Dog Walking in Winter Garden
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
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Top rated Winter Garden dog walkers
“Ani'yah did an excellent job walking my dog. As soon as i opened the door she welcomed me with a big smile was so kind to bring chocolates. She was very calm and polite throughout the walk. I recommend her 100%”
“Darryl is very caring, and loving towards Mocha. He's considerate and communicates with me beforehand and during his services. He's very reliable and professional. Definitely recommend”
“Im so delighted that we've found a new buddy for Ralphy to take his late morning walk. Dwain is so friendly and he has the best energy-very kind. We are grateful!”
“Tracy is a life saver. I always get nervous introducing my dog to new people but she is so patient and kind, my dog took to her right away. Tracy sent photos, updates and kept communication top tier each day. I feel so much peace of mind thanks to Tracy, DEFINITELY recommend.”
About: I’ve had pets my entire life and been responsible for feeding them, taking them outside, changing their litter, etc. I’ve also taken care of dogs for family and friends since I was a teenager. I am currently a medical student with the summer off, so I am pretty flexible with watching pets! I can do drop-ins at various times of the day and am able to stay over the weekends if need-be. In my clients’ homes I promise to abide by the boundaries they set and utilize the equipment they have available to best meet the needs of their pet.
“Reece was punctual and very attentive with my dog. She made sure he was comfortable, gave him a treat, and refreshed his water. I really appreciated her care and attention to detail.”
“Tathyana is amazing! She's so responsible and flexible. My elder dog had an accident and she helped me clean up. She is so loving and caring for Mocha. Definitely 100% recommend !”
About: Since highschool I have taken great care of dogs and cats for friends and family. I've worked in the veterinary field and have gained the ability to provide additional services like medicating senior animals that need extra love and attention. I'm currently working full time. But on my days off and on the weekend I can provide pet sits and dog walks. The holidays are also flexible. For now I can care for pets in their own home. I will clean up after them and go through the daily routine you have set them on. If they spend the day with me and like other dogs then they will have a small furry friend to play with.
“We can always count on Sarah to be there to help us with our pups. She has been someone who we rely on daily and love that she has gotten to know and help shape our puppy into who she is now. Anybody with a puppy knows that they can be a little bit unpredictable. Sarah has been there through the good days and the not so cooperative days. We really appreciate her!”
About: Hi! I’m a true animal lover with a big heart for both dogs and cats. I understand that pets are family, and I treat every animal in my care with the same love, patience, and attention I would give my own. Whether your pup needs long walks and playtime or your cat prefers quiet companionship and gentle care, I’m happy to match their unique personality and routine. I currently work part-time and have a flexible schedule, which allows me to accommodate drop-in visits and pet sitting in your home. Whether your puppy needs patience, playtime, and consistency, or your senior dog needs a slower pace and extra TLC, I have experience providing attentive, compassionate care for both. I’m happy to follow your pet’s routine closely, provide regular updates and photos, and make sure they feel safe, comfortable, and loved while you’re away. My goal is to give you peace of mind and keep your furry family members happy in their own familiar environment.
“First week using Stacie and she has been reliable with great communication. She’s just what LunaLou needed! I would definitely recommend her and will be using her again soon!!”
About: With nearly a decade of hands-on experience caring for dogs of all ages and breeds, I bring the kind of genuine love and reliability that only comes from years of real-world practice. My experience started close to home, caring for neighbors’ dogs, which means I’ve built my reputation the old-fashioned way: through trust, word of mouth, and results you can see. I’m comfortable with dogs at every life stage, from energetic puppies who need patience, structure, and socialization, to senior dogs who require a gentler touch, closer monitoring, and extra comfort. I understand that older dogs may have mobility issues, medications, or special diets, and I take those needs seriously. You’ll always get consistent updates with photos and check-ins so you never have to wonder how your pup is doing. I bring a calm, attentive presence to every visit because I don’t just watch dogs, I engage with them. And above all, I’m reliable — your neighbors trusted me with their dogs for years, and I’ll bring that same dependability to your family. Your dog isn’t just a booking to me. They’re a member of your family, and I treat them that way. I am currently working part time at Publix, My schedule is very flexible and will always prioritize taking care of pets over my personal life. I will make sure the pets feel safe in my home or make sure they feel safe with me inside theirs. I will walk, feed and give the pets water every single day with of course some treats in the middle!
About: Hi, I’m Alison As a lifelong pet lover and current cat parent, I know how important it is to find someone you can trust to care for your furry family members. I’ve owned both dogs and cats and have plenty of experience pet sitting for friends and family. As a teacher with summers off, I have lots of availability to give your pets the time, attention, and love they deserve. Whether it’s playtime, walks, or snuggles, I’m here to help while you’re away. I'm available during the week as well as weekends during June and July. I have reliable transportation, and I am looking forward to visiting your furry friends. Whether in your home or mine, your pet will be cared for and provided for with the utmost care. If I am visiting your home, I will take every precaution to ensure the safety of your furry friend by following any directions or instructions you provide.
About: I’ve taken care of my Dobermans since I was 10 years old. I walked them, bathed them, fed them, and gave them lots of love! I have a flexible schedule. I will be available for all services with all types of pets. My sitting availability includes both weekdays and weekends. I am available for all services. Let me know your preferences for caring for your pet and I will make sure your needs are met!
Over 609 pet parents in Winter Garden have booked dog walking
Winter Garden dog parents share their Rover experiences
Delanie is a gem!! She walked and kept our very needy goldendoodle with severe separation anxiety company, her communication is level 10. She is very accommodating and definitely goes the extra mile! We absolutely will be calling her back for help! Thank you Delanie!
Jezabell is exceptional! I have both a dog and a bunny that she cared for and both had very different needs. She went above and beyond to make sure they both had their individual play time, and were both cared for individually specific to their needs. She is also extremely sweet, kind, caring, and goes above and beyond her duties. Our sensitive babies loved her! Highly recommend and will be booking again with her for sure!
Tracy is a life saver. I always get nervous introducing my dog to new people but she is so patient and kind, my dog took to her right away. Tracy sent photos, updates and kept communication top tier each day. I feel so much peace of mind thanks to Tracy, DEFINITELY recommend.
Kayleigh arrived a few minutes ahead of the scheduled 60 minute walk to become acquainted with Rhea. During the walk, she sent several pics of Rhea exploring her surroundings (enthusiastic ground sniffing). When they returned, Rhea demonstrated her signature affection behavior of licking and rubbing her head against Kayleigh’s leg. Rhea and I look forward to Kayleigh’s return.
How Rover works
1. Search
Read verified reviews and choose a dog walker who’s a great match for you and your dog
2. Meet & Greet
Meet either virtually or in-person with a walker to discuss the level of care needed for your dog
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per walk for dog walking in Winter Garden is CA$20
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.
Sitters in Winter Garden average 3 repeat dog walking clients
Dog Walking FAQs
Frequently asked questions about Rover
Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Winter Garden on Rover as of Jun 2026 was about CA$20 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Jun 2026, there are 4,916 dog walkers in Winter Garden. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 88% of Winter Garden dog walkers respond in under an hour.
Dog walkers in Winter Garden have an average of 14 years of experience. Dog walkers with repeat customers have an average of 3 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Winter Garden.
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
There are 4,916 dog walkers in Winter Garden on Rover, so you’re sure to find the perfect match for your dog! In Winter Garden, 90% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.
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.
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