Dog Walking Winter Park

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Over 102
pet parents in Winter Park have booked dog walking

Winter Park, 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.

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Sitter Profile Image: Nour G.
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Nour G.
from
$19
per walk
5.0 out of 5 stars
18 reviews
2 repeat clients
18 years of experience
Winter Park, FL, 32789

About: Beginning in childhood, I’ve had several dog breeds (over 20!) that I’ve been tasked to take care of, play with, keep healthy and whose needs I’ve grown to pay attention to and understand. I adore animals and I approach them gently and mindfully, always considering what support will help prolong their lifespan and keep them happy, yet trained and behaved. My friends and family often call on me to either keep their pets company, train or housesit them, and I’m always more than happy to spend time with their animals. I firmly believe pets are not toys, and much more like our own kids, deserving of care, compassion, joy and attention. I have 17+ years experience taking care of and loving French bulldogs and pugs, who notoriously require extra responsibility, attention and instruction, as they can be stubborn and prone to health and breathing issues (often brought on by heat). I have cared for senior dogs who deserve nothing but love towards the end of their lives, and also puppies who need time spent on training and feeling safe, and lots of play and activity to stimulate their growing minds. I am a graduate student, with flexible availability between Saturday to Tuesday, during my off days, when I’ll be studying from home, often lounging and relaxing in my space. Having a pet to look after, feed and care for would not only be a very welcomed time commitment, but would make my space feel even more homely and bring me joy. I have enough time to play with dogs, pay attention to their unique needs and keep them active and joyful, or to simply accompany them while they rest and rejuvenate. I have a spacious apartment and a shaded dog park within my apartment community, as well as a dog wash corner next to the park - helpful during hot days in Florida. I am extremely mindful towards any pet staying with me, and provide them with a comfortable, safe and cooled space, in which I am committed to staying aware of their habits, likes and dislikes, and learning to understand their groove. There are several areas for them to use the bathroom outside, take a walk within the apartment community, as well as designated pee pads inside the apartment. I am happy to be in touch with the clients as often as needed, to help them feel at ease about letting their little one stay with someone new. I care about building trust with a dog, and taking the time to grow our bond, so they can be at ease in their surroundings and reduce any anxiety from a new environment.

Sitter Profile Image: Isabella O.
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Isabella O.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
32 reviews
9 repeat clients
7 years of experience
Ventura, Winter Park, FL, 32792

Izzy was a warm and consummate professional and kept me updated about my dogs every time she came. She was great with them and even found a creative way to administer one of them their medication when he wasn’t taking it. I really appreciate hwr help keeping my puppies taken care of over the new year and would instantly hire her again.

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Chloe M.
Sitter Profile Image: Isabella M.
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Isabella M.
from
$18
per walk
15 years of experience
Winter Park, FL, 32789

About: I've grown up with pets my entire life and caring for animals has always been second nature to me. I have hands-on experience with senior dogs and understand the extra patience and care they need. Friends and family have trusted me for years to walk their dogs and provide reliable, loving pet sitting. I treat every pet like my own—whether that means long walks, belly rubs, or just keeping them company while you're away. I’m a college student on summer break, so I have a lot of free time and a super flexible schedule right now. Pet care fits in really easily for me—I’m available most days and happy to work with whatever routine your pet is used to! Whether I’m watching your pet at my place or yours, I make sure they’re safe, comfy, and happy. I follow your instructions and give them lots of love. I’ll treat your pet like one of my own and always be watching them with my full attention!

Sitter Profile Image: Jereny R.
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Jereny R.
from
$23
per walk
5.0 out of 5 stars
49 reviews
17 repeat clients
11 years of experience
Winter Park, FL, 32789

Anyone would be lucky to have her as there walker! She is always prompt and really cares for my dog. She was able to help me out several times on nonscheduled days! We are moving out of her range. We will miss her

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Ann B.
Sitter Profile Image: David W.
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David W.
Star Sitter
from
$28
per walk
5.0 out of 5 stars
99 reviews
40 repeat clients
17 years of experience
Winter Park, FL, 32789

David is an absolute professional! He recently looked after my two dogs, Ron and Fred, and did an outstanding job. David went above and beyond by taking extra time to meet and get to know them before the actual dog sitting started. His incredible dog training skills were evident right from the start, and my dogs absolutely adored him. I could tell they were in very capable hands. I highly recommend David for anyone looking for a reliable and caring dog sitter and/or trainer.

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Sean J.
Sitter Profile Image: Ailin L.
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Ailin L.
from
$15
per walk
5.0 out of 5 stars
10 reviews
4 repeat clients
10 years of experience
Winter Park, FL, 32792

About: I'm so excited to welcome, play with and care for your furry love. Please read the following: I am accessible by phone all the time, and I love taking pictures, so you can expect to get lots of updates of how your dog is doing! Your dog’s stay will not overlap with other dogs so your dog will receive the care and attention he or she deserves! - DAYCARE: The neighborhood is very pet friendly. Doggy bags nearby. - WALKS: Can personally walk your dog up to 2 miles. We stay active! Give your dog the walk he/she deserves while you're away at work or on vacation. - DOGGY BAGS / DOGGY BOWLS: Please provide the necessary items your dog needs while away. It's a good idea to reserve dates as soon as you know you need me! We can schedule a time to meet briefly before the first stay so we can discuss details and get you familiar with my home. In your booking request, please include your drop off and pick up times. Check out my rate and time guidelines above. I'm very flexible on times with a couple exceptions, which can be discussed. Please send your dog with their food (either pre-portioned or with a measuring scoop/cup), their treats, leash and collar and any other items such as toys. If your dog is crate trained, please bring that too. Please message me for any questions. I'm so excited to get to know you and looking forward to sitting your furry one. Weekly routine includes waking up, several walks during the day, constant updates to clients and ensuring there's a happy exciting day every day. The day varies as the client or pet! Pets are spoken to, walked, and given proper attention. For previous clients during week long stays, they were played with, fed and given baths in addition to constant updates!

Sitter Profile Image: Jenna I.
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Jenna I.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
346 reviews
108 repeat clients
23 years of experience
Winter park, FL, 32792

Jenna continues to be amazing! We really appreciate how she tries her best to make it work with the requests and of course always providing the best care to the furbabies

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Camila C.
Sitter Profile Image: Tatiana M.
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Tatiana M.
Star Sitter
from
$26
per walk
5.0 out of 5 stars
185 reviews
88 repeat clients
10 years of experience
Casselberry, FL, 32707

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

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Alexios F.
Sitter Profile Image: Maya C.
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Maya C.
from
$14
per walk
4.6 out of 5 stars
14 reviews
5 repeat clients
4 years of experience
Winter Park, FL, 32792

Maya is great with Lila and so attentive! She communicates well and will definitely be using her again to do dog walks and pet sitting!

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Jaclyn A.
Sitter Profile Image: Autumn M.
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Autumn M.
Star Sitter
from
$20
per walk
4.9 out of 5 stars
28 reviews
8 repeat clients
2 years of experience
Winter Park, FL, 32792

Autumn was amazing with my sweet Josie. From the moment she met her she was kind and caring. She took to her right away. Autumn followed instructions perfectly so I could feel safe leaving my fur baby. She provided many photos, was professional and I would not hesitate to book her again. She was dependable an d obviously was caring and sweet with animals. I recommend her 100%!

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Dee M.
Sitter Profile Image: Rebecca A.
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Rebecca A.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
134 reviews
43 repeat clients
15 years of experience
Maitland, FL, 32751

Rebecca helps me with all my pets. She even went with me to pick up my Irish Setter puppy from boarding after I had surgery, since I was too weak to handle him. I really appreciated her willingness to help me with this situation.

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Candy E.
Sitter Profile Image: John H.
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John H.
from
$18
per walk
5.0 out of 5 stars
4 reviews
3 years of experience
Orlando, FL, 32803

About: Hi! My name is Jack :) I have spent the past several years working as a veterinary technician, caring for animals in a professional medical setting. I have experience with puppies, kittens, senior pets, and pets with medical needs. I love building trust with animals and helping them feel comfortable and secure. My goal is to provide the same level of care and attention that I would want for my own pets, so you can travel with confidence knowing they’re in good hands. 🐾 I strive to be flexible and accommodate your pet’s routine as closely as possible. Whether your pet needs morning, afternoon, evening, or overnight care, I will work with you to ensure their feeding, exercise, medication, and enrichment schedules are maintained. Consistency is important for both cats and dogs, and my goal is to keep their day-to-day routine familiar and stress-free while you’re away. I am happy to discuss your pet’s specific needs and create a care plan that works best for them. Your pet’s safety and well-being are my top priorities. As a veterinary technician with several years of experience, I am trained to recognize signs of illness, injury, or distress and respond appropriately. I provide a calm, patient, and low-stress environment tailored to each pet’s individual needs. Whether your pet is energetic, shy, senior, or requires medication, I will treat them with the same care and attention I give my own pets. You can expect reliable communication, regular updates, and peace of mind knowing your pet is being cared for by an experienced animal care professional.

Sitter Profile Image: Alberto G.
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Alberto G.
from
$18
per walk
13 years of experience
Casselberry, FL, 32707

About: As a Registered Nurse, providing safe, attentive, and compassionate care is part of who I am. I understand how important it is to trust someone with a beloved family member, and I treat every pet as if they were my own. I have experience caring for dogs of different ages, sizes, and personalities, including senior pets that may require extra patience, medication administration, or special attention. I am dependable, detail-oriented, and committed to following your pet’s routine to help them feel comfortable and secure while you’re away. Whether it’s walks, playtime, feeding, companionship, or administering medications as directed, I strive to provide loving, reliable care and regular updates for pet parents. I am comfortable administering oral medications and caring for pets with special needs or health considerations. Pet care fits naturally into my routine. As a Registered Nurse, I work a structured schedule that allows me to plan and dedicate quality time to the pets in my care. On my days off, I have a flexible schedule for walks, drop-in visits, and extended pet care. When caring for pets, I prioritize their routine, ensuring they receive attention, exercise, feeding, and companionship according to their needs. I am organized, dependable, and committed to providing consistent, attentive care while keeping pet parents updated. I focus on maintaining each pet’s normal routine so they feel comfortable and secure while their owner is away. In a client’s home, I follow all instructions carefully regarding feeding, fresh water, walks, exercise, medications, litter box, and any special needs. I also make sure pets receive plenty of attention, affection, and playtime based on their personality and preferences. Safety is always a priority. I pay close attention to pets’ behavior, ensure doors and gates are secure, and keep owners updated with messages and photos during visits. I am detail oriented, dependable, and comfortable following specific care instructions. My goal is to provide loving, reliable care while giving pet parents peace of mind that their pets are in good hands.

Sitter Profile Image: Narghess M.
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Narghess M.
from
$15
per walk
9 years of experience
Winter Park, FL, 32789

About: Animals have been part of my life for as long as I can remember. I currently have a senior dog who I’ve cared for since I was 13, so I understand how to be patient and attentive with older pets. I also help take care of my neighbors’ and family friends’ dogs regularly. I’m a full-time student who also works, but pet sitting is something I genuinely enjoy. Spending time with dogs is a peaceful escape for me, and I treat every pet with the same love and care I give my own. My experience with pets of all ages and my genuine passion for animals is what sets me apart from other sitters. I currently work part-time, which gives me the flexibility to prioritize pet care throughout my week. I’m completely available on weekends and can care for your pet after 4 PM on weekdays. Whether it’s drop-in visits, walks, or overnight stays, I genuinely enjoy making time for animals and giving them the attention they deserve. When caring for pets in my home, I make sure they have a safe, clean, and comfortable space with plenty of love, playtime, and attention. I follow any feeding or medication instructions carefully and keep their routine as consistent as possible. In a client’s home, I respect their space and always make sure pets feel relaxed and secure in their familiar environment. I provide regular walks, play, and updates, and I’m attentive to each pet’s unique personality and needs.

Sitter Profile Image: Rylee M.
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Rylee M.
from
$20
per walk
5.0 out of 5 stars
12 reviews
2 repeat clients
12 years of experience
Central Business District, Orlando, FL, 32801

I would not hesitate to recommend Rylee for your pet’s needs. She has been wonderful. It is evident that she knows how to handle a dog, is punctual and keeps me informed. I am so grateful to have Rylee at a time when I cannot walk Lincoln myself

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Donna D.
Sitter Profile Image: Zachary S.
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Zachary S.
from
$16
per walk
5.0 out of 5 stars
3 reviews
5 years of experience
Lake Formosa, Orlando, FL, 32803

About: I’ve taken care of both cats and dogs over the past 5 years and have my own cats who just turned 2 this year. For cat check-ins, I can bring my own cat toys to help get your cat some activity while staying in the home. I’m 6’9” and can handle walking big dogs as well! I currently work from home with limited meetings, so pet care can be a priority during the typical work day! I’m generally available any weekday until 6pm! I can help get that needed energy out of your cat or dog! I love to play, walk, and generally spend time with animals. I’ve rarely if ever met a cat or dog that didn’t warm up to me, and I want to build trust with you AND your animal.

Sitter Profile Image: Roxsanna P.
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Roxsanna P.
from
$38
per walk
5.0 out of 5 stars
28 reviews
8 repeat clients
30 years of experience
Winter Park, FL, 32789

Savannah and I love Roxsanna!

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Jody B.
Sitter Profile Image: Heather G.
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Heather G.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
37 reviews
10 repeat clients
10 years of experience
Winter Park, FL, 32792

About: I strive to provide the best care and experience possible for all of my clients. In order to ensure the safest environment for both families, I only care for one clients pets at a time in my home. Don't worry, they will still have plenty of new friends to play with since I have 3 dogs and a cat. I've been a pet owner my whole life. My husband and I fostered huskies for the past year through the Husky Haven organization until we a foster fail. We now have 3 dogs and a cat (who knows how to keep her distance). All of our animals are up to date on their vaccines and are always excited to make new friends. I work from home so my schedule is pretty flexible and I love being active! Since I work from home, your pup will be with someone at all times. We have a HUGE backyard with a 6 foot fence, a pool and plenty of lizards, birds, and squirrels to chase. We also have plenty of toys to play with and a large crate and dogs beds perfect for resting.

Sitter Profile Image: Ava S.
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Ava S.
from
$15
per walk
2 years of experience
Winter Park, FL, 32792

About: Pets with any sort of accommodations are always welcomed, requested personal updates are also welcomed for those who miss their little fur babies during the day! I’m currently a college student at Full Sail University, my classes change monthly which may effect my hours that I am available but I’ll always be sure to update my profile if anything changes, but holidays are times I am not available. I have a dog of my own who lives with my mother as of right now, but homes will be left exactly how you’ve left them and your furry friend will be happier than ever. I’m also aware of what foods pets can and cannot eat, but I will never give your pets any human food without explicit permission.

Sitter Profile Image: Jazzlyn S.
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Jazzlyn S.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
7 reviews
5 repeat clients
15 years of experience
Baldwin Park, Orlando, FL, 32814

About: I’ve taken care of pets since I was born. I’ve had a 5 Guinea pigs, a rabbit , currently a dog & a cat. I’ve dog sat for family & friends. I’ve worked in a environment assisting people with pets My name is Jazzlyn, I am currently taking a break from school & traditional jobs. This gives me plenty of time to tend to your pets/ homes. I have a room specifically for my pets with plenty of space & a crate. They receive attention & cuddles when it’s needed, food & walks are always given as needed.

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The median cost per walk for dog walking in Winter Park is $19

Dog parents share their Rover experiences - Winter Park

1 / 1
5.0 out of 5 stars

Benji had the best time! It was such a relief knowing he was with someone who genuinely cared about him and made sure he was well taken care of. He came back happy, tired, and clearly enjoyed every minute of his walk. I really appreciated the updates and the attention Abigail gave him!! I’d absolutely book with Abigail again. I highly recommend them to anyone looking for someone kind, reliable, and great with big dogs!! 5/5 !!

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Daniel S.
Dog Walking
5.0 out of 5 stars

Jereny was amazing. She arrived on time, was great with Selkie and tuned in to her cues in order to reduce some of her bad habits. Thanks so much Jereny!

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Cynthia L.
Dog Walking
5.0 out of 5 stars

Sarah agreed to care for my dog last minute. She gave him good exercise and he was tired when I came home. My shy cat liked her as well. I have booked more visits with her.

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Laura L.
Dog Walking
5.0 out of 5 stars

Marin was great! She helped me out with very late notice and took the time for a meet and greet with the dogs the night before!

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Rebecca H.
Dog Walking
5.0 out of 5 stars

Susan was awesome. She even came before our visit to practice walking Zola with us and meet her. She was a pleasure to work with!

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Matthew O.
Dog Walking
5.0 out of 5 stars

Natalie is probably the best person we have had walk our fur children. We are so thankful for her and always get a little laugh at the updates about our tiny poop machine.

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penny k.
Dog Walking
5.0 out of 5 stars

Bailey was a great dog walker. Chutney took to her right away. She was punctual and sent great pics. When I return to Winter Park I hope she is available.

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Cheval O.
Dog Walking
5.0 out of 5 stars

Always love when Zoe comes over! The dogs love her and she is the best with them. Our favorite person to use when we need a walk!

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Jazmyn M.
Dog Walking
5.0 out of 5 stars

Eran helped me out last minute when our family was going to be gone all day and I was very grateful!

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Tracy W.
Dog Walking
5.0 out of 5 stars

I am grateful for Andy, He was very kinda and has great communication! which I believe is important when someone's looking after your furbaby.. Also know that my pet is very unique is his own and very grateful for Andys understanding and treating my pup well

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Amber A.
Dog Walking
5.0 out of 5 stars

Thankful for David coming to do a meet and greet last minute with my big baby Carbon. Reliable & trustworthy. He’s also super knowledgeable on training

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Jas V.
Dog Walking
5.0 out of 5 stars

Nathan was great with my energetic pittie. He has a calming vibe and knew how to handle her excitement over meeting a new person. He's definitely strong enough to handle bigger dogs! Clear and prompt communication and very professional.

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Allister S.
Dog Walking
5.0 out of 5 stars

Sara is amazing! She responded so quickly on such short notice, and I’m incredibly thankful for her help. She was reliable, kind, and made me feel completely at ease leaving my dog in her care. I truly appreciate her and would highly recommend her to anyone looking for a trustworthy dog walker!

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Sherry B.
Dog Walking
5.0 out of 5 stars

Mallory was awesome. This our first time with Rover and really lucked out with Mallory. Our schedule changed at the last minute and she was able to accommodate and really seemed to connect with our pup. Took him on several walks during the day and got pictures every time. Would highly recommend Mallory and will use her again.

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Paul C.
Dog Walking
5.0 out of 5 stars

Autumn is amazing and very accommodating!! With my new career and crazy hours, Autumn has been someone I can count on to take great care of my animals. She definitely lifts weight off my shoulders. Thank you Autumn!!!

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Belle C.
Dog Walking
5.0 out of 5 stars

Went above and beyond as always! She even washed Rigby’s harness after he went rogue and got into a mess on his walk. I’m extremely grateful for all of her patience with my high energy boy!

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Casie L.
Dog Walking
5.0 out of 5 stars

Kevin was wonderful. He was timely, very great at communicating and most importantly, he was great with Bolo :)

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Huda S.
Dog Walking
5.0 out of 5 stars

Lauren has been so great with my pup!! She walks him on a weekly basis and has been very reliable. She is good at communicating and has even be able to help me out last minute a few times. Highly recommend ☺️

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Yarah L.
Dog Walking
5.0 out of 5 stars

Heather is very professional and sends great updates and photos of the boys when walking them. We’ve used Heather several times for walks and will be doing pet sitting soon with her too!

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Allegra W.
Dog Walking
5.0 out of 5 stars

So thankful for Nathan & the exceptional care he provided for my 140lb xl bully. Nathan was punctual, & super accommodating when it came to last minute time changes & adding a walk. He followed all my recommendations & instructions when it came to carbons care & handling. He even checked in with me to make sure if I’d be home on time or if he needed to come let carbon out again, & for that I’m super grateful! Thank you Nathan Carbon can’t wait to see you again!

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Jas V.
Dog Walking
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  • 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?

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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer dog walking
  2. 2. Meet & Greet

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Sitters in Winter Park average 3
repeat dog walking clients

FAQs for Dog Walking - Winter Park

Frequently asked questions about Rover

The average cost for Dog Walking in Winter Park 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 5,428 sitters on Rover offering Dog Walking across Winter Park. 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 Park. 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 Park.

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 Park. 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.

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