Dog Walking Winter Springs
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 52 pet parents in Winter Springs have booked dog walking
Winter Springs, 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.
“Addie has been great with my boy Jax. Sends pics and has been super helpful with last minute bookings😊 She even set his fan up to make sure he cooled down after his walk, which was super sweet! Thanks Addie!”
About: I’ve always had a special place in my heart for animals and have years of hands-on experience caring for both cats and dogs. I’m comfortable caring for pets with a wide range of needs and personalities, including animals who require daily medications. I’m trained to volunteer and foster through Orange County Animal Services, where I’ve gained experience caring for animals who need extra patience, structure, and compassion. I've handled (and loved) dogs from many different backgrounds. I’ve fostered bottle-baby kittens and helped socialize feral cats, giving me experience working with animals who need specialized or gentle care. I also trained my own dog from puppyhood through adulthood and cared for him into his senior years. This gave me firsthand experience with everything from basic training and socialization to the patience and extra care that older dogs may need. I’ve also trained a service dog in multiple tasks and basic obedience using consistent, positive reinforcement. I’m comfortable handling dogs of all sizes, including large breeds such as Mastiffs and Great Danes. Whether your pet is a playful puppy, a shy rescue, a senior companion, or simply needs some extra attention, I’m committed to providing safe, loving, and dependable care. I am currently a student and work part-time. I am only in class two nights a week. This leaves me with a very flexible schedule that works around your pet! I’m able to provide reliable, attentive care and will make sure your pet gets the time, exercise, companionship, and routine they need. I’m happy to work with you to find a schedule that fits both your needs and mine. I treat every pet and home with the same care and respect I would want for my own. I take time to learn each pet’s routine, personality, and individual needs so they feel safe and comfortable while you’re away. Whether I’m caring for your pet in your home or taking them for a walk, I prioritize safety, supervision, and consistency. I’m comfortable with pets who need medications, extra patience, or a little time to warm up. I also understand the importance of following feeding instructions, keeping doors and gates secure, and maintaining a clean, calm environment. Your pet’s safety and well-being are my top priorities.
About: I am a former teacher and have been a dog owner and lover all my life. I have cared for my friends and Winter Spring neighbors' dogs while they are away or on vacation. I would love to spend time caring for your pups! References available! I am currently available to walk and care for your fur baby in the morning, at lunch and/or after work, while you are on vacation or drop ins as needed! Offering dog walks, drop in visits, feeding, administering medications, playing, company and cuddles. I love and care for your pup as if they are my own!
About: As a proud pet parent to two cats and two large dogs, I know pets are family—not just animals. I have hands-on experience caring for playful kittens and cats, high-energy puppies, large breed dogs, and senior dogs with special needs, including those requiring extra patience and medication. Every pet has a unique personality, and I take the time to make them feel safe, comfortable, and loved while you’re away. You can count on me to provide dependable, compassionate care and treat your pets like they’re my own. I’m currently open until next month (August) Reach out and I am flexible! After that I am open after 5 pm on weekdays. And fully open to Saturdays anytime. When caring for your pet, my top priorities are safety, trust, and making them feel comfortable in their own environment. I care for my own pets with patience, consistency, and plenty of love, and I’ll provide that same level of care to yours. During every visit, I’ll ensure your pet is secure, follows their routine, has fresh water, exercise, and plenty of attention. I also understand the importance of respecting your home and privacy, treating your space with the same care and professionalism I would expect in my own. Whether it’s handling an excited puppy, a nervous dog, or an unexpected situation, you can feel confident knowing your pet is in calm, capable, and reliable hands.
“Peter was very kind and accommodating— he provided a meet and greet. And followed through even after meeting our large, excited dogs. He gave them big walks and was very easy to check in with. We recommend him 10/10 as he made our Christmas 10x less stressful. Thank you, Peter!”
About: I am a lover to all pets, but especially big dogs. Some people are scared of them, but I think that they’re the biggest babies ever. I’ve had one of my own so I know from personal experience. I’ve handled pets from the tiniest to the biggest so I love them all. I currently work full-time. But I’m a very flexible person and I have no problem with early mornings or late afternoons. I’m honestly OK with any time upon discussion. Just reach out! I care for pets in their own environment so they stay comfortable and stress-free. I follow their daily routine, give plenty of attention, go for walks or play sessions, and make sure they’re fed and happy. I also keep the home tidy and secure while you’re away.
About: I’ve taken care of pets for 10+ years. Neighbors, friends, and family have trusted me to walk, feed, and care for their pets. I also have 10+ years of childcare experience, a bachelors degree in early childhood development and education, and I’m a certified teacher. However, I’m not currently teaching so my schedule is flexible to care for your pet! Many people have trusted me to take care of their children - I would love to care for your four-legged child as well. I also have three pets of my own and know how important quality care is for them. I’m currently in-between jobs at the moment, so I have plenty of time to care for your pet! My schedule is flexible and can easily accommodate yours. I have experience walking, feeding, crating and administering medication to pets that need it. My three pets at home are well cared for and experience lots of love and cuddles.
“Carolina was friendly, clearly loves dogs, and followed through with all my requests for the dog walk. She took very good care of our four-legged family member. I will be using her again.”
About: I’ve taken care of family pets since I was a young teenager and have since taken care of my own fur babies for the past 8 years. I also have veterinary experience as I currently am a Veterinary Assistant with 3 years of experience. You can rest assured that your pets are safe with me and would be treated as my own. Allow me to alleviate a possible stressor in your travels by being a trusted pet sitter for your fur family. I understand from first hand experience with my own that each fur baby can be different and require additional needs, I am willing and capable of catering the service I provide to be as best as it can for your particular fur baby. Comfortable and experienced with Dogs, Cats, and some smaller exotics (Guinea Pigs, Gerbils, etc). I currently work full-time at a vet clinic, however, I am fully available Wednesdays and Sundays with 2nd and 4th Saturdays of the month being available as well. Even with work, I am able to make early morning, afternoon, and evening trips during my work days as well, if needed, as I start at 8am, take lunch 12-1pm and then am off by 6pm. For boarding stays, your fur-baby will be in their own dedicated room that will contain their food, water, bedding, and any additional necessities you’d like them to have with them. Mondays and Saturdays are the only days they would be by themselves in their room, however, they would still be taken out in the morning (before 7:30am), during my lunch break (12-1pm), and after work (6pm). The rest of the week, my partner (who also has been in the veterinary field) works from home in the same room your fur-baby would stay in and will be assisting with monitoring them while I’m away for work. I have experience with strict and more relaxed feeding instructions and specifications. I also have experience giving medications as well as bathing. From fenced backyards to leashed potty-breaks, I have you covered. While I have my own fur-babies, you can rest assure that your own baby will be kept in their dedicated room while staying for boarding with us (unless specifically given approval to mingle with my fur-babies during potty-time/play-time)
About: Hello! I am the owner and founder of Rada Dog Training. I have taken care of both dogs and cats, all kinds of ages, breeds, and personalities. I have 5 years of dog training experience. My dog, Midnight, has separation anxiety. If you have a pet like mine, I understand your struggle so well. If you need a reliable sitter that will never leave your pet alone, my husband and I got you! We give all animals a lot of love and affection. We treat them with respect. We accommodate based on your pet's needs. They will feel safe and comfortable in our home. I am home full time, and I can accommodate your pet's needs. I take the dogs for daily walks, play with them, and give them enrichment. I have a house with a fenced yard. My doggy, Midnight, will keep your pets company. You can give me whatever instructions you need to fit your pet's routine.
“Highly recommend Jessica for all your dog walks. She was prompt, responsive, and took the time to meet Toby before walking him! He had a blast and the pictures she took of him were adorable! Toby says Thank you ?”
“I’m so thankful for finding Vanja! She was so reliable and came every morning for 7 weeks while my broken foot healed. And it was wonderful to have such an experienced dog person handling my sometimes reactive and very strong dog. Highly recommend and would absolutely request again.”
About: I OFFER DOGGY DAY TRIPS! Doggy day trips are when I take your furry friend to an owner-approved, pet-friendly location to have fun and explore for 2 hrs. Doggy day trips can be requested for any booking for an additional fee (between $10-$20) . I have cared for family pets and injured/homeless birds, kittens, dogs and snakes since I was 13. You can rest assured that when your pet is with us they will not only play and socialize, they will be provided with lots of snuggles and exercise. Any medication/allergy/food requirements will be followed per the owner’s guidelines. If your dog likes trips to the park, or any specific activities please let me know, I want them to have the best time possible when they're in my care. I work from home and am available any day. For the safety and enjoyment of all involved we can only accept a maximum of 2 pets per day. Schedule and availability will be updated daily for your convenience. I have an unfenced yard and a screened in patio for your pets to enjoy. Dogs will be kept on leash at all times while outside, and their safety and enjoyment will always be top priority. They will also, if approved by owner, be able to use our doggy pool and dog friendly toys. Dogs will be provided with walks every 2 hours or as needed. Baths in warm water are also available when requested. If your dog prefers a crate that is an option, however, we prefer our guests to have free roam of the house and patio as they please. All our guest must be friendly and free of aggression towards other animals, and people. I can provide a separate and safe space for your pets to eat if they are food shy.
“Daniela was absolutely amazing!! She communicated consistently and made sure Arya had everything she needed. It was nice to have peace of mind while on vacation and come home to my happy dog! We will absolutely book with her again. Thank you so much!!”
The median cost per walk for dog walking in Winter Springs is $20
Dog parents share their Rover experiences - Winter Springs
Wes and Andrea are always so good with communications and sending pictures of Micah for walks and activities. They also know how to adapt to Micah’s needs and fears . My big boy is so scared of thunders and storms so instead of a long walk he got a little walk to take care of needs and plenty of love and play time. Thank you again
More accolades for AddieO!! My doggy had shown signs of an upset tummy last night, but seemed fine this morning after his 2 walks before I left for work. I had 1 walk already set for the day, at 12:30pm. I reached out to Addie around 9am to see if we could adjust the time and add a visit 'just in case'. Not only was Addie able to make the time change and the additional time, she found that my doggy had an accident on her 1st visit. She was so genuinely concerned about him and called me to let me know about him and to find cleaning products. She took him out before leaving and called to let me know he was full of energy and looked ok. We decided I didn't need to leave work! She put my mind at ease with her report and said she's contact me after her 3pm visit. I mean COME ON!!! That's just PHENOMINAL, going ABOVE and BEYOND service!! ***I highly recommend Addie!!!!***
With last minute vacation, we found Jackalyn and we love her and Chubbs adores her. Jackalyn is reliable, professional, and genuinely loves dogs. It's comforting to know that Chubbs is cared for like one of their own. The updates, photos, and attention to his needs give us complete peace of mind. If you're looking for someone trustworthy, caring, and dependable to care for your furry family member, I highly recommend them. Chubbs absolutely adores his walks, and we are so grateful for the wonderful service
I had a great experience with Luisa. She was incredibly sweet, responsible, and attentive with me and Lupa. While I was at work, she kept me updated by sending pictures and videos, which gave me so much peace of mind. It was clear that Lupa was happy and well cared for. I truly appreciate her kindness and professionalism, and I would definitely recommend her to anyone looking for a trustworthy dog walker!!!
Jennifer did a fantastic job taking care of my English bulldog! She was punctual, responsible, and clearly has a natural way with dogs. My pup came back happy, relaxed, and well-exercised after each walk. Jennifer also sent regular updates and photos, which gave me peace of mind while I was away. I highly recommend her to anyone looking for a reliable and caring dog sitter!
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local walkers who will treat your dogs like family
1. Search
Browse profiles of walkers near you who offer dog walking
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for dog walking - Winter Springs
Select a filter and find qualifying sitters offering dog walking.Sitters in Winter Springs average 3 repeat dog walking clients
FAQs for Dog Walking - Winter Springs
Frequently asked questions about Rover
The average cost for Dog Walking in Winter Springs on Rover is $22.2 per walk (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .
As of September 2026, there are 5,066 sitters on Rover offering Dog Walking across Winter Springs. Enter your ZIP code to see which available sitters are closest to your home.
Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.
Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Winter Springs. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.
For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Winter Springs.
Got specific details you'd like the dog walker to include? Message them in the app before your dog’s walk begins.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
Every walker on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
Yes, you can find walkers who have experience with handling special pet needs in Winter Springs. On Rover:
- 90% of walkers can help with special care needs
- 95% can help with giving oral medications or injections
- 98% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
A Meet & Greet is a short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your walker questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and walkers on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement walker.
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