Dog Boarding in Winding Wood, Clearwater, FL

Find a loving dog sitter to watch your dog overnight at your sitter's home.

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1. Mike

Just Like Home

Palm Harbor, FL, 34683

Dog Boarding, Doggy Day Care

15 repeat clients

"Max and Bear were well taken care of and they had fun! I appreciated the pictures and videos they sent me. I will definitely be a return client. (more)"

2. Cassandra

Cass's K-9 Condo for Critters

Palm Harbor, FL, 34684

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

3 repeat clients

"My 3 furbabies were well taken care of my Cass who stayed with them while we were away. Cass was easy to work with and schedules 2 meet and greets before th... (more)"

3. Joseph

HomeFulltime-largefencedyard-play

Clearwater, FL, 33756

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

4 repeat clients

"It was apparent from the moment we met Joseph that he knows dogs. Our golden retriever took to him immediately. Joseph maintains a clean and caring environme... (more)"

4. Malia

Flexible hours, fenced, walk/run

Dunedin, FL, 34698

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

3 repeat clients

"Malia watched our fur baby (Ginger) for a long weekend and did a wonderful job. I felt at ease leaving ginger with Malia. She and her family were amazing . T... (more)"

5. Jacquelyn

Loving Care Pet Care Provider

Safety Harbor, FL, 34695

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

13 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)"

Available this weekend
6. Alana

John & Alana's Family Dog Boarding

North Bay Hills, Safety Harbor, FL, 34695

Dog Boarding, Dog Walking

17 repeat clients

"WOW!!! I cannot begin to explain how wonderful our experience was with Alana and her family. Our pup Abby stayed with Alana for 4 days while we were on vacat... (more)"

7. Dianna

It's a dogs world

Bonaventure, Palm Harbor, FL, 34684

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

12 repeat clients

"Dianna and her wife were fantastic! I would highly recommend them to anyone. They kept in touch daily and sent plenty of photos. They went well beyond he cal... (more)"

8. Brian

Home full time and a 100% committed

palm harbor, FL, 34684

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

1 repeat client

About: I am 100% committed to the dogs needs and very reliable. I love all nature and understand, "Dogs do speak but only to those who know how to listen"... (more)

9. Eileen

Fenced yard and I love dogs !

Dunedin, FL, 34698

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

5 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)"

10. Lou

Lucky Lou's Dog Sitting

Bay Towne East, Safety Harbor, FL, 34695

Dog Boarding, Doggy Day Care

39 repeat clients

"Lou is wonderful! This was our first Vacay with Lou. Actually the first time we have left our pooch with anyone ever. Lou sent us a photo after about a half... (more)"

11. Kara and David

Responsible and loving sitters!

Palm Harbor, FL, 34684

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

53 repeat clients

"Kara and David are exceptional, and take great care of my two pups whether on walks or when I'm out of town. The pictures they send show me that the girls a... (more)"

Available this weekend
12. Carol

Love to meet pets & care for them!

Clearwater, FL, 33761

Dog Boarding, Drop-In Visits, Dog Walking

About: I am currently unemployed and wanted to take a break from the workforce. And do something I could enjoy which is be with dogs! I have a Black Lab a... (more)

Confirmed Holiday Availability
13. Bliss

Soleil's Dog House

Dunedin, FL, 34698

Dog Boarding

5 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 Christmas Availability
14. Hans

Your dog is our family

Dunedin, FL, 34698

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

2 repeat clients

"Hans took such good care of our girl! She especially enjoyed their great and safe back yard. He kept me updated by text which I appreciated very much. She i... (more)"

Available this weekend
15. Lori

Experienced & Loving Pet Sitter

Dunedin, FL, 34698

Dog Boarding, Dog Walking

61 repeat clients

"Lori was very friendly and accommodating from start to finish. It was an added bonus that she came to pick up my boy as getting him ready and in the car is a... (more)"

Confirmed Holiday Availability
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)"

Confirmed New Years Availability
17. Barbara

I'm an "avid" furbaby lover !!

Dunedin, FL, 34698

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

"Barbara makes your dog feel like they are her dog. My dog was very picky on who got his attention, but Barbara had her way with him so he picked up and loved... (more)"

Available this weekend
18. Martha & Brett

Work from Home-Large Fenced in Yard

clearwater, FL, 33761

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

10 repeat clients

"Have used Martha & Brett for our Dexter twice and Dex loved every minute of it. THe first time was 2 weeks while we were in Europe -- our first time leaving ... (more)"

19. 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)"

Available this weekend
20. Catrina

I am a christian who loves animals!

Dunedin, FL, 34698

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

8 repeat clients

"No one likes to leave their doggies when they leave town, but Catrina makes it easy to do so. She is very caring and amazing with animals. When we were going... (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: