Dog Walking Winter Springs

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Over 52
pet parents in Winter Springs have booked dog walking

Winter Springs, Find top rated dog walking

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Addie O.
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Addie O.
Star Sitter
from
$13
per walk
4.9 out of 5 stars
26 reviews
14 repeat clients
22 years of experience
Longwood, FL, 32750

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!!!!***

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Kristal H.
Sitter Profile Image: Emma P.
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Emma P.
from
$13
per walk
5.0 out of 5 stars
4 reviews
10 years of experience
Maitland, FL, 32751

About: Since 2017, I’ve had experience caring for extra large to extra small dogs breeds, cats, and other types of pets. The first puppy I had the responsibility of caring for was a husky/lab mix, I’m grateful to have been able to help him grow into a well-trained, well-mannered adult dog! I want to make sure your pet’s dietary, medical, exercise, and overall wellbeing needs are met and I’m looking forward to understanding these from you! :) I currently work in a position with a very flexible schedule. I am absolutely willing to work with a schedule that meets you and your pets needs! I will treat your mammalian, reptilian, or aquatic loved ones like I do my own - with kindness, love, and respect! I want to make sure they are comfortable as possible while you’re away.

Sitter Profile Image: Nyssa H.
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Nyssa H.
from
$15
per walk
5.0 out of 5 stars
3 reviews
5 years of experience
Winter Springs, FL, 32708

About: As a proud pet parent to two cats and two large dogs, I know pets are family—not just animals. I have hands-on experience caring for playful kittens and cats, high-energy puppies, large breed dogs, and senior dogs with special needs, including those requiring extra patience and medication. Every pet has a unique personality, and I take the time to make them feel safe, comfortable, and loved while you’re away. You can count on me to provide dependable, compassionate care and treat your pets like they’re my own. I’m currently open until next month (August) Reach out and I am flexible! After that I am open after 5 pm on weekdays. And fully open to Saturdays anytime. When caring for your pet, my top priorities are safety, trust, and making them feel comfortable in their own environment. I care for my own pets with patience, consistency, and plenty of love, and I’ll provide that same level of care to yours. During every visit, I’ll ensure your pet is secure, follows their routine, has fresh water, exercise, and plenty of attention. I also understand the importance of respecting your home and privacy, treating your space with the same care and professionalism I would expect in my own. Whether it’s handling an excited puppy, a nervous dog, or an unexpected situation, you can feel confident knowing your pet is in calm, capable, and reliable hands.

Sitter Profile Image: victoria t.
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victoria t.
from
$17
per walk
1 repeat client
15 years of experience
Casselberry, FL, 32707

About: Hello! My name is Victoria, and I’ve had a passion for animals for as long as I can remember. I volunteered with a local dog rescue where I fostered many dogs, helping them feel safe, loved, and prepared for their forever homes. Growing up, I also volunteered in both dog and cat shelters, giving me experience with pets of all ages, sizes, and personalities. I’ve been pet sitting for family and friends since I was little and have also built my own client base through Facebook and other dog walking apps. I truly love animals and treat every pet with the same love, patience, and respect I would give my own, so you can feel confident they’ll be in caring hands. I have a flexible schedule and do my best to accommodate your pet’s routine! * Monday & Tuesday: I work from home, so I have flexibility for walks, drop-in visits, and overnight care throughout the day. * Saturday through Tuesday: I’m available for walks and visits at almost any time. * Wednesday through Friday: I work in the office, so morning walks are available around 6:30–7:30 AM, and evening walks or drop-in visits are available starting around 5:30 PM. If your pet has a specific schedule or unique needs, feel free to reach out—I’m always happy to see if we can make it work! Safety, Trust & Environment Your pet’s safety and comfort are my top priorities. I carefully follow your instructions for feeding, walks, medications, and daily routines to keep your pet happy and comfortable in their own home. I’ll also send regular photo updates so you can have peace of mind while you’re away. Please note that I provide care in clients’ homes only and do not offer boarding in my home.

Sitter Profile Image: Rosanne P.
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Rosanne P.
from
$15
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
5 years of experience
Winter Springs, FL, 32708

About: I am a former teacher and have been a dog owner and lover all my life. I have cared for my friends and Winter Spring neighbors' dogs while they are away or on vacation. I would love to spend time caring for your pups! References available! I am currently available to walk and care for your fur baby in the morning, at lunch and/or after work, while you are on vacation or drop ins as needed! Offering dog walks, drop in visits, feeding, administering medications, playing, company and cuddles. I love and care for your pup as if they are my own!

Sitter Profile Image: Ben O.
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Ben O.
from
$12
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
15 years of experience
Longwood, FL, 32750

About: I’ve never not had a dog in my life. Whether big or small, old or young, I’ve taken care of all kinds. I’m always the first go to for family or friends for their pet needs. I’m on a hybrid schedule, so I’m available all day Tuesdays/Fridays. On other days, I’m available around 12pm and then after 4pm. I’m used to running on my lunch breaks to take care of the doggos. I have a large fenced in yard, a trail near my house, and plenty of toys. My dog is playful and energetic. I’ve had crate trained and free roam pets, so I can take care of them however you may need.

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

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!

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Bekah K.
Sitter Profile Image: Sarah M.
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Sarah M.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
146 reviews
60 repeat clients
25 years of experience
Casselberry, FL, 32707

Sarah was so great with Ali while we were away!! She gave such sweet details on their time together, highly recommend! We will definitely use her again.

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Carrie M.
Sitter Profile Image: Lori S.
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Lori S.
Star Sitter
from
$20
per walk
4.9 out of 5 stars
63 reviews
15 repeat clients
25 years of experience
Sanford, FL, 32773

Easy to communicate with for scheduling/ always punctual. 😊

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J D.
Sitter Profile Image: Christopher B.
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Christopher B.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
49 reviews
6 repeat clients
3 years of experience
Altamonte Springs, FL, 32701

Christopher was a great sitter, very communicative and responsive and flexible. Sent pictures with updates. Would rebook in the future!

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Justin T.
Sitter Profile Image: Jacob C.
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Jacob C.
from
$15
per walk
5.0 out of 5 stars
4 reviews
8 years of experience
Winter Springs, FL, 32708

About: I’ve taken care of family pets since I was a young teenager and have since taken care of my own fur babies for the past 8 years. I also have veterinary experience as I currently am a Veterinary Assistant with 3 years of experience. You can rest assured that your pets are safe with me and would be treated as my own. Allow me to alleviate a possible stressor in your travels by being a trusted pet sitter for your fur family. I understand from first hand experience with my own that each fur baby can be different and require additional needs, I am willing and capable of catering the service I provide to be as best as it can for your particular fur baby. Comfortable and experienced with Dogs, Cats, and some smaller exotics (Guinea Pigs, Gerbils, etc). I currently work full-time at a vet clinic, however, I am fully available Wednesdays and Sundays with 2nd and 4th Saturdays of the month being available as well. Even with work, I am able to make early morning, afternoon, and evening trips during my work days as well, if needed, as I start at 8am, take lunch 12-1pm and then am off by 6pm. For boarding stays, your fur-baby will be in their own dedicated room that will contain their food, water, bedding, and any additional necessities you’d like them to have with them. Mondays and Saturdays are the only days they would be by themselves in their room, however, they would still be taken out in the morning (before 7:30am), during my lunch break (12-1pm), and after work (6pm). The rest of the week, my partner (who also has been in the veterinary field) works from home in the same room your fur-baby would stay in and will be assisting with monitoring them while I’m away for work. I have experience with strict and more relaxed feeding instructions and specifications. I also have experience giving medications as well as bathing. From fenced backyards to leashed potty-breaks, I have you covered. While I have my own fur-babies, you can rest assure that your own baby will be kept in their dedicated room while staying for boarding with us (unless specifically given approval to mingle with my fur-babies during potty-time/play-time)

Sitter Profile Image: Carolina P.
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Carolina P.
from
$21
per walk
5.0 out of 5 stars
11 reviews
8 repeat clients
9 years of experience
Oviedo, FL, 32765

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: Eva C.
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Eva C.
Star Sitter
from
$24
per walk
5.0 out of 5 stars
29 reviews
10 repeat clients
18 years of experience
Winter springs, FL, 32708

Eva was wonderful with my babies. She communicated very well and I would highly recommend her and will definitely add her to my preferred list.

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Evelyn H.
Sitter Profile Image: Jessica G.
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Jessica G.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
71 reviews
22 repeat clients
20 years of experience
Casselberry, FL, 32707

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 ?

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Athena W.
Sitter Profile Image: Brent W.
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Brent W.
from
$18
per walk
5.0 out of 5 stars
15 reviews
2 repeat clients
3 years of experience
Lake Mary, FL, 32746

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.

Sitter Profile Image: Ashton P.
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Ashton P.
from
$18
per walk
18 years of experience
Casselberry, FL, 32707

About: I’ve lived with many different animals all my life. I’ve had horses, dogs, cats, hermit crabs. I have always been a major animal lover and will always at some point in my life have an animal of some sort! I’m currently a first time mom and I’m working with my mom part time through the week so she can watch my baby while I get back out working again. I am usually willing to work any time usually in the mornings and afternoons. I usually when I first get to a clients home is take the dog out or empty the litter to get that out of the way. Then I’ll do a walk through incase of any messes, then do medications if needed along with giving food and filling up water. And last but not least have the most time for play time!!

Sitter Profile Image: Samantha T.
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Samantha T.
from
$20
per walk
5.0 out of 5 stars
8 reviews
3 repeat clients
13 years of experience
Casselberry, FL, 32707

Great communicator. Great service. Will book again!

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David C.
Sitter Profile Image: Jadyn S.
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Jadyn S.
from
$15
per walk
5.0 out of 5 stars
4 reviews
3 years of experience
Winter Springs, FL, 32708

About: I don’t mind messiness or if the animals are too rough or very playful. I have no problem cleaning up after them or giving them baths. I will always show them love and give them all the attention they could ever want. I always leave a clean space so your home will be taken care of as well. I’m available anytime, from early mornings to late evenings, and I can even stay overnight. I also try to respond as quickly as I can if there are questions or concerns about anything at all so you’ll never be left waiting. 😊 Pet sitting is my only job so I’m available 24/7. I can work early mornings, late evenings, and overnight. I answer as fast as I possibly can and I do my best to help out with last minute requests. 😊 I will always make sure the dogs are fed and comfortable, I will clean up after any mess and I will always make sure that the dogs are happy throughout the whole day by taking them on walks and playing fetch and making sure they’re clean. 😊

Sitter Profile Image: Daniela G.
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Daniela G.
from
$18
per walk
4.9 out of 5 stars
49 reviews
11 repeat clients
5 years of experience
Winter Springs, FL, 32708

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!!

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Doemis P.
Sitter Profile Image: Lara P.
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Lara P.
from
$12
per walk
12 years of experience
Winter Springs, FL, 32708

About: I’ve had pet dogs since I was 4-5 and have became very familiar with the feeding training and walking. I currently have a 4 year old shnauzer and a 1 year old pitbull I have a part time job and school but having a car makes it easier to squeeze things in for extra money. . . . I’m good with the leash when walking and will run like crazy if they somehow get off the leash. Very certain that won’t happen though

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The median cost per walk for dog walking in Winter Springs is $20

Dog parents share their Rover experiences - Winter Springs

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5.0 out of 5 stars

Wes and Andrea are always so good with communications and sending pictures of Micah for walks and activities. They also know how to adapt to Micah’s needs and fears . My big boy is so scared of thunders and storms so instead of a long walk he got a little walk to take care of needs and plenty of love and play time. Thank you again

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MASSIMILIANO O.
Dog Walking
5.0 out of 5 stars

Gaby communicated extremely well, and was flexible when I needed any changes in scheduled dog walks. She is very friendly, punctual, and has a great rapport with animals. I am already looking forward to using her again for my two big dogs. Thank you, Gaby!

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Natalie H.
Dog Walking
5.0 out of 5 stars

Another week of expert care to our 6 year old Great Pyrenees by Emily! She has really been a wonderful addition to his daily care.

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Laura C.
Dog Walking
5.0 out of 5 stars

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!

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Sophia F.
Dog Walking
5.0 out of 5 stars

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!!!!***

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Kristal H.
Dog Walking
5.0 out of 5 stars

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

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Karen C.
Dog Walking
5.0 out of 5 stars

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!!!

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Lorraine V.
Dog Walking
5.0 out of 5 stars

Caitlyn is so reliable! She always gives a detailed report and cute pictures of our dog. We love having her as our regular dog walker :)

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Alyssa C.
Dog Walking
5.0 out of 5 stars

Took the time to meet our dog prior to the appointment and responded quickly. Very knowledgeable and clearly experienced with animals.

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Ariel M.
Dog Walking
5.0 out of 5 stars

Madison is super sweet! Easy communication & great updates/pictures of my pup. Highly recommend her!

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Tory W.
Dog Walking
5.0 out of 5 stars

Alexandra was amazing! She responded quickly to our request, communication was great the entire time, and she even added an extra day for us when we needed a little more help. I loved the pictures and little notes she left for us after each walk too!

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Victoria L.
Dog Walking
5.0 out of 5 stars

Sage went out of her way to do a meet and greet after my short notice walking request. My FurBabies took to her immediately 😃. Thank you Sage 🌞

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Kristal H.
Dog Walking
5.0 out of 5 stars

Great communication and willingness to work with us as our dog is a bit aggressive and untrusting of new people she doesn't know. Would highly recommend!

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Erica H.
Dog Walking
5.0 out of 5 stars

Did a fantastic job walking our pup! Was on time took her for a long walk and even sent pictures which was a huge added bonus so glad to have met them. Definitely will use them again.

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Angel A.
Dog Walking
5.0 out of 5 stars

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!

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Jared B.
Dog Walking
5.0 out of 5 stars

Jessica was great with my feisty puppy. She wad always personable with me also. Wouldn't hesitate using her services again

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Anthony R.
Dog Walking
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Popular requests for dog walking - Winter Springs

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Sitters in Winter Springs average 3
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FAQs for Dog Walking - Winter Springs

Frequently asked questions about Rover

The average cost for Dog Walking in Winter Springs on Rover is $22.2 per walk (as of August 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 August 2026, there are 4,999 sitters on Rover offering Dog Walking across Winter Springs. Enter your ZIP code to see which available sitters are closest to your home.

Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.

Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Winter Springs. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Winter Springs.

Got specific details you'd like the dog walker to include? Message them in the app before your dog’s walk begins.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Every walker on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

Yes, you can find walkers who have experience with handling special pet needs in Winter Springs. On Rover:

  • 90% of walkers can help with special care needs
  • 95% 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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