Dog Walking in Winter Park

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Top rated Winter Park dog walkers

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: Jenna I.
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Jenna I.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
339 reviews
104 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: 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 was great with our guys! In addition he was always on time & kept us posted on everything we needed to know of their time together. We definitely felt our they were in good hands!

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Kevin M.
Sitter Profile Image: Rebecca A.
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Rebecca A.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
132 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: Tatiana M.
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Tatiana M.
Star Sitter
from
$26
per walk
5.0 out of 5 stars
184 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: Bailey S.
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Bailey S.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
14 reviews
2 repeat clients
15 years of experience
Winter Park, FL, 32792

Bailey did an amazing job with our pups! Would recommend her anytime!

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Kyle G.
Sitter Profile Image: Peter B.
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Peter B.
Star Sitter
from
$21
per walk
5.0 out of 5 stars
107 reviews
56 repeat clients
3 years of experience
Casselberry, FL, 32707

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.

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mina h.
Sitter Profile Image: Elizabeth C.
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Elizabeth C.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
24 reviews
8 repeat clients
2 years of experience
Winter Park, FL, 32789

Very good walker

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Jack F.
Sitter Profile Image: Isabella O.
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Isabella O.
Star Sitter
from
$22
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: Natalie D.
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Natalie D.
Star Sitter
from
$20
per walk
4.9 out of 5 stars
177 reviews
65 repeat clients
20 years of experience
Winter Park, FL, 32789

Natalie was absolutely amazing! I could tell that she treated Luna like her own and has great passion for what she does. I will be re-booking!

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Anamaria B.
Sitter Profile Image: Heather G.
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Heather G.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
36 reviews
9 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: Carolina P.
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Carolina P.
from
$21
per walk
5.0 out of 5 stars
10 reviews
6 repeat clients
7 years of experience
Casselberry, FL, 32707

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.

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Natalie H.
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: Destiny E.
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Destiny E.
from
$25
per walk
5.0 out of 5 stars
24 reviews
9 repeat clients
1 year of experience
North Orange, Winter Park, FL, 32789

Destiny is a huge blessing to me and my German Shepherd Nala. Nala really like and got used to her super quick, i appreciate everything she’s done and for someone using the Rover app for the first time, her work and communication is amazing. A true professional, wouldn’t ask for anyone else!

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Melvin F.
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: John H.
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John H.
from
$15
per walk
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: CAROLINE M.
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CAROLINE M.
from
$15
per walk
5.0 out of 5 stars
9 reviews
1 repeat client
15 years of experience
Winter Park, FL, 32792

About: I love all animals and genuinely enjoy taking care of your fur family member. I grew up on a farm taking care of multiple animals at a time, have rescued dozens of animals throughout my life and currently have 2 of my own. I used to train puppies and have done obedience training course before. My close friend has a senior dog (13 years old) that I have also helped take care of multiple occasions which included giving medication, cleaning up accidents, taking on frequent pee breaks, etc. I’m able to provide around-the-clock care for your babies throughout the day. I’m very flexible and happy to assist with pick-up and drop-off, baths if needed, administering medication, and more. Ideally, I’d love to meet you in advance to ensure we’re a great fit, though I prefer not to have our first meeting occur during the initial visit. Please note that I only accept pets who do well with other animals in the home and are fully potty trained. If you have a puppy who isn’t quite there yet, I kindly ask that you disclose this in advance so I can decide on a case-by-case basis. Lastly, I expect all pets to be on flea and tick prevention to ensure the safety of all animals in my home. If this isn’t the case, please let me know ahead of time. I look forward to connecting with you and meeting your babies! I live in front of Baldwin Park so I have access to one of the largest dog parks in Orlando, including walking the 2.5 mile lake. My complex also has a smaller dog park.

Sitter Profile Image: Barb R.
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Barb R.
from
$17
per walk
5.0 out of 5 stars
20 reviews
9 repeat clients
20 years of experience
Winter park, FL, 32790

About: I've fostered and volunteered with dog rescues for over 20 years. Having grown up with animals I have such a love for them. I've helped with birthing puppies, trained them, and seen them through their senior years. I'm available to care for your dogs 7 days a week. Based on your dogs needs I can walk, feed and give medication. Most importantly I can give them the care they need, while providing you peace of mind. Please know I do modify fees that accommodate your specific requirements. I am a freelancer and have a flexible schedule. It allows for me to be active, spend time outdoors, as well as giving daily dog love and care. Having your dog be comfortable, safe and enjoying time while in my care is my priority. Your requests for photos, feedings, walks, are always respected and honored.

Sitter Profile Image: Katherine G.
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Katherine G.
from
$15
per walk
5.0 out of 5 stars
4 reviews
1 year of experience
Baldwin Park, Orlando, FL, 32814

About: Since I was young I've been helping out my friends on and off watch, feed, and play with their pets, including cats, dogs (big and small), and hamsters. Message me to arrange a meet and greet! I am currently a medical student looking to add on pet sitting to my routine. Flexible with hours! Please message at least few days in advance, however day of requests will still be taken into consideration. Because I value transparency, I communicate as promptly as I can, whether in regards to the initial meet and greet, text updates, or pictures. I have also completed a level 2 background check through my medical school.

Sitter Profile Image: Kimberly H.
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Kimberly H.
from
$19
per walk
5.0 out of 5 stars
4 reviews
3 repeat clients
30 years of experience
Orlando, FL, 32804

Kimberly is fantastic! Very communicative and attentive. She spent time playing with my dog after walks and sent great photos. I didn’t have to worry about a thing! I would definitely recommend her to anyone!

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Taryn S.
Sitter Profile Image: Nour G.
Verified Enhanced Background Check
Nour G.
from
$19
per walk
5.0 out of 5 stars
17 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.

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Over 748
pet parents in Winter Park have booked dog walking

Winter Park dog parents share their Rover experiences

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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
5.0 out of 5 stars

Showed up for a very last minute walk for my dog, Birdie. Tifdany saved the day! Prompt and Birdie seemed happy. Thank you Tiffany!!!

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Rhonda C.
Dog Walking
5.0 out of 5 stars

Meghan has been absolutely wonderful with my dog Charlie! She’s been walking him every day at noon this past week while I’m at work, and I couldn’t be happier. She’s reliable, communicative, and clearly cares so much about the dogs she walks. Charlie is always happy and relaxed after their walks, and I really appreciate the consistency and peace of mind she provides. It’s such a relief knowing he’s in great hands every day. I would highly recommend Meghan to anyone looking for a trustworthy, caring dog walker!

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Raechel M.
Dog Walking
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The median cost per walk for dog walking in Winter Park is $19

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Sitters in Winter Park 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 Park 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.

If you’re searching for a Winter Park dog walker for the first time, visit the dog walker’s profile and select the Contact button.

If you have an active request or have booked a service with a dog walker before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 4,952 dog walkers in Winter Park. 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, 87% of Winter Park dog walkers respond in under an hour.

Dog walkers in Winter Park 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 Park.

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 4,952 dog walkers in Winter Park on Rover, so you’re sure to find the perfect match for your dog! In Winter Park, 90% 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.