Dog Walking Oak Orchard

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pet parents in Oak Orchard have booked dog walking

Oak Orchard, 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: 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

It was great to be able to get away for the day and it would not have been possible without Christina watching my fur baby. Thank you so much.

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

Thank you!!!

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Darlene C.
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 went above and beyond with my crazy dog mom requests! She sent me pictures every single walk and made sure my spoiled fur baby who likes to go on hungry strikes when we leave for any period of time, had plenty of time to eat her food! 10/10 would absolutely book Nicola again for any reason!!!

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Sarah K.
Sitter Profile Image: Stacy P.
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Stacy P.
from
$20
per walk
5.0 out of 5 stars
2 reviews
40 years of experience
Long Neck, DE, 19966

About: I have had a variety of pets of all ages with some needing special care. I enjoy walks, playtime and snuggles from fur babies. I have flexibility and can work with your schedules to give the proper care to your pets. I am currently working a casual job and would like to fill more of my time with what brings me joy which are animals. I only have my older cat but enjoy dogs of all sizes, other cats; I have fed fish, small reptiles, and horses. I do travel but have flexibility in my schedule. I have a fenced in yard and a home where I can close off play areas if needed. I can provide litter boxes separately if needed and clean out as needed. I am happy to listen to your requests and concerns and follow your routine for your pets. I am comfortable going to your home where your pets are ‘at home’ and walk, feed and play with them in their own setting.

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 a fantastic walker for Duke! She was so communicative and flexible. Very easy to work with and Duke was well cared for. Would definitely recommend her!

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Aleena S.
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: Jacqueline & William C.
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Jacqueline & William C.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
224 reviews
99 repeat clients
8 years of experience
Millsboro, DE, 19966

This was Zoe’s second walk with Jacqueline. Zoe’s never had a dog Walker before and Jacqueline has been doing awesome with taking her time with Zoe.

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Joshua L.
Sitter Profile Image: Zelie K.
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Zelie K.
from
$25
per walk
5.0 out of 5 stars
12 reviews
3 repeat clients
28 years of experience
Rehoboth Beach, DE, 19971

About: Hi! I split my time between Greensboro and Rehoboth! Weekends in Rehoboth, middle of the week in Greensboro, with some flexibility! I have lifelong experience and deep love for animals. I’ve been caring for animals my whole life, including my own three dogs – one of whom is a senior and two other high energy dogs, including a Whippet and a Jack Russell blend – along with two indoor/outdoor rescue barn cats. With a large property for exercise and play, I understand the unique needs of different breeds and personalities. My experience extends beyond my own pets, as I’ve been trusted to care for others beloved animals for years. I’m passionate about providing attentive and reliable care, ensuring every pet feels safe, loved, and happy while you’re away. I am a teacher and will be gone from my home 8 hours of the day. I can be available to come let pets out for a potty break in the middle of the day some days. I am free on weekends all day. If your pet is crate trained they will be on the same schedule as my own! I have cared for many animals, boarding, walking/running, and general care. My pets are allowed on furniture for snuggles and free roam of the house, to explore and move! I have two high energy dogs that need to go on runs daily. I am fit and we are on a dirt road and a large property so getting exercise is easy! My dogs have their own bedroom and actual bed, but are also crate trained for during the day. They are very friendly, love other animals and our cats!

Sitter Profile Image: Michael J.
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Michael J.
from
$20
per walk
5.0 out of 5 stars
1 review
16 years of experience
Dagsboro, DE, 19939

About: My whole life has been around pets. Experienced in care from puppy to seniors, kitten to senior and even your caged pets! Can administer medications as needed. I work for myself out of my home so I have flexible availability. Limited availability Saturday mornings. Otherwise, though, I am free to hang out with your pup! I have a fenced potty area and plenty of space in my neighborhood for as many walks as is necessary! I have a senior small dog who loves to sleep and chill, but still has plenty of play left in him as well. Our home is also ruled by 2 female cats, they gave me permission to post this

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: Kailee D.
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Kailee D.
from
$20
per walk
5.0 out of 5 stars
4 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: 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: 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: 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: Joahanna T.
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Joahanna T.
from
$25
per walk
5.0 out of 5 stars
2 reviews
7 years of experience
Lewes, DE, 19958

About: I'm a proud mama of a st bernard/poodle rescue. Her name is Dolce (dol-che). Love being with her and training her (trained her to ring a bell and that has been a life saver). Would love to walk your dog or drop in. I know the sad feeling of being away from your dog and making sure that they are more than ok when you are away. I would make sure that you are well informed with updates and make sure that your most loved dog is treated well, having a good walk and learn a few tricks with treats. I have learned training Dolce by myself and aware of the patience and satisfaction needed when dogs are obedient and are healthy because they are trained well.

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.

Sitter Profile Image: Emma G.
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Emma G.
from
$15
per walk
17 years of experience
Millsboro, DE, 19966

About: Growing up in a family of 6, having a twin sister and an older set of twin brothers we had nothing going on so we grew up with dogs (3+) running and playing all over the house. My dog today Dewey is a paws for people dog, while the other two dogs my family has I am their dog whisperer. I now for three years have been grooming all three of my dogs at home myself and been saving my parents money from doing that. I have a mini golden doodle, cavapoo, and a huge labor doodle. I’ve been watching a lot of my friends parents dogs for a couple years now and lately have been doing lots of dog walking. I grew up with my dog Gizmo who had seizures his whole life and watch my dogs grow old. I just moved from northern Delaware to southern Delaware and I am ready to help out your family’s with all your dog needs! I currently moved and left my paraprofessional teaching job. I am finishing my last semester of college online and not working currently. Open schedule ever since my move down south I have a fenced in yard and a lake in my neighborhood where I walk my dogs. Now that I live down south I take my dogs to the beach and one of my dogs is a paws for people dog.

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The median cost per walk for dog walking in Oak Orchard is $22

Dog parents share their Rover experiences - Oak Orchard

1 / 1
5.0 out of 5 stars

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.
Dog Walking
5.0 out of 5 stars

It was great to be able to get away for the day and it would not have been possible without Christina watching my fur baby. Thank you so much.

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Pamela H.
Dog Walking
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Popular requests for dog walking - Oak Orchard

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Sitters in Oak Orchard average 4
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FAQs for Dog Walking - Oak Orchard

Frequently asked questions about Rover

The average cost for Dog Walking in Oak Orchard on Rover is $22.2 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 505 sitters on Rover offering Dog Walking across Oak Orchard. 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 Oak Orchard. 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 Oak Orchard.

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 Oak Orchard. On Rover:

  • 96% 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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