Dog Boarding in Windsor Park, 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 amazing! My two boys just spent 7 days with him and they came home happy and refreshed. Lou sent me pics during my vacation so I could see how much f... (more)"

2. Shannon

One On One Care For Your Dog

Clearwater, FL, 33759

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

1 repeat client

"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)"

3. Joseph

HomeFulltime-largefencedyard-play

Clearwater, FL, 33756

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

1 repeat client

"Wow - where to start? Joseph is a PHENOMENAL sitter. He is very knowledgeable about dogs and training - he is very gentle, knows what he is doing, and went a... (more)"

Available this weekend
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. Jennifer

Loving home away from home !!

Clearwater, FL, 33756

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

14 repeat clients

"My babies were so happy at Jennifer's they didn't want to leave! She is a very kind person who obviously loves animals! The home she pet sits out of is very ... (more)"

Available this weekend
6. Jacquelyn

Loving Care Pet Care Provider

Safety Harbor, FL, 34695

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

8 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

58 repeat clients

"So far Lori and her son seem great ! Brutus spent the night with them last weekend and will be with again this saturday! She was great about sending photos a... (more)"

8. Valerie

Responsible and Energetic Person

Clearwater, FL, 33756

Dog Boarding, Dog Walking

4 repeat clients

"Our original Rover sitter canceled at the last minute and we feel blessed to have found Valerie at the last minute. Her and her son Juaquin took extra specia... (more)"

Available this weekend
9. Ashley

Your dogs Home away from Home

Clearwater, FL, 33763

Dog Boarding, Drop-In Visits, Doggy Day Care

28 repeat clients

"Great stay! Ashley is a wonderful dog sitter and she is our first choice now. This was our dog's third stay with her. They are well cared for with her. E... (more)"

10. 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)"

11. Penny

EVERY DOG IS TREATED LIKE MY OWN!

Clearwater, FL, 33761

Dog Boarding, Doggy Day Care

6 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)"

12. 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

"If I could give Mrs. Catrina 100+ stars I WOULD. She was very polite, professional, warming, and very kind to my fur baby and I. She opened her beautiful hom... (more)"

13. Bliss

Soleil's Dog House

Dunedin, FL, 34698

Dog Boarding

3 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)"

14. Leslie

Spacious home with fenced yard & friendly family!

Dunedin, FL, 34698

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

23 repeat clients

"We left our puppy with Leslie overnight during the weekend and could not have asked for a better experience. Leslie has a great fenced-in yard for the dogs t... (more)"

15. Peggy

Happiest with My Dogs

Clearwater, FL, 33755

Dog Boarding, Drop-In Visits, Doggy Day Care

11 repeat clients

"Leaving our fur baby with someone we didn't know was difficult. Our pug also has some special dietary and medical needs. When we found Peggy we knew we didn... (more)"

16. Samryanna

All I know is dogs love me

Clearwater, FL, 33755

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

About: I'm good with animals big or small. I love to go to the beach so if you're okay with me taking them with me. I know where we can go get some sun, e... (more)

17. Danielle

Caring Animal Lover

Dunedin, FL, 34698

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

9 repeat clients

"Danielle (more)"

18. 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)"

19. Kim

Experienced Dog-Lover. HOME F/T!

Clearwater, FL, 33755

Dog Boarding, Doggy Day Care

"I have trusted Kim with my animals. She treats them as her own. She is very caring and always goes the extra mile to make sure that they are comfortable and ... (more)"

Available this weekend
20. Meghan

Available nights and all weekends!

Dunedin, FL, 34698

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

About: I love pets, and I will do my absolute best to provide amazing care for your fur babies! I am very attentive to the needs of animals, I have 2 dogs... (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: