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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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Paige & Stephen H.
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Sitter Profile Image: Paige & Stephen H.
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1. Paige & Stephen H.

We will treat your pet like family!
Woodgate, Clearwater, FL, 33763
1.3 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
13 reviews
7 repeat clients
from
$40
per night

So so sweet and they have a beautiful home. They made us feel comfortable leaving with daily updates/pictures, and our girls had a blast! Highly recommend!

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Sitter Profile Image: Kate W.
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Sitter Profile Image: Kate W.
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2. Kate W.

Loving Dog Mom here 💗💗
On Top Of The World, Clearwater, FL, 33763
1.6 mi. away
Boarding
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$33
per night

What a find. Kate is wonderful loving very capable dog person. I was very anxious to leave my 13-year-old Sebrina with just anybody. We had a meet and greet that almost lasted 2 hours. We hit it off and more importantly Sebrina did too. Sebrina was spoiled she got to sleep in a people's bed. My husband was picking up Sebrina and Kate wanted to see a picture of him, so she wouldn't give her to just anybody. That impressed me.

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Sitter Profile Image: Ashleigh K.
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Sitter Profile Image: Ashleigh K.
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3. Ashleigh K.

Ready to be your dog's new BFF
Safety Harbor, FL, 34695
2.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
5 reviews
1 repeat client
from
$35
per night

Great sitter. Rocco always looked happy in the pics

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Sitter Profile Image: Ashleigh Y.
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Sitter Profile Image: Ashleigh Y.
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4. Ashleigh Y.

Ashleigh+Reptar Full Care Services
Keystone Manor, Clearwater, FL, 33755
4.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
147 reviews
55 repeat clients
from
$35
per night

"I couldn't be happier with the exceptional care my dog received from Ashleigh. From the moment I left my furry Baby in her care, I knew I had made the right choice. Ashleigh went above and beyond to ensure my dog felt loved and comfortable while I was away. Her regular updates, including photos and videos, provided me with peace of mind, and I could see that my pet was not only well cared for but also having a great time. I highly recommend Ashleigh to anyone in need of a reliable and caring pet sitter. She's not just a sitter; she's a true pet lover, and that makes all the difference. Thank you so much for your outstanding service!"

Sitter Profile Image: Norma H.
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Sitter Profile Image: Norma H.
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5. Norma H.

Happy Happy Secure Home ❤ 🐾😊 🐶
Dunedin, FL, 34698
2.6 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
82 reviews
31 repeat clients
from
$49
per night

Norma is fantastic! She is an excellent communicator, and sent daily updates and photos. And in every picture my dog was clearly having a blast. I’m definitely going to have my dog stay with her in the future.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kristin W.
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Sitter Profile Image: Kristin W.
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6. Kristin W.

Doggie loving home for your pup
Harbor Woods Village, Safety Harbor, FL, 34695
1.6 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
7 reviews
4 repeat clients
from
$40
per night

Kristin and family were great watching Wally while we were out of town. She sent lots of pictures and was also super accommodating with drop off and pickup times. Thanks again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Priscilla V.
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Sitter Profile Image: Priscilla V.
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7. Priscilla V.

My family and I love dogs
Pride, Clearwater, FL, 33756
5.3 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
49 reviews
17 repeat clients
from
$35
per night

Priscilla was extreamly professional, and kind. She sent us lots of photos and videos of our dog Bailey while she was in her care. Priscilla was extreamly quick to respond to all texts/calls and allowed us to have a nice meet and greet before our trip. I will definitely use Priscilla again for any of our dog boarding needs.

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Sitter Profile Image: Mariah G.
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Sitter Profile Image: Mariah G.
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8. Mariah G.

Mariah’s home away from home!:)
Clearwater, FL, 33761
0.7 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
16 reviews
7 repeat clients
from
$60
per night

Our 13.5 yo lab, Emma, seemed right at home with Mariah and her dog Jovi. We appreciated the updates as this was the first time Emma was staying here, and it was for a 6 night stay. Mariah has a calm and engaging manner with dogs. Thank you Mariah for taking good care of Emma!

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Sitter Profile Image: Debbie T.
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Sitter Profile Image: Debbie T.
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9. Debbie T.

Work from home - loving sitter
Dunedin, FL, 34698
3.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
10 reviews
2 repeat clients
from
$35
per night

Debbie took very good care of Heidi. She even heated up her leftover food and made sure that Heidi was eating enough. Her dogs got along great with Heidi. We will be using her again.

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Sitter Profile Image: Bethann O.
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Sitter Profile Image: Bethann O.
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10. Bethann O.

Doggy Care: Your Pet-Our Priority
Coachman Ridge, Clearwater, FL, 33765
2.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
10 reviews
2 repeat clients
from
$45
per night

Highly recommend! I received several pics, videos and check-ins. My pup Zeus received a ton of love and attention while he was with Bethann at her home. Seeing how happy he was while he was there made it easier for me to enjoy my time away! Thank you! ⭐️⭐️⭐️⭐️⭐️

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Sitter Profile Image: Michael B.
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Sitter Profile Image: Michael B.
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11. Michael B.

Mike: The Dog Whisperer
Greenbriar Club, Clearwater, FL, 33763
1.6 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
8 reviews
1 repeat client
from
$40
per night

My pups stayed with Michael for a weekend and had the best time! Dropoff and pickup were flexible and he provided daily updates. I have no doubt that they were well taken care of!

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Sitter Profile Image: Martha & Brett B.
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Sitter Profile Image: Martha & Brett B.
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12. Martha & Brett B.

Rover 101
Work from Home-Large Fenced in Yard
clearwater, FL, 33761
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
161 reviews
69 repeat clients
from
$45
per night

Martha and Brett were great. We got many pictures each day, and our dog got alot of walks and time in the back yard. Our dog had alot of camaraderie with them being home the whole time and also had other pets to play with. Martha and Brett were very friendly and our dog was happy when we picked her up.

Sitter Profile Image: Autumn S.
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Sitter Profile Image: Autumn S.
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13. Autumn S.

BEST PAWCATION SPOT AROUND! 24/7.
Dunedin, FL, 34698
3.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
75 reviews
29 repeat clients
from
$47
per night

Autumn was great and took wonderful care of Roux. She left happier than when we dropped her off and will definitely have her sit around again!

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Sitter Profile Image: Sara M.
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Sitter Profile Image: Sara M.
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14. Sara M.

Full Time Mommy
Oldsmar, FL, 34677
3.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
27 reviews
10 repeat clients
from
$50
per night

Sara is our go-to sitter here in Tampa! She sends great updates and photos of our dog Theo so we never have to worry about how hes doing. When we pick our dog up at the end of a trip, he never wants to leave her! We would highly recommend Sara to anyone needing a wonderful pet sitter with a great home and outdoor space!

Sitter Profile Image: Bliss F.
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Sitter Profile Image: Bliss F.
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15. Bliss F.

Rover 101
Soleil's Dog House
Dunedin, FL, 34698
3.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
83 reviews
48 repeat clients
from
$44
per night

Zoney and I loved Bliss and her family. Very caring, observant and creative. I have no worries leaving Zoney in their care. He’ll return soon for an overnight stay very soon.

Sitter Profile Image: Marisa & Robert C.
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Sitter Profile Image: Marisa & Robert C.
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16. Marisa & Robert C.

Dog Owner Loves Dogs OF All kinds
Tampa, FL, 33635
7.1 mi. away
Boarding
5.0 out of 5 stars
28 reviews
12 repeat clients
from
$35
per night

Mei Li and Robert are amazing! The took excellent care of Coco and Coco absolutely loves staying with them. Mei Li and Robert sent photos frequently and kept us posted on how Coco was doing. We knew Coco was in good hands while we were on vacation. Coco will definitely return again!

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Sitter Profile Image: Nicole L.
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Sitter Profile Image: Nicole L.
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17. Nicole L.

Open minded furball friend
Del Oro Groves, Clearwater, FL, 33759
3.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
5 reviews
2 repeat clients
from
$30
per night

Nicole babysat both my dogs, Bit and Bella, in her home while I had to travel for work. My two fur babies are seniors and Bit is blind AND diabetic...so they can be a lot to handle. But, Nicole did it with style and grace. She sent updates every day with video and photos...she gave Bit insulin twice a day and his eyedrops...no problems. She has a beautiful fenced in back yard with a doggy door...and so even though my "kids" are house dogs, they could go outside and sunbathe if they wanted to and they had a safe space to go potty. She is a very gifted animal person and I highly recommend her for old, spoiled fur babies!

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Sitter Profile Image: Heather D.
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Sitter Profile Image: Heather D.
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18. Heather D.

Family of animal lovers
Dunedin, FL, 34698
4.1 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
5 reviews
2 repeat clients
from
$26
per night

Super nice and very friendly. I would recommend her. Be aware you have to be able to carry your pet up a ladder before booking, but my husband was with me so it was not a problem. I wouldn’t have been able to do it myself. I am sure the host would have helped if needed.

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Sitter Profile Image: Rachel A.
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Sitter Profile Image: Rachel A.
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19. Rachel A.

Work from Home - Large Yard & Park!
Clearwater, FL, 33765
3.8 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
7 reviews
1 repeat client
from
$40
per night

Rachel was a great sitter. Took very good care of Bella and sent us pictures too! We could tell from the photos that she was happy with Rachel. Will ask her again if we plan another trip this fall. Highly recommend her.

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Sitter Profile Image: Elke R.
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Sitter Profile Image: Elke R.
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20. Elke R.

Rover 101
Home full-time + fenced yard :)
DUNEDIN, FL, 34698
3.6 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
97 reviews
26 repeat clients
from
$50
per night

Elke and her husband did a fabulous job taking care of Pilot! He had such a wonderful time staying in their home. I received plenty of updates and didn’t worry a bit.

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Rover also offers Dog Boarding in these neighborhoods:

Rover also offers other services in Winding Wood:

When it comes to dog boarding, dog owners in Winding Wood, Clearwater, FL love Rover.com. Over 5453 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.

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