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
16 reviews
8 repeat clients
from
$40
per night
Profile image

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: Stephen R.
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Sitter Profile Image: Stephen R.
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2. 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
34 reviews
10 repeat clients
from
$39
per night
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Stephen was amazing with my girl. I received pictures throughout the trip with all the fun she was having with Bodhi. I couldn’t have asked for a better person to watch my girl. It was such a relief knowing that she was taken care of.

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
157 reviews
61 repeat clients
from
$35
per night
Profile image

Our 3 dogs had a great time staying with Ashleigh while we were out of town. 2 of our 3 dogs can be a bit challenging (one is a high energy Husky, and the other is an elderly Rat Ratter with lots of special care required). She did great with all of them, though! She also sent us photos and videos every day, which I really enjoyed. She took them to the dog park multiple times, and even took them to a dog beach. I highly recommend her. We will definitely be using her again in the future!

Sitter Profile Image: Norma H.
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Sitter Profile Image: Norma H.
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4. 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
86 reviews
33 repeat clients
from
$49
per night
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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: Priscilla V.
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Sitter Profile Image: Priscilla V.
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5. 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
56 reviews
17 repeat clients
from
$40
per night
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Priscilla took in my dogs last minute with no problems at all. She sent lots of pics and videos of the dogs having fun. I would recommend and will be using her again.

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
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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: Debbie T.
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Sitter Profile Image: Debbie T.
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7. 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
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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.

Sitter Profile Image: Christina J.
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Sitter Profile Image: Christina J.
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8. 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
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Once again Copper had a great time at Christina's! I never have to worry about a thing when he's there. I wouldn't board him anywhere else!

Sitter Profile Image: Michael B.
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Sitter Profile Image: Michael B.
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9. 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
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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!

Sitter Profile Image: Heather D.
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Sitter Profile Image: Heather D.
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10. Heather D.

Family of animal lovers
Dunedin, FL, 34698
2.0 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$26
per night
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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: Marissa H.
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Sitter Profile Image: Marissa H.
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11. Marissa H.

Loving dog mom offering loving help
Greenbriar Club, Clearwater, FL, 33763
1.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$35
per night
Profile image

My dogs had a great time, and I got the cutest pictures throughout their stay. I highly recommend boarding with Marissa! She’s amazing!

Sitter Profile Image: Tammy V.
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Sitter Profile Image: Tammy V.
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12. Tammy V.

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

First and foremost- Tammy is amazing! I almost don’t want to write this stellar review because I know that few Rover sitters in this area could ever compare to Tammy. I do want to share the details of our dog’s stay with her l, as he is not an easy keeper, and she is an amazing sitter. First, I explained to Tammy that our dog is deaf and blind when requesting the stay, and that he does need extra attention. I LOVED that she asked quickly to do a meet and greet- we also Rover sit and this is absolutely crucial for us. We met up with Tammy and her sweet doggie Archie at a park near her home- which I always love as an owner’s dog doesn’t have the same level of protection. I had some concerns about Archie being a bigger dog and Wally being an 11lb blind and deaf dude, but Archie is the sweetest. He sniffed and showed ZERO signs of aggression or even pushiness with our dog. We discussed all of our dogs needs, food, etc. and left the meet and greet feeling thankful to have met them. At drop off, we went over the rest of the details and Archie was so cute walking with our Wally through the house. Tammy keeps a super clean home and she even had extra beds and pillows out for Wally. During our dog’s stay, it was rainy on night one which meant he woke up needing to go to the bathroom RIGHT AWAY before the rain came. Unfortunately, that meant around 4am- which Tammy handled graciously and re-tucked him back in afterwards. Throughout our stay, she sent pictures, videos and updates- she LOVED our dog even when he can be difficult. She also had great cuddle nights where Wally and her dog Archie were happy to hang out. We are so thankful and look forward to booking with her again. Thank you, Tammy!

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
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
78 reviews
30 repeat clients
from
$47
per night
Profile image

The girls had a blast! They slept the entire day which means you know it went well. Autumn took them both last minute which I really appreciated, as well as made sure to extra care for my new foster dog. We appreciated her knowledge on shelter dogs and overall care for both girls.

Sitter Profile Image: Jennifer M.
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Sitter Profile Image: Jennifer M.
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14. 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
294 reviews
159 repeat clients
from
$45
per night
Profile image

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: Rachel A.
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Sitter Profile Image: Rachel A.
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15. 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
Profile image

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: Sarah B.
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Sitter Profile Image: Sarah B.
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16. Sarah B.

Safe pet sitting & playdates!
Clearwater, FL, 33755
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
10 reviews
3 repeat clients
from
$30
per night
Profile image

Sarah was fantastic and very accommodating for any schedule changes we had in our trip. Has great furry friends for your pup to hangout with too!

Sitter Profile Image: Debbie P.
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Sitter Profile Image: Debbie P.
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17. Debbie P.

Star Sitter
We love dogs! Loving home. .
Dunedin, FL, 34698
2.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
81 reviews
21 repeat clients
from
$37
per night
Profile image

Debbie was a wonderful, loving sitter for our tiny, older dog. I immediately felt comfortable leaving him in such capable and gentle hands. She texted daily updated and photos during the week, which was a great comfort, as our dog is not in the best of health. Debbie totally understood and provided the special care and some necessary table scraps to make sure he kept eating. I will definitely call Debbie again when we travel to the area and highly recommend her services! Jane Cary

Sitter Profile Image: Christine L.
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Sitter Profile Image: Christine L.
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18. Christine L.

Star Sitter
Your Pets Favorite Nanny🥰
Palm Harbor, FL, 34683
7.1 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
5 repeat clients
from
$38
per night
Profile image

Christine is so nice, thoughtful and kind. She sent lots of pics & videos so I always knew what was going on with our pup. Thanks for a great stay! We will be back!

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

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

Julie and Edward were great caregivers for our older dog. They sent pictures throughout the stay and kept us up to date on how he was doing. He got a lot of attention and seemed very relaxed and comfortable with the environment. We really appreciated the time and energy they spent making sure our dog was well cared for.

Sitter Profile Image: Kristin W.
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Sitter Profile Image: Kristin W.
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20. Kristin W.

Star Sitter
Doggie loving home for your pup
Harbor Woods Village, Safety Harbor, FL, 34695
4.2 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
8 reviews
5 repeat clients
from
$40
per night
Profile image

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!

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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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