Dog Walking in Countryside Woods, Clearwater, FL
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Top rated Countryside Woods dog walkers

“Kelly was amazing! She was very attentive towards my scrappy doo, as well as my cat. She kept me updated when needed and took very good notes for each visit. I would highly recommend. I would book with her again.”


“This was my first time working with Adriana, one of my dogs Is pretty afraid of human strangers, but with patience and care Adriana was able to put her on her leash and take her out for multiple walks :) she also send multiple pictures of my babies that made me happy, she is great I will definitely work again with her!”


“Peyton has been absolutely amazing! She stepped in for a few last-minute bookings when I was dealing with car issues, and I can’t thank her enough. She’s incredibly reliable, follows directions perfectly, and most importantly—she’s great with my pets. Her communication is clear, timely, and reassuring. It’s such a relief knowing I can count on someone who truly cares. Highly recommend her to anyone looking for a responsible, compassionate, and dependable dog walker! Scout and Chuck 🐕🦺🐕🐾🐾💙☺️🌞”


“Laura was so great! She coordinated with me last minute and was able to take my little fur baby on multiple daily walks. She even made sure he was well hydrated on the walks. Definitely recommend!”


“Stephanie was wonderful with my large and strong dog "Rummy". He adores her. 😃 She responded promptly to my last minute request. She is professional and communicates well including sending updates and photos during their walks. I will certainly book her again! Thanks Stephanie!”


About: Dogs are simply a gift to mankind! I’ve been around them since I was a baby, from tiny puppies to seniors. I’ve been involved with multiple rescue organizations, most recently helping a foster find her forever home in Pinellas County. I look forward to meeting you and your baby ❤️ I work remotely from a large home office that is open to the living room, dining room and kitchen with a view of the fenced yard. My girl and our guests are rarely out of sight. Even with a fenced yard, walks are daily in the morning and evening. We’re near a soccer field and a dog park, perfect for high energy pups. The neighborhood is extremely dog friendly, so if your pup is walk challenged or reactive please let me know. I host one dog at a time which I find less stressful for them while their family is away. I also do not provide daycare. Your pup is welcome in any area of the home. My own girl Willa has never been crated so if yours is comfortable in his/her crate at times/overnight or needed for when I leave the house please provide one.

“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.”


“Lisa is the best! She has taken such good care of my puppy Sailor. I know she’s patient and cares a lot about my dog. Her availability is great and I appreciate how flexible she can be. I know Sailor is in good hands when Lisa comes by!”



“Martha and Brett are wonderful with both my dogs and cats, who are crazy about them. I never have to worry when I go away. Everyone has plenty of food and water when I return and the litter boxes are nice and clean. M & B also send nice photos.”


“Brookelynn was fantastic! I have two older dogs. She was very patient with them and treated them kindly. She communicated effectively and provided me with several updates while I was away. I’m very pleased with the level of care she provided and would definitely use her services again!”


“Melissa is doing a great job with Amelia. Amelia is nervous about walking with someone new and Melissa is very confident and patient with Amelia which both Amelia and I appreciate very much!”


About: I have had cats my whole life. Growing up I had two cats that lived well into their 20's and various dogs. I have always had a very special connection to cats and can seem to get along with even the grumpiest of cats that won't come close to anyone else, I have been told. I had a 7 pound Yorkie dog for 13 years who was like a soulmate to me and I was devastated when he passed. I have not gotten a dog since, but now have two cats again and love them! Luna and Rizzo a sister and brother duo that we rescued in April of 2020. I would be delighted to care for your furry friends while you are gone and will take great care of them. I work for myself so I can make my hours flexible to work around what you need. I wake up early to care for my cats and get ready for my day, so I can easily head over to take care of your pets. I have a deep connection to animals, especially cats and small dogs. I give a lot of attention to my two cats with pets, cuddles and playing. I would do the same for your animals. When pet parents are away it is very important to give as much of my attention to them as I can, because they will be missing you.

About: I’ve taken care of dogs and cats for years through neighbors and have even done months on end stays in house. I’m flexible and come often to walk or play. I’m able to wash and as well as take them to the park! I’m currently working full time at a hospital as a nurse helper 12hrs shifts 2 days a week then school 3 days a week but only 12:45-6:45 so I can always stop by and walk before and after :) ofI’m 22 years old and love animals! I have sat for dogs and cats for a few years and have stayed in there home for a month! In clients home I care for the animals by taking them out multiple times a day, feeding multiple times a day and spending personal time with animals including outside (if dog) and cuddles inside!! I love to go on walks!


About: I have been working with pets for over 14 years, including dogs, cats, and exotic breeds, as my parents have owned pet boarding/grooming/daycare centers since 2000 and my family has owned animals since the day I was born. I am experienced in both puppy and elder adult pet care, as well as any pets in between! I have also specialized in special needs pet care for the past 8 years, as I have worked in the Veterinary field as a kennel manager previously, and I am confident in administering any medication needed or providing special services that a pet may need. I will provide my own transportation to and from your residence. Please do not hesitate to contact me to schedule a phone interview or meeting.
Loving dog walkers in your neighborhood
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Kelly B.

“Kelly was amazing! She was very attentive towards my scrappy doo, as well as my cat. She kept me updated when needed and took very good notes for each visit. I would highly recommend. I would book with her again.”


Dean D.Star Sitter

“Dean has done a great job bonding with the dog. He is so happy to see Dean when he arrives to take him for his walk. A caring and confident dog walker.”


Adriana D.Star Sitter

“This was my first time working with Adriana, one of my dogs Is pretty afraid of human strangers, but with patience and care Adriana was able to put her on her leash and take her out for multiple walks :) she also send multiple pictures of my babies that made me happy, she is great I will definitely work again with her!”


Peyton S.

“Peyton has been absolutely amazing! She stepped in for a few last-minute bookings when I was dealing with car issues, and I can’t thank her enough. She’s incredibly reliable, follows directions perfectly, and most importantly—she’s great with my pets. Her communication is clear, timely, and reassuring. It’s such a relief knowing I can count on someone who truly cares. Highly recommend her to anyone looking for a responsible, compassionate, and dependable dog walker! Scout and Chuck 🐕🦺🐕🐾🐾💙☺️🌞”


Laura R.

“Laura was so great! She coordinated with me last minute and was able to take my little fur baby on multiple daily walks. She even made sure he was well hydrated on the walks. Definitely recommend!”




Rebecca U.Star Sitter

“Rebecca is the poop goddess. She gets both of my girls to poop during their mid day walk. She also tailors their individual attention to their needs”


Stephanie W.Star Sitter

“Stephanie was wonderful with my large and strong dog "Rummy". He adores her. 😃 She responded promptly to my last minute request. She is professional and communicates well including sending updates and photos during their walks. I will certainly book her again! Thanks Stephanie!”


Jessika H.Star Sitter

“Jessika is fabulous. I would definitely recommend her to anyone and I certainly will be requesting her for next time!💕💯”


Amanda P.Star Sitter

“My dog loves Amanda! That is so important to me because when Amanda takes care of her, I don't have to wonder how my dog is doing. I know she is doing great!”


Leslie P.
About: Dogs are simply a gift to mankind! I’ve been around them since I was a baby, from tiny puppies to seniors. I’ve been involved with multiple rescue organizations, most recently helping a foster find her forever home in Pinellas County. I look forward to meeting you and your baby ❤️ I work remotely from a large home office that is open to the living room, dining room and kitchen with a view of the fenced yard. My girl and our guests are rarely out of sight. Even with a fenced yard, walks are daily in the morning and evening. We’re near a soccer field and a dog park, perfect for high energy pups. The neighborhood is extremely dog friendly, so if your pup is walk challenged or reactive please let me know. I host one dog at a time which I find less stressful for them while their family is away. I also do not provide daycare. Your pup is welcome in any area of the home. My own girl Willa has never been crated so if yours is comfortable in his/her crate at times/overnight or needed for when I leave the house please provide one.


Regina B.

“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.”


Samantha C.

“Samantha did an awesome job with my anxious dog, and my cat as well!!”


Lisa P.

“Lisa is the best! She has taken such good care of my puppy Sailor. I know she’s patient and cares a lot about my dog. Her availability is great and I appreciate how flexible she can be. I know Sailor is in good hands when Lisa comes by!”


Zach H.

“Zach is awesome with our dogs. He has great communication with us, takes the time for our pets to be comfortable with him, and makes sure they’re cared for”




Martha & Brett B.
Star Sitter


“Martha and Brett are wonderful with both my dogs and cats, who are crazy about them. I never have to worry when I go away. Everyone has plenty of food and water when I return and the litter boxes are nice and clean. M & B also send nice photos.”


Brookelynn E.Star Sitter

“Brookelynn was fantastic! I have two older dogs. She was very patient with them and treated them kindly. She communicated effectively and provided me with several updates while I was away. I’m very pleased with the level of care she provided and would definitely use her services again!”


Melissa U.


“Melissa is doing a great job with Amelia. Amelia is nervous about walking with someone new and Melissa is very confident and patient with Amelia which both Amelia and I appreciate very much!”


Erin M.
“Erin is a sincere and kind person who knows how precious your animal companions are. She will treat them with the same love and compassion as her own two cats! She is very responsible and has high moral integrity. You should feel at ease knowing that she will be looking after your pets!”


Rebecca T.
About: I’ve taken care of dogs and cats for years through neighbors and have even done months on end stays in house. I’m flexible and come often to walk or play. I’m able to wash and as well as take them to the park! I’m currently working full time at a hospital as a nurse helper 12hrs shifts 2 days a week then school 3 days a week but only 12:45-6:45 so I can always stop by and walk before and after :) ofI’m 22 years old and love animals! I have sat for dogs and cats for a few years and have stayed in there home for a month! In clients home I care for the animals by taking them out multiple times a day, feeding multiple times a day and spending personal time with animals including outside (if dog) and cuddles inside!! I love to go on walks!




Erin L.

“Erin worked for me as a kennel technician at a large boarding facility (up to 135 kennels) for about a year. She was always pleasant and hard working. She was very tender and caring towards the animals no matter how chaotic the day became. Erin would be welcome to work for me again whenever she needs a job. I am a certified veterinary technician, and am very picky who cares for my pets, especially for any length of time, I am more than comfortable with her caring for my pets when I am out of town.”
How Rover works
1. Search
Read verified reviews and choose a dog walker who’s a great match for you and your dog2. Meet & Greet
Meet either virtually or in-person with a walker to discuss the level of care needed for your dog3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your dog walker has to cancel, we’ll work with you to find a new walker.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Walking FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, dog walkers on Rover respond in under an hour.
Experience can vary widely from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when comparing dog walkers available in Countryside Woods.
You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:
- Start and stop times
- A map of their walk with total distance
- Pee, poo, food, and water breaks
- Cute photos and a personalized note
Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.
