend
6. Lisa

Huge animal lover and Pack Leader

Largo, FL, 33771

Dog Boarding, Doggy Day Care

3 repeat clients

About: Dogs have been a huge part of my life since I was a child and have been in my life ever since. I have had my own pet sitting business for over 20 ... (more)

7. 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 did a great job with Rocky! Even though I didn't request pictures I received them almost daily. She also went out of her way, and gave him a couple of C... (more)"

8. Erin

I will treat your babies as my own!

Clearwater, FL, 33763

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

1 repeat client

"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)"

9. 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)"

10. Valerie

Responsible and Energetic Person

Clearwater, FL, 33756

Dog Boarding

"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)"

11. Peggy

Happiest with My Dogs

Clearwater, FL, 33755

Dog Boarding, Drop-In Visits, Doggy Day Care

8 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)"

12. 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)"

Available this weekend
13. 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)"

14. Brandy

We'll treat your pup like our own

Palm Harbor, FL, 34684

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

"Brandy has had her own dogs, and was able to train them easily as well as spoiling them. She volunteers at Penelas county kennel because she loves dogs, I th... (more)"

15. Ashley

Your dogs Home away from Home

Clearwater, FL, 33763

Dog Boarding, Drop-In Visits, Doggy Day Care

11 repeat clients

"Ashley and her family treated my dogs like part of their family. I could not be happier with the care they received. She sent me pictures regularly and updat... (more)"

16. 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)"

17. 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)"

18. Sarah

Yard with a pool

CLEARWATER, FL, 33765

Dog Boarding, Doggy Day Care

1 repeat client

About: Your dog will be in the lap of luxury at our house in Clearwater. We have a big fenced in backyard with a large pool. My husband and I both work ... (more)

Available this weekend
19. Chelsea

A reliable and dedicated individual

Clearwater, FL, 33765

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

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)

20. Leslie

Spacious home with fenced yard & friendly family!

Dunedin, FL, 34698

Dog Boarding, Doggy Day Care

23 repeat clients

"Leslie and Garath were very caring and professional. Our dog enjoyed his stay and after a meet and greet, we felt very comfortable leaving him in their care. (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: