House Sitting in Windsor Park, Clearwater, FL

Find a loving dog sitter to watch your dog overnight in your home.

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Cynthia S.
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Sitter Profile Image: Cynthia S.
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1. Cynthia S.

Star Sitter
Pups & I love to go for walks
Clearwater, FL, 33756
4.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
30 reviews
16 repeat clients
from
$40
per night

We are so happy we met Cindy. This was our first time using Rover and we couldn’t be happier. Our westie was very happy at her house and he loved the nice fenced back yard. We appreciate the photos that were sent and plan to use her again soon. Thanks again!

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Sitter Profile Image: Vanessa T.
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Sitter Profile Image: Vanessa T.
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2. Vanessa T.

your furr babies new bestfriend
Winding Wood, clearwater, FL, 33761
2.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
24 reviews
7 repeat clients
from
$50
per night

Vanessa was great with my dog. She spent lots of time with her and sent many photos throughout my trip. She stayed as my place and I came home to a clean space and a happy dog. Definitely would recommend!

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Sitter Profile Image: Jen N.
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Sitter Profile Image: Jen N.
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3. Jen N.

Experienced RN for your babies
Safety Harbor, FL, 34695
4.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$48
per night

Jen was amazing with my babies. I hired Jen to look after my four dogs and one cat for four days and three nights. It was not a simple task, but she made it the best experience ever. I was somewhat anxious because this was the first time they have been left alone with a sitter. She was really patient with me, in addition to being very loving and kind to my babies. She sent me texts and pictures the whole time to let me know how they were doing. Given that Jen is a very accountable person, I will absolutely hire her again in the future and highly recommend her services.

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Sitter Profile Image: Stephanni D.
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Sitter Profile Image: Stephanni D.
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4. Stephanni D.

Rover 101
24/7 Dedicated to love furbabies ❤️
Largo, FL, 33770
4.9 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
14 reviews
2 repeat clients
from
$40
per night

Absolutely amazing! Stephanni did a wonderful job for us taking care of Charlie. She went above and beyond. Super communicative and lots of pictures and videos. Charlie was spoiled! Thanks again so so much!

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Sitter Profile Image: Daren H.
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Sitter Profile Image: Daren H.
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5. Daren H.

5+ years of Rover experience
Greenbriar Club, Clearwater, FL, 33763
1.4 mi. away
House Sitting
5.0 out of 5 stars
37 reviews
10 repeat clients
from
$60
per night

Daren was fantastic! He's very communicative and great with dogs. We had him stay at our house for several days with our new puppy and everything went very smooth. Would highly recommend.

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Sitter Profile Image: Linda S.
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Sitter Profile Image: Linda S.
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6. Linda S.

Treat them like they are mine!
Clearwater, FL, 33764
3.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
29 reviews
10 repeat clients
from
$31
per night

Linda was fantastic!! We appreciated her constant care and communication about our dogs while we were out of town. We will certainly be using Linda again.

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Sitter Profile Image: Margaux C.
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Sitter Profile Image: Margaux C.
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7. Margaux C.

Rover 101
Available May15-23. Rare last min
Dunedin, FL, 34698
3.5 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
27 reviews
5 repeat clients
from
$55
per night

Margot was wonderful and Molly and Tigger loved her. Lots of love and cuddle time. House was in great shape when I returned and she even helped with a little stray that I was taking care of.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Reanna C.
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Sitter Profile Image: Reanna C.
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8. Reanna C.

Star Sitter
Fur baby enthusiast
Clearwater, FL, 33764
3.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
6 repeat clients
from
$40
per night

Hey everyone, I just had to share my incredible experience with Reanna, who came to my house to watch my furry buddy. Let me tell you, it was a game-changer! Reanna is an absolute superstar, giving Julie all the love and attention she needs. Plus, having the sitter come to my house was so convenient - no more stressing about drop-offs or pick-ups! I had peace of mind knowing she was in good hands. If you're looking for a dog sitter who goes above and beyond, Reanna is the one to call!

Sitter Profile Image: Stephanie A.
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Sitter Profile Image: Stephanie A.
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9. Stephanie A.

Bubbly animal lover!
Dunedin, FL, 34698
0.5 mi. away
House Sitting, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$32
per night

Wonderful experience. Stephanie is impressive personally, and with my pup, she is hands on and heart in. Her professional background gives her the expertise and capacity to care for others, whether human or canine, in a remarkable way, and her genuine positivity and perspective are refreshing. It's a joy to work with Stephanie.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Krista A.
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Sitter Profile Image: Krista A.
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10. Krista A.

We don’t deserve animals <3
Clearwater, FL, 33755
3.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
47 reviews
4 repeat clients
from
$45
per night

Krista was great! This was my first time using this service she made it easy and comfortable. She came over to meet my pups ahead of time and spent time getting to know them. She sent me pictures and updates and went above and beyond. Krista is definitely in my book for the future!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Olga P.
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Sitter Profile Image: Olga P.
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11. Olga P.

Star Sitter
Will always show up 👍
Clearwater, FL, 33756
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
134 reviews
32 repeat clients
from
$80
per night

If I could give Olga more than 5 stars I would, however the highest star rating is 5!! Olga was so professional, kind, and courteous. She kept me well informed from the time I messaged her to do a meet and greet with my fur babies, until our last day of our vacation. She is absolutely wonderful. She sent pictures daily to keep me informed. My dogs, my cat, and our family guinea pig was very well cared for. Olga did overnights in my home while we were away on vacation and not only were my fur babies taken care of very well, but my house was also. I will definitely be using Olga for all future bookings. Thank you, Olga!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Judyt R.
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Sitter Profile Image: Judyt R.
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12. Judyt R.

Animal Care Professional 🐾🥰
Clearwater, FL, 33756
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
from
$50
per night

Judyt was amazing for our three babies! We have a senior dog with dementia who I struggle with leaving and her communication, pictures, and care provided the reassurance we needed that they were all, especially him, in good hands. She took amazing care of our home, was responsive, and so kind. Definitely plan to use her again for our future travels and highly recommend!

Sitter Profile Image: Amanda M.
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Sitter Profile Image: Amanda M.
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13. Amanda M.

Professional, experienced pet lover
Clearwater, FL, 33765
3.0 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
16 reviews
5 repeat clients
from
$30
per night

Amanda was great! She sent plenty of pictures and kept me updated daily. The apartment was clean when I came home and I could tell my dog was very well taken care of! I definitely would recommend her!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Connor K.
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Sitter Profile Image: Connor K.
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14. Connor K.

Your Dog’s 2nd Favorite Human😎
Dunedin, FL, 34698
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$30
per night

From the moment Connor stepped through our door, it was clear that he possessed an extraordinary affinity for animals. His approach to pet care goes beyond mere responsibility—it's a blend of compassion, dedication, and an innate understanding of my furry friends' needs. **Connor's Reliability:** Rain or shine, Connor has been unfailingly punctual, ensuring that my pets' routine is never disrupted. His dependability is a comfort to me, knowing that my beloved companions are in capable hands even when we're away. **Compassionate Care:** Connor doesn't just 'watch' pets; he engages with them, providing stimulating playtime, gentle grooming, and the affectionate company that all animals crave. He treats each pet as if they were his own, which speaks volumes about his loving nature. **Health and Happiness:** Under Connor's vigilant eye, my pets have thrived. He's attentive to their dietary needs, meticulous with their medication schedules, and proactive in their exercise regimen. His efforts have contributed to their overall well-being and happiness. **Peace of Mind:** What sets Connor apart is the peace of mind he brings. His regular updates, complete with photos and anecdotes, assure me that my pets are not just cared for, but also cherished. It's this level of commitment that makes Connor an exceptional caregiver. In summary, Connor is a treasure in the world of pet care. His blend of reliability, compassion, and genuine love for animals makes him the ideal choice for anyone seeking the best for their pets. We wholeheartedly recommend Connor to any pet parent in need of a five-star caregiver!!

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Sitter Profile Image: Brandi B.
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Sitter Profile Image: Brandi B.
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15. Brandi B.

Trustworthy & Experienced - Dunedin
Dunedin, FL, 34698
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
81 reviews
18 repeat clients
from
$65
per night

Brandi is very kind and polite. She sent me tons of photos and updates, even for a short trip, which made me fell much more comfortable with her during our first booking. I will definitely book her again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Melissa H.
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Sitter Profile Image: Melissa H.
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16. 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
$40
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.

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Sitter Profile Image: Debra F.
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Sitter Profile Image: Debra F.
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17. Debra F.

Rover 101
Star Sitter
Animal whisperer, Healer, & Friend
Dunedin, FL, 34698
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
58 reviews
13 repeat clients
from
$70
per night

We loved Debra and felt so at ease leaving her to care for our 3 dogs, 3 birds and 2 fish. Debra came to the house a few timesnin order to feel confident about caring for our babies and didnt miss a beat while we were gone. She communicated daily with us and sent pictures of our babies while we were gone. Will definitely use again.

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Sitter Profile Image: Gabriela A.
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Sitter Profile Image: Gabriela A.
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18. Gabriela A.

I am very patient with dogs,
Clearwater, FL, 33755
0.9 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

About: I am very patient with dogs, I like to play with them and be aware of them. Pick up and return the pets My passion is to take care of them. I am currently part-time, so I will have a lot of time to play with your puppies. I am available for boarding on weekends and on weekdays after 2 pm I don't have a fenced yard I live in a very spacious apartment and a friendly dog to keep your fury baby company. I can easily lock up your dog if necessary.

Sitter Profile Image: Mason H.
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Sitter Profile Image: Mason H.
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19. Mason H.

Rover 101
Quality Pet Care w/ Flexible Rates.
Greenbriar Club, Clearwater, FL, 33763
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
55 reviews
16 repeat clients
from
$50
per night

I can't say enough good things about Mason H. Mason stayed at my house for seven nights and took care of my dog, cat and fish. We met up before my trip to make sure it was a good match and that his dog, Finn, would be a good playmate for Ollie. That also was an awesome match. Mason did all of the things that we talked about. He left my house in very good order. My dog is a bit depressed as I believe he is missing Mason and Finn. Anyone who would like more information about Mason, please feel free to contact me. I'm fortunate to have met Mason and he will definitely be my go to person when I need a pet/house sitter.

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Sitter Profile Image: Taylor B.
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Sitter Profile Image: Taylor B.
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20. Taylor B.

Pet safety, pawsitive fur baby care
Clearwater, FL, 33755
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
18 reviews
4 repeat clients
from
$90
per night

Taylor was very good with Hunter. He had a couple of skin infections and she was on top of it! He had a trip to the vet and a trip to the ER. She made sure he had his medicine, daily exercise, food and water, and made sure he wore the dreaded cone. Taylor took very good care of him. Taylor gave us daily updates and pictures of Hunter. If she had a question, she asked. Taylor also stayed at our house. She treated it as her own. Everything was in order when we came home. Bedding (ours and Hunters) was washed. We were very pleased with the care Taylor gave Hunter and our home.

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Dog owners in Windsor Park, Clearwater, FL turn to house sitters on Rover.com for their house sitting needs. Over 5453 pet owners have reviewed house sitters in the Clearwater, FL metro area, giving them an average rating of 5.0/5. House sitting can be affordable, no matter where you live or what your price range may be. Curious about how much house sitting costs in Clearwater with Rover.com? Check out our average house sitting rates near you to get an idea before getting a conversation started with a house sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog and your home, turn to Rover for your Windsor Park, Clearwater house sitting needs. On Rover, it's easy to find a loving dog sitter in Windsor Park, Clearwater, FL who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Windsor Park house sitters near you, 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. Then, when you're ready, book and pay for your dog's stay all through Rover: it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Windsor Park, Clearwater, FL for your dog: people who'll treat him like family.

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