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.
About: I have had pets in my life for the past 19 years. I love animals and my favorite thing to do with mine is cuddle & go for walks! I used to be a Vet Assistant, so I gained alot of experince during that time. I am looking to stop by or take your fur baby for a walk on evenings and weekends only. I would like to help where I can to put your mind at ease and you pets happy. I follow the schedule provided by the owner, feed correct amount, and slowly introduce myself to their pet. I am a reliable and trustworthy individual. I am in the child care field - which shows great strengths in patience, communication, trust, and reliability.
“Addie to the rescue! Forgot I had a Dr's appt one morning, so I left home later than usual and asked if Addie could come by later than scheduled...she promptly replied "no problem"!! Thank you Addie...You're the Best!!!”
“Peter was awesome! Our Jack Russell terrier Is super high energy and she loved him- great walks- and extra time was even spent with her to let her swim in our pool…. He really is a great dog walker! Very dependable and kind! I highly recommend Peter.”
“Ava is amazing You can tell right away how much Ava care about animals. Cheno comes back happy, exercised, and relaxed after his walk with Ava . Communication is excellent, and I always get updates that give me peace of mind. I wouldn’t trust anyone else with my dog.”
About: From a young age, animals have always been a huge part of my life. Growing up with three dogs, two cats, and various other animals, I developed a genuine love for caring for animals and understanding their individual personalities. I started pet-sitting for friends and family when I was 10 and quickly discovered how much I enjoyed it. As a teenager, I volunteered at a veterinary office and later became a foster for animals in need. These experiences gave me an early foundation in responsible, compassionate animal care. As an adult, I’ve continued to build on that experience through several animal-care positions. Most recently, I worked full-time with an animal shelter, where I helped intake animals, provide their daily care, assess their needs and behavior, and assist them on their journey toward finding forever homes. Most importantly, I understand that every pet is an individual. My goal is to make them feel safe, comfortable, and cared for while giving their owners peace of mind that their pets are in experienced and loving hands. My schedule is very flexible, as pet care is my primary focus. I’m available Monday through Saturday (unless boarding, in which I am available all week) with flexible availability throughout the day, and I’m happy to work with your pet’s routine and needs. My home also has a screened-in pool, so I’m especially mindful of water safety. Pets are never given unsupervised access to the pool, and I’m happy to follow any specific rules or preferences you have regarding your pet and the pool area.
About: I have had dogs and cats since I was 9. I currently groom my own dog Romeo and have an adjoining yard with my neighbor so our dogs can run together. I've pet sit newfoundlands and huskies in a yurt overnight, to donkeys and horses on my friends land. I kept my Beta fish alive for several years and currently pet sit next door neighbors for free because I love animals so much. I am a stay at home radio contractor mom with my 3 year old daughter who loves pets as much as I do. I am free and home most days except for Saturday. I don't have things in my home that I don't mind animals on. Animals are a part of the family for me, however I desire to respect whatever someone wants.
“We ended up having to book last minute and Emma came through for us and our babies! She set up a meet and greet with us to make sure our dogs got a chance to meet her prior to our trip. She kept us updated daily and sent photos as well! We will definitely will be booking again in the future! She is great and we highly recommend!”
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)
“Janelie was great! Because he is a Giant breed i was very nervous for someone to care for him. But she listened to all my instructions. She still came out while it was raining pretty hard. Thank you for your care and commitment! I will definitely be booking again!”
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.
“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!”
“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 ?”
“Zack has been so wonderful! Wesley already loves him and awaits his arrival! He arrives on schedule, is very organized, and detail-oriented. I love that he sends photos of Wesley on his walk! You can see how much of a dog lover Zack is. He is very consistent and lets me know ahead of time of any scheduling issues that may occur. Thank you so much for your outstanding service, Zack!”
“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!!”
“Athena is wonderful! My dog usually doesn’t take to people very quickly… But he did with her! She communicates really well and updates me with pictures every time she is with Bowie! Strongly recommend! Will use her again.”
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!!!!***
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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