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

Over 54 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.
“Always attentive to Dunkin's body language!! Dunkin will be 14 Jan '27 and is slowing down just a lil and is more sensitive to heat/humidity. Addie keeps a watchful eye on him on their walks 😁🤗!”

About: I’ve been around animals for most of my life and grew up with smaller dogs in my home while developing a love for dogs of all breeds and sizes. I currently care for my cat, Teddy, and our new kitten, Minnie, which has given me daily experience with feeding schedules, playtime, litter box maintenance, and providing plenty of love and attention. As someone who works remotely and attends school online, I have a flexible schedule that allows me to provide attentive care, companionship, walks, and potty breaks throughout the day. I promise to treat your pets with the same care and patience that I give my own! I currently work remotely as an online fitness coach while also attending school online, which gives me a very flexible schedule. Because I work from home, I can provide frequent potty breaks, walks, playtime, companionship, and regular check ins throughout the day. I genuinely enjoy spending time with animals and have the flexibility to adapt to your pet’s routine and needs! I care for pets in their own home where they are most comfortable and can maintain their normal routine. I understand the importance of following feeding schedules, exercise routines, medication instructions, and household rules exactly as requested. As a pet owner myself, I prioritize safety, patience, and building trust with every animal in my care. I’m also willing to provide regular updates and photos so you can feel confident that your pet is safe, happy, and well cared for while you’re away!
“Tatiana was the most professional and positive person ever. My dog isn’t very welcoming and friendly but she could handle him very well with positive attitude. I thank her very much”
“Peter has been an amazing dog walker for my dog, Mia. He is incredibly kind, reliable, and highly communicative, always keeping me updated and giving me peace of mind when I am at work. Most importantly, Mia absolutely loves him and is always excited to see him! It’s clear that he genuinely cares about the dogs he works with and treats them like his own. Thank you, Peter, for taking such great care of Mia. We truly appreciate you!”

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.
About: I don’t mind messiness or if the animals are too rough or very playful. I have no problem cleaning up after them or giving them baths. I will always show them love and give them all the attention they could ever want. I always leave a clean space so your home will be taken care of as well. I’m available anytime, from early mornings to late evenings, and I can even stay overnight. I also try to respond as quickly as I can if there are questions or concerns about anything at all so you’ll never be left waiting. 😊 Pet sitting is my only job so I’m available 24/7. I can work early mornings, late evenings, and overnight. I answer as fast as I possibly can and I do my best to help out with last minute requests. 😊 I will always make sure the dogs are fed and comfortable, I will clean up after any mess and I will always make sure that the dogs are happy throughout the whole day by taking them on walks and playing fetch and making sure they’re clean. 😊

About: I bring a calm, patient, and dependable presence to every pet I care for. Every walk and visit is tailored to your pet's unique personality, helping them feel safe, loved, and comfortable while you're away. I am currently teaching yoga classes and am a thai massage facilitator and doula, I have a lot of flexibility to connect with your pet(s) I have a fenced yard and I walk my dogs everyday, I would love to meet the unique needs and preferences for your sweet pet
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 available Wednesdays and Sundays with 2nd and 4th Saturdays of the month being available as well. I am able to make early morning and evening trips during my work days as well, if needed, as I start at 8am and am off by 6pm. 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.
“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 ?”

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!!
“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!!”

About: I care for pets like the pug I once I had. Three years since, I've cared for my friends' pets. With a selfless hand, my pet care gives our furballs the love, freedom, and discipline they need to be their best. Each pet is a chance to explore personality and build trust. My goal is to create meaningful bonds our pets depend on. Through daily routines, enrichment, and healthy habits, I make pet sitting a comfortable and enjoyable experience. AVAILABILITY I work remotely 8 AM to 5 PM, I can be flexible, but require two days notice. I'll give your furry coworker the attention and care they need throughout the day. LEVEL OF CARE With pet sitting (walks included) and meal plans, I can administer oral medication and apply topical treatments daily or as needed. MEET & GREET I require a meet and greet before booking to learn the best way I can support you and your pet. QUESTIONS OR REQUESTS Need to know more? Contact me anytime. I'm a hybrid worker with a flexible schedule during the week. We can find the right time that works best for you and your pet. I prefer to care for your pet at your home or in places they enjoy. My apartment can accommodate your pet as well. I have extra bowls, a doggy bed, and toys just for them.

About: I've been around animals my entire life and have always had a deep love for them. Growing up, my family always had dogs, cats, and other pets, so caring for animals has been a natural part of my life since I was a kid. I understand that every pet has its own personality, needs, and routine, and I enjoy taking the time to make them feel safe, comfortable, and loved. Whether it's walks, playtime, feeding, or simply keeping them company, I'll care for your pets as if they were my own. Since I only work three days a week, I have lots of availability to care for your furry family members. I enjoy building my schedule around their needs, whether that's feeding, walks, playtime, or simply keeping them company. I understand how important consistency is, and I do my best to make sure they feel safe, happy, and loved while their owners are away. Your pet's safety, comfort, and happiness are always my top priorities. I make sure pets have fresh water, are fed according to their routine, get plenty of exercise and attention, and are always supervised during walks and outdoor time. I take the time to learn each pet's individual needs, personality, and any special instructions so I can provide the best care possible. When caring for pets in a client's home, I treat their home with the same respect I would my own. I keep everything clean, follow all instructions carefully, and do my best to maintain your pet's normal routine so they feel comfortable while you're away. I also provide updates and photos, so you can have peace of mind knowing your pet is safe, loved, and well cared for.
About: I’ve taken care of animals specifically dogs since i was little. My friends and family have trusted me to watch there animals over night. I bathed fed and took the animals on walks. I am currently working a part time job but i do have time to walk or watch your little ones! I am available for walking and drop by visits after 1 in the afternoons Monday- Friday. For overnight or boarding I am available on the weekends. I live in a fenced yard. I have two little dogs one is a poodle mix and the other is a bulldog and pug mix. I can easily cage them to make you feel more comfortable if needed.
The median cost per walk for dog walking in Winter Springs is $19
Dog parents share their Rover experiences - Winter Springs
Peter has been an amazing dog walker for my dog, Mia. He is incredibly kind, reliable, and highly communicative, always keeping me updated and giving me peace of mind when I am at work. Most importantly, Mia absolutely loves him and is always excited to see him! It’s clear that he genuinely cares about the dogs he works with and treats them like his own. Thank you, Peter, for taking such great care of Mia. We truly appreciate you!
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 July 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 July 2026, there are 5,115 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
- 96% 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.













