Dog Boarding in Windsor Park, 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.

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

Paige & Stephen were more than amazing! They boarded my 2.5 year old German Shepard for a few days and sent me updates and pictures everyday of him playing ball and hanging in the house. Communication was quick & easy. They made him feel right at home. I definitely recommend them and will use them again in the future!

Sitter Profile Image: Norma H.
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Sitter Profile Image: Norma H.
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2. Norma H.

Star Sitter
Happy Happy Secure Home ❤ 🐾😊 🐶
Dunedin, FL, 34698
0.9 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
85 reviews
33 repeat clients
from
$49
per night

Norma was great! Tiko was extremely positive and well behaved after we picked him up. We received pictures of him having fun in the patio and enjoying walks. I definitely recommend her to anybody looking for a fun and caring environment for their pet.

Sitter Profile Image: Ashleigh Y.
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Sitter Profile Image: Ashleigh Y.
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3. Ashleigh Y.

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

Our two labs loved staying with Ashleigh! More toys than they knew what to do with and she was fantastic with providing pictures/videos and updates several times a day. They had such a wonderful time and we appreciate her taking such great care of them.

Sitter Profile Image: Priscilla V.
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Sitter Profile Image: Priscilla V.
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4. Priscilla V.

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

My two stayed with Priscilla for a long weekend and had a blast! She sent lots of photos and videos throughout the stay which I really appreciated. Would happily choose her again!

Sitter Profile Image: Debbie T.
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Sitter Profile Image: Debbie T.
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5. Debbie T.

Work from home - loving sitter
Dunedin, FL, 34698
1.2 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 is wonderful.Peyton loved the attention she received and I felt very grateful to have someone so kind to watch over my girl. She sent me photos daily keeping me updated.

Sitter Profile Image: Kate W.
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Sitter Profile Image: Kate W.
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6. Kate W.

Loving Dog Mom here 💗💗
On Top Of The World, Clearwater, FL, 33763
1.9 mi. away
Boarding
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$43
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.

Sitter Profile Image: Michael B.
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Sitter Profile Image: Michael B.
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7. Michael B.

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

I rarely leave my dog, (so its hard on both of us) but Louie found new best friends with Michaels dogs and was able to play in the yard, sunbathe and be entertained throughout the day. Already have my next stay booked :)

Sitter Profile Image: Heather D.
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Sitter Profile Image: Heather D.
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8. Heather D.

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

Heather and her family were so great with our little dog. She was super easy to get in touch with, sent updates on how the dog was doing, and made drop off and pick up a breeze.

Sitter Profile Image: Autumn S.
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Sitter Profile Image: Autumn S.
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9. Autumn S.

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

Autumn was very welcoming and accommodating not only to my puppy Magnus, but to my family too. She was very communicative and sent pics of our dog with his new friends. Magnus came back home playful and happy. It was an overall great experience! Thank you Autumn! ❤️

Sitter Profile Image: Stephen R.
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Sitter Profile Image: Stephen R.
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10. Stephen R.

Rover 101
Your Pup will NEVER be left ALONE!
Clearwater, FL, 33755
0.7 mi. away
Boarding
5.0 out of 5 stars
32 reviews
10 repeat clients
from
$39
per night

I am so grateful for Stephen! For opening up his home & taking such good care of Kovu while I was away. It was my first time leaving my fur baby, I was nervous but Stephen made this process so smooth! Kovu was sooo happy being there, I don’t think he had time to even miss me. I received multiples photos throughout the day which made me smile each time. I will without a doubt be booking with Stephen again!

Sitter Profile Image: Rachel A.
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Sitter Profile Image: Rachel A.
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11. Rachel A.

Work from Home - Large Yard & Park!
Clearwater, FL, 33765
2.1 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
8 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.

Sitter Profile Image: Julie & Edward Z.
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Sitter Profile Image: Julie & Edward Z.
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12. Julie & Edward Z.

Star Sitter
NEVER ALONE & ALWAYS LOVED!
Clearwater, FL, 33756
4.5 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
23 reviews
5 repeat clients
from
$50
per night

Julie & Eddie we’re the best sitters we’ve experienced on Rover! They kept us posted throughout each day with lots of pictures and videos. Our dog definitely felt comfortable and “at home” being with them. We will be using their service moving forward.

Sitter Profile Image: Bliss F.
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Sitter Profile Image: Bliss F.
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13. Bliss F.

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

Our dog was in such great care and was happy when we got him even after over a week! He smelled great, had a little trim. Absolutely deserves a 5 star rating.

Sitter Profile Image: Nicole L.
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Sitter Profile Image: Nicole L.
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14. Nicole L.

Star Sitter
Open minded furball friend
Del Oro Groves, Clearwater, FL, 33759
4.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
7 reviews
3 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!

Sitter Profile Image: Elizabeth C.
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Sitter Profile Image: Elizabeth C.
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15. Elizabeth C.

Passionate, experienced dog lover
Clearwater, FL, 33755
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
from
$35
per night

Elizabeth was great! We were nervous leaving our dog with a sitter for the first time but Elizabeth was super sweet and made us feel comfortable right away! She sent constant updates and pictures which made us feel so much better when we were missing our pup. I would 100% trust her with our dog again and recommend her to others ☺️

Sitter Profile Image: Jennifer M.
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Sitter Profile Image: Jennifer M.
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16. Jennifer M.

Rover 101
Star Sitter
Loving home away from home !!
Clearwater, FL, 33756
4.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
292 reviews
157 repeat clients
from
$45
per night

SO wonderful. I was nervous about leaving my baby with a non-family member for the first time. As you can see, Jennifer has awesome reviews for good reason! She was incredibly understanding and accommodating when our return flight for our trip got cancelled and I had to move his pick up time hours back. I could tell he was well cared for and got several pictures as the days passed, which made me feel totally at ease! Thank you Jennifer (:

Sitter Profile Image: Tammy V.
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Sitter Profile Image: Tammy V.
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17. Tammy V.

I Work from Home, Fenced in Yard
clearwater, FL, 33756
2.7 mi. away
Boarding, Drop-In Visits, Dog Walking
4.5 out of 5 stars
14 reviews
2 repeat clients
from
$35
per night

Tammy is an excellent Puppy Sitter! I have got daily updates and pictures of my puppy. He was a happy puppy in each one. I would definitely recommend Tammy to anyone looking for dog boarding.

Sitter Profile Image: Christina J.
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Sitter Profile Image: Christina J.
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18. Christina J.

Rover 101
Star Sitter
Dogs need vacation too
Largo, FL, 33770
6.9 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
257 reviews
104 repeat clients
from
$45
per night

Christina is truly a professional pet sitter. Since they live in my neighborhood I am lucky because I got to see them dog sitting for months before needing their services. The first time I saw them, they were calmly walking eight dogs at one time. But I could not have truly realized how wonderful Christina was until hiring her. Christina and Borjn took care of our 4 dogs and two cats. The dogs stayed with them and the cats got a daily visit in our home. I consider Christina a very good communicator, very active with our dogs and followed directions to a T. Christina took on all four of our dogs on top of her usual group with grace. We felt our babies were getting lots of fun under their belts too. We received texts, pictures and video updates daily. I'm a worrier when it comes to trusting sitters but we actually extended our vacation we felt so comfortable. Christina was able to and happy to help us out. She was always so nice and pleasant even delivering our dogs to our front door the night we arrived because she knew we were tired. Every critter looked like they had a great time. I will absolutely be booking with DOGS NEED A VACATION TOO again. Great experience!

Sitter Profile Image: Melissa H.
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Sitter Profile Image: Melissa H.
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19. Melissa H.

I love animals and I'm home all day
Keystone Manor, Clearwater, FL, 33755
2.0 mi. away
Boarding, House Sitting, Doggy Day Care
5.0 out of 5 stars
2 reviews
from
$30
per night

She's reliable and trustworthy. Loves animals and would take very good care of them. She's home all day so they would be looked after and loved.

Sitter Profile Image: Bethann O.
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Sitter Profile Image: Bethann O.
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20. Bethann O.

Star Sitter
Doggy Care: Your Pet-Our Priority
Coachman Ridge, Clearwater, FL, 33765
2.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
13 reviews
2 repeat clients
from
$60
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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Rover also offers Dog Boarding in these neighborhoods:

Rover also offers other services in Windsor Park:

Pet parents in Windsor Park, Clearwater, FL love dog sitters on Rover.com. 5453 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.

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