Dog Walking Windmill Harbor

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

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Over 14
pet parents in Windmill Harbor have booked dog walking

Windmill Harbor, 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: Chelsea C.
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Chelsea C.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
22 reviews
6 repeat clients
12 years of experience
Bluffton, SC, 29910

She was great!! I will be re booking her again!

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Jacklyn M.
Sitter Profile Image: Drew H.
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Drew H.
from
$22
per walk
5.0 out of 5 stars
5 reviews
2 years of experience
Hilton Head Island, SC, 29926

Beau liked him & took a nice long walk.

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Mae H.
Sitter Profile Image: Rachel D.
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Rachel D.
from
$15
per walk
5.0 out of 5 stars
15 reviews
7 repeat clients
15 years of experience
Okatie, SC, 29909

About: Pet sitting has become something I very much love to do and am proud to offer quality, detailed care for your loved one. Genuine connection is what I deeply value as well as being entrusted with the well-being of your family member. Pet sitting is such a meaningful way to share my love for animals, enriching both their lives and mine. I am flexible! Let’s discuss what your needs are and make accommodations accordingly! I pride myself on giving pet parents a sense of confidence knowing their loved ones are being cared for while they are away from home. Quality care for your babe, but my goal would depend on your goal…we can work together to come up with a plan that works best with your furry love! Quality walks with lots of love, meals, and fresh water for sure!

Sitter Profile Image: Alexa K.
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Alexa K.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
17 reviews
5 repeat clients
15 years of experience
Hilton Head Island, SC, 29928

About: I've had animals by my side my entire life—from energetic puppies to wise senior pets—so caring for them comes as second nature to me. What sets me apart is the deep, lifelong bond I’ve developed with animals and the experience that comes with it. I’m comfortable with pets of all ages, temperaments, and needs, including administering medication, helping senior pets move comfortably, and keeping playful pups engaged and learning with gentle training techniques. Whether it’s belly rubs, long walks, or quiet companionship, I treat every pet like my own—with love, patience, and lots of care. For my schedule mid afternoon to evenings work best for me! All day sunday works for me as well! Just want to share the love to all pets! I prioritize creating a safe, calm, and loving environment for every pet in my care. Whether I’m watching your dog or cat at your home or mine, I carefully follow your instructions and routines to keep things familiar and comfortable for your pet.

Sitter Profile Image: Sydney O.
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Sydney O.
from
$16
per walk
5.0 out of 5 stars
24 reviews
7 repeat clients
4 years of experience
Okatie, SC, 29909

Sydney did a fabulous job and took great care of Blue, our 140 pound Great Dane - we will definitely be using Sydney for walks and playtime in the future. Thanks Sydney!

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Jim S.
Sitter Profile Image: Tiffany S.
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Tiffany S.
from
$30
per walk
20 years of experience
Hilton Head Island, SC, 29926

About: Hi, I’m Tiffany! 🐾 I’m a lifelong dog lover and a Hilton Head Island native who truly can’t imagine life without dogs in it. Growing up here has given me a deep connection to this community, and I love being able to care for the pets of the people who call Hilton Head home. Dogs have always been a huge part of my life, and caring for them is something I genuinely love. I have experience with dogs of all breeds, sizes, ages, and personalities from tiny pups under 20 lbs to large breeds over 100 lbs. I’ve learned that every dog is unique, and I love taking the time to understand their individual routines, needs, and personalities so they feel safe, comfortable, and cared for. Whether your pup needs a fun walk, a drop in visit, companionship while you’re away, or extra patience and attention, I provide the same loving care I would want for my own pets. I’m dependable, attentive, and treat every dog like family. I know how hard it can be to leave your fur child, so I make it a priority to keep you updated with photos, messages, and little moments throughout our time together so you can have peace of mind knowing your dog is happy and well cared for. My goal is simple: for your dog to feel loved, safe, and cared for while you’re away. 🐶❤️ I’m currently working part-time, which gives me a flexible schedule to care for your pups! Whether you’re at work or away on vacation, I’d love to give your dog the attention, exercise, and love they deserve 🐶 I provide care in your pet’s familiar environment, where they feel most comfortable. I treat every home with the same respect and care I would want for my own, while making sure your pet feels safe, loved, and well cared for. I’m happy to follow your pet’s routine, keep their space clean, provide fresh water, and tidy up after playtime or visits. I also love sending updates and photos so you can have peace of mind knowing your fur baby is happy and cared for while you’re away 🐾

Sitter Profile Image: Ashley Y.
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Ashley Y.
from
$25
per walk
5.0 out of 5 stars
39 reviews
11 repeat clients
18 years of experience
HHI, SC, 29926

Thank you Ashley- very prompt , professional.

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Susan S.
Sitter Profile Image: Olivia A.
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Olivia A.
from
$20
per walk
5 years of experience
Bluffton, SC, 29910

About: I have been dog sitting for over 5 years, and have worked in a dog daycare/boarding facility. I am comfortable with dogs of all ages, temperaments, and medical needs! I currently work part time which will give me ample time to take care of your pup! I do have a kitten in home but he has been around dogs before so he is comfortable around other animals! I live in an apartment but I can do frequent leash let outs. We are in a great neighborhood with sidewalks and space to go on walks.

Sitter Profile Image: fernanda m.
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fernanda m.
from
$25
per walk
5.0 out of 5 stars
33 reviews
5 repeat clients
4 years of experience
Bluffton, SC, 29910

About: I have taken care of puppies of relatives and acquaintances approximately between 3-2 years, they have trusted that I will treat them with all the love in the world, give them their food, take them out to do their needs, bathe them, give them their medications and play with them. I have also taken care of kittens, played with them, given them food and water, cleaned their litter box. My daily routine is to go for a walk with my baby two or three times a day depending on the dog's schedule to go out, my routine is very calm I live in an apartment complex which has a special park just for dogs and green areas to be able to spend it quietly mind, I give him a prize that is allowed by the owner, and I take him out to do his needs. When I take care of the dog at the owner's house I do a quiet routine, walk him to stretch and go to the bathroom, return home to rest and refresh, give him a reward that the owner agrees to use, play a little with the dog and give him a last walk to do his needs, if the owner needs me to give him dinner I do it with pleasure.

Sitter Profile Image: Jessica R.
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Jessica R.
from
$13
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
8 years of experience
Hilton Head Island, SC, 29926

About: I have been pet-sitting for many years and have taken care of various kinds of animals ranging from small cats and dogs to large farm animals I am experienced in taking care of puppies, including newborn puppies. I am reliable, and patient, and will love your pet endlessly! I am a full-time college student but have a flexible schedule. I typically will have classes in the mornings and have the rest of the afternoon free. I am also available on most weekends. I live in an apartment, therefore I do not have a fenced-in yard of my own. I am located in a gated apartment complex and don't live in a high-rise apartment, so I have easy access to grassy areas and sidewalks.

Sitter Profile Image: Fionna G.
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Fionna G.
from
$20
per walk
9 years of experience
Hilton Head Island, SC, 29926

About: I’ve been caring for pets for as long as I can remember, growing up in a home that always had animals. Since I was 18, I’ve fostered both puppies and senior pets, so I’m very comfortable with a wide range of needs—from high-energy animals who need structure and engagement, to older pets who require a gentler, more patient approach. In college, I became known as the go-to pet sitter in my apartment community, regularly helping neighbors with walking, drop-ins, and overnight care. Now, I continue to stay involved by assisting with a local pet sitting company here on the island. What sets me apart is my experience, reliability, and genuine love for animals. I understand that every pet is different, and I take the time to make sure they feel safe, comfortable, and cared for like they’re my own. I work full-time as a Teacher of the Visually Impaired (TVI) and Orientation & Mobility Specialist (O&M), which means I’m dependable, attentive, and used to caring for others. I’m available before and after work, as well as weekends, and I’m committed to providing consistent, high-quality care. I work full-time Monday through Friday, leaving by 6:00 a.m. and returning around 4:00 p.m and sometimes earlier. I am available before and after work for drop-ins, walks, or check-ins. I’m home all day on weekends, which allows me to provide full-day care, overnight stays, or extended visits. I provide pet care exclusively in your home, so your pets stay safe and comfortable in their familiar environment. I do not accept pets in my home, as I have two dogs who aren’t comfortable with other animals. I follow your instructions carefully for feeding, medications, exercise, and routines, and I make sure pets are safe and well cared for while enjoying attention, play, and a calm environment. My goal is to create a stress-free experience so your pets feel loved and secure while you’re away.

Sitter Profile Image: Emily S.
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Emily S.
from
$15
per walk
5.0 out of 5 stars
15 reviews
5 repeat clients
20 years of experience
Beaufort, SC, 29906

Emily was amazing! We have used Emily a few times now and will continue to do so if she’s available. As a sitter myself- I don’t trust just anyone to care for my babies. Emily takes time to say hello to them all, makes sure they all potty and give love when requested. 100000 stars here.

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Morganne M.
Sitter Profile Image: Jordan J.
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Jordan J.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
6 reviews
4 repeat clients
2 years of experience
Bluffton, SC, 29910

Jordan was amazing walking Daysi, very detail oriented.

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Helen C.
Sitter Profile Image: Katherine M.
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Katherine M.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
43 reviews
6 repeat clients
25 years of experience
Bluffton, SC, 29910

About: Ensuring the Health and Happiness of Your Furry, Scaly, and Finned Friends I am a dedicated animal care professional with over a decade of comprehensive experience. Between my own pets and the animals I've worked with, I have experience providing care for a wide variety of animals, including cats, dogs, goats, sheep, pigs, small animals, reptiles, amphibians, and maintaining freshwater and saltwater aquariums. For the past few years, I have volunteered to walk dogs and socialize cats and dogs to enhance their well-being and adaptability. As a veterinary assistant, I have developed strong skills in administering medications, managing diabetic care, and overseeing specialized diets for pets with unique medical needs. My diverse experience and commitment to animal welfare make me a reliable and knowledgeable pet care provider, dedicated to ensuring the health, happiness, and safety of all pets under my care. I work at a veterinary clinic in Savannah four days a week. I am able to come by for a midday bathroom break and check in. I need at least one month notice for constant care (allowed to leave for <4 hours/day) and additionally charges apply for constant care. I offer house sitting, walks, and drop-in visits so your pets can remain happy and comfortable in their own homes, and you can be worry-free while you are away. For puppies, I do not offer public walks until they have completed their vaccine series. I would love to discuss safe alternatives (cognitive games, indoor play, walks in fenced yards, etc.) that we can do until your puppy is fully protected.

Sitter Profile Image: Michael C.
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Michael C.
from
$22
per walk
12 years of experience
Bluffton, SC, 29910

About: Hey everyone! I have been around animals my whole life, they’ve always been a huge part of who I am. I’ve cared for my own dogs and helped friends and family with theirs, so I’m super comfortable with all kinds of pups, especially big dogs haha. I know how important it is to trust someone with your pet, and I treat every dog like they’re my own—with lots of love, attention, and care. Whether you need walks, drop-ins, or just someone reliable to help out, I’ve got you! I currently work part-time, so my availability may vary depending on my schedule. I’m still happy to help with dog walking and pet care when I’m available and will always communicate ahead of time to find times that work best. 🐾 Your pet’s safety and comfort are always my top priorities. I pay close attention during walks, make sure pets stay secure on their leash, and follow any specific instructions you provide. I treat every pet with patience, kindness, and the same level of care I give my own dog so you can feel confident they’re in good hands.

Sitter Profile Image: Sarah Natalie N.
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Sarah Natalie N.
from
$25
per walk
5.0 out of 5 stars
5 reviews
2 years of experience
Hilton Head Island, SC, 29926

About: I’ve been taking care of dogs and cats since I was in high school. Growing up my family always had a dog and a cat so I am well experienced w/ caring for animals. I currently am home for summer break. I have a waitress job in the evenings but during the day I have lots of time to care and play with your fur babies 💕 I love to play with dogs/cats so I will ensure at a clients home that I give them lots of attention and all their needs are met.

Sitter Profile Image: Erin S.
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Erin S.
from
$35
per walk
5.0 out of 5 stars
12 reviews
2 repeat clients
5 years of experience
Hilton Head, SC, 29926

Erin was great! She came by the week before the sit to meet our girls Gracie and Rio. We went over the walk/dinner routine and the girls loved her at once. The walk and dinner routine went off without a hitch. I would highly recommend Erin and will use her again when we need help.

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Georgia C.
Sitter Profile Image: Astrid B.
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Astrid B.
from
$18
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
12 years of experience
Hilton Head Island, SC, 29928

Astrid is awesome, she did a great job and my dog loved her!

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Nicholas S.
Sitter Profile Image: Michelle H.
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Michelle H.
from
$25
per walk
1 year of experience
Bluffton, SC, 29910

About: I grew up with an Irish wolfhound so I know how to handle big breeds. I cared for a boxer for many years as well. Ive helped with my sister’s full sized doodle mix when they have been traveling. Ive also had an outside cat. Im an avid walker and can go long distances. Good hearted, trustworthy Christian. Look forward to hearing from you! Im making my own schedule so I have a lot flexibility. Looking for a consistent routine and pets to care for on a regular basis but also open to here and there as well. Lead with love, patience & kindness. Lots of playing and engagement and getting energy out paired with cuddle time and rest depending on their wants and needs.

Sitter Profile Image: Peyton W.
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Peyton W.
from
$30
per walk
5.0 out of 5 stars
2 reviews
10 years of experience
Bluffton, SC, 29910

About: I have trained dogs since a young age with my father. I typically handle Rottweilers and German Shepards, but have so much love for small dogs and cats as well. I have 3 cats of my own and would love to have a weenie one day ❤️ I am disabled so I am usually at my apartment with my 3 cats. My husband works mostly remote for his own business so I am able to be away for most of the day or night without disrupting our girls needs. I care for all pets as if they were my own. I am very mindful of special needs and want to make sure every animal feels loved and safe while their owner is away, especially since I have owned animals with bad separation anxiety. I am more than willing to take your animal to their favorite park or play with their favorite toy to help comfort them.

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The median cost per walk for dog walking in Windmill Harbor is $20

Dog parents share their Rover experiences - Windmill Harbor

1 / 1
5.0 out of 5 stars

Allison was a great player walker - this was my first rover experience. I hope everyone is as good as Allison!

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Trevor S.
Dog Walking
5.0 out of 5 stars

My dog adored Kim. She was prompt, gave him a good walk and my dog was so happy. I highly recommend Kim and would definitely use her service again. A+++++

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Debbie N.
Dog Walking
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Popular requests for dog walking - Windmill Harbor

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Sitters in Windmill Harbor average 3
repeat dog walking clients

FAQs for Dog Walking - Windmill Harbor

Frequently asked questions about Rover

The average cost for Dog Walking in Windmill Harbor on Rover is $19.26 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 990 sitters on Rover offering Dog Walking across Windmill Harbor. 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 Windmill Harbor. 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 Windmill Harbor.

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 Windmill Harbor. On Rover:

  • 92% of walkers can help with special care needs
  • 95% can help with giving oral medications or injections
  • 100% 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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