Dog Walking Holly Oak

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

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pet parents in Holly Oak have booked dog walking

Holly Oak, 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: Zenni M.
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Zenni M.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
• 19 reviews
9 repeat clients
5 years of experience
Claymont, DE, 19703

“Michael is fantastic! We appreciate his care of our dog. He is so thorough and is always communicating. He goes above and beyond with his pictures and updates.”

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Amanda C.
Sitter Profile Image: Drew B.
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Drew B.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
• 7 reviews
5 repeat clients
5 years of experience
Wilmington, DE, 19802

“Drew has been a wonderful caregiver for Lilly. He is incredibly gentle, patient, and caring, and she absolutely loves him. He has been helping care for her since the day she came home to me, and I have always trusted him completely with her well-being. Drew also helped care for my previous dog, Addison, who has since passed away, and he showed the same compassion, kindness, and dedication with her. It’s clear that he genuinely loves animals and treats them as if they were his own. He is reliable, responsible, and attentive, and I always have peace of mind knowing Lilly is in his care. I would recommend Drew to anyone looking for a trustworthy and caring pet sitter or dog walker”

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Barbara B.
Sitter Profile Image: Margaret G.
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Margaret G.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 8 reviews
2 repeat clients
8 years of experience
Wilmington, DE, 19803

About: I've had pets since I was 6, ranging from an older Jack Russel Terrier, shy/abused German Shepherd/Rottweiler, and now a hyper Pitbull! I accept the personalities of all animals I currently work a full-time job. I have flexible lunch breaks and can contribute to care within the 11-1 PM schedule. I am available after 3:30 PM until 8 PM every weekday if given 2-3 days notice. On weekends, if I am not traveling, I can be flexible. I am an early riser!!! So if you need a 6 AM walk, I am SUPER happy to oblige. I'm available to take dogs on walks, supervise play time in a fenced in area, or adjust to whatever exercise your dog may need. I'm happy to feed and water them and provide care specific to their needs.

Sitter Profile Image: Sandra T.
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Sandra T.
from
$18
per walk
5.0 out of 5 stars
• 2 reviews
1 repeat client
10 years of experience
Wilmington, DE, 19809

“You’re amazing!!”

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Sarah T.
Sitter Profile Image: Leslie T.
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Leslie T.
from
$19
per walk
5.0 out of 5 stars
• 1 review
19 years of experience
Wilmington, DE, 19810

About: Been doing this since I was 18! Giving genuine care and attention to your fur babies isn’t taken lightly when I am trusted with them! I work part time right now and have a very flexible schedule! Willing to work out a schedule with you as well! Here to help you and your pets needs 😊 I provide in-home pet sitting at your home, so your pets can stay comfortable in their own familiar environment and maintain their normal routine. I’m respectful of your home, follow your instructions carefully, and will keep you updated while you’re away with messages and photos!

Sitter Profile Image: Elizabeth D.
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Elizabeth D.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 60 reviews
16 repeat clients
45 years of experience
Boothwyn, PA, 19061

“Beth did such an amazing job and was so patient with Betsy who can be very shy at first. Beth went the extra mile and came and met Betsy ahead of time to make her more comfortable. She sent updates of their walk and showed so much care towards Betsy. I highly recommend Beth, she is great with dogs and is a very reliable and outstanding dog walker!”

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Elaine M.
Sitter Profile Image: Kirsten B.
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Kirsten B.
from
$13
per walk
12 years of experience
Wilmington, DE, 19810

About: I’ve taken care of animals ever since I was a little girl. My family has fostered animals growing up, showing me the true meaning of giving someone love even if it’s just temporarily. Being your pets home away from home is important to me and guaranteed! I am available when ever needed my schedule is completely freed up! Let me know what days you need and I will get right back to you! The pets I babysit for are my first priority. Every single one of their needs will always be met and is the most important part of my day.

Sitter Profile Image: Colleen Elizabeth H.
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Colleen Elizabeth H.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
• 89 reviews
24 repeat clients
20 years of experience
Wilmington, DE, 19809

“Colleen is awesome. She is very communicative, flexible, professional, and goes above and beyond in making sure my Ellie girl gets the exercise/socializing/enrichment/love she needs while I’m at the office!”

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Halley D.
Sitter Profile Image: Ella D.
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Ella D.
from
$18
per walk
5.0 out of 5 stars
• 23 reviews
3 repeat clients
10 years of experience
Garnet Valley, PA, 19060

“Ella is fantastic. She is so sweet and kind and really connects with our dog. My wife and I can tell Ella really cares for our dog. She is great at communicating and is always on time. We highly recommend Ella.”

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William R.
Sitter Profile Image: Calvin & Kristina P.
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Calvin & Kristina P.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 8 reviews
5 repeat clients
60 years of experience
Brookhaven, PA, 19015

“Calvin and Kristina, are amazing with Bella!!!”

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Julie D.
Sitter Profile Image: Elizabeth H.
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Elizabeth H.
from
$18
per walk
10 years of experience
Wilmington, DE, 19810

About: I’ve had pets of my own, so I understand the importance of finding a great caregiver for all pets. All animals deserve love and respect, and I’m happy to help with all pet care needs! I work part time as a dental assistant, so I have time during weekends and most weekdays (Tues-Thurs) to take excellent care of your pets! I respect others home and take the best possible care of their pets. I’m always mindful of my surroundings and make sure I clean up after pets.

Sitter Profile Image: Karen C.
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Karen C.
from
$22
per walk
5.0 out of 5 stars
• 6 reviews
2 repeat clients
45 years of experience
Glen Mills, PA, 19342

About: I’ve been a pet owner for more than 45 years and I love my animals like they are my kids. That’s what you can expect from me while caring for your pets. I’ve had little dogs and big dogs, cats, fish, even horses. I especially love Great Danes and for some reason they love me. I have no fear of them and appreciate their lap dog in a big dog body personalities. My favorite thing is when I’ve just met a new Dane, within a few minutes of meeting them they are comfortable enough to start “herding” me. This is when I know I’ve gained their confidence and trust. Most of them try to sit on my lap, I always let them. ❤️? I’m currently working remotely and have flexibility with my work and schedule. I can be available on a short or advanced notice for visits in my home or yours. I have a semi fenced yard and 2 dog parks nearby. I have 2 cats. One is social and inquisitive while the other is a princess and lounges in her royalty most of the day. Your pet and I would be besties and get as much or little attention as they desire for the duration of their stay with me.

Sitter Profile Image: Roberta F.
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Roberta F.
from
$30
per walk
5.0 out of 5 stars
• 22 reviews
10 repeat clients
15 years of experience
Wilmington, DE, 19803

“Thank you for helping us. I love all the feedback and pictures. We will definitely be using her again!”

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Nicole G.
Sitter Profile Image: Taylor K.
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Taylor K.
from
$20
per walk
5.0 out of 5 stars
• 5 reviews
1 repeat client
17 years of experience
Wilmington, DE, 19810

About: I’ve taken care of pets my whole life, and have had dogs for as long as I can remember. I’ve taken care of dogs since a young age, and I’ve frequently cared for neighbor’s dogs. I’m very good with puppies as well as seniors. I have extensive experience caring for animals, including being a veterinary technician at a vet hospital. Im currently a full time college student, but with multiple long breaks between classes I’ll be able to care for your animals. On weekends, I have no classes so I’ll be available for your animals anytime. I can easily crate your dog if needed, and I have a fully fenced in yard. I have two sisters who are full of energy who would love to play with any dog that will walk past them, as well as two friendly dogs

Sitter Profile Image: Sarah K.
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Sarah K.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 38 reviews
12 repeat clients
20 years of experience
Wilmington, DE, 19806

“Sarah was incredible and we highly recommend her! She is extremely professional, communicative and compassionate. We look forward to working with her again!”

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Anitza G.
Sitter Profile Image: Dylan H.
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Dylan H.
from
$25
per walk
5.0 out of 5 stars
• 64 reviews
22 repeat clients
13 years of experience
Wilmington, DE, 19807

“Dylan has been an amazing person to work with. He goes above and beyond with communication and has such a caring nature. My dog gets so excited to see him. Dylan constantly goes above and beyond far exceeding my expectations of a basic dog walker.”

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GREGORY S.
Sitter Profile Image: Carolina M.
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Carolina M.
from
$18
per walk
8 years of experience
Wilmington, DE, 19801

About: Hi! I’m a lifelong dog lover and an ICU nurse, so I understand how important staying active and maintaining a healthy lifestyle is—and that goes for our dogs too! Although I don’t currently have a pet of my own, I’ve grown up with dogs my entire life, from Dobermans to Yorkshire Terriers. I truly love getting to know each dog’s unique personality and making sure they feel safe, happy, and loved. I’m happy to tailor my care to whatever works best for you and your pup. I live in an apartment, but I’m surrounded by parks and great walking areas, so I can take your dog on walks around your neighborhood or to nearby parks for some extra exercise and enrichment. I’m also a great fit for dogs who may not do well around other pets, as I’m happy to give them one-on-one attention in a comfortable environment. Your pet’s safety and comfort are my top priorities! I’ll follow your preferred routine and make sure they receive plenty of love, attention, and care while you’re away. I’m also happy to send as many photos and videos as you’d like to keep you updated and give you peace of mind. Please feel free to reach out with any questions—I’d love to meet you and your furry friend! 🐾❤️ I am surrounded by many parks, so taking advantage of the weather and getting my steps in with your dog is one way to make them feel comfortable and making sure their physical needs are met. I am trustworthy and transparent when taking care of pets. I treat them like my own while following any special care they need! I am happy to send updates through photos or videos as well.

Sitter Profile Image: Jamiah B.
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Jamiah B.
from
$30
per walk
5.0 out of 5 stars
• 54 reviews
25 repeat clients
20 years of experience
Wilmington, DE, 19805

About: Hi there! My name is Jamiah, but feel free to call me by my nickname, Mia! I started building my pet care business in 2017. Now in 2025, I work at a non profit as a Communications & Marketing Specialist. While I took time away from Rover to start my career, my heart is calling me back to my ultimate passion-providing high quality care and comfort for all furry friends, while meeting fantastic like-minded people along the way! My love for all animals is deeply immense. Thanks to my mother-I grew up with dogs, cats, rabbits, as well as birds! And I was encouraged to always look out for animals and even saved a pregnant cat and raised a litter of kittens when I was 10 (I will share that story when we have the pleasure of meeting). With the animal lover trait being instilled in me, I take the utmost pride in being selected to look after yours. I currently have 1 dog (german shepherd) and 1 cat! I also take care of my mom’s dog (shepherd mix). I attended Conrad Schools of Science and chose the Animal Science career pathway for 3 years. Those 3 years provided me with the basic knowledge about all barn animals and pets. This experience enabled my passion for helping animals no matter how large or small. I’ve always taken the opportunity to volunteer and give back to shelters who need support. Faithful Friends became my home for a few summers as I walked dogs and cleaned countless litter pans. I am very well-rounded and balanced as it comes to animal care. I truly hope we get a chance to meet for your upcoming pet care needs! I do work full-time right now but my schedule is a hybrid one and thankfully extremely flexible! Do not hesitate to elaborate on your scheduling needs, I will always accommodate and coordinate with you effectively. I’m extremely open and always happy to help out :-) I will provide the utmost level of care and thoughtfulness for your pets as if I was taking care of my own pets in my household. I take your trust very seriously and it’s crucial in building a meaningful relationship as your sitter.

Sitter Profile Image: Myani w.
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Myani w.
from
$20
per walk
5 years of experience
Brookhaven, PA, 19015

About: At Paws & Prestige, we provide loving, personalized dog-sitting and boarding services backed by 5+ years of experience. We treat every pup like royalty with attentive care, a cozy home-away-from-home environment, and plenty of love. 👑🖤 Your pet isn’t just a guest — they’re family! (Photos & updates regularly) I plan my schedule around each dog's feeding times, walks, playtime, bathroom breaks, grooming needs, and rest. I’m off weekends and dogs will be walked 4-5 times a day with video footage. I have 4 dogs cages within the sizes of xl, medium, and small. Dog play area is constantly cleaned and disinfected as well as crates for new guest.

Sitter Profile Image: Lesley K.
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Lesley K.
from
$42
per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
20 years of experience
Wilmington, DE, 19806

About: Hi, I'm Lesley and lucky enough to have the ability to travel to where you live to take care of your animals and your home. I'm ready, willing, and able to help out with what you need and want for your animals. I have over two decades of experience in caring for pets -- grew up with 2 yellow labs. When I went off to college, it was the first time I experienced having the whole bed to myself. No hogging doggies.!! Since my 20s, I've had cats. Lately, I have taken care of dogs mostly -- all sizes and shapes from small Jack Russells to large pit bulls. Some with special needs and special diets and some super healthy and wanting a zillion walks. I've even taken care of a bunny (named Valentino who did tricks). No doubt about it: pets are our children and please be assured if your pets are in my care they will be well taken care of and well loved. And your home and rules respected. A bit about me: I worked as an office manager for tech startups in the Bay Area but recently decided to have more of a work-life balance and decided to travel for the past two years and pet sit at the same time -- combining both my loves. Now i am settled in Wilmington and ready to take care of your babies! I am now retired (how can that be!!) so I have flexibility and time to take care of pet sitting during the week and on weekends. I absolutely follow the rules of pet owners to ensure the safety of the animals I take care. If an emergency situation arises, I contact the owner(s) immediately. Communication is key.

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The median cost per walk for dog walking in Holly Oak is $20

Dog parents share their Rover experiences - Holly Oak

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5.0 out of 5 stars

Khabeera is amazing! She is reliable, trust worthy, and super caring. She sends lots of pics and updates when caring for your pet giving peace of mind that they are in good hands! Highly recommend her 😊🐶

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Millie K.
Dog Walking
5.0 out of 5 stars

Cassie was great with the dogs, experienced and reliable! Would definitely hire her for my next trip!

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Reenie M.
Dog Walking
5.0 out of 5 stars

Lena was great with Zoey on their first walk! She was friendly, reliable, and took great care of her. We’re looking forward to having Lena walk Zoey again!

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Jessica M.
Dog Walking
5.0 out of 5 stars

Zenni did a great job. kept me in the loop with how my pet was doing (she was fine but missed her owner), did great walks. all around good job. will use again

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Michael P.
Dog Walking
5.0 out of 5 stars

Jazmin continues to treat my elderly dog wonderfully. When I come home from out of town I can tell he was well taken care of. Thank you.

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Calvin S.
Dog Walking
5.0 out of 5 stars

Leslie showed up on time to walk our dog. We’re trying to get them used to one another before we go away for a longer period of time. All went well :)

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SANDRA K.
Dog Walking
5.0 out of 5 stars

Alex is fantastic. It’s clear that she really cares about dogs and people. She has gone the extra mile to the best care of Hershey. She’s always on time and communicates well. I can’t say enough good things about her!

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Elizabeth M.
Dog Walking
5.0 out of 5 stars

Sarah did an excellent job walking my dog Turbo twice a day for a week. She was dependable, communicative, and took great care of him. I highly recommend her and would definitely use her services again.

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Lydia W.
Dog Walking
5.0 out of 5 stars

Marissa is fantastic!! Punctual & great communication! Will definitely be using her services in the future! Honey absolutely LOVED her walk with you!!

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Christie P.
Dog Walking
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How to book dog walking

  1. 1. Search

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Popular requests for dog walking - Holly Oak

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Sitters in Holly Oak average 4
repeat dog walking clients

FAQs for Dog Walking - Holly Oak

Frequently asked questions about Rover

The average cost of Dog Walking in Holly Oak is $33 per walk as of November 2026. Most bookings cost between $33 and $33 per walk. On Rover, walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 8,311 sitters on Rover offering Dog Walking across Holly Oak. 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 Holly Oak. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include a map of the walking route, the total walk time and distance, and any pee or poop breaks recorded by the walker.

The route map lets you review where your dog was walked in Holly Oak after the booking. It is not live GPS tracking.

Have specific details you would like included? Message your dog walker in the app before the 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 Holly Oak. On Rover:

  • 88% of walkers can help with special care needs
  • 92% can help with giving oral medications or injections
  • 96% 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet 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. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

walkers on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement walker.

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