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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1. Lou

Lucky Lou's Dog Sitting

Bay Towne East, Safety Harbor, FL, 34695

Dog Boarding, Doggy Day Care

41 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)"

Confirmed availability
This weekend
2. Bliss

Soleil's Dog House

Dunedin, FL, 34698

Dog Boarding

9 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)"

Confirmed availability
4th of July
3. Ashley

Your dogs Home away from Home

Clearwater, FL, 33763

Dog Boarding, Doggy Day Care

45 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)"

Confirmed availability
4th of July
4. Dana

Experienced, Loving Dog Care

Clearwater, FL, 33759

Dog Boarding, Doggy Day Care

1 repeat client

"Since I am a very particular doggie mom, I interviewed three sitters before choosing Dana to care for my dog for ten days while I had to be away from home. I... (more)"

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5. Eileen

safe comfy fenced home

Dunedin, FL, 34698

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

9 repeat clients

"Eileen was wonderful! I will definately contact her again to watch Zella. She met all my expectation and was very willing to handle all my requests. She is a... (more)"

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6. Jacquelyn

Loving Care Pet Care Provider

Safety Harbor, FL, 34695

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

19 repeat clients

"Thank you so much for your loving care of Bella and Maggie! Jacquelyn and her family members were so kind and understanding of Bella’s needs as a puppy mill... (more)"

Confirmed availability
This weekend
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

4 repeat clients

"Tank enjoyed his stay with Stacy this weekend. He felt right at home. I will definitely use Stacy again without any hesitation. Thank you again Stacy for gi... (more)"

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8. Joseph

HomeFulltime-largefencedyard-play

Clearwater, FL, 33756

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

6 repeat clients

"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)"

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9. Lori

Experienced & Loving Pet Sitter

Dunedin, FL, 34698

Dog Boarding, Dog Walking

65 repeat clients

"Lori was great with Riley. She was very responsive in communication and pictures of Riley during her stay. Riley was there for 2 weeks and she came back ha... (more)"

10. Jenny

Home full time- lots of love

Dunedin, FL, 34698

Dog Boarding, Drop-In Visits, Doggy Day Care

"Jenny has watched our chocolate lab many times for the past 2.5 years and is simply the BEST. Recommended without any reservation at all! Cooper is ALWAYS th... (more)"

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11. Peggy

Happiest with My Dogs

Clearwater, FL, 33755

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

12 repeat clients

"I have a small toy poodle who is older and hardly ever boarded. Meeting Peggy, I knew she would take wonderful care of Gabby. She was very kind and her dogs ... (more)"

12. Shannon

One On One Care For Your Dog

Clearwater, FL, 33759

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

10 repeat clients

"I've used Rover many times before, but Shannon has been my favorite sitter! I'm so glad I found her! My Ringo liked her right away, and she sent regular pict... (more)"

Confirmed availability
4th of July
13. Jenny

Dog lover works from home

Clearwater, FL, 33759

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

About: Hi! I want to take the dog out for some fun outdoor activities such as dog parks and beaches (if your dog likes the beach and water), a running ... (more)

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14. Karen

I'll treat your dog like Family!

Dunedin, FL, 34698

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

2 repeat clients

"Karen is one of the most loving dog/pet people I have ever met! If there are dogs around, they are usually around Karen! They simply love her and she, them! (more)"

15. Marcela

Apt overlooking lake and wildlife

Dunedin, FL, 34698

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

"My dog is pretty anxious so I have a hard time finding places she can stay when I leave town however she felt perfectly comfortable and at home with Marcela!... (more)"

Confirmed availability
4th of July
16. Meaghan

Will work for puppy cuddles!

Dunedin, FL, 34698

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

1 repeat client

"Meaghan is an incredibly kind person, both toward people and all kinds of animals. I am certain she would care for your pet as if it were her own! Anyone can... (more)"

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17. Leslie

Spacious home with fenced yard & friendly family!

Dunedin, FL, 34698

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

24 repeat clients

"Leslie & Gareth took good care of Harley while I was away. They welcomed him into their home and he adapted quite well. I think this was much better than f... (more)"

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18. Troy

Active and Available Dog Lover!

clearwater florida, FL, 33759

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

1 repeat client

"My Dogs ? were very much at home with Troy. He walked them both to the park and I can tell they felt very comfortable with him:) I highly recommend him. (more)"

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19. Devin

Unlimited Time, Unlimited Energy!

Clearwater, FL, 33755

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

2 repeat clients

"Devin is extremely friendly and professional and my 2 fury babies warmed up to her immediately. She kept them overnight at her home so I didn’t have to worr... (more)"

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20. Cody

Army Veteran Doing What I Love!!

Dunedin, FL, 34698

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

About: Howdy!! My name is Cody and I'm here to tend to all your pup's needs! I am a disabled Army veteran looking to pursue a career as a Veterinarian and... (more)

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: