Pet Sitting Winding Wood

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Winding Wood, Find top rated pet sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Mia P.
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Mia P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
211 reviews
62 repeat clients
15 years of experience
Clearwater, FL, 33763

Mia was very accommodating with my last minute adjustments. Benny loved her! She took such good care of him and did exactly what I asked! She made me feel comfortable and that I could trust her when entering my home. I will 100% be booking her for all of my doggy nanny needs!

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Brianna F.
Sitter Profile Image: Jennifer O.
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Jennifer O.
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$11
per visit
5.0 out of 5 stars
54 reviews
10 repeat clients
50 years of experience
Clearwater, FL, 33759

Jennifer was absolutely a lifesaver for us! She instantly was available after our last minute need and was so gentle and loving with our pets! She made our day!

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Mackenzie S.
Sitter Profile Image: Jessica M.
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Jessica M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
419 reviews
121 repeat clients
30 years of experience
Clearwater, FL, 33765

Jessica took such great care of my kitty. Nyx is super shy, but she eventually warmed up to Jessica because of her patience and attention. Jessica even took the time to find Nyx’s hiding spots to send me the most hilarious photos while I was gone. She even swept up the litter and washed the food and water bowls, which I wasn’t expecting! I don’t have any trips planned in the future, but I will absolutely hire Jessica again if I need someone caring and trustworthy to watch Nyx. She really put my mind at ease while I was away.

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Yardena S.
Sitter Profile Image: Bianca V.
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Bianca V.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
63 reviews
9 repeat clients
2 years of experience
Oldsmar, FL, 34677

Great first time visiting and my dog is very nervous and difficult to get to know. Bianca did an excellent job and was able to figure out how to get him to go outside and do his business 😊 Thanks You!!

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Ron R.
Sitter Profile Image: Ally C.
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Ally C.
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$15
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
14 years of experience
On Top Of The World, Clearwater, FL, 33763

Such a sweet dog sitter! Does amazing with my two big dogs!

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Ali S.
Sitter Profile Image: Peyton S.
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Peyton S.
Star Sitter
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$25
per visit
5.0 out of 5 stars
81 reviews
29 repeat clients
10 years of experience
Clearwater, FL, 33761

Peyton is always our #1 choice. She’s fantastic, and our pets absolutely love seeing her. Peyton and Rover make going out of town so much easier for pet owners.

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Heath W.
Sitter Profile Image: Brooke H.
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Brooke H.
from
$25
per visit
5.0 out of 5 stars
169 reviews
54 repeat clients
13 years of experience
Northwood Estates, Clearwater, FL, 33759

Brooke and Cody were fantastic with my cats while I was away on vacation. My cats were well-cared for and the picture updates after each visit gave me peace of mind that my boys were doing okay while I was away. I will definitely use Brooke and Cody again the next time I go out of town!

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Sarah F.
Sitter Profile Image: Alexis R.
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Alexis R.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
41 reviews
6 repeat clients
10 years of experience
Clearwater, FL, 33763

We had a great experience with Alexis! She took wonderful care of our cat and followed all of our instructions perfectly. We really appreciated the updates and photos, they gave us peace of mind while traveling. We would definitely book her again and highly recommend her to others!

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Maria P.
Sitter Profile Image: Cassie C.
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Cassie C.
Star Sitter
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$19
per visit
5.0 out of 5 stars
28 reviews
8 repeat clients
30 years of experience
Clearwater, FL, 33763

Cassie, thank you so much for taking such great care of our kitties! After our horrible experience with our last Rover sitter, we really appreciate the wonderful job you did. You have restored our faith in using Rover.com again! We look forward to booking you again next time we need a cat sitter! Thanks again!

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Ming B.
Sitter Profile Image: Aditi D.
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Aditi D.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
19 reviews
6 repeat clients
4 years of experience
Clearwater, FL, 33764

Aditi responded quickly, was communicative, and receptive to all my needs and requests. I needed help taking care of my kitties and bunny during a busy workweek and Aditi was a lifesaver! Thank you! :)

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Emma V.
Sitter Profile Image: Valarie B.
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Valarie B.
from
$18
per visit
5.0 out of 5 stars
109 reviews
35 repeat clients
33 years of experience
CLEARWATER, FL, 33763

Valarie was extremely helpful when we had a last-minute request for a drop-in on our dogs (and a friend’s dog) while traveling. Thanks so much, Valarie, for taking care of them for us today!

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Rachel & Collin W.
Sitter Profile Image: Alyssa S.
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Alyssa S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
26 reviews
7 repeat clients
2 years of experience
Clearwater, FL, 33761

This was the first time Alyssa took care of my cat, and she was awesome! My cat is usually shy around strangers but he took to Alyssa right away. Alyssa went above and beyond to make my cat feel comfortable and loved while also sending me lots of pictures and updates. Would highly recommend!

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Jenny C.
Sitter Profile Image: Stephanie W.
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Stephanie W.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
74 reviews
29 repeat clients
28 years of experience
Oldsmar, FL, 34677

Stephanie is fantastic! The cats really seem to like her and we feel great leaving them in her care. She always sends pictures of the cats while we are away and it's wonderful to see those. She is always friendly, professional, and quick to communicate.

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Chris S.
Sitter Profile Image: Lisa R.
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Lisa R.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
119 reviews
26 repeat clients
26 years of experience
Safety Harbor, FL, 34695

Second time in Lisa's care and the key word here is confidence. SO happy to know they are loved during Lisa's drop-ins. She's communicative, reassuring, and - dare I say - super pawsitive! I still miss my furbabies when I'm away, but I do feel a great sense of relief. Thanks again, Lisa!

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Katherine C.
Sitter Profile Image: Shawn P.
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Shawn P.
from
$14
per visit
5.0 out of 5 stars
19 reviews
60 years of experience
Safety Harbor, FL, 34695

About: I have provided professional loving care for all breeds of dogs and cats (and other animals) of all ages for decades! I am very patient, trustworthy and reliable and as a Florida native I can handle anything that comes up! You will have peace of mind that your pets and your home will be well taken care of. I keep your house meticulously clean and love to bond with your fur babies and send gorgeous portraits of them to you while you are away! I am a traveling dog and cat sitter which allows me to give full time loving worry free care to your beautiful pets while you are out of town. I stay at your home while you are away which allows me to provide full time care and companionship to your pets while caring for your residence.

Sitter Profile Image: Jace W.
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Jace W.
from
$20
per visit
5.0 out of 5 stars
20 reviews
8 repeat clients
4 years of experience
Clearwater, FL, 33761

About: I am an online student who is with the babies all day long. The house has a large screened in porch for nice days and a large fenced in backyard. I have a background as a former Veterinary Assistant, making me capable of administering insulin and other necessary medications for your special needs babies, I have also worked in day care and grooming. Aside from going on a walk around the neighborhood morning and night, and we have a great fenced in backyard. I also take any dogs with permission from their parents to the Enterprise dog park. This gives them a great deal of enrichment and a great way of burning energy as well as working on socialization. All dogs in my care get plenty of love and exercise. Walks happen every morning and evening, we have a fully fenced in backyard and the dogs get plenty of mental stimulation with our every other day trips to the Enterprise dog park.

Sitter Profile Image: Amanda P.
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Amanda P.
Star Sitter
from
$27
per visit
5.0 out of 5 stars
211 reviews
31 repeat clients
5 years of experience
Clearwater, FL, 33761

Really nice and good with my dog. Sent regular updates about when she would be there and when she was there, how it went, and provided pictures. Would definitely reach out to her again to take care of my dog.

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Haley A.
Sitter Profile Image: Mackenzie B.
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Mackenzie B.
from
$14
per visit
5.0 out of 5 stars
10 reviews
1 repeat client
15 years of experience
Clearwater, FL, 33763

About: I’ve cared for dogs and cats of all ages, from energetic puppies to calm seniors. I focus on making pets feel safe, loved, and comfortable while keeping their routines consistent. Whether it’s walks, playtime, or quiet companionship, I treat every pet like my own. I m a full time employee as a school teacher so I am off by 2pm everyday and free for the entire weekend. I will be able to handle your pets care with consistency and dependability. I have a comfortable home with a fenced in yard. I have a dog that does very well with others and loves playing with new friends so your pet will have plenty of company. My home is my pets’ home , they are allowed on furniture and beds so that they can feel comfortable and at ease. I have trails nearby, so there is plenty of new places to explore!

Sitter Profile Image: Linda S.
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Linda S.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
83 reviews
28 repeat clients
50 years of experience
Clearwater, FL, 33764

Linda is always so flexible with being able to walk my dog at the last minute. She is very communicative and makes me feel comfortable when I have a day of plans and cannot take my dog out ❤️

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Samantha S.
Sitter Profile Image: Kristen S.
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Kristen S.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
12 reviews
7 repeat clients
15 years of experience
Dunedin, FL, 34698

About: I have raised dogs all my life. I also have years of experience with cats, reptiles, and rabbits. I have potty trained many dogs and I’ve even taught my furry friends a few party tricks. Come and see! I work full-time as a school teacher. I am home on Saturdays and Sundays (aside from church) every week. Weekends are the best times to book boarding appointments with me. I am also available during many major holidays. I have a fenced-in backyard. I have three small dogs (under 15 pounds) and cats. I can separate my cats from your pet during the day if needed (as I have a furnished garage that they chill in). I also have a work sink where I can give animals under 20 lbs. baths. I live in a suburban environment in Dunedin, FL and I have extra medium-sized crates.

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The median cost per visit for pet sitting in Winding Wood is $20

Pet parents share their Rover experiences - Winding Wood

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5.0 out of 5 stars

Mia did an amazing job taking care of our 5 cats! She was dependable, responsive, and attentive to all requests. Our diabetic cat needed medicine daily and she was able to do that as well. We left for 4th of July feeling relaxed knowing our cats were in good hands.

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Kristen M.
Drop-In Visits
5.0 out of 5 stars

Felt some comfortable meeting Jenifer. I’m so happy to have her as a part of the family with the pups.

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Aaron M.
Drop-In Visits
5.0 out of 5 stars

Bianca was awesome with my cat, Lucy! She spent time hanging out with her on the balcony, sent me so many cute and funny pictures, and kept me updated while I was away. It made leaving Lucy so much easier knowing she was in such good hands. I'd definitely have Bianca watch her again!

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Mariah F.
Drop-In Visits
5.0 out of 5 stars

Claire was very communicative and went the extra miles to make our pups feel loved during her check ins. She was a great dog sitter and we’d recommend her for your furry friends!

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Brittanie J.
Drop-In Visits
5.0 out of 5 stars

We trust Lisa explicitly with our two cats. 🐈‍⬛🐈‍⬛. She is not only taking care of our sweet pets , she also makes sure that there are no issues within our home, takes the mail in as well as waters our house plants 🪴 Lisa is communicating any issues and is the perfect pet photographer 📸. We have been using Lisa for several years now and there are no worries when out of town. Thank you, Lisa!

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Claudia S.
Drop-In Visits
5.0 out of 5 stars

Allison made sure our two kitties were taken care of while we were away. Even our shy little girl came out to greet her! I’m so happy to have found someone responsible to come and feed our babies.

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Sara D.
Drop-In Visits
5.0 out of 5 stars

Peyton was recommended by an old neighbor. She was great and made the process of finding someone to care for our two senior cats so easy! Getting pictures and updates each day gave us peace of mind while we were away.

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Madison V.
Drop-In Visits
5.0 out of 5 stars

Chloe has been a huge help and a trusted sitter for us for the last year or so. I highly recommend her for your sitting needs. she’s great and a good communicator.

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Christopher D.
Drop-In Visits
5.0 out of 5 stars

Brooklynn is a dependable sitter with great communication. She kept me updated and made everything easy. I’d gladly book her again.

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Shannon B.
Drop-In Visits
5.0 out of 5 stars

THE BEST!!! I can’t thank you enough, this was my first time booking anything for my dogs and Amanda gave me such a sense of love and safety for my 2 dogs. We love all the pictures sent and will be booking Amanda every time.

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Natalie B.
Drop-In Visits
5.0 out of 5 stars

Great experience with Lillian. She walked my dog while I was gone. She was very reliable and showed my dog great attention.

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Susanne S.
Drop-In Visits
5.0 out of 5 stars

Kristin took care of our kitties Poody and Ozzy while we were on a European cruise and we couldn’t have asked for anyone more dependable and compassionate! She sent detailed updates, great photos every day, brought in our mail and watered our new container gardens. We were at such ease knowing both kitties were being loved and our home was being checked on daily, while we were out of the country. Kristin loves animals and we will definitely use her again soon! 🩵

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Kathy S.
Drop-In Visits
5.0 out of 5 stars

Courtney was a wonderful caretaker for our two cats for a week while we were traveling. She even got our tortoiseshell scaredy-cat who is nervous about everything, especially strangers, to come out of her shell to get plenty of petting, brushing, and play time. Courtney was very communicative and provided lots of detailed updates with pictures. It was so reassuring to know that our cats were being so well taken care of while we were away, by someone they formed a real bond with. We would absolutely recommend Courtney to anyone looking for an enthusiastic and caring person to watch their pets!

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Gabriel T.
Drop-In Visits
5.0 out of 5 stars

First time using rover and so impressed with the person I chose to watch my girl Tesa. Emily made it easy for me not to worry one bit! She provided clear communication, provided update pictures, and documented all the details to make me feel so at ease. Only a few people I can trust with my dog, Emily is trustworthy and my girl’s new dog-sitter anytime I’m gone!

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Jose G.
Drop-In Visits
5.0 out of 5 stars

Jessica was OUTSTANDING! We went on a three week vacation and this was my first time using Rover app. Admittedly, I was nervous using the app, but once I met Jessica and went over her reviews I felt confident she would be a good fit. She spent generous time with our kitties so they wouldn’t feel lonely while we were gone. And she sent videos and pics almost every day which put our minds at ease. Then she just went above and beyond: We have a litter robot that malfunctioned while we’re were gone and when she realized she went out and picked up a regular box and litter so the girls wouldn’t make a mess. We didn’t even need to ask, she just did it. Then a few days before the end of the trip, we ran out treats we use for giving meds, she offered to buy more. (After she spent her own money on the litter box we made sure to have amazon deliver some the next day). And finally, she swept and mopped our main living areas and washed the kitty bowls so we could walk into a clean home. ❤️ That was so refreshing after a long trip (and horrible flight back)! She is AMAZING, and we will definitely be using her and referring her services to anyone in need in the future. You rock Jessica!

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Kimberlee M.
Drop-In Visits
5.0 out of 5 stars

Lydia & Emmett did a wonderful job with both of our girls Lilly and Mia - they gave them all sorts of love and played with them - gave Mia her insulin that she needed. I would definitely have them again soon.

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Susan S.
Drop-In Visits
5.0 out of 5 stars

My kitty and I love Jeana. With one big problem: she’s a snowbird. When she’s in town, I will book her for sure!

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Kimberly S.
Drop-In Visits
5.0 out of 5 stars

Karen is a fantastic dog walker! We love her and will miss her services as she will not be local to our area!

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Jade T.
Drop-In Visits
5.0 out of 5 stars

Debbie always takes such good care of Arrow and I cannot imagine having anyone else take care of him when I am away.

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Adrian S.
Drop-In Visits
5.0 out of 5 stars

Maureen is great with my two little guys. I have a picky eater who is also on meds and the other one will eat everything! Maureen handled feeding and medication so well! She clearly has experience with caring for special needs pups 🐶 🩷

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Karen N.
Drop-In Visits
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Sitters in Winding Wood average 6
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