Dog Walking in Winter Springs
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
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Top rated Winter Springs dog walkers
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“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.”
About: I’ve been taking care of animals all my life. I volunteer with the Pet Alliance of Orlando. I am eager to take care of your babies and to treat your babies like my own. I work remote, so I have a lot of flexibility in caring for animals. Every animal has individual needs and I prioritize those needs and their comfort. I care for your animals as if they were my own. I follow your guidelines explicitly and ensure you are comfortable with every step in the caring process.
“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”
About: I’ve had animals ever since I was a child growing up on a farm. We had so many types of animals and I loved them all. I currently have 5 pets (3 cats & 2 dogs) and I’ve done everything from potty training 8 week old Beagles to end of life care for two of our sweetest dogs over the years. I love training my dogs to do tricks, but also just giving them cuddles at the end of a long day. I’ve given countless doses of meds, cleaned up plenty of puke & other messes, & know at the end of the day what it means to leave your pets in someone else’s care. I’m here to help you relax while they’re with me. I have my own pets & I have my own business that I run from home. Pets are constantly top of mind for me as they’re around me all day. I use crate training for nighttime & while I’m away from home (for our own two dogs) but otherwise they’re running around the home & yard all day long (or, if you’re our beagle, napping all day long). I love to do a quick check & make sure there are no messes (ie, puke, accidents, hairballs, etc.) and then make sure each pet gets some affection. They’ll get lots of pets throughout the day in my own home, but I also make sure to let them out frequently (we have a doggie door for the dogs). They’re fed consistently & appropriately, and I follow any guidelines left with me. My children, if your pets are at our home, will also ensure your pets get lots of affection & attention.
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.
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.
“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.”
“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 ?”
“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 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!
“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: 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.
“NaTasha was incredibly professional and courteous. She took great care of my precious pup and was consistent in sending pictures while we were away. I’ll definitely be requesting her services again.”
Over 221 pet parents in Winter Springs have booked dog walking
Winter Springs dog parents share their Rover experiences
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!
My dog immediately warmed up to Ashland and could tell she is great with pets. She controls and cared for my dog on the walk and is very nurturing. My dog I a good judge of people and she was definitely approved by him. So kind and concerned for my dog. He is in good care and great company with her.
How Rover works
1. Search
Read verified reviews and choose a dog walker who’s a great match for you and your dog
2. Meet & Greet
Meet either virtually or in-person with a walker to discuss the level of care needed for your dog
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per walk for dog walking in Winter Springs is $19
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 dog walker has to cancel, we’ll work with you to find a new walker.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Winter Springs average 3 repeat dog walking clients
Dog Walking FAQs
Frequently asked questions about Rover
Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Winter Springs on Rover as of Jun 2026 was about $19 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Jun 2026, there are 4,445 dog walkers in Winter Springs. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 86% of Winter Springs dog walkers respond in under an hour.
Dog walkers in Winter Springs have an average of 14 years of experience. Dog walkers with repeat customers have an average of 3 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Winter Springs.
You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:
- Start and stop times
- A map of their walk with total distance
- Pee, poo, food, and water breaks
- Cute photos and a personalized note
There are 4,445 dog walkers in Winter Springs on Rover, so you’re sure to find the perfect match for your dog! In Winter Springs, 89% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.
Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.
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