Dog Walking Hollyville

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Hollyville, 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: Jacob W.
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Jacob W.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
20 reviews
5 repeat clients
2 years of experience
Millsboro, DE, 19966

Jacob was great! I very much appreciated his reliability, communication and how good he is with Triton. I will absolutely book Jacob again in the future.

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Janet S.
Sitter Profile Image: Trina H.
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Trina H.
from
$15
per walk
20 years of experience
Lewes, DE, 19958

About: I have shared my home and heart with pets my entire life. Animals are not just a job for me—they are family. I know how difficult it can be to leave your furry family members behind, and I am here to give you total peace of mind while you are away. I currently manage a diverse household of three wonderful dogs, which means I am highly adaptable to different sizes, temperaments, and energy levels: -Two Pomeranians (Ages 2 & 10): I understand the delicate nature, high energy, and specific grooming/care needs of small toy breeds, from playful puppies to sensitive seniors. -Chocolate Labrador (Age 7): I love large, active breeds and am fully capable of handling big dogs who need plenty of exercise, structure, and play. I spent many years loving and caring for two German Shepherds until it was their time to cross the rainbow bridge. Both of my Shepherds faced significant health issues later in life. Through that emotional and rewarding journey, I gained extensive, hands-on experience with: -Maintaining strict, time-sensitive medication schedules. -Managing complex veterinary treatment plans. -Providing gentle, compassionate care to senior dogs with mobility and health challenges. I offer a full range of flexible care options to fit your schedule: -Boarding & House Sitting: Your dog can vacation at my house or stay cozy in theirs. -Drop-In Visits & Dog Walking: Perfect for quick bathroom breaks, playtime, or burning off energy. -Fully Fenced Yard: My home features a secure, fenced-in yard where your dogs can safely run, fetch, and play to their heart's content. For years, I have been the go-to pet sitter and dog walker for my family, friends, and coworkers. I am reliable, detail-oriented, and dedicated to keeping your dog's exact routine intact. Whether your pup needs a high-energy walk, a strict medication routine, or just a lot of couch cuddles, I will treat them exactly like my own! I am a local Realtor with The Lee Ann Wilkinson Group at BHHS Penfed Realty, meaning my professional life requires some flexibility! I am completely open and available all day every Tuesday and Sunday. On other days, I often serve as our on-duty office agent or show properties to clients. However, I am always free after 5:00 PM for evening walks, drop-ins, or feedings! My real estate calendar is finalized weekly, so my Rover calendar is always kept strictly up-to-date. Please reach out and we can easily coordinate a schedule that works perfectly for your pet! In My Home (Boarding) Secure Fenced Yard: My home features a large, fully fenced yard where your pets can safely play, explore, and stretch their legs under direct supervision. Friendly Pack Environment: Your pet will blend right into my family, alongside my friendly Pomeranians and Chocolate Lab. I introduce all new pets slowly and safely. Realtor Schedule Safety: On days when I am showing homes or on duty at the office, dogs are safely separated into comfortable, designated spaces or crated (per your preference) to prevent any mischievous behavior while I am out. I also have a pet camera. In Your Home (House Sitting & Drop-Ins)Respect & Privacy: As a licensed Realtor, I handle property keys, lockboxes, and home security every single day. You can completely trust that your home will be treated with the utmost respect, locked securely, and left exactly as you left it. Routine Continuity: I closely follow your exact instructions for feeding, potty breaks, and playtime to keep your pet's routine as normal and stress-free as possible. Cleanliness & Care: Litter boxes will be scooped daily, water bowls will always be fresh, and I will gladly bring in your mail. Medical & Senior Care ExperienceExpert Handling: Having managed complex health issues with my past German Shepherds and caring for my current 10-year-old Pomeranian, I am entirely comfortable administering oral medications, pills, and following strict veterinary wellness schedules.

Sitter Profile Image: Michele F.
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Michele F.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
34 reviews
7 repeat clients
30 years of experience
Harbeson, DE, 19951

About: I have had the pleasure of caring for a variety of breeds of all ages for 30+ years. My pet sitting services are UNIQUE as I offer a premium experience focusing on personalized care and comfort by servicing ONLY 1 PET/FAMILY at a time in my CAGE-FREE spacious home. Outside of the basics of food and water, I believe pets should be provided with plenty of love and attention as well. For young dogs, I provide ample playtime and exercise to keep them mentally and physically healthy. As senior dogs may have individual needs in terms of exercise, diet, and medical care, I am comfortable and knowledgeable in addressing those needs. I offer flexible scheduling, transportation and light grooming at reasonable rates. I have come to the reality that it is possible to make a living doing what I love the most! 🐾Please note, if a desired date/time appears unavailable, reach out as adjustments can sometimes be made.🐾 By providing a CAGE-FREE home-like environment and my one-on-one attention, I cater to their specific needs, dietary requirements and preferences. I aim to minimize stress from unfamiliar surroundings and interactions with other pets reducing the risk of illness and injury unlike traditional kennels/boarders. This is particularly beneficial for anxious or shy pets, helping them feel safe and secure in your absence.

Sitter Profile Image: Jessica L.
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Jessica L.
from
$20
per walk
5.0 out of 5 stars
5 reviews
10 years of experience
Millsboro, DE, 19966

About: I've been caring for dogs for over 10 years and currently have three dogs of my own. I understand that every pet has a unique personality and routine, and I treat every dog as if they were part of my family. I provide a safe, loving, and dependable environment with plenty of attention, exercise, and affection. My goal is to make both pets and owners feel comfortable and at ease. I currently work rotating shifts, but I will work with you the best I can. I also dont mind last minute scheduling if needed . At this time, I'm not sure I would do pet sitting in my own home. I am willing to do whatever is needed for your pet in your home.

Sitter Profile Image: Christina M.
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Christina M.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
74 reviews
40 repeat clients
35 years of experience
Millsboro, DE, 19966

My dog is thrilled to be walking with Christina. She is a warm, friendly person, and my dog Is so comfortable with her. After the first walk, Rosie was exhausted and happy. Now she goes to the front door and looks out the window about the same time every day, and starts making happy noises when she sees Christina. She handled my big dog who tends to pull hard at the start with no problem. I trust her completely.

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Barbara W.
Sitter Profile Image: Nicola S.
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Nicola S.
from
$18
per walk
5.0 out of 5 stars
19 reviews
7 repeat clients
4 years of experience
LEWES, DE, 19958

Nicola is a great commicator,smart and nice , trusting personality. I feel those are important traits when asking a stranger to come in your home. Will continue to work with her!

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Robert C.
Sitter Profile Image: Carolyn G.
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Carolyn G.
from
$25
per walk
5.0 out of 5 stars
17 reviews
1 repeat client
10 years of experience
Lewes, DE, 19958

About: I have three dogs at home! Lucy, Scotch and Sage! I’ve had dogs in my life since I was 8 (and I am now almost 24)! Well I’ve been around dogs since I was born because my grandparents love dogs too but I was 8 years old when my mom bought our first dog. Then after that they just kept coming haha! Everyone knows me as the dog lover because I really do think they are the cutest animals ever! I work from home so I’ll be able to be with the dogs at all times. I won’t ever leave the dog alone for more than two hours. I will always be by the dog and giving it lots of love! Feeding is as instructed and take the dog out every 2-3 hours.

Sitter Profile Image: Paige & Cameron D.
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Paige & Cameron D.
from
$20
per walk
5.0 out of 5 stars
13 reviews
2 repeat clients
6 years of experience
Georgetown, DE, 19947

Paige was outstanding! I had to be out of town for the day and asked her to do two drop-ins on a Sunday. Maya loved her! Will definitely hire Paige again in the near future!

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Julia S.
Sitter Profile Image: Jessica R.
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Jessica R.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
18 reviews
6 repeat clients
40 years of experience
Milton, DE, 19968

About: I’ve had pets for as long as I can remember. I’ve had the privilege of caring for a wide variety of animals including cats, dogs, birds, bunnies, fish, and mice! I love all animals and I believe they all deserve the best possible care we can provide! I’m currently a stay at home mom with two adult children and one child in kindergarten! I will have plenty of time to play with and care for your fur (or feather or scale or what have you!) babies! I have a small dog and a cat that are friendly and would get along well with other animals. I enjoy walking pets and cuddling as well!

Sitter Profile Image: siara p.
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siara p.
Star Sitter
from
$24
per walk
5.0 out of 5 stars
53 reviews
22 repeat clients
8 years of experience
Lewes, DE, 19958

Siara was the best! She was very attentive to our fur babies' needs and responsive! She went out of her way to make sure they received the best treatment while my family was away. I would 100% recommend her in the future! Thank you, Siara!

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Alexis N.
Sitter Profile Image: Sherrie B.
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Sherrie B.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
28 reviews
10 repeat clients
15 years of experience
Lewes, DE, 19958

We are so grateful for Sherrie and her willingness to help us out last minute! She braved two out of three days walking our dog in the pouring rain, and still managed to make it fun for our rain-disliking girl. Our dog absolutely adored Sherrie from the beginning, which is rare for our dog as she is slightly anxious around new people. Sherrie kept us updated with great communication, which gave us so much peace of mind. She is extremely reliable, caring, and clearly an animal lover. We couldn’t recommend her more highly!

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Aubrey M.
Sitter Profile Image: Debra H.
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Debra H.
from
$80
per walk
5.0 out of 5 stars
7 reviews
1 repeat client
50 years of experience
Lewes, DE, 19958

About: FYI--Recently retired from the Federal Government. I did a Katrina mission to offer counseling to those who lost their homes. However, I was asked to volunteer in a pet shelter because the pets were abandoned due to the crisis at hand. It was one of the hardest things I have ever done. I figured I could do it, if I didn't look the pets straight in the eye (to prevent the heartbreak and the tears from flowing). Well, one little doggie who was in the corner of her pen shaking and shivering, grabbed ahold of my ankle as I was walking out of her pen (after cleaning it and feeding and watering her) and she wouldn't let go. She dragged her little butt along the concrete flooring as I tried to close the gate. I broke down into tears immediately and said "okay, I'll take you home with me and the cat in the pen next to you". Yes, I rescued them both... Or should I say they rescued me..from Empty Nest Syndrome. They have brought so much love into my life! My Mississippi Mud Pie (Boston Terrier) has now gone to Doggie Heaven and I want to provide love to other's pets in honor of her memory. My schedule has recently opened up more since retiring from the Federal Government, and I have a lot of time to devote to other's pets and animal care. When a dog is in my care, I provide very frequent walks and cater to your pet throughout the entire time they are with me. I like keeping animals happy and content. I provide a safe, trusting and caring environment. I am very nurturing and provide excellent care and attention. I am very attentive of animals needs.

Sitter Profile Image: Chelsea-Rose L.
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Chelsea-Rose L.
from
$20
per walk
5.0 out of 5 stars
43 reviews
15 repeat clients
10 years of experience
Lewes, DE, 19958

Chelsea was awesome. 👏 She paid careful attention to Winston and was patient with him as he was a bit reluctant to walk with a new person. She followed all my instructions and took care of our baby. Will use her anytime I need help with Winston in the future.

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Susan H.
Sitter Profile Image: Marilyn & Mark W.
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Marilyn & Mark W.
from
$20
per walk
5.0 out of 5 stars
23 reviews
2 repeat clients
40 years of experience
Lewes, DE, 19958

Excellent communication, pictures provided, and the pup was very happy.

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Jesse H.
Sitter Profile Image: Leanne S.
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Leanne S.
from
$30
per walk
4.9 out of 5 stars
25 reviews
10 repeat clients
25 years of experience
Harbeson, DE, 19951

Leanne walked our fur baby midday for two weeks. She is always on time and dependable. She followed all instructions. We will definitely use her services again.

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Bob M.
Sitter Profile Image: Kailee D.
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Kailee D.
from
$20
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
9 years of experience
Millsboro, DE, 19966

Did a great job with Crimson

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Ira B.
Sitter Profile Image: Michael D.
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Michael D.
from
$25
per walk
25 years of experience
Georgetown, DE, 19947

About: I’m a retired Harness Driver and trainer I have experience caring for household pets such as dogs and cats and livestock I have been a dog and cat owner all my life I take care of them like my own children. I’m bonded and insured to take care of the animals. I just retired so I have plenty of time to devote toward taking care of your pets during the week or on the weekends and holidays I have a siberian husky that lives in a large dog pen I walk her in the morning and then in the evening I also have 5 Persian cats. I take care of

Sitter Profile Image: Diana S.
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Diana S.
from
$19
per walk
4.9 out of 5 stars
9 reviews
2 repeat clients
28 years of experience
Mission, DE, 19966

About: Dog mom to a female Great Dane, & female English Bulldog. I am also a aunt to FOUR frenchies & two Great Danes ❤️ I absolutely ADORE animals, especially pups! 🐶 I’m here to walk, run, and play with yours like he/she is mine! Can’t wait to meet your four legged family member(s) and give them the love/attention he/she is missing while you’re out & about! Thank you for considering me and trusting me with your babies! Full time job at a local high school Monday - Friday 7am-220pm. I am free most weekends, but will be sure to communicate when I am not available for services Happy to meet your four legged friend before the initial watch if necessary/makes you more comfortable! Happy to send photos during our visit as I know how much we miss our babies when away from them.

Sitter Profile Image: Brooke W.
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Brooke W.
from
$15
per walk
5.0 out of 5 stars
21 reviews
1 repeat client
25 years of experience
Millsboro, DE, 19966

About: I have had dogs all my life including 2 Labrador retrievers, a maltipoo and a yorkipoo. I lived in Charleston for 5 years and took care of many dogs/repeat customers while I was in grad school for physical therapy. I watched dogs at my apartment as well as stayed at many homes for the dog’s comfort. I love going for walks with them, playing and snuggling. I work full time 8-4:30 Monday-Friday in Lewes, DE. I can stay at your home during the work week, feeding/letting your pet out before and directly after work. I will have my calendar updated for my availability but weekends I am free I can accommodate whatever you need. I live with dogs currently with my parents so I will stay anywhere to accommodate you! I would love to take your pup for walks, to the dog park, etc. depending on weather and safety! I am tidy and will respect your home just like mine, keeping you informed with updates and pictures.

Sitter Profile Image: John B.
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John B.
from
$16
per walk
1 repeat client
25 years of experience
Lewes, DE, 19958

About: Owner of two Huskies. My sister has two dogs she trains for agility contests. My friend competes in dog show contests. I love dogs and they love me. I am available 7 days a week. At all hours of the day. Including Holidays and weekends. responsible and always reliable to show up and care for your dog. I currently do not have any dogs in my house. when I had two Huskies I always took them for long walks in the woods on a trail. Even went in the Lake to pull one out that the edge was to steep. Rescued one from an angry beaver.

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The median cost per walk for dog walking in Hollyville is $23

Dog parents share their Rover experiences - Hollyville

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5.0 out of 5 stars

Maria took great care of Scooby, a large dog, while I was out of town for a night. She even brought in a package for me! Maria is friendly, reliable and prompt with messages. I highly recommend Maria for dog walking.

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Anne R.
Dog Walking
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Sitters in Hollyville average 4
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FAQs for Dog Walking - Hollyville

Frequently asked questions about Rover

The average cost for Dog Walking in Hollyville on Rover is $21.65 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 528 sitters on Rover offering Dog Walking across Hollyville. 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 Hollyville. 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 Hollyville.

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 Hollyville. On Rover:

  • 94% of walkers can help with special care needs
  • 96% 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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