Dog Boarding in Winding Wood, 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.
1. Mike

Just Like Home

Palm Harbor, FL, 34683

Dog Boarding, Doggy Day Care

24 repeat clients

"Mike was great! Our dogs were only with him for one night but, from the pictures and videos we received, it seems like they had a blast! We will definitely b... (more)"

2. Lou

Lucky Lou's Dog Sitting

Bay Towne East, Safety Harbor, FL, 34695

Dog Boarding, Doggy Day Care

41 repeat clients

"Lou provided a wonderful home away from home for our dog, Lexi. He kept us posted on how she was doing with pictures and messages. When we picked her up, s... (more)"

3. Dianna

It's a dogs world

Bonaventure, Palm Harbor, FL, 34684

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

13 repeat clients

"Dianna was the best! I was moving from out of state and needed my dog Macy to stay with someone here while we were moving our things here from Texas. When th... (more)"

4. Brandy

Humane Society Volunteer/Runner

Palm Harbor, FL, 34684

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

3 repeat clients

"Brandy was able to help babysit our little 7 week old pup on such short notice (very thankful for her quick response time!) over the weekend. She was great o... (more)"

5. 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)"

Confirmed Memorial day Availability
6. Vicky

Pets are Our Family

Palm Harbor, FL, 34684

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

1 repeat client

"Vicky took wonderful care of our little Chloe! We received pictures and video every day! Chloe had a great time playing with Gracie! I will recommend Vick... (more)"

7. 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

"Thanks Jackie! I felt very comfortable as soon as she greeted us. She kept me up to speed with a lot of photos which gave me piece of mind. I will be using h... (more)"

Confirmed Memorial day Availability
8. Eileen

safe comfy fenced home

Dunedin, FL, 34698

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

8 repeat clients

"Responded quickly with updates on how our dogs were doing while we were away. One of our dogs is almost 15, diabetic and blind. He requires medicine daily i... (more)"

9. Alana

John & Alana's Family Dog Boarding

North Bay Hills, Safety Harbor, FL, 34695

Dog Boarding

20 repeat clients

"Brady and Brandy had a great vacation and look forward to coming back the next time we need to go out of town. I really appreciate getting photos with update... (more)"

Confirmed Memorial day Availability
10. Bliss

Soleil's Dog House

Dunedin, FL, 34698

Dog Boarding

9 repeat clients

"The family was amazing! I was sent pics of Bentley with the kids loving on him. We had to extend by a day which posed no problem what so ever. I could ... (more)"

11. Lori

Experienced & Loving Pet Sitter

Dunedin, FL, 34698

Dog Boarding, Dog Walking

65 repeat clients

"We've used Lori twice now to watch our dog while we were away. Before we found Rover.com we used to kennel our dog and he would always return to us a nervou... (more)"

12. 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)"

13. Angie

Angie's Furry Family Retreat

Oldsmar, FL, 34677

Dog Boarding, Drop-In Visits

48 repeat clients

"Angie was great with our 2 dogs. Very nice, friendly and loving with our dogs. She's so flexible and this was our first time using rover! Will definitely use... (more)"

Confirmed Memorial day Availability
14. 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)

Confirmed Memorial day Availability
15. Ashley

Your dogs Home away from Home

Clearwater, FL, 33763

Dog Boarding, Doggy Day Care

43 repeat clients

"Ashley was incredible watching our high anxiety rescue and our tiny old mini schnauzer! Murphy is our recent rescue that had a very rough life until we adopt... (more)"

16. Sandra

Palm Harbor "Just the Two of Us!"

Palm Harbor, FL, 34684

Dog Boarding

3 repeat clients

"Sandra was amazing !!!. She took great care of Lexus and he was very happy . They went on walks and she let him sleep in her bed cos he is used to that . Wil... (more)"

17. Brian

Home full time and a 100% committed

palm harbor, FL, 34684

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

1 repeat client

"Thank you Brian for watching our dog Gunner and welcoming him into your home. Brian kept Gunner on his regular routine with lots of exercise and anything el... (more)"

18. Danielle

Caring Animal Lover

Dunedin, FL, 34698

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

12 repeat clients

"After being away for 7 months Penny remembered Danielle. This family has an amazing home and so much love for fur babies. They are and always will be our go... (more)"

19. Leslie

Spacious home with fenced yard & friendly family!

Dunedin, FL, 34698

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

24 repeat clients

"Leslie is wonderful. She communicates frequently with photos and messages. She is very accommodating with schedule changes. We will book more reservations w... (more)"

20. Penny

EVERY DOG IS TREATED LIKE MY OWN!

Clearwater, FL, 33761

Dog Boarding, Doggy Day Care

9 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)"

When it comes to dog boarding, dog owners in Winding Wood, Clearwater, FL love Rover.com. Over 5,453 owners have reviewed sitters in the Clearwater, FL metro area, giving them an average rating of 5.0/5. The cost of dog boarding in Winding Wood may surprise you - in a good way. That's because there's a dog sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for dog boarding on Rover? 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 Winding Wood 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 Winding Wood, 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 Winding Wood, 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: