Dog Walking Winter Springs
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 55 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.
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.
About: I've taken care of everything from pitties to kitties! I love animals and dream of having my own mini menagerie someday. I've been petsitting reptiles, cats, and dogs since I was 13 years old, and have never run into any issues. I can render any service from medication to enrichment. I currently work part-time, so I'll have plenty of time to spend with your pet. I have no trouble taking a day off from work if the situation calls for it, and can work around medication schedules even on work days. When taking pets out for walks, leashes are a must! Additionally, any potentially dangerous foods or substances will be put safely out of reach of the pet. I set alarms and reminders for feeding, medication, and appointments to make sure everything is done at the proper time.
About: As a dog lover I have always had dogs in my life! I’m a responsible, caring, and attentive pet sitter who will treat your pets like they’re my own. I’m comfortable with walks, playtime, feeding routines, cuddles, and making sure your pets feel safe and comfortable while you’re away. I am a business owner and make my own schedule! I have flexible availability throughout the week and weekends — open to come to you or have your doggies stay with us! I have a fenced in yard as well as two friendly dogs who love other doggies! I am also able to come to your home and watch your dogs!
“Cristina is amazing. She comes through for me always and helps me out a lot. There have been several times at the last minute she has been able to bail me out with emergency coverage and is just the best.”
“Kellye was wonderful with Moose! They connected right away and Moose enjoyed their walks together.. Kelly was responsible and communicative and always fulfilled her commitment. I highly recommend her!”
“Kyle did everything I could’ve asked for my poodle mix, Leo. Communication was excellent. He was prompt and genuinely cared for Leo. While I was gone, I knew he was in good hands! I will be definitely calling Kyle again down the road!”
“Julieth was amazing she came right when scheduled and took such good care of my babies. It’s so great to have someone reliable and clearly so in love with dogs to take care of my pups.”
About: I'm a lifelong resident of Seminole County, a mom of two human children, a registered nurse and animal mom to 2 rescue dogs and some pet chickens. I've always loved animals from a very young age. In fact I was determined to become a veterinarian until I realized you don't just get to love on animals all day. So I became a human nurse instead but I am still passionate about all animals and would love to provide extra pets and love to your four-legged family members. I have flexible hours so whenever you need me chances are I'm available. I'm very comfortable giving medications if needed. As a military spouse who's moved a lot in the past I understand how hard it is to leave your pets with a stranger. I'll never forget the Christmas I trusted a local petsitter with my dogs and she called me at the airport and told me she couldn't do it for the rest of the week. I vowed that I would always be a reliable and honest pet sitter and never let others feel that feeling of helplessness I felt while traveling away from my pets. We recently lost our 135lb rescued Afghanistan war dog so no dog is too big, no cat is too small! I even have experience with small mammals and reptiles such as lizards, snakes and turtles. Please reach out to me with any questions and I can't wait to meet your furbabies! My hours are currently very flexible with nursing. I'm available most days so my hours are free to spend time with your sweet fur babies. I'm willing and able to follow instructions on how you would like your furbaby cared for. Care is taken when walking your dogs and their safety is top priority. I make sure I have all important information in case of emergencies.
About: I’ve lived with many different animals all my life. I’ve had horses, dogs, cats, hermit crabs. I have always been a major animal lover and will always at some point in my life have an animal of some sort! I’m currently a first time mom and I’m working with my mom part time through the week so she can watch my baby while I get back out working again. I am usually willing to work any time usually in the mornings and afternoons. I usually when I first get to a clients home is take the dog out or empty the litter to get that out of the way. Then I’ll do a walk through incase of any messes, then do medications if needed along with giving food and filling up water. And last but not least have the most time for play time!!
“Izzy was a warm and consummate professional and kept me updated about my dogs every time she came. She was great with them and even found a creative way to administer one of them their medication when he wasn’t taking it. I really appreciate hwr help keeping my puppies taken care of over the new year and would instantly hire her again.”
About: I have had several different pets in my life , including mainly dogs and cats. I currently have 3 cats who I love so much ! I’m currently In college and I’m not working at the moment , so my schedule is really flexible and I have plenty of time to take care of animals ! I have three friendly cats who would be able to keep other animals company that come into my home ! I always make sure to feed my animals and take care of them in the best way possible
About: I'm so excited to welcome, play with and care for your furry love. Please read the following: I am accessible by phone all the time, and I love taking pictures, so you can expect to get lots of updates of how your dog is doing! Your dog’s stay will not overlap with other dogs so your dog will receive the care and attention he or she deserves! - DAYCARE: The neighborhood is very pet friendly. Doggy bags nearby. - WALKS: Can personally walk your dog up to 2 miles. We stay active! Give your dog the walk he/she deserves while you're away at work or on vacation. - DOGGY BAGS / DOGGY BOWLS: Please provide the necessary items your dog needs while away. It's a good idea to reserve dates as soon as you know you need me! We can schedule a time to meet briefly before the first stay so we can discuss details and get you familiar with my home. In your booking request, please include your drop off and pick up times. Check out my rate and time guidelines above. I'm very flexible on times with a couple exceptions, which can be discussed. Please send your dog with their food (either pre-portioned or with a measuring scoop/cup), their treats, leash and collar and any other items such as toys. If your dog is crate trained, please bring that too. Please message me for any questions. I'm so excited to get to know you and looking forward to sitting your furry one. Weekly routine includes waking up, several walks during the day, constant updates to clients and ensuring there's a happy exciting day every day. The day varies as the client or pet! Pets are spoken to, walked, and given proper attention. For previous clients during week long stays, they were played with, fed and given baths in addition to constant updates!
The median cost per walk for dog walking in Winter Springs is $20
Dog parents share their Rover experiences - Winter Springs
I can't recommend Danae enough! She goes above and beyond and is truly amazing with my dogs. She cleans up after them without being asked, and she's great at reading whether my senior dog, Floyd, is up for a full walk or needs something shorter. Her communication is excellent, and I always know how the visit went. I feel completely at ease having her with my pups while I'm at work. Five stars!
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!!!!***
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!!!
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.
How to book dog walking
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 of Dog Walking in Winter Springs is $22 per walk as of October 2026. Most bookings cost between $16 and $26 per walk. On Rover, walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 5,048 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 bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include , the total walk time and distance, and any pee or poop breaks recorded by the walker.
The route map lets you review where your dog was walked in Winter Springs after the booking. It is not live GPS tracking.
Have specific details you would like included? Message your dog walker in the app before the 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 , 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 .
Yes, you can find walkers who have experience with handling special pet needs in Winter Springs. On Rover:
- 89% of walkers can help with special care needs
- 93% can help with giving oral medications or injections
- 97% 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet 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. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first .
walkers on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement walker.
Connect anywhere with the Rover app
