Dog Walking Holly Oak

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

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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.

1 / 1
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: Cassandra B.
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Cassandra B.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
97 reviews
28 repeat clients
22 years of experience
wilmington, DE, 19810

Very pleased with Cassandra and her services. My dog loves when Cassandra stops by for a walk! Love the updates and photos too. Would definitely recommend Cassandra.

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Pat L.
Sitter Profile Image: Dante G.
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Dante G.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
121 reviews
28 repeat clients
10 years of experience
Upper Chichester, PA, 19014

Dante was amazing! Our faith was terrified of him even growled at him, but he did not give up and was able to take her out for her walk. We got home from our day out and she was fine. He’s very professional and responds very quickly! I highly recommend !!!

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johanna c.
Sitter Profile Image: Lena D.
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Lena D.
from
$18
per walk
1 repeat client
11 years of experience
Wilmington, DE, 19809

About: I grew up with dogs from a young age and fell in love with taking care of them. As I got older and went to school, I was always happy to help friends and neighbors to look after their pets as well. Now, I’m happy to say that I’ve been a dog walker and pet mom for three years! I currently work full-time, but my schedule is variable and I’m more than happy to work pet care into my schedule. Whether it’s a walk or drop-in, I can usually find time to help! In your home, your pets know what’s best and most comfortable. I do my best to work with them and adjust to their needs accordingly based on what’s available and familiar to them in your space.

Sitter Profile Image: Lashae P.
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Lashae P.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
30 reviews
13 repeat clients
10 years of experience
Wilmington, DE, 19802

Lashae was the best Rover experience we have had. She was amazing with our dogs and our neighbors (who had tons of positive comments). The best part of working with Lashae was the improvement in our dogs’ health! They have more energy and walk farther!! Lashae is the best! Can’t wait to work with her again!

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Jodi M.
Sitter Profile Image: Amanda F.
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Amanda F.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
51 reviews
21 repeat clients
13 years of experience
Boothwyn, PA, 19061

Amanda was great! She is always on time and makes our dogs care her priority. I highly recommend her to anyone who is looking for a responsible dog sitter or walker.

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Michael W.
Sitter Profile Image: Courtney H.
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Courtney H.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
61 reviews
17 repeat clients
17 years of experience
Historic New Castle, DE, 19720

Courtney is the best! She was available to walk my dog last minute and even stopped by for a meet and greet. Great communication. She took him to the park, which he loves. I felt like he was in good hands especially with her background as a vet tech. Thank you!

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Katie C.
Sitter Profile Image: Joseph G.
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Joseph G.
from
$25
per walk
5.0 out of 5 stars
389 reviews
104 repeat clients
23 years of experience
Wilmington, DE, 19805

Joey goes above and beyond. He is professional, kind, and gets along so well with our dog. Joey is punctual and dependable. We are so glad to be able to work with him!

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

Super service, Heyzel always has a great time! And the photos are fantastic💚🐾🐾

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Sarah T.
Sitter Profile Image: Jordan L.
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Jordan L.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
121 reviews
25 repeat clients
15 years of experience
Claymont, DE, 19703

Jordan did an AMAZING job with my pups (even though i was nervus). she was very communicative, prompt and did a great job. would def recommend

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Michael P.
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

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.
Sitter Profile Image: Shanisa J.
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Shanisa J.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
77 reviews
23 repeat clients
12 years of experience
Wilmington, DE, 19805

Today was my dog’s first solo walk with Shanisa and I couldn’t be happier! Shanisa and I worked extensively with my dog to get him comfortable with her because he is usually very wary of strangers. He warmed up to Shanisa quickly and was comfortable with her in our home just by themselves. I now have more freedom and less worry knowing my dog will be safe and cared for when I cannot be home.

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Lindsay E.
Sitter Profile Image: Yasmine C.
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Yasmine C.
from
$20
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
12 years of experience
Wilmington, DE, 19809

About: I grew up with cats and a dogs, I now have a 2 year old cat. I love going on walks with dogs. I take care of my in-laws’ dogs and friend’s pets when they go out of town. I have a full time job from Monday to Friday but I have I some flexibility in the mornings and afternoons and can also adapt for different times if known in advance. I am free in the evenings and weekends as well.☺️ I can take care of multiple pets at a time in their owner’s house. Depending on dog’s breed, 1 big dog at a time, 2 medium dogs at a time and up to 4 small dogs simultaneously. Usually no limit to number of cats, it is case by case.

Sitter Profile Image: Kara G.
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Kara G.
from
$25
per walk
5.0 out of 5 stars
143 reviews
37 repeat clients
5 years of experience
New Castle, DE, 19720

Kara has been walking my pups for over a year and she is so amazing!! She is attentive, descriptive, and takes great photos with the report cards of the walk / visit! I love to show my coworkers the photos that she sends during her visit! I trust Kara fully with my girls! So thankful for her!

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Brynn T.
Sitter Profile Image: Matthew S.
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Matthew S.
from
$18
per walk
5.0 out of 5 stars
58 reviews
36 repeat clients
7 years of experience
Glen Mills, PA, 19342

Matt is very reliable and good with my dogs!! Matt has even gone the extra mile when I had asked him last minute to let my contractor in when I wasn't able to leave work! Glad to have found Matt when I moved to this area!

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Havi B.
Sitter Profile Image: Callie E.
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Callie E.
from
$20
per walk
4.9 out of 5 stars
31 reviews
21 repeat clients
10 years of experience
Glenolden, PA, 19036

Callie was the only reason we were able to get through the very young puppy stage with our Belgian Shepherd mix Clove. Callie walked Clove daily from when Clove was 2 months old to four months. Callie was clear and communicative about her schedule from the beginning, clearly outlining her availability with more than a month's advance notice. She let us know about any issues (all normal puppy stuff, but always helpful to know!) Callie is reliable, responsible, and kind. We loved that she left treats and a sweet note at the end of our first week. Callie gets our highest recommendation, and we'll continue to request Callie for one-off dog walks in the future!

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Lexi H.
Sitter Profile Image: Margaret G.
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Margaret G.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
7 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: Jenni L.
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Jenni L.
from
$30
per walk
5.0 out of 5 stars
195 reviews
78 repeat clients
15 years of experience
Newark, DE, 19711

Always on time to walk Mulligan. Extremely good with the dog and built a rapport very quickly. Excellent communication and easy to work with. Highly recommend him.

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Karen Q.
Sitter Profile Image: Erin G.
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Erin G.
from
$25
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
5 years of experience
Claymont, DE, 19703

About: I'm an experienced vet assistant, and have 4 fur babies of my own! Family and friends have relied on me to walk, feed, and petsit their pets for years. I have a diabetic cat, and am experienced with giving insulin, and administering other medications to cats/dogs. I currently work full time as a veterinary assistant. I'm available during my lunch break, most evenings and weekends to provide quality pet care 🙂 I'll walk your dog and clean up after them during the walk. I'll make sure there's enough food & water for your pet, and clean their bowls as needed.

Sitter Profile Image: Drew B.
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Drew B.
from
$17
per walk
5.0 out of 5 stars
4 reviews
2 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.
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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

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

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

Cass really went above and beyond to ensure that our sweet Bea felt comfortable, setting up an appointment before the scheduled walk to meet us and go over logistics. We had such a great experience working with her!!

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Nathaniel 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
5.0 out of 5 stars

We are so happy we connected with Rhiannon, and our puppy is even happier she is reliable and professional. Knowing she is there for Gertie puts our mind at ease.

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Nancy K.
Dog Walking
5.0 out of 5 stars

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.
Dog Walking
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Meet local walkers who will treat your dogs like family

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Popular requests for dog walking - Holly Oak

Select a filter and find qualifying sitters offering dog walking.

Sitters in Holly Oak average 4
repeat dog walking clients

FAQs for Dog Walking - Holly Oak

Frequently asked questions about Rover

The average cost for Dog Walking in Holly Oak on Rover is $33.3 per walk (as of September 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 September 2026, there are 8,364 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 your 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 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 Holly Oak.

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 Holly Oak. On Rover:

  • 90% of walkers can help with special care needs
  • 94% 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 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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