Dog Walking Osteen

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Over 47
pet parents in Osteen have booked dog walking

Osteen, 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: Matt & Jamie B.
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Matt & Jamie B.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
13 reviews
5 repeat clients
20 years of experience
Deltona, FL, 32725

About: We are a pet-loving household with years of hands-on experience caring for both dogs and cats. I work from home, which allows me to provide consistent attention and companionship throughout the day—something I currently do with my disabled dachshund, who is a big part of my daily routine. I was raised around dogs, and over time, I’ve grown to truly love and appreciate cats as well. My fiancé shares that same passion for animals—she can’t pass a dog without asking to say hello! She previously worked at a humane society, where she trained volunteers on how to safely and positively interact with animals, ensuring a rewarding experience for both pets and people. Between the two of us, we bring a balance of professional experience and genuine love for animals. We’re happy to care for your pets together or individually, depending on scheduling needs, and will always treat them like part of our family. We work remotely from home and have a flexible schedule. We are happy to work with your schedule to make sure that your pet receives the care they need throughout the day. We are happy to work with you to develop a plan to care for your pet to minimize the stress for both them and you. We will also be very diligent in providing you communication and updates as you request.

Sitter Profile Image: Julieth C.
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Julieth C.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
10 reviews
2 repeat clients
15 years of experience
Sanford, FL, 32773

Julieth was amazing she came right when scheduled and took such good care of my babies. It’s so great to have someone reliable and clearly so in love with dogs to take care of my pups.

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Danielle C.
Sitter Profile Image: Brandy F.
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Brandy F.
from
$15
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
11 years of experience
Deltona, FL, 32725

About: Hi! My name is Brandy! I have a certificate for zoo and domestic animal care from yavapai college in Arizona. I am also a dog owner of 11 years. I have certified both my dogs through the petsmart training courses. I have learned a lot through school and owning dogs of my own and have always had a passion for animals. Thanks so much for considering me for your furry babies! I am a server working part time and am looking for a way to make a little extra money on the side doing something I love! I am available for dog walking Monday-Sunday anytime before 2:30 and available Monday-Wednesday for overnights or whatever you may need as those are my days off. I will not be able to board any animals as I have a bit of a reactive border collie at my house but am available to come to your house for your needs

Sitter Profile Image: Brittany S.
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Brittany S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
239 reviews
55 repeat clients
25 years of experience
Deltona, FL, 32725

Brittany is reliable and punctual. She is great with my German shepherd and Pitbull terrier mix. My shepherd is iffy with new people. She took the time for them to get used to her. We will continue to have Brittany take care of our puppies. Thanks Brittany! 😊

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Peggy Paul W.
Sitter Profile Image: Stephanie R.
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Stephanie R.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
39 reviews
18 repeat clients
13 years of experience
Deltona, FL, 32725

Stephanie was great! We met her for a meet and greet before our scheduled walks and I could immediately tell she was caring, warm, and an animal lover. She gave me informative and thoughtful updates after the walks and took super cute photos of our dog. Stephanie will definitely be our go to dog walker from here on out!

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Jagoda D.
Sitter Profile Image: Morgan G.
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Morgan G.
Star Sitter
from
$15
per walk
4.7 out of 5 stars
15 reviews
8 repeat clients
10 years of experience
Sanford, FL, 32771

Morgan has been absolutely incredible with my two dogs. One of my babies has been sick and she has been so compassionate and patient with him during drop ins. She definitely eased my anxiety being away for the first time since he was hospitalized. I’d recommend Morgan to anyone looking for care for their dogs. Thank you for everything!

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Halee D.
Sitter Profile Image: Joy F.
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Joy F.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
26 reviews
8 repeat clients
10 years of experience
Sanford, FL, 32771

Always amazing!

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Pete P.
Sitter Profile Image: Jennifer M.
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Jennifer M.
from
$18
per walk
4.8 out of 5 stars
20 reviews
6 repeat clients
25 years of experience
Sanford, FL, 32771

Jennifer made a last minute request happen with ease and took excellent care of our pup. We are grateful to have found her.

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Ryan L.
Sitter Profile Image: Sally E.
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Sally E.
from
$15
per walk
5.0 out of 5 stars
28 reviews
6 repeat clients
11 years of experience
Osteen, FL, 32764

Sally has been amazing to our pups. Not only have they learned and improved drastically in their walks but they actually look forward to seeing her. You can tell she really cares for our pups and enjoys her time with them as they do with her. We are grateful for her and plan to continue to use her services! 10/10 recommend her to take care of your pups!

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Roxana R.
Sitter Profile Image: Adaliyah T.
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Adaliyah T.
from
$15
per walk
3 years of experience
Deltona, FL, 32738

About: I have 2 large dogs of my own that I have had for over 3 years. Ever since I was a young girl I also had 2 small dogs in the house. I have been taught how to handle dogs/ train animals so I know what to do in certain situations! I absolutely love ALL animals and would love to care for your fur babies! I do not have a full time job at the moment so my schedule is completely open to whatever time people need me! Mornings I can do walks and evenings I can do walks! Since it’s so hot during the day I prefer not to walk fur babies since the ground is hot but I can always go over and hangout with the animals and let them out in the backyard! If and when I do in home care I have a fully fenced in yard with plenty of space to do their business and run. I have 2 dogs of my own but they are crate trained so if that is a problem for your dog I can do a schedule and have them out at different times as long as your pups are crate trained also! I have a separate room for the animals to sleep and relax but they are welcome to roam the whole house.

Sitter Profile Image: Kayla F.
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Kayla F.
from
$30
per walk
5.0 out of 5 stars
22 reviews
7 repeat clients
15 years of experience
Deltona, FL, 32738

About: I’m a sahm of 4 kids. I do stick to whatever your pet is used to. I’ll feed them as much and as often as needed. Frequent bathroom breaks and outside time. My dog Loki is stubborn at first but he does warm up! My kids enjoy having the extra dogs around and love helping. Give us a try! I’m a sahm of 4 kids and during school, I do drop offs and pickups. But outside school hours while pet sitting, we are home enjoying our furry company I make sure to keep a close eye on them, that if there’s any fighting between dogs, they get separated immediately. Never outside alone. I send daily picture updates throughout the day

Sitter Profile Image: Haven S.
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Haven S.
from
$15
per walk
1 repeat client
5 years of experience
Geneva, FL, 32732

About: I have had a strong care for animals ever since I was young, whether they were my own or not. I have had pets since I was 5 and have animal sat for 4+ years now before getting onto rover. I love animals and wanted to push my services further now that I am older and more experienced! animals with medication needs, young babies, or even senior pups, are all welcome by me and are never seen as a hassle :) I am also very comfortable with watching chickens, bunnies, pigs, and goats! My goal is to build trust with you and your pet and love them as my own. I understand that a safe comfortable environment is a must for your fur baby! I am an upcoming college student who just graduated from high school. I plan on attending school in the fall, so my summer will be free! i’m available for drop ins, house sitting, walks, and doggy baths! Following instructions that accommodate the owners pet has never been an issue for me. I have dog and cat sat many times and know everyone has their own parenting preferences; whether that be crating a dog at night, timely feedings, or medications needed. I strive to care for your animals as if they are my own :)

Sitter Profile Image: Aleiyah J.
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Aleiyah J.
from
$20
per walk
5.0 out of 5 stars
38 reviews
8 repeat clients
9 years of experience
Sanford, FL, 32771

Great and reliable

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Kacie A.
Sitter Profile Image: Joilee T.
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Joilee T.
from
$20
per walk
5.0 out of 5 stars
3 reviews
17 years of experience
Sanford, FL, 32771

About: I’ve learned and cared for many different kinds of animals since I was a small child, but mainly cats! From cats and dogs to turtles, lizards, and fish, I’ve spent my whole life loving and caring for animals and learning their behaviors. I’ve spent time with puppies and kittens, administering oral and injection medications, dealing with seniors, and of course playtime. I have plenty of knowledge and skill to love and take care of your pet! I am currently an SSC student looking to make rover my part time job. As of right now I am available nearly every day weekly. Each animal has a place in my heart and I want to treat them with the utmost respect! I spend lots of time giving my animals plenty of affection and playtime! With instructions on your pets schedule and needs I will make sure you and your pet are comfortable and at ease with me, as if they were my own.

Sitter Profile Image: Shealeaha B.
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Shealeaha B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
16 reviews
5 repeat clients
10 years of experience
Osteen, FL, 32764

Blue loved her & she kept me update on Blue's health with great pictures!

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Randi P.
Sitter Profile Image: Becca W.
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Becca W.
from
$25
per walk
5.0 out of 5 stars
154 reviews
39 repeat clients
20 years of experience
Sanford, FL, 32773

Becca was so kind and even set up a call so we could talk about care instructions and how to get into our home! We will absolutely be booking with her again. Highly recommend!

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Kimmie T.
Sitter Profile Image: Justine D.
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Justine D.
from
$18
per walk
5.0 out of 5 stars
7 reviews
1 repeat client
26 years of experience
Orange city, FL, 32763

Knows how to handle an excited husky. Need I say more?

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Patty C.
Sitter Profile Image: Serena D.
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Serena D.
from
$20
per walk
5.0 out of 5 stars
79 reviews
14 repeat clients
20 years of experience
Deltona, FL, 32725

About: For as long as I can remember, I have always had a dog or two or 5 in my life! From my first job in a boarding facility, to picking up some grooming skills 15 years ago and still today, I just adore taking care of pets! The unconditional love & loyalty they offer is undeniably one of the best experiences of this existence, and I’m lucky to experience it over and over again with each new pup/kitten I care for! Catered to in home care, I am experienced with dogs/cats of all ages and breeds. For most of my adult life I’ve been the go to pet sitter for my friends and family who own pets. I’ve helped take care of puppies/kittens, hyper dogs, lazy dogs, senior dogs, special needs pets etc. My goal is always to keep your pet as happy and comfortable as possible while you are away. Services: Dog Walking: I would be happy to take your furry friend for a nice relaxing walk around your neighborhood. I have experience with all kinds of dogs (big dogs, small dogs, hyper dogs, dogs who pull, dogs that are distracted by everything, dogs that tire easily etc). I do ask that you provide poop bags for your dogs however. Check-ins and visits: Going away for a few days? Need someone reliable to take care of your pet while you're gone? Look no further. I can provide drop in visits for your pet. This includes walks, feedings, playtime and anything else your pet requires. Your furry friend is in great hands. Health needs: I have experience in caring for senior and special needs dogs. If your pet needs medications or any extra attention, I am equipped to handle such requests. I’m extremely flexible with my scheduling as I freelance various roles. This allows me to prioritize your precious pet with all of my attention as needed. I will first and foremost follow your guidelines and suggestions for how I should care for your pet. I’m very patient. I believe that maintaining a routine is core for keeping your pet happy. I will make sure your pets are happy and content while you’re gone. My yard is unfenced, leash trained dogs preferred for best boarding experience. I do have my own crate trained German Shepherd Sadie as well as 2 cats and a 4.5 year old assisting in keeping pets well entertained!

Sitter Profile Image: Bryce C.
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Bryce C.
from
$15
per walk
3 years of experience
Deltona, FL, 32738

About: I currently have a 3 year old German Shepherd and 1 year old Golden Retriever. I train both of them and my German shepherd is CGCA and CGCU titled through AKC. My German shepherd knows over 30 tricks and is well trained. I love being around animals and love making them happy! I work as a teacher, so I am able to come walk and check in on your pets during breaks like spring, winter and summer. I am comfortable with dogs and have been around many of them. I am familiar with dealing with some reactivity as well. I think all dogs deserve the best!

Sitter Profile Image: Alexa N.
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Alexa N.
from
$25
per walk
5.0 out of 5 stars
52 reviews
36 repeat clients
15 years of experience
Sanford, FL, 32771

Alexa is awesome she treats my dog like her own. Without me telling her, she took the time to put my dogs booties on before walking her because of the snow. I know that Diva is in good hands when Alexa takes care of her!

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Allison L.
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The median cost per walk for dog walking in Osteen is $20

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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.

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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.

Meet local walkers who will treat your dogs like family

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Popular requests for dog walking - Osteen

Select a filter and find qualifying sitters offering dog walking.

Sitters in Osteen average 3
repeat dog walking clients

FAQs for Dog Walking - Osteen

Frequently asked questions about Rover

The average cost for Dog Walking in Osteen 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 4,095 sitters on Rover offering Dog Walking across Osteen. 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 Osteen. 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 Osteen.

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 Osteen. On Rover:

  • 89% 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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