Dog Walking Hollyville

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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
• 29 reviews
8 repeat clients
2 years of experience
Millsboro, DE, 19966

“Absolutely wonderful experience! I needed someone at the last minute, and she was kind enough to accommodate me. Jacob was friendly, reliable, and took great care of Kenji. It gave me peace of mind knowing he was in good hands. I truly appreciate his flexibility and willingness to help on such short notice. I would definitely recommend him and will absolutely be using his services again!”

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Sara P.
Sitter Profile Image: Lori S.
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Lori S.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
• 9 reviews
4 repeat clients
40 years of experience
Millsboro, DE, 19966

About: I've taken care of a wide variety of animals my whole life. While I love all types of pets, dogs are my favorite. I have lots of experience. One of my dogs was a therapy dog within the public school system as part of a literacy program for elementary children. I have a nice fenced in backyard and live close to two pet friendly parks. My schedule is very flexible. There is always someone at home 24/7 so your furry friend will never be lonely. I can board, sit, or walk almost anytime. I have a nice fenced in backyard and live very close to two pet friendly parks. I have a very friendly corgi named Rocco to keep your fur babies company.

Sitter Profile Image: Stephanie G.
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Stephanie G.
from
$15
per walk
25 years of experience
Lewes, DE, 19958

About: I have loved animals for as long as I can remember, and always grew up with a dog. Now that I have my own family we have two brachycephalic dogs of our own! I have been a dog foster parent who has dealt with dogs of all ages and for those in need of special care, including special needs, daily medications (topical & ingested), shots, and incontinence. I have a flexible schedule so it allows me to work around the needs of your animals care whether it be 2 pm or 2 am. I am a stay at home mom, who is fortunate enough to have a spouse who works from home which allows me ultra flexibility when it comes to your pets needs. Your pets will feel at home in our house. They will be allowed on our furniture and we allow snuggles at night in the bed. We have a great fenced in yard so they will be able to roam and play outdoors, along with a neighborhood that loves to see dogs on walks.

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: Timothy L.
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Timothy L.
from
$15
per walk
17 years of experience
Rehoboth Beach, DE, 19971

About: I've had dogs most of my adult life. At parties, I'm the one on the floor laying & playing with their furry kids. I currently have 2 pups that I co-parent with my former partner and they're the loves of my life! As a Flight Attendant, my schedule is very flexible, so I fly when I want. I'm avbl Friday-Sunday, but can make exceptions. I'll probably spoil your dog(s) and give them the option of more walks & attention than they need. I'm also avbl for overnight stays. I look forward to sitting for your pup(s) in their home environment. I can provide care/sitting in your home. If your furry family member(s) are allowed on the furniture or not I'm all about making them feel comfortable and at ease. I love to cuddle or simply have them warm up to me while we watch tv or a movie on the couch or on the floor. I'll take their lead.

Sitter Profile Image: Morgan P.
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Morgan P.
from
$25
per walk
5.0 out of 5 stars
• 39 reviews
4 repeat clients
3 years of experience
Millsboro, DE, 19966

“Thank you again!!! As always, so glad you’re here for the “ boys” 🐶🐾🐶”

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Darlene C.
Sitter Profile Image: Randy B.
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Randy B.
from
$20
per walk
28 years of experience
MILLSBORO, DE, 19966

About: Hi, I’m Randy — recently retired after a 28 year career as a scientist with Merck Animal Health. I’ve spent my entire professional life dedicated to improving the health, comfort, and wellbeing of animals, and now I’m excited to continue that passion through one on one pet care. Animals have always been at the center of my world. I understand how they communicate stress, curiosity, comfort, and confidence, and I take pride in creating a calm, predictable environment where pets feel safe and understood. I’ve worked with pets of all ages, personalities, and needs, and I enjoy getting to know each animal’s unique quirks and comforts. Whether your pet is energetic, shy, senior, or somewhere in between, I meet them at their pace and make sure they feel safe and relaxed. I am recently retired, happy to have shed the rigors of corporate America and now free to enjoy life and to do what I love. I am a lifelong dog owner and strong believer in them often being man's (and women's) best friend. Cats are special to me too, I spent many years as a scientist developing new vaccines for cats.

Sitter Profile Image: Matthew & Kelly P.
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Matthew & Kelly P.
from
$25
per walk
10 years of experience
Lewes, DE, 19958

About: My wife and I run a home based business caring for dogs. Our house features a half acre, fenced in wooded and shady yard. We have two shady decks for outdoor lounging and a large turf grass area. Dogs have free run of the house and yard under supervision. My wife has a rover account and she handles boarding. I offer walks and drop ins for dogs and cats. I am reliable and come in all weather as needed. Safety first is a priority, always checking gates and doors to make sure they are locked. We are available most holidays and most days of the year. Currently serving Lewes, Milton, Harbeson, Rehoboth areas. My wife and I have a full time pet care business. We offer boarding, walking, and drop ins. I am a registered nurse and work part time/per diem. We have a large wooded and shady fenced in yard. We offer a homelike environment where the dogs have free run inside and outside with close supervision.

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: Desiree V.
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Desiree V.
from
$25
per walk
5.0 out of 5 stars
• 29 reviews
11 repeat clients
15 years of experience
Millsboro, DE, 19966

“Again, a complete pleasure! Thanks for everything :)”

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Mwuese N.
Sitter Profile Image: Peyton H.
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Peyton H.
from
$12
per walk
10 years of experience
Millsboro, DE, 19966

About: I’m 22 years old and have had dogs in my life since the day I was born. I currently have two Goldendoodle’s and a Labradoodle including one energetic puppy, so I’m very comfortable with both adult dogs and young, high-energy pups. I have hands-on experience with daily walks, playtime, feeding routines, grooming, basic training reinforcement, and socialization. I’m also experienced in caring for dogs with medical needs as one of my Goldendoodles passed and battled cancer this past fall, so I understand how important patience, attentiveness, medication schedules, and extra love are during sensitive times. I treat every dog like my own and prioritize safety, consistency, and lots of affection. I’m a new grad nurse and back home in DE! Weekdays are open. Weekends are mostly open, which makes me great for longer stays or extra attention and activity. Your pup will get lots of love, playtime, and consistency with me! At home, my dogs have a secure, free-range yard where they can play and explore safely. When we’re out in public or on walks, I always use a leash. I also crate my puppy when I leave the house, so I’m very familiar with crate routines. I pay close attention to behavior, energy levels, and surroundings to make sure every dog is secure and cared for. I maintain a clean environment and can easily separate dogs if needed. I love and treat every pet as if they were my own and communicate clearly with owners.

Sitter Profile Image: Jessica R.
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Jessica R.
Star Sitter
from
$50
per walk
5.0 out of 5 stars
• 35 reviews
13 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: 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: Gabrielle P.
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Gabrielle P.
from
$25
per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
5 years of experience
Lewes, DE

About: I’ve been taking care of dogs and cats ever since I was 14-years-old. I was an active volunteer at Humane Animal Partners in Rehoboth Beach and have helped organize multiple donation drives for the SPCA. I’ve had pets my entire life. I have 4 years experience caring for dogs and cats in Lewes, Rehoboth Beach, Harbeson, and Milford. I work a hybrid job that is really flexible in days and times. I can work any pet care demands into my schedule. If I am not working from home, I am on the roads, making drop ins and walking throughout the day no problem. I love to give your animals as much care and attention they need. Whether it’s walks or play time, I’m available for whatever your animals require.

Sitter Profile Image: Rebekah L.
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Rebekah L.
from
$22
per walk
5 years of experience
Millsboro, DE, 19966

About: I am a lover of all dogs and have taken care of my own along with family/friends for the last 5 years. I have a Frenchie named Potato and a ChiWeenie mixed named Avocado! They are my world and I will treat your animals like my own! I have watched small, medium and large dogs with ease. I have experience with training my own and am comfortable with all dogs. I know having to leave your babies at home can be rough but they will be in good hands with me! I am a recent transplant to the area from Chicago where I was active in volunteering with several dog rescues! I work from home 2 days a week and have a very flexible schedule, I would love to come hang out with your babies while you're away! My office is only 4 miles from my house so I can step away as needed. I have experience with reactive dogs and understand they need some special attention. I am very attentive anytime a pet is out of the home and put safety first! I take my phone for safety but never use it while walking to ensure they have my undivided attention. It's hard being away from them and I hope to put your worries to rest!

Sitter Profile Image: Tara L.
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Tara L.
from
$25
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
30 years of experience
Millsboro, DE, 19966

“Tara did a great job! She was on time, followed directions, and my dog was very happy when I got home. She also helped me out with a last second booking! Highly recommend.”

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Carly N.
Sitter Profile Image: Paige S.
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Paige S.
from
$15
per walk
35 years of experience
Dagsboro, DE, 19939

About: Lifelong Pet Care & Animal Experience I have cared for dogs and cats throughout my entire life, along with hamsters, guinea pigs, and rabbits at different times. I have extensive hands-on experience caring for multiple animals with different personalities, routines, and needs. At one point, I cared for a household of 4 Australian Shepherds and 4 cats. One of my Australian Shepherds also had a litter of 9 puppies, giving me firsthand experience with caring for a mother and newborn puppies. I’m comfortable with feeding, exercise, companionship, maintaining clean and safe spaces, observing animal behavior, and keeping pets on their normal routines. I also have a lifelong close friendship with a veterinarian, which has given me an additional source of guidance and perspective on responsible pet care. I’m dependable, patient, attentive, and genuinely enjoy being around animals. I have a flexible schedule and am home most of the time, so pet care fits naturally into my daily routine. I’m available to give pets plenty of attention, playtime, exercise, and companionship throughout the day. I also have a fully fenced-in yard where dogs can safely enjoy some outdoor time. My live-in boyfriend is also a huge pet lover, so there’s always someone around who enjoys having animals in the home. I’m able to be flexible with feeding, potty breaks, walks, and keeping your pet’s normal routine while you’re away. 🐾 Your pet will receive loving, attentive, and personalized care while you’re away. I’ll follow their normal routine as closely as possible and make sure they have plenty of attention, playtime, exercise, and companionship. I’ll communicate with you throughout the stay and can provide photos and updates so you can relax knowing your pet is happy and well cared for. Every pet is different, so I take the time to learn their personality, preferences, routines, and any special instructions before they stay with me. My goal is for your pet to feel safe, comfortable, and at home. 🐾

Sitter Profile Image: John B.
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John B.
from
$35
per walk
5.0 out of 5 stars
• 1 review
20 years of experience
Rehoboth Beach, DE, 19971

About: Ive had dogs in my family ever since I was a kid. I have a 10 year old pit mix, a 13 year old husky, and a 1 year old husky, so I know how to care for multiple dogs at once and dogs of all ages, including puppies. I will care for your dog the way you would. I will take them on as many walks as youd like, and treat them as if they were my own. I get along very well with all dogs and I have plenty of experience. I dont trust my dog with just anybody, so I know how important it is to build that trust with your dog and to not change their comfortability and routine. I work part time at nights, so I am free for as many walks or as much play time as needed! When Im with your dog, it will always be my first priority! I can go on as many walks as needed, depending on the age and activity level of your dog. I have experience crate training my own dog if you need me to do that. I will care for your dog the same way as if youve never left.

Sitter Profile Image: Erin B.
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Erin B.
from
$10
per walk
2.7 out of 5 stars
• 3 reviews
1 repeat client
20 years of experience
Bethany Beach, DE, 19930

“Erin did a great job with Gabby Grace. I injured my foot and needed someone to walk my 5-month old pup. Erin is very responsive and the best communicator too. She would message me when she was on her way to pick up Gabby and messaged me when she was headed back. Erin & Gabby totally adored each other. It was great to see, :). Highly recommend Erin for any needs you have regarding your pet!”

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Peggy H.
Sitter Profile Image: Samantha R.
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Samantha R.
from
$30
per walk
5.0 out of 5 stars
• 81 reviews
29 repeat clients
20 years of experience
Millsboro, DE, 19966

“Samantha was terrific. Chewy our 90+lb Rottweiler/hound absolutely adored her. Samantha was very reliable and communicated with us everyday. She walked Chewy for 8 days while we were gone. My parents who were watching Chewy while we were gone liked Samantha also.”

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

Dog parents share their Rover experiences - Hollyville

1 / 1
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 3
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FAQs for Dog Walking - Hollyville

Frequently asked questions about Rover

The average cost of Dog Walking in Hollyville is $22 per walk as of November 2026. Most bookings cost between $20 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 511 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 Hollyville. 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 Hollyville 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 Hollyville. On Rover:

  • 94% of walkers can help with special care needs
  • 96% can help with giving oral medications or injections
  • 97% 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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