Dog Walking Osteen

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

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Over 43
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: Shealeaha B.
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Shealeaha B.
from
$20
per walk
5.0 out of 5 stars
15 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: Jennifer M.
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Jennifer M.
from
$18
per walk
5.0 out of 5 stars
19 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: Haven S.
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Haven S.
from
$15
per walk
1 repeat client
8 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 dog / cat sat for 3+ years now: animals with medication needs, young babies, or even senior pups, are all welcome by me and are never seen as a hassle :) My goal is to build trust in 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: Joy F.
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Joy F.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
16 reviews
2 repeat clients
10 years of experience
Sanford, FL, 32771

Joy was amazing, punctual, friendly, and took great care of Ares.

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Pete P.
Sitter Profile Image: Sally E.
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Sally E.
from
$15
per walk
5.0 out of 5 stars
25 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: Diamond H.
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Diamond H.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
23 reviews
9 repeat clients
15 years of experience
Deltona, FL, 32738

I sincerely appreciate and grateful for Diamond for taking my fur babies at the last minute. She took care of them and made sure they were taken care of while I have been away. She was on time and on point with the scheduled times for the walks.

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Christine H.
Sitter Profile Image: Stephanie R.
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Stephanie R.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
37 reviews
17 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: Alexa N.
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Alexa N.
from
$25
per walk
5.0 out of 5 stars
51 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.
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
10 reviews
2 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: Morgan G.
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Morgan G.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
9 reviews
5 repeat clients
10 years of experience
Sanford, FL, 32771

Morgan was so kind and patient with our Max. Would absolutely book again!

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Amy Z.
Sitter Profile Image: Eden H.
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Eden H.
from
$15
per walk
5.0 out of 5 stars
15 reviews
3 repeat clients
10 years of experience
Sanford, FL, 32771

About: For over a decade, I have taken care of all kinds of dogs from varying backgrounds with the utmost care and love. I have experience following medication routines, dietary specifications, and facilitating engaging activities for your pups’ comfort. I have two of my own fur babies that are my whole life, but they have their unique quirks; I understand how important your favorite family member is, and how necessary it is to have someone capable of adapting to their needs! Currently I’m taking time away from work to take care of family. I have a very open schedule and can stay nights if need be! I’ve seen time and again that it is best to care for dogs where they are most comfortable: in their own home! My goal is keeping your pup on their set routine so they don’t feel any discomfort while their family is temporarily away.

Sitter Profile Image: Brendalyn J.
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Brendalyn J.
from
$20
per walk
5.0 out of 5 stars
7 reviews
10 years of experience
Deltona, FL, 32738

About: I’ve taken care of cats and dogs of all different shapes, sizes and kinds. I’ve had a few ferrets growing up as well as dogs and cats. I have been responsible for walking them, feeding them and bathing them from time to time. I’m currently working part-time so I would have adequate enough time to play, walk and cuddle with cute puppies and kittens of all sizes and ages. I live in an unfenced in house with plenty of space for walking and running around in the backyard. The house itself is also pretty spacious.

Sitter Profile Image: Caely M.
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Caely M.
from
$15
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
8 years of experience
Sanford, FL, 32771

About: What sets me apart is my ability to confidently care for a wide range of pets with different needs and personalities. I have experience working with both large and small dog breeds, as well as cats, so I’m comfortable adapting my approach depending on the animal. I’ve also handled pets of all ages—from energetic puppies and kittens to senior animals who may need extra patience and gentle care. In addition, I have experience working with aggressive or more challenging animals, which has taught me how to read body language, stay calm under pressure, and build trust safely. My focus is always on creating a secure, stress-free environment for pets while ensuring they feel comfortable and well cared for in my presence. I’m a full-time student who also works part-time, which means I stay organized and manage my time well. I have flexible availability throughout the day and love spending time with pups whenever I can. I’m happy to provide attentive, reliable care whenever your dog needs it! I understand that every animal has unique needs, personalities, and comfort levels. I take the time to get to know each pet so I can care for them in a way that suits them best. I’m patient and attentive, making sure they feel safe, understood, and well cared for at all times. On walks, I stay alert and focused to ensure your pup is safe, comfortable, and enjoying their time.

Sitter Profile Image: Iris F.
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Iris F.
from
$25
per walk
10 years of experience
DELTONA, FL, 32738

About: I’m a devoted pet parent with over 10 years of experience caring for my own two dogs and two cats. I understand the unique personalities and needs of each animal and treat every pet as if they were my own. My home is loving, safe, and full of attention, play, and care—so you can feel confident your furry friend will be happy and well-loved while you’re away. Pet care is part of my daily routine as a pet mom of 4 and someone who works from home. My flexible schedule allows me to provide reliable drop-in visits and walks throughout the day. Whether it’s potty breaks, feeding, exercise, or companionship, I make sure your pets get the care and attention they need. Your pet’s safety, comfort, and routine are my top priorities during every visit. I respect your home, follow instructions carefully, and make sure your pet feels secure and comfortable in their familiar environment. Whether it’s feeding, walks, playtime, or medication reminders, I provide dependable care and regular updates for peace of mind

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: Aleiyah J.
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Aleiyah J.
from
$20
per walk
5.0 out of 5 stars
35 reviews
7 repeat clients
9 years of experience
Sanford, FL, 32771

Great and reliable

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Kacie A.
Sitter Profile Image: Brittany S.
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Brittany S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
237 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: Gaby B.
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Gaby B.
from
$10
per walk
5.0 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
Winter Springs, FL, 32708

About: I’ve been taking care of animals all my life. I volunteer with the Pet Alliance of Orlando. I am eager to take care of your babies and to treat your babies like my own. I work remote, so I have a lot of flexibility in caring for animals. Every animal has individual needs and I prioritize those needs and their comfort. I care for your animals as if they were my own. I follow your guidelines explicitly and ensure you are comfortable with every step in the caring process.

Sitter Profile Image: Joilee T.
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Joilee T.
from
$20
per walk
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: Julieth C.
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Julieth C.
from
$15
per walk
5.0 out of 5 stars
6 reviews
1 repeat client
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.
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The median cost per walk for dog walking in Osteen is $19

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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?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

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

  • World-class support

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

How Rover works

  1. 1. Search

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

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

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 June 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 June 2026, there are 4,148 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:

  • 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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