Dog Walking Winter Garden
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 78 pet parents in Winter Garden have booked dog walking
Winter Garden, Find top rated dog walking
“Tracy is a life saver. I always get nervous introducing my dog to new people but she is so patient and kind, my dog took to her right away. Tracy sent photos, updates and kept communication top tier each day. I feel so much peace of mind thanks to Tracy, DEFINITELY recommend.”
“Karen was great! She was very responsive and communicative. She even helped us with a UPS delivery while at the house which we really appreciate. We will definitely use her again!”
About: I have a background in dog walking, caring for dogs and all of their needs. Keeping energetic dog entertained, and making sure your little buddie gets whatever they need. I have experience taking care of senior dogs that require a little extra love and attention, as well as younger dog who have energy to burn. My mom is a veterinary nurse and I work as at an ER vet so taking care of animals has become second nature for me. As an owner of two dogs and a cat, I will care for your four legged family members as if it were my own. From bell rubs and playing fetch to long walks around the neighborhood I insure you, your dog will be well taken care of . When I'm not working at ER vet I work at I love to either come home and cuddle with my dogs or find a new place to explore with them. My dogs and other pets have become part of my daily life and I wouldn't change have it any other way. I will make sure that your fur babies have the best time while I'm caring for them and have no problem giving them any meds they may need or making sure they are put back in there crate (if they have one).
“Devin has been an incredible dog charmer! Maddix took to him in minutes. He's courteous, flexible, knowledgeable and he was there for Maddix at the last minute. You are missing out if you don't give Devin a try! Thank you Devin for helping me out, especially at the last minute!”
About: I’m patient with older dogs and pups just learning, as well as those missing their people and are scared. Grand mom to 4 sweet puppers. Lifetime pet family, we have guinea pigs, hamsters and every kind of dog and cat. I always helped neighbors when the needed pet care as well as years of volunteer work in shelters. Pets are family. I am a retired teacher due to injury and have a home based business so my hours are flexible. With enough notice I will do my best to accommodate care needed. I am unable to care for other pets in my home, we have 7 cats. I will follow all instructions given to lovingly care for your pets at your home
“Solomon is a great asset, my dog Bandit looks forward to seeing him. Solomon is a good guy who is timely and good at what he does. I'm very impressed with him and this service.”
“Darryl is very caring, and loving towards Mocha. He's considerate and communicates with me beforehand and during his services. He's very reliable and professional. Definitely recommend”
About: After 7+ years of pet sitting, I know that leaving your furry family member isn't easy. I began sitting after losing my own beloved dog a few years ago—and while my heart still misses him, caring for other pets has been incredibly healing. I treat every dog like they are my own, offering the same snuggles, playtime, and patience I gave him. Your pup won't just be 'watched'; they will be loved on while you're away. Home full-time while I prep for the LSAT, so your dog gets nonstop company 7 days a week. I live at home with my Mom and Dad whom are in their 60s. I weave walks and playtime into my study breaks—so while I'm hitting the books, your pup is getting all the belly rubs and fetch sessions they want. 7+ years of pet sitting experience, and I genuinely miss having a fluffy companion around since losing my own dog. Let me spoil yours while you're away! While I'm home full-time studying for the LSAT (available Sunday–Saturday), your dog will have the run of the place—literally. I have a large, fully fenced backyard for unlimited fetch, zoomies, and sunbathing, plus ample indoor space for cozy naps and supervised play when we come inside. With 7+ years of pet sitting experience and a heart still missing my own dog who passed a few years ago, I know how important it is to find a safe, roomy, and loving environment. Your pup will get daily walks, constant company, and all the space they need to feel right at home.
About: Ever since a kid, animals have always been my heart! I've walked and engaged with Lions, swam with dolphins, played with Tigers, swam with whale sharks and many more! There's an integrity with any living creatures and boundaries. With respect added, lots of love from all parties are expressed and enjoyed. I enjoy being able understand the needs and wants of animal. That communication and trust is so important. Any animal I've ever encountered has always befriended and welcomed my presence and I don't take that for granted one bit. My mission is to always bridge the gap and enjoy the love these animals offer! I look forward to meeting your member of your family that you oh love so much! Love, Light, & Abundance....🙏🏾❤
About: I’ve taken care of pets most of my life, with a household that always contained dogs and cats I have experience with pets of all life stages and needs, I am also a certified dog groomer from my time at Petsmart. I look forward to meeting you and your pups! I currently have an open availability for any time and any day you need! I can’t wait to work with you and your pets soon! With my time at Petsmart as a certified pet groomer I have been trained in all Safety measures and care needs for dogs and cats of all sizes and life ranges.
About: My family always had pets. I took care of them since childhood - cats, Pomeranian, German Shepherd, Golden Retriever. Also I always help my friends and neighbors with their pets, cats and dogs when they went on vacation. I have experience in dog training. My German Shepherd and I passed a general training course for 98 points out of 100. I adhere to the principle of positive reinforcement. My work schedule is pretty flexible, so I can help you with your pets most of the time. I can walk and sitting with your pets all weekdays. I have a nice small backyard for small walk and the Orange Trail nearby for nice long walks. I have two kids (five and eight y.o.). They have always grown up surrounded by pets and know how to behave with them. So if your pet is kids-friendly 😊, then everything will be great 🤗
About: I have grown up with at least 2 dogs my whole life and I love the bond that can come with an animal. I have walked and pet sit many times. I also volunteer at the animal shelter whenever I can! I would love to help watch over or walk your dog! I am currently working part time and have a pretty open schedule and availability. Just contact me about scheduling and we can work it out! I can pretty much help with whatever the animal needs. I know everyone has different styles on how they take care of their animals, so that’s something that we can discuss!
About: In our home we love all shapes and sizes of dogs, I was raised with dogs as well as my son's. We will provide a loving caring experience for your "babies" with frequent TLC belly rubs and a large fenced in backyard for fresh air and outdoor play!!! Due to working from home with the availability to move around and Care for your lovely fur babies pet care fits perfectly into my schedule and allows for me to provide the best care and attention needed! Safety is priority!! Our home consists of a screened in porch and a fenced in backyard. Your babies are safe and sound with us here!
About: Since I can remember, I’ve been lucky enough to grow up surrounded by pets. My family taught me from a young age to love, respect, and properly care for animals, and caring for them has always been something very special to me. Over the years, I’ve learned that every pet has their own personality, routine, and needs. I always do my best to make them feel safe, comfortable, and loved while in my care. I enjoy spending time with them, playing, going on walks, giving baths, keeping their space clean and comfortable, and making sure they receive the attention and care they deserve. For me, caring for a pet is more than just a responsibility. it’s about making sure they feel happy, safe, and at home. 🐾❤️ I also work from home, which gives me a very flexible schedule and allows me to be available throughout the day. This means I can give your pet plenty of attention, follow their routine, and make sure they don’t feel alone for long periods of time. I live in a perfect area full of nature and safe places for your pets for walks, I have a house with enough space and I have a medium-sized balcony that is safe for them.
About: I’ve been taking care of animals since I was 13. From dogs, cats, chickens, rabbits, lizards and pet snakes. I enjoy spending time with them and caring for them. I’ve worked with dogs in a professional capacity as a military police officer assigned to supervise the care, training and wellbeing of Military Working Dogs. I’m currently in law school with evening classes. During the day my schedule is more flexible. I will ensure to communicate ahead of time if there is any changed to proposed visit times. I have a grassy fenced yard with a dog run and space for your pet to enjoy. Love being outside in the sun on perfect weather days.
The median cost per walk for dog walking in Winter Garden is $20
Dog parents share their Rover experiences - Winter Garden
Delanie is a gem!! She walked and kept our very needy goldendoodle with severe separation anxiety company, her communication is level 10. She is very accommodating and definitely goes the extra mile! We absolutely will be calling her back for help! Thank you Delanie!
Jezabell is exceptional! I have both a dog and a bunny that she cared for and both had very different needs. She went above and beyond to make sure they both had their individual play time, and were both cared for individually specific to their needs. She is also extremely sweet, kind, caring, and goes above and beyond her duties. Our sensitive babies loved her! Highly recommend and will be booking again with her for sure!
Tracy is a life saver. I always get nervous introducing my dog to new people but she is so patient and kind, my dog took to her right away. Tracy sent photos, updates and kept communication top tier each day. I feel so much peace of mind thanks to Tracy, DEFINITELY recommend.
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 Garden
Select a filter and find qualifying sitters offering dog walking.Sitters in Winter Garden average 3 repeat dog walking clients
FAQs for Dog Walking - Winter Garden
Frequently asked questions about Rover
The average cost of Dog Walking in Winter Garden on Rover is $21 per walk as of October 2026. Most bookings cost between $14 and $28 per walk. 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 5,236 sitters on Rover offering Dog Walking across Winter Garden. 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 Garden. 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 Garden 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 Garden. 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.
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