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.
“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!”
“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”
“Addie is a great dog sitter and my dog enjoys spending time with her. She is reliable and flexible to last minute adjustments to the schedule. Thank you for taking such good care of my dog.”
“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 ?”
“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 have had dogs my entire life, small animals and fish and recently a cat. They are family members and I will always treat them with love and care. I petsit for neighbors and family and truly enjoy caring for them I work full time Wed-Fri but I am available most other days including weekends and holidays. Let me know your needs and I will work with you I will care for your pets as you instruct in your home. I will try to keep them on their normal schedule and give them tons of attention.
About: My family breeds and trains labs so I have been around dogs of all ages my whole life. I have also dog sat many friends and family dogs before. I am a nursing student so I will have class some days but reach out so I can let you know my exact schedule! I am working part time through out the week so it is easy for me to tend to almost any time during the day or night. I feel confident that I can keep your fur baby safe on walks or drop in visits as I have had experience with many types of animals, dogs, cats, reptiles, etc.
“Victoria is amazing! She walked my pup mid day for me and not only walked him but ran with him as well. He got his daily exercise and she took him to the park, let him empty out and gave him belly rubs and treats. He was in great hands with her and is grateful and happy for her on time drop in and updates!”
About: I've had pets of my own for as long as I can remember and I've been pet-sitting for friends and family since 2015! I love animals and I've taken multiple training and safety classes so I can take care of not just my own fur babies, but others' too! I run my own business out of my home, so I have plenty of time and flexible hours to play with and care for any and all extra fur babies! This house welcomes the extra exercise and serotonin that comes with helping care for your pets! I have a roomy home for your fur baby to feel at home in and a friendly pup to keep yours company. I have extra crates and pet gates for added precaution and comfort as well! I have taken training and pet safety classes as well so i am versed in calming animals, emergency pet cpr, and diffusing aggression if necessary!
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.
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!
About: Hi there - I work from home and love dogs. I will ensure your fur baby gets lots of walks and play time! I also have a big back yard in where your dog can stretch his/her legs and explore or play catch. Thank you for your consideration and hope that you find a loving place to care of your loving pet. Have a fantastic search and great day! I work from home and have lots of free time to spend with your fur baby. I can take much tine to ensure your pup is having fun I have a big single family home, big back yard. I can easily crate, keep dogs in a play area and provide lots of walks.
“Lindsey was great with my high energy Hunter. She walked him at a good enough pace to achieve his optimum cardio rate and distance for him to get the exercise he needed. She's very professional and handles dogs well and with respect.”
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.
How Rover works
1. Search
Browse profiles of sitters near you who offer dog walking
2. Meet & Greet
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 near you
Select a filter and find qualifying Winter Springs sitters!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.
Connect anywhere with the Rover app
