Dog Walking Holiday Acres

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

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Over 10
pet parents in Holiday Acres have booked dog walking

Holiday Acres, 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: Lori S.
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Lori S.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
• 6 reviews
3 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: Jacob W.
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Jacob W.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 26 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: Steve M.
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Steve M.
from
$20
per walk
5.0 out of 5 stars
• 3 reviews
2 repeat clients
10 years of experience
Millsboro, DE, 19966

“Steve is the best dog walker! My dog, Pumpkin, loved Mark immediately and loved the walks because he’d come back exhausted after each one!”

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Sania K.
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: 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: 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: KAREN H.
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KAREN H.
from
$20
per walk
50 years of experience
Millsboro, DE, 19966

About: I've cared for and have had the privilege of sharing my life with dogs, cats, birds, horses, rabbits, and goats. I've been lucky enough to have raised three dogs from puppydom to senior pooches, all three living beyond 18. I currently share my home with a 13 years old Miniature Pinscher named Sadie. I couldn't imagine continuing on without a furry child in my life. They are central and that's how I feel about all my charges as well. I have extensive experience in caring for puppies, tweens, teens, adults and senior dogos. Unfortunately, I can no longer work with bully breed or bully mixes. I'm available anytime and often at short notice. I have no limitations or restrictions between the hours of 9A until 9P seven days a week. I can only care for small dogs (under 25 lbs) in my own home as my HOA has restrictions on pet size. In your home, your pet will be either King or Queen. They will be pampered and loved as you would want them to be.

Sitter Profile Image: Danielle T.
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Danielle T.
from
$15
per walk
4.8 out of 5 stars
• 6 reviews
3 repeat clients
10 years of experience
Lewes, DE, 19958

About: I have had 4 dogs, 1 chessie, 2 huskies and 1wolf-husky hybrid! I don't mind big playful pups but I can also appreciate the gentle lap dog even if he/she is 60 pounds(every dog is a lap dog) I'm just looking to make some extra money doing something I love. I have house(and pet)-sitted for many families in my neighborhood and even have keys to their homes full time because they found me so trustworthy. I love running around the yard, taking long walks and even just sitting around and giving dogs a good pet. I'm not opposed to going to dog parks AT ALL and will honestly probably fall in love with your dog I’m a full-time manager at a restaurant at the beach. However, I love the opportunity to get out and do things that I love in that includes pets. I strive to you insured that all the pets I take care of are comfortable and happy and feel well loved while their owner is away at work or on a trip

Sitter Profile Image: Karianna A.
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Karianna A.
from
$25
per walk
20 years of experience
Selbyville, DE, 19975

About: I take pride in making pets feel comfortable woth me at all times. Ive been around animals my whole life. Ive chosen to volunteer my time and money to help local strays and have a big heart when it comes to taking care of all animals. I currently make my own schedule and I have older children. As long as I have the notice I have no problem making the time. I would love to walk through with owners for to make sure I know all the details of what pets needs and wants. I want to make this a joyful experience for everyone.

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: Dina B.
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Dina B.
from
$25
per walk
5.0 out of 5 stars
• 7 reviews
1 repeat client
10 years of experience
Berlin, MD, 21811

“Dina was great! She was very communicative, caring, and professional during our booking and was able to adapt to our last minute request. She did great with our large puppy and sent multiple pictures throughout their time. I would highly recommend her in the future!”

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John C.
Sitter Profile Image: Lisa R.
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Lisa R.
from
$24
per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
40 years of experience
Milton, DE, 19968

About: Please note- I require a meet and greet first before taking on a new client. I have rescued many dogs and given them a better life. I have also had two puppies in the past six years. I have a lot of training and patience with puppies and also rescue dogs. I love dogs so much and strive to make them happy and be the best version of themselves. I currently have a rescue dog that is 10. A dog that is 6 and a puppy that is six months. I also watch my two grandpups a lot they are a GSP and a Vizsla. I require a meet and greet first before taking a new client. I am retired and have time on my hands to give your pup the time it needs while you are away. They can stay in their home and feel safe and comfortable and still be on their routine with walks, feedings, and playtime. I will come to your house and check on your pup. Walk them, feed and water. And also give them play time. I will treat your home with care and respect.

Sitter Profile Image: Carla C.
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Carla C.
from
$15
per walk
5.0 out of 5 stars
• 28 reviews
9 repeat clients
4 years of experience
Salisbury, MD, 21804

“Carla is so great and patient!! happy to have found her!”

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Olivia P.
Sitter Profile Image: Courtney F.
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Courtney F.
from
$25
per walk
5.0 out of 5 stars
• 15 reviews
4 repeat clients
20 years of experience
Georgetown, DE, 19947

“Ollie has a new BFF. Great communication will be a repeat customer”

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Robin E.
Sitter Profile Image: Christine L.
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Christine L.
from
$30
per walk
5.0 out of 5 stars
• 34 reviews
6 repeat clients
17 years of experience
Selbyville, DE, 19975

“What a wonderful lady Christine is! Fred loves her!”

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Nancy M.
Sitter Profile Image: Lucia V.
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Lucia V.
from
$25
per walk
5.0 out of 5 stars
• 10 reviews
3 repeat clients
5 years of experience
Pittsville, MD, 21850

“Please don’t hesitate to use Lucia for your Rover needs. She was very attentive and thorough with her care and communication regarding our high maintenance doodle. She was very responsible with our home. Thank you again Lycia!”

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Debby G.
Sitter Profile Image: Kara B.
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Kara B.
from
$22
per walk
5.0 out of 5 stars
• 1 review
15 years of experience
Ocean Pines, MD, 21811

About: We always had a family dog growing up, so I’ve been training, bathing, feeding and walking for as long as I can remember! I’ve taken daytime and overnight care of newborn pups to elderly dogs, as well as many cats, mostly belonging to friends (and friends of friends), so I’m excited to join Rover and help your pet get the love and care they deserve! I am currently working a flexible schedule, so I have plenty of opportunity to find a time that works to take care of your pet! I have my own transportation and a flexible schedule, so I am perfectly comfortable popping by to take care of your pet. I don’t have any dependents, so if overnight stays are what you need, I am happy to do that too! I keep a tidy house and tidy pet :)

Sitter Profile Image: sharon r.
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sharon r.
from
$50
per walk
5.0 out of 5 stars
• 10 reviews
2 repeat clients
5 years of experience
Milton, DE, 19968

“great communication as always. thanks sharon”

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Dan K.
Sitter Profile Image: Alyssa M.
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Alyssa M.
from
$15
per walk
4.5 out of 5 stars
• 2 reviews
2 repeat clients
12 years of experience
Seaford, DE, 19973

About: Hello ! I’m Alyssa, I am 23 & am deeply in love with all types and breeds of animal! I would be more than happy to care for your fur baby's with my tender love and care. I would love to just wake up everyday loving what I do and that's working with animals! Especially getting a little money on the side for something I love to do! I would gladly take care of your fur baby's for as long as you need under any circumstances! Feel free to shoot a quick message about any bookings, questions, or concerns you may have! Thank you for choosing me as your fur baby's care taker while your away! ! ! ! ! ! ! ! ! !

Sitter Profile Image: Heather C.
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Heather C.
from
$25
per walk
4.9 out of 5 stars
• 34 reviews
10 repeat clients
33 years of experience
Princess Anne, MD, 21853

About: I have 33 years experience with animals I have a small yard live in a townhome I have 1 dog and 2 cats now. I have also had 4 chickens birds fish turtles and rabbits in the past I love animals and can do anything for them Bathing walking playing feeding anything you need I can do for a animal and any animal. I have a 14 year old son who also loves animals very much I have kennel to keep animals in the house. My dog is a Chihuahua terroir mix. My 2 cats are a tabby and main coon cat. I am also willing to take care if any other animals you may own. I look forward to playing with your dogs cats I’m not working so I have open availability to be with your animals they will be fed twice daily and walked at least three times daily they will be played with and loved I can take your pets in my home they will be allowed to sleep in a kennel or bed and in your home I will follow how ever you usually take care of your pets I go by your Routine

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The median cost per walk for dog walking in Holiday Acres is $22

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  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book dog walking

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog walking - Holiday Acres

Select a filter and find qualifying sitters offering dog walking.

Sitters in Holiday Acres average 3
repeat dog walking clients

FAQs for Dog Walking - Holiday Acres

Frequently asked questions about Rover

The average cost of Dog Walking in Holiday Acres is $22 per walk as of October 2026. Most bookings cost between $19 and $46 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 October 2026, there are 483 sitters on Rover offering Dog Walking across Holiday Acres. 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 Holiday Acres. 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 , 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 Holiday Acres 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 , 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 .

Yes, you can find walkers who have experience with handling special pet needs in Holiday Acres. On Rover:

  • 93% of walkers can help with special care needs
  • 95% 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 .

walkers on Rover set their own , 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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