Dog Walking in Winter Park
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Loving dog walkers in your neighborhood
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1. Ryan S.

“Ryan is awesome!! He’s been taking care of my dogs for years. My dogs love him!”


2. Cheyenne L.

“Fantastic! Super responsive and respectful. Cheyenne has a passion for animals and takes good care of my baby. She communicates well and take the BEST pictures! I would recommend to anyone and even additional services!”


3. Rebecca A.

“Rebecca helps me with all my pets. She even went with me to pick up my Irish Setter puppy from boarding after I had surgery, since I was too weak to handle him. I really appreciated her willingness to help me with this situation.”


4. Ariana M.


“Ariana was really attentive and in constant communication with me which was really amazing. She also kept my dog company which was really sweet. Her responses are quick and she was available to help with all the little annoying requests I had like leaving the tv on for my pup, the fan, filling her water etc. I really do recommend her and I’m happy to have found someone reliable for all my future bookings! Thank you again Ariana :)”


5. Tatiana M.


“Tatiana took care of my two senior dachshunds this week after their dental surgery. We did a meet & greet at my home one night and then booked for the following 3 days of walks. Everything went well, as expected and I plan to book with her again soon.”


6. Meg T.

“Meg did an amazing job caring for my pups this past weekend sending photos and keeping prompt and detailed timing of her visits. I felt comfortable and that my pups were in good hands! There was a beautiful touch of printed photos of my pups waiting for me when I got home from my trip. Above and beyond is my review, in summary! I’ll be booking with her again and I highly recommend her service.”


7. Courtney K.
“I am happy to recommend Courtney Kaelin for any dog-sitting or dog-walking opportunity. Her love for animals has been shown through a variety of meaningful experiences. She grew up with two dogs, giving her a natural comfort and familiarity with pet care from an early age. To earn community service hours, she volunteered at an animal shelter working closely with dogs of all breeds and temperaments. She also cared for a horse while taking riding lessons, showing her responsibility and dedication to animal well-being. Additionally, Courtney gained valuable professional experience working at a veterinary office, where she further developed her skills in handling and caring for animals in a clinical setting. Courtney Kaelin is a hard worker who takes every responsibility seriously. She will always go the extra mile to ensure the animals in her care are safe, comfortable, and happy. Her compassion, reliability, and strong work ethic make her an excellent choice for anyone seeking a trustworthy and caring pet sitter or dog walker.”


8. Erin M.

“Erin has been such a blessing for us! We both have a busy schedule right now and she has been able to help us immensely with our puppy. She’s so easy to communicate with, she always lets us know changes in schedule way in advance and she is AMAZING with Brody. We are so so happy we found her and can’t recommend her enough!!”


9. Maya C.

“Super sweet and did great with my pup! Definitely a great choice!”


10. Natalie D.


“Natalie was great. Meet with us the night prior for a meet & greet! Took great care of Luna and kept us up to date with A+ photos!”


11. Julie L.

“We couldn’t ask for a better dog walker than Julie! She’s been walking our dog Jovie for a couple weeks now, and it’s clear how much she truly cares. Julie is reliable, kind, and always goes the extra mile—whether it’s making sure Jovie gets a good walk, keeping us updated with adorable photos, or just giving her a little extra love and attention. Jovie absolutely adores her, and we have total peace of mind knowing she’s in such good hands.”


12. Kimberly H.

“Kimberly is fantastic! Very communicative and attentive. She spent time playing with my dog after walks and sent great photos. I didn’t have to worry about a thing! I would definitely recommend her to anyone!”


13. Sally O.

“Sally is great!! Lily loves her! She always spends time with Lily and takes the best pictures! Definitely recommend!”


14. Victoria A.
“Victoria treated my dog like it was her own - and I'm VERY particular. She is communicative, sends photos, and is punctual. Truly can't say enough good things about the way she cares for my baby.”


15. Renee P.

“Renee was really nice and responded to messages quickly. She showed up on time and took really cute pictures of my dog while they were walking and playing together. The report cards were really cute and I was so happy to receive them while I was at work. Thank you for caring for my poodle girl Renee”


16. Roxsanna P.

“Savannah and I love Roxsanna!”


17. Kyle G.

“Kyle was a perfect fit for our needs in taking care of our pups. I had the feeling of dependability right from the start. I received photos right on time. I would recommend Kyle and look forward to having him sit for our dogs again in the future.”


18. David W.

“David was great with our guys! In addition he was always on time & kept us posted on everything we needed to know of their time together. We definitely felt our they were in good hands!”


19. Megan P.
About: I’ve taken care of pets since I was 13. My family has needed me to take care of my pets that required special attention such as medicines and shots. Family and friends have asked me to take care and walk their dogs frequently. I’m currently a college student at home for the summer and looking to make some extra money for when I go back to campus. I am free during the week and weekends, allowing flexibility for time and days. I would love to take your dogs for a walk or hang out with them! In my own home, I take care of my dog every day. I take her out, play with her, and take her on walks while my parents are at work. I love giving my dog a lot of attention as well. I would treat your dogs as my own.




20. Brittany P.

“It was comforting having Brittany check in our or new pup during our work days. Also, loved that she has experience with training. Our dog was in good hands. 5 stars and a definite for booking Brittany in the future.”
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.
Doggy 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 Park on Rover as of Jun 2025 was about $18 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 2025, there are 4,998 dog walkers in Winter Park. 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, 85% of Winter Park dog walkers respond in under an hour.
Dog walkers in Winter Park 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 Park.
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 4,998 dog walkers in Winter Park on Rover, so you’re sure to find the perfect match for your dog! In Winter Park, 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.
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.
