Dog Walking Winding Wood

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Winding Wood, Find top rated dog walking

Prices are estimates per walk. 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 walk
5.0 out of 5 stars
228 reviews
62 repeat clients
15 years of experience
Clearwater, FL, 33763

Mia has walked our dog Lua for a few weeks now and we couldn’t be happier with the process and how Lua can’t wait for her to show up and take her out

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Paul D.
Sitter Profile Image: Karaleen L.
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Karaleen L.
from
$15
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
20 years of experience
Clearwater, FL, 33765

About: Hello, my name is Karaleen, Kara is fine. I’m 33, Navy veteran and just working on my degrees. This gives me quite a bit of down time. So I would love to help out with your pets! I have had pets all of my life, my family actually bred Corgis at one point, and have two girls of my own. so I would love to be able to give some head scratches and belly rubs to your furry members of your family whenever you may need it. Whether it be a walk, or some play time, or just keeping them company at the house. I have reliable transportation so no worries there. Hopefully I can help you out with whatever your pet needs are. Thank you! Hope to hear from you soon. -Kara I am a full time student so I have a lot of time on my hands with a flexible schedule. Open to different times throughout the days and weeks I take bookings for either walks or in home visits with some play time. I have enough time to give them anywhere from something quick to longer visits

Sitter Profile Image: Melissa U.
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Melissa U.
Star Sitter
from
$17
per walk
4.9 out of 5 stars
355 reviews
141 repeat clients
10 years of experience
Palm Harbor, FL, 34685

Melissa was great and I will definitely book with her again! She loves animals and obviously feels very comfortable around any breed. She took my two mixed breed dogs (one is a pit mix) and gave them lots of TLC on an afternoon walk. She texted me when she arrived and left, as well as sent photos and gave me an update of their activities. My one dog is slow to warm up to new people and she just took her time and waited for him to come around, which he did.

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Kelley D.
Sitter Profile Image: Lisa R.
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Lisa R.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
121 reviews
26 repeat clients
26 years of experience
Safety Harbor, FL, 34695

Lisa is fantastic with my dog! She does a great job soothing my anxious pup and maintains great communication. She is very reliable and pleasure to work with.

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Ashley Z.
Sitter Profile Image: Martha & Brett B.
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Martha & Brett B.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
205 reviews
92 repeat clients
20 years of experience
clearwater, FL, 33761

Martha and Brett are so amazing and caring to our dogs. Our dogs look forward to their walks with Martha and Brett each week. Martha and Brett also communicate with you regarding their walks, and if you need to touch base with them regarding scheduling, questions, or requests, they are very quick to answer and are very helpful.

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Sarah H.
Sitter Profile Image: Melissa M.
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Melissa M.
from
$13
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
10 years of experience
Dunedin, FL, 34698

Melissa is great! She’s reliable, highly communicative, and always sends updates. Mickey was very happy, and I completely trust her. I highly recommend Melissa to anyone looking for an amazing dog walker!

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Ana G.
Sitter Profile Image: Amanda P.
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Amanda P.
Star Sitter
from
$27
per walk
5.0 out of 5 stars
217 reviews
33 repeat clients
5 years of experience
Clearwater, FL, 33761

Amanda is absolutely amazing! Conan loved her and his walks. She’s great with communicating and pictures. It was such a great first rover experience and I will definitely be booking Amanda again!

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Elizabeth C.
Sitter Profile Image: Elyse D.
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Elyse D.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
35 reviews
20 repeat clients
25 years of experience
Misty Springs, Clearwater, FL, 33761

Elyse was just perfect with our new strong Bulldog. She is very pleasant and friendly. She was prompt and really understood our stubborn dog.

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Kevin C.
Sitter Profile Image: Chelsey W.
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Chelsey W.
from
$18
per walk
5.0 out of 5 stars
8 reviews
1 repeat client
30 years of experience
Clearwater, FL, 33673

Chelsey is super friendly and took excellent care of Apollo on the walk! Would highly recommend her to anyone.

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Brandon S.
Sitter Profile Image: Kyleigh W.
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Kyleigh W.
from
$16
per walk
5.0 out of 5 stars
7 reviews
12 years of experience
Clearwater, FL, 33765

About: I grew up around countless different species of dogs, whether it be the ones I had growing up or other peoples. Every shape, size, and breed i’ve ever encountered I fell in love with instantly. Taking care of dogs is something that comes so naturally to me being that they have been apart of my life for so long. I can’t wait to meet yours! I am currently working, but it’s always either all morning or all night, leaving me with a whole half of the day for me to take care of any dog in need! My schedule is posted weekly and I will be able to notify you of my availability for the following week every Thursday. I am very open to taking any preferences or suggestions for anyone interested in my assistance, and I will go out of my way to care for your pet as best you see fit!

Sitter Profile Image: Peyton S.
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Peyton S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
84 reviews
30 repeat clients
10 years of experience
Clearwater, FL, 33761

Peyton is always amazing! She puts us at ease when we are out of town. Our pets LOVE her. As long as Peyton is petsitting and available, we will turn nowhere else!

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Heath W.
Sitter Profile Image: Mary S.
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Mary S.
from
$20
per walk
50 years of experience
Palm Harbor, FL, 34684

About: Hi! I’m a recently retired teacher from Pinellas County Schools and am excited to begin a new chapter caring for pets in my community. Animals have always been an important part of my life. I’ve had dogs for most of my life, and today I share my home with two wonderful cats. Living with both dogs and cats has given me an appreciation for their different personalities and needs, and I genuinely enjoy spending time with both. As a teacher, I built my career on being dependable, patient, organized, and trustworthy. Those same qualities make me a caring and reliable pet sitter. I understand that every pet has its own routine, and I will follow your instructions carefully to help them feel safe, comfortable, and loved while you’re away. Whether I’m taking your dog for a walk, stopping by for a visit, or caring for your pet in your home, I’ll provide regular updates and photos so you can have peace of mind. I know how much our pets mean to us because mine are family too. I look forward to meeting you and your furry family members! As a recently retired teacher, I have a very flexible schedule and can often accommodate morning, afternoon, evening, and weekend visits. I enjoy keeping pets on their regular routines whenever possible and will work with you to provide dependable care that fits your schedule. Advance notice is always appreciated, but I will do my best to accommodate last-minute requests when I’m available. I believe pets are happiest when they can stay on their normal routine. When caring for your pet, I will follow your instructions carefully regarding feeding, walks, playtime, medications (if needed), and bedtime routines. I will treat your home with respect and your pet with patience, kindness, and plenty of attention. Safety is my top priority. I’ll always make sure doors, gates, leashes, and harnesses are secure and will provide regular updates and photos so you can relax knowing your pet is safe and well cared for.

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

Kristen is absolutely amazing! She takes such great care of my Labrador, Angel, and I always know she’s in loving, capable hands. She’s reliable, caring, and goes above and beyond every time. Angel gets so excited when Kristen arrives, which says it all! I highly recommend her to anyone looking for a trustworthy and compassionate dog walker.

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Lisa M.
Sitter Profile Image: Richard C.
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Richard C.
from
$15
per walk
5.0 out of 5 stars
2 reviews
2 repeat clients
25 years of experience
Palm Harbor, FL, 34683

Rich was great. So grateful to have found him to watch our dog. I highly recommend him to anyone needing a pet sitter.

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Nancy L.
Sitter Profile Image: Adriana D.
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Adriana D.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
44 reviews
18 repeat clients
15 years of experience
Palm Harbor, FL, 34683

Adrianna is very awesome with my puppies. She is very attentive and responds quickly and is punctual. Would highly recommend to anyone looking for the best care for their pets!! Thank you!!

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Adam M.
Sitter Profile Image: Regina B.
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Regina B.
from
$23
per walk
4.9 out of 5 stars
39 reviews
13 repeat clients
16 years of experience
Oldsmar, FL, 34677

Regina is a very experienced dog walker/pet sitter. Her professionalism is apparent from her first visit. She is not someone who walks dogs to make a few bucks...this is a business she takes very seriously. My dog very much enjoys her daily visits and is very excited when Regina arrives. She makes us aware of any concerns she may have with my dogs heath or if there is any concerns at my house during the visit, which gives me peace of mind. I recommend Regina to anyone looking for a professional and reliable caregiver for their pet.

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Wendy T.
Sitter Profile Image: Athena & Richi E.
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Athena & Richi E.
from
$25
per walk
5.0 out of 5 stars
451 reviews
119 repeat clients
18 years of experience
Dunedin, FL, 34698

I can’t say enough about how amazing Athena and Richi are in caring for my baby, Panda. This is my first time leaving town since I lost my 11-year-old bulldog, and I’ve been so nervous, but Athena and Richi have truly put my mind at ease. They’ve been so thoughtful with check-ins, pictures, and videos of Panda having a blast at the dog park—it’s clear they treat him like their own. The professionalism they bring to their care is top-notch, and I feel so comfortable knowing they’re there. What’s even better is that these are not just experiences I’m having while away; they’ve been just as wonderful during our weekly sessions with Panda as well. On top of that, they’ve even been kind enough to bring in packages for me! I’m so grateful for how accommodating and dependable they’ve been, and I genuinely appreciate everything they’ve done. Thank you, Athena and Richi—you’ve made this experience so much easier, and Panda loves his time with you!

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Kalotina K.
Sitter Profile Image: Kasey W.
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Kasey W.
from
$15
per walk
4.8 out of 5 stars
54 reviews
25 repeat clients
25 years of experience
Woodgate, Clearwater, FL, 33763

Kasey is amazing! Our puppy was super happy everytime he saw her as she sent pics to show! Kept in contact everytime she walked him. Such a great pleasure to work with her! We will be using her all the time!

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Selina L.
Sitter Profile Image: Sarah L.
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Sarah L.
from
$12
per walk
15 years of experience
Woodlake, Clearwater, FL, 33765

About: I’ve always had a dog around growing up as well have my own. I’ve also been caring for dogs for the elderly, family and friends for my whole life as well. I’m currently a stay at home mom with children in school so I have plenty of time to take your dogs on long walks as well as play endlessly with any animals at home. I currently have a dog and two bearded dragons. I walk my dog 30 minutes a day three times a day. For my dragons, I take them out for exercise and feedings.

Sitter Profile Image: Chelsey G.
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Chelsey G.
from
$15
per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
15 years of experience
Dunedin, FL, 34698

About: I have been dog sitting for family and family friends since I was 13 years old. My family has always had dogs from labradoodles to pitbulls. I first started with Rover when I lived in California and had the best time helping my customers. I recently moved to Dunedin and plan to do the same. I’m a very active person and love to be outside and LOVE dogs so adding dog walking to my day is a match made in heaven. My home is .5 miles from Amberlea park and .4 miles from Achieva Paw Park. My days firstly always revolve around our Nala so babysitting pups in my free time from work just works. They bring so much joy to me and my dog Nala. Safety and peace of mind is always top priority for any dog owner. My husband and I have a large fenced in backyard for our dog. A spare bedroom for any dog that needs their own space and if necessary room for a kennel.

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The median cost per walk for dog walking in Winding Wood is $20

Dog parents share their Rover experiences - Winding Wood

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5.0 out of 5 stars

Melissa is great! She’s reliable, highly communicative, and always sends updates. Mickey was very happy, and I completely trust her. I highly recommend Melissa to anyone looking for an amazing dog walker!

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Ana G.
Dog Walking
5.0 out of 5 stars

Love Barbara- very professional, communicative and caring. This was my first experience with River and it was 100% successful- from the meet and greet and communication before, during and after the walk. Barbara is a true animal lover. Highly recommend!

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Linda H.
Dog Walking
5.0 out of 5 stars

Martha took great care of our dog Sammy. She was so easy to communicate with and we received pics each day which was nice to see. This was my first time using Rover but from the start everything was easy and Martha help put my nerves at easy. We will definitely use her again in the future and would recommend her for anyone else.

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Lisa G.
Dog Walking
5.0 out of 5 stars

Lillian was great with Lucy and was always on time for her walks. She also took plenty of photos of my pup so I wouldn’t miss her too much :)

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Nicholas D.
Dog Walking
5.0 out of 5 stars

Amanda was amazing , she kept me updated about Bronco’s status everyday , she was on time and Bronco felt very confident with her. Thank you Amanda.

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Barbara S.
Dog Walking
5.0 out of 5 stars

Chelsey is super friendly and took excellent care of Apollo on the walk! Would highly recommend her to anyone.

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Brandon S.
Dog Walking
5.0 out of 5 stars

Mia was wonderful. Constant updates and such a big help while we were away. Couldn’t recommend her enough.

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Anthony
Dog Walking
5.0 out of 5 stars

I’m a Rover myself, and this is my 1st time using Rover. WOW! I so understand the anxiety that comes with choosing a sitter!!!! Thank you Jennifer. You got me through it!!!!

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Jennifer W.
Dog Walking
5.0 out of 5 stars

Elyse was just perfect with our new strong Bulldog. She is very pleasant and friendly. She was prompt and really understood our stubborn dog.

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Kevin C.
Dog Walking
5.0 out of 5 stars

Mackenzie is amazing with Apollo. Apollo is always so excited to go for a walk when Mackenzie shows up. I would highly recommend anyone to trust their dog with Mackenzie.

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Brandon S.
Dog Walking
5.0 out of 5 stars

Peyton is always amazing! She puts us at ease when we are out of town. Our pets LOVE her. As long as Peyton is petsitting and available, we will turn nowhere else!

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Heath W.
Dog Walking
5.0 out of 5 stars

My girl literally comes back from her walkies smiling - I couldn’t be happier, and neither can she! Thanks for helping a gal out as I work a zillion hours 🥰.

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Jennifer H.
Dog Walking
5.0 out of 5 stars

Brittany was awesome and really responsive. I had an emergency and needed a dog walker at the last minute and she was able to come within the hour. She was communicative and took a great photo! Thank you, Brittany :)

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Hillary S.
Dog Walking
5.0 out of 5 stars

Rich was great. So grateful to have found him to watch our dog. I highly recommend him to anyone needing a pet sitter.

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Nancy L.
Dog Walking
5.0 out of 5 stars

Lisa was great! Did a last minute meet & greet , was promptly on time and you can tell her love for animals is big!

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Brenna G.
Dog Walking
5.0 out of 5 stars

Erin has been wonderful! She takes such good care of my fur babies and is an excellent communicator!

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Julia F.
Dog Walking
5.0 out of 5 stars

Tenzin was GREAT! Professional communications and lots of fun photos ! My doggie loves her. We appreciated her going above and beyond in all ways . Thank you!

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Katrina H.
Dog Walking
5.0 out of 5 stars

Lydia and Emmitt were absolutely amazing. They were on time for each walk and sent so many pictures. I can see Arceus was happy and well looked after while we were away.

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Elizabeth B.
Dog Walking
5.0 out of 5 stars

Thank you Athena and Richie. Last minute booking and it was much appreciated! Will definitely turn to you again the next time I need my pups cared for.

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Lena V.
Dog Walking
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