Dog Boarding in Winding Wood, 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

5 repeat clients

"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. 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

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

3. Catrina

I am a christian who loves animals!

Dunedin, FL, 34698

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

"Catrina stayed in our home for a week with our 5 month puppy, and she was AWESOME! She text me daily and sent several pictures and videos of our puppy, whic... (more)"

4. JUDI

LOVING, RETIRED PET SITTERS 25+ yrs

PALM HARBOR , FL, 34684

Dog Boarding, Doggy Day Care

3 repeat clients

"Judi and her husband are great! They have a great set up with the dogs having access to a secured backyard. They are very attentive and loving and I feel g... (more)"

5. Danielle

Caring Animal Lover

Dunedin, FL, 34698

Dog Boarding, House Sitting, 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. 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)"

7. Colleen

I may like dogs more than people :p

Palm Harbor, FL, 34683

Dog Boarding, Drop-In Visits, Dog Walking

"Lucy's stay with Colleen went very well. Colleen is a very delightful person and very caring toward her animals and especially with my Lucy. She texted me ev... (more)"

8. Peggy

Happiest with My Dogs

Clearwater, FL, 33755

Dog Boarding, Drop-In Visits, Doggy Day Care

9 repeat clients

"Peggy took excellent care of Baxter, providing us with updates and pictures throughout his stay. We definitely plan on using her in the future. (more)"

9. Lindsey

Fun, loving and caring dog sitter!

Oldsmar, FL, 34677

Dog Boarding, House Sitting, Dog Walking

1 repeat client

"She was absolutely very kind. She sent pictures to us so we could see what Coffee was up to. I would highly recommend her to anyone who needed their pets wa... (more)"

Available this weekend
10. Lori

Experienced & Loving Pet Sitter

Dunedin, FL, 34698

Dog Boarding, Dog Walking

46 repeat clients

"I found Lori on Rover while looking for someone to watch my pup. I can't begin to express how positive the experience was. From our first interactions to t... (more)"

11. Angie

"Loving Care when you're not there"

Oldsmar, FL, 34677

Dog Boarding, Drop-In Visits

28 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)"

12. Kara and David

Responsible and loving sitters!

Palm Harbor, FL, 34684

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

42 repeat clients

"Kara is amazing!! This was our first time using Rover and we needed a dog sitter last minute, and Kara was super responsive and flexible. She kept me updated... (more)"

13. Sharon

Trust your Beloved Pet with Me!

Safety Harbor, FL, 34695

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

1 repeat client

"Sharon is just the best! Wouldn't leave Charlie with anyone else and he just loves staying with Sharon and being spoiled ? So happy we found someone we trust... (more)"

14. 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)"

15. Marwan

Experienced dog sitter

Palm harbor, FL, 34683

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

About: QUALIFICATIONS SUMMARY • Worked as a part-time Dog Walker for Green Paws for 3 years • Eager to walk multiple dogs or solo simultaneously • Know... (more)

16. Ashley

Your dogs Home away from Home

Clearwater, FL, 33763

Dog Boarding, Doggy Day Care

14 repeat clients

"I felt really bad leaving my dog in Florida as I traveled for Christmas - but Ashley was awesome and did a fantastic job! I even got photos of him in a Santa... (more)"

17. 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)"

18. Alexandra

Dog loving dog trainer and sitter

Dunedin, FL, 34698

Dog Boarding

"Alexandra watched my hyper border collie mix plenty of times. She was absolutely amazing with her! She really knows how to handle dogs and immediately had a ... (more)"

19. Chelsea

A reliable and dedicated individual

Clearwater, FL, 33765

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

1 repeat client

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. Anne

Caring provider for your family pet

Clearwater, FL, 33761

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

About: I got my first dog when I was four years old and she was my best friend! I would love to care for pet as if they were my own! I have not gotten ano... (more)

Experience exceptional service and a personalized match

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Learn About Premier

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: