Dog Walking Oak Orchard

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

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Over 2
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: 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: Stacy P.
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Stacy P.
from
$25
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: Shelby H.
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Shelby H.
from
$20
per walk
16 years of experience
Millsboro, DE, 19966

About: I’ve spent my entire life around dogs, and have helped care for my family’s four legged friends for as long as I can remember. I’m no stranger to walking, feeding and cleaning up after dogs of all shapes and sizes. As a teenager, my neighbors and friends entrusted me to care for their pets. Whether they were going to be home from work late and needed someone to walk their dog or were going out of town for a weekend, I was there to help. No matter your dog’s age, size or energy level, I am confident I can provide the best possible care for them! I am currently working remotely so I am available to care for your pups at any hour of any day! From early mornings to late nights, I will be there. At home, I have a fenced in yard where my dogs are able to run and play free, but I also make sure they get plenty of leash walks around the neighborhood. Regardless of your home/ yard’s set up I can ensure your pup will get the best possible care.

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: Max E.
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Max E.
from
$25
per walk
5.0 out of 5 stars
• 2 reviews
40 years of experience
Dewey Beach, DE, 19971

About: I have had many dogs and cared for many others. It is a true labor of love for me and something I really love doing. I’m retired so my schedule is super flexible. Whatever your schedule I can probably accommodate it. Give me a try and let’s see if we can work it out. I love them but I don’t board dogs (sorry). Couldn’t negotiate that successfully with my wife. I do love spending time with them on walks or in your home.

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: Rachel J.
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Rachel J.
from
$30
per walk
4 repeat clients
15 years of experience
Rehoboth Beach, DE, 19971

About: I've been caring for pets in various capacities for over 15 years. I have experience in pet sitting, daycare, boarding, simple grooming, veterinary care and dog training. I am a certified professional dog trainer utilizing positive-reinforcement training methods. I am also a Fear Free Certified Professional. I love what I do and how I do it! My goal is to make your pets comfortable and happy in whatever way I can. I like having fun with them and getting creative with different activities and games to meet their needs. I try to be flexible with my schedule so if you're unsure if it will work, send a request and let's see what we can make work! I realize caring for pets in a other's home is a large responsibility. I take that responsibility seriously and make sure your babies, as well as your space, are well taken care of, clean and sanitary.

Sitter Profile Image: Heather B.
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Heather B.
from
$25
per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
30 years of experience
Berlin, MD, 21811

About: I've taken care of dogs since I was 12 when I got my first dog, a Yorkie. Shortly there after,I started learning the responsibilities of taking care of a dog. Over the years, I've watched friends and family's animals. I currently have an amazing Husky/Lab mix, going on 5 years old and a 1 year old ferret. My dogs personality is mostly Husky, so I am very familiar with their character, sassy attitude and high maintenance personality ♥ He is my only dog. I take him to the beach daily. I love it when there are other dogs, he loves to play and swim with them. I'm always looking for doggy play dates for him. I have 10 years experience with exotics, specifically ferrets.❤️ I currently work professionally as a Certified Death and Eldercare Doula.I am a non medical holistic Practitioner. I work as part of the hospice team helping & supporting patients and their families creating a beautiful end of life experience. I also actively volunteer with families at Coastal Hospice. My specialty is helping Alzheimer’s and dementia patients. I work part time 3 to 4 nights a week as a server at a popular local restaurant. I can be very flexible on my available days. I love ❤️ all animals . I would welcome and be advised by the client on how they would like things handled in their home with regards to the care of their fur babies.

Sitter Profile Image: Blaire S.
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Blaire S.
from
$25
per walk
6 years of experience
Delmar, MD, 21875

About: I treat every pet like family! I’m caring, patient, and dependable, and I make sure every pet feels safe, loved, and comfortable. I pay attention to each pet’s unique needs and love giving them plenty of attention, playtime, and affection. I currently work part time at tidal health and when I don’t work there I’m at home with my 2 dogs panda and lily. I also take care of my boyfriends dog when he work 24 hour shifts. I make sure every pet feels comfortable, safe, and loved while in my care. I will make sure they have exercise, playtime and all the attention and affection they need. I follow all the instructions provided by the owner including their feeding schedules, walks, medications if needed. While caring for your pets I will keep things clean, can send regular updates, and photos if needed. I treat every pets as if it was my own.

Sitter Profile Image: Justine B.
Verified Background Check
Justine B.
from
$20
per walk
15 years of experience
Ellendale, DE, 19941

About: My name is Justine. I have had dogs since the day I was born. Dogs have been my passion. I was a groomer, and have been trained in dog body language as a result of going down the grooming path. I really enjoy spending quality time with fur babies, and getting to help you as their parents when needed. As a pet parent myself I know it isn't always an easy task. Overall, if you're looking for someone who has quite a vast knowledge in the dog field, I'm your girl! Special Needs, Seniors, Puppies with all that energy boiled up, I can handle them all. If youre looking for a reliable, reassuring helper feel free to contact me. Can't wait to hear from you soon!

Sitter Profile Image: Kayla J.
Verified Background Check
Kayla J.
from
$20
per walk
5.0 out of 5 stars
• 7 reviews
2 repeat clients
10 years of experience
Milford, DE, 19963

About: Hi! I’m Kayla, and I’d love to care for your fur babies! I’m a friendly, outgoing animal lover based in Milford, DE, and I’ve happily called Milford home for the past five years. I’ve loved animals my entire life and grew up caring for many different pets, from cats and dogs to more unique animals. Because of this, I truly see pets as part of the family and believe they deserve patience, love, and plenty of attention. I have experience caring for pets for families in both Milford and Camden, DE, and I’m known for being dependable, easy to get along with, and very attentive to animals’ needs. Whether you’re heading out for a vacation, a weekend trip, or just need a helping hand, I’m happy to provide loving pet sitting and house sitting that helps you feel at ease while you’re away. I am fully available and have lots of time for walks, playtime, cuddles, feedings, and check-ins throughout the day. Your pets will never feel rushed or overlooked! At home, I have a sweet kitten who is learning to use the litter box, so patience, gentle care, and understanding different personalities come naturally to me. I’m an organizer, planner, and multitasker, and I always make sure pets are safe, comfortable, and well cared for. Your pets’ happiness and comfort are my top priorities, and I can’t wait to meet your fur babies and give them all the love while you’re away! 🐾💕 I am fully available for any of your scheduled needs. I am free for walks, sittings and drop ins for feeds and all of the above. I have a playful cat who loves to talk. He gets full treatment and brushing because he is a long haired cat. He only uses pretty litter which gets cleaned once or twice a day. He has an automatic food feeder that goes off twice a day for him when we are not home. My brother give him all of the love when we are not home as well.

Sitter Profile Image: Busara C.
Verified Enhanced Background Check
Busara C.
from
$20
per walk
5.0 out of 5 stars
• 94 reviews
17 repeat clients
5 years of experience
Dover, DE, 19904

“Busara was on time and followed my instructions. She sent me good communication and pictures. My pets were provided good care while I was away.”

Profile image
Andrea P.
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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 is always great and knows how to handle high energy larger breeds. I trust him and most importantly Kenji trust him. Thanks Jacob for always being available

Profile image
Sara P.
Dog Walking
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

Christina did a great job with my little one. Tessa can be shy but she liked Christina from the moment they met. I will definitely use her again. Christina communicated well so I also knew the situation and saw that Tessa was happy and well cared for.

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Pamela H.
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.

Profile image
Pamela H.
Dog Walking
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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

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Popular requests for dog walking - Oak Orchard

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Sitters in Oak Orchard average 3
repeat dog walking clients

FAQs for Dog Walking - Oak Orchard

Frequently asked questions about Rover

The average cost of Dog Walking in Oak Orchard is $22 per walk as of October 2026. Most bookings cost between $22 and $22 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 486 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 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 Oak Orchard 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 Oak Orchard. On Rover:

  • 94% 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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