Dog Walking Winding Brook Village

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Winding Brook Village, 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: Nancy L.
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Nancy L.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
12 reviews
2 repeat clients
12 years of experience
Newark, DE, 19702

Nancy was fabulous with our dog! She was dependable and respectful. Our dog enjoyed her time with Nancy so much that she was upset when she left. I would gladly book her services again!

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Pat L.
Sitter Profile Image: Lillian S.
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Lillian S.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
39 reviews
18 repeat clients
25 years of experience
Elkton, MD, 21921

We love Lillian! I couldn’t be more lucky to have found the right person for Bruce Lee. I wouldn’t even consider trying someone else!

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Frank M.
Sitter Profile Image: Paul C.
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Paul C.
from
$20
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Elkton, MD, 21921

Paul and his fiancée do a great job with my Husky. My dog normally doesn’t enjoy other humans, and he loses his appetite when I travel. But Paul’s energy didn’t bring any of those concerns out.

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Andre J.
Sitter Profile Image: Jenni L.
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Jenni L.
from
$30
per walk
5.0 out of 5 stars
186 reviews
76 repeat clients
15 years of experience
Newark, DE, 19711

Always on time to walk Mulligan. Extremely good with the dog and built a rapport very quickly. Excellent communication and easy to work with. Highly recommend him.

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Karen Q.
Sitter Profile Image: Betty C.
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Betty C.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
51 reviews
16 repeat clients
20 years of experience
Newark, DE, 19711

Betty is great and my dog loves her!! Great communication and takes the best care of my dog during their walks. We’re so glad to have found Betty!

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Allison S.
Sitter Profile Image: Erikah D.
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Erikah D.
from
$25
per walk
5.0 out of 5 stars
32 reviews
12 repeat clients
5 years of experience
Newark, DE, 19711

I contacted Erikah, last minute, to walk my mom's energetic Golden Retriever. She responded within two hours and adjusted her plans to walk the dog the same day! My mom raved about her approach--super friendly--as well as how well she handled Beamer. He jumped all over her when she arrived, but she stayed cool, calmed him down and got to the walk. She walked him for the full hour and actually wore him down. Absolutely A+

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James M.
Sitter Profile Image: Destiny P.
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Destiny P.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
107 reviews
21 repeat clients
10 years of experience
Bear, DE, 19701

Destiny is a great communicator and has been so patient with my dog Lulu. Lulu is very slow to warm up to new people so it took time. Now, they have a great routine, and Lulu loves her walks with Destiny! And I know Lulu is in good hands!

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Adira R.
Sitter Profile Image: Jazmyn B.
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Jazmyn B.
from
$25
per walk
2 years of experience
Newark, DE, 19711

About: I had the privilege of caring for my Lab mix, who I adopted from a shelter, for two years. She had ongoing health complications, which taught me patience, compassion, and how to care for a dog with special needs. Even though she’s no longer with me, my love for animals is what inspired me to start caring for other people’s pets. Pet care fits naturally into my daily and weekly routine. I currently work part-time, which gives me a flexible schedule and allows me to dedicate plenty of time and attention to the pets in my care. Whether it’s walks, playtime, feeding, or simply providing companionship, I enjoy making sure every pet feels safe, comfortable, and loved. I care for every pet with the same love, patience, and attention I would give my own. I follow each owner’s instructions for feeding, walks, playtime, and routines to help pets feel comfortable and safe. I take the time to understand each pet’s personality while providing a clean, caring, and stress-free environment. I also love keeping owners updated so they can feel confident their furry family member is in good hands.

Sitter Profile Image: Vienna A.
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Vienna A.
from
$15
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
4 years of experience
Newark, DE, 19711

Vienna is really good with my pup, he is so happy after his walks. She sends cute photos and make sure your pup is cared for.

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Novie Dale C.
Sitter Profile Image: Christina D.
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Christina D.
from
$22
per walk
5.0 out of 5 stars
5 reviews
12 years of experience
Newark, DE, 19713

About: I’ve always had a soft spot for senior dogs and pets that need a little extra patience, attention, or understanding. I’ve participated in shelter skip days at the SPCA, and I’m almost always drawn to the older dogs. That’s just where my heart is. I genuinely enjoy taking things at their pace, helping them feel safe, comfortable, and cared for. I’m also a huge cat person. Whether your cat is social and playful or more reserved and independent, I’m happy to meet them where they are and make sure they feel relaxed while you’re away. I understand that every pet has a different personality, routine, and comfort level. I know how important trust is when someone is caring for your pets, and I try to be the kind of sitter I’d want for my own animals, responsive, dependable, calm, and genuinely caring. Whether it’s walks, drop-ins, medication routines, companionship, or just giving your pet some extra love and attention, I’m happy to help. Pet care is the perfect fit for my current life schedule. I took early retirement from my day job just so I could provide pet services. It’s way less stressful and more rewarding. I can provide overnight care for a dog in my home as well as provide drip in visits and walks. I can do extended drop in visits for cats so they have a chance to get to know me.

Sitter Profile Image: shuyi g.
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shuyi g.
from
$15
per walk
5.0 out of 5 stars
6 reviews
3 repeat clients
2 years of experience
Newark, DE, 19702

Shuyi has treated Merlot with such great respect and kindness! I’ve seen my pup Merlot so happy and excited to see her on days when she helps me. I highly recommend her for any dog service! Thanks so much Shuyi!!

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Jackie W.
Sitter Profile Image: Meredith V.
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Meredith V.
from
$20
per walk
20 years of experience
Newark, DE, 19702

About: I have grown up around dogs my entire life, big and small! I’ve bathed, feed, played with, and let dogs outside! Cuddles are a must! I attend Western Kentucky University but am home for the summer. I currently work part time at Brusters Ice Cream! My schedule changes weekly however I don’t work everyday meaning there is plenty of time for stopping by throughout the day! I will update clients on schedule changes to fit their needs and make sure all pets are taken care of properly. Most shifts are at night so I can stop by for feedings and bathroom breaks before work and after! Care begins with attention. Following clients instructions as every dogs and cats needs are different. Proper safety, comfort, and routine is important! Whether backyards aren’t fenced in or animals are fed at a specific time clients instructions are always important to follow!

Sitter Profile Image: Shirl B.
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Shirl B.
from
$20
per walk
5.0 out of 5 stars
22 reviews
7 repeat clients
12 years of experience
Elkton, MD, 21921

About: Hi everyone! My name's Shirl and I am hoping to make your life a bit easier by taking away the stress of leaving your pup behind while you're away. I have been pet sitting for over 12 years; I used to have dogs come board with me while owners went away, but I've found that most owners prefer their pets to stay in the comfort of their own home. I have years of experience doing overnight pet sitting, but unfortunately my growing family (3 dogs and a cat of my own) no longer allows for me to stay away from home overnight. I am happy to provide multiple daily visits and/or walks! My goal is to keep your pet as comfortable as possible while you're away, by keeping their daily routine as close to "normal" as possible. I've cared for all types of pets including dogs, cats, bunnies, chicks, quail, lizards, fish, etc.! I am an experienced dog handler/ animal lover at heart. I worked at/managed a doggie day care/boarding facility for 4 years, learning from a very experienced trainer who focuses on positive reinforcement techniques ONLY. During my time there, I had opportunities to complete trainings to understand dog behaviors and body language. I have volunteered at BARCS as a dog walker/foster, working primarily with bully breeds. Why I love dog sitting I have been an animal lover my entire life. From playing with salamanders as a kid, to growing up with cats and dogs of all shapes and sizes; I've also had bunnies, fish, frogs, hermit crabs, hamsters, birds...the list goes on! I couldn't imagine a life without animals in it. My experience administering medication Yes. Working at a dog boarding facility for nearly 2 years I have had to give many forms of medications, and my personal pets also take oral medications. I am not trained to give injections. My full time job allows me to work from home majority of the week. That makes it easy for me to swing by for a visit at different times of the day. The latest drop in I can provide is 7pm. I am happy to provide updates as soon as I arrive, during the stay, and as I leave. For dog walks, I prefer not to introduce any dog that I’m handling to another dog passing by. This ensures everyone’s safety.

Sitter Profile Image: Danashia C.
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Danashia C.
from
$18
per walk
4 years of experience
Newark, DE, 19713

About: I haven’t taken care of dogs professionally but I have always had a deep love for dogs. I have owned an American Bully and English Bulldog on my own and have had multiple family dogs growing up. Having my own dogs, I have gone through the process of training two different types of temperaments and am looking forward to engaging/learning about more! I currently work from home as an accountant M-F. I have the flexibility to leave and return as needed. I could take my laptop if I needed to be around for an extended amount of time. Otherwise, I have the ability to use my flexibility to be present. I have an open living room setup and an English bulldog of my own to keep them company as well. We go on multiple walks a day and I make sure to try and exert the energy of whatever dog I am with at the time (so they don’t have much time to miss their parents 😂). I have room to crate the dogs if needed and also a pet camera that helps with monitoring.

Sitter Profile Image: Madison B.
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Madison B.
from
$20
per walk
10 years of experience
Newark, DE, 19711

About: I’ve always had a furry friend by my side, since as long as I could remember. I provide reliable, patient, and personalized care to each pet I care for. I love both dogs and cats, no matter breed, size, or personality, I always make sure they’re safe and comfortable. As a responsible pet sitter/walker, I keep owners updated and follow routine in order to keep your pet happy and loved while you’re away:) Pet care fits easily into my routine because I have a flexible weekday schedule. I’m currently a student at Wilmington University, while balancing mutiple side incomes as a 23 year old in today’s world. I’m available throughout the week for walks or drop-in visits, and I can adjust my schedule to meet each pet's needs. I care for every pet like they're my own. I follow their usual routine, make sure they have food, water, exercise, and lots of attention, and I always follow the owner's instructions. My priority is keeping your pets safe, happy, and comfortable.

Sitter Profile Image: Faith G.
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Faith G.
from
$20
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
10 years of experience
Oxford, PA, 19363

About: With a lifelong passion for dogs and three years of hands-on training in animal science at TCHS, I provide expert care in walking, feeding, grooming, and administering medications. Currently, I apply these skills daily at a local kennel, ensuring every pet receives personalized attention and the highest standard of care. Pet care fits seamlessly into my daily routine as I currently work part-time at Vixen Hall Kennels. My schedule changes weekly, but I’m flexible with hours and can easily accommodate different times. I’m also willing to get up early or stay up late if needed to ensure your pets receive the best care at any time of day. I treat every pet like they’re my own, ensuring they feel safe, comfortable, and loved in their own environment. I follow any specific instructions provided by the owner to maintain their pets' routine, whether it’s feeding, playtime, or medication. I’m committed to providing personalized care and always prioritize the well-being of each animal, ensuring a stress-free experience while you're away.

Sitter Profile Image: Kelsie T.
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Kelsie T.
from
$18
per walk
5.0 out of 5 stars
10 reviews
2 repeat clients
15 years of experience
Elkton, MD, 21921

Bentley just loved Kelsie! thank you soo much

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Zakiyyah & Clive M.
Sitter Profile Image: Riley K.
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Riley K.
from
$20
per walk
4 years of experience
Newark, DE, 19711

About: I’ve taken care of family and friends’ dogs throughout the past few years. I provided whatever they needed whether that was feeding, walking, or playing. I’m currently working a part time restaurant job that never ends later than 10:30 pm. So I will have plenty of time to take care of pets overnight and during the day. I provide reliable, attentive care in my client’s homes by following routines, offering playtime and affection, administering medications as needed, and keeping owners updated regularly.

Sitter Profile Image: Anna L.
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Anna L.
from
$22
per walk
10 years of experience
Newark, DE, 19711

About: I’ve been pet sitting since I was 10. I worked at a doggy daycare and an animal hospital for almost a year. I’m comfortable with all types of animals, including exotics, and can deal with all kinds of temperaments and medical needs. Currently I attend University of Delaware as a pre-veterinary medicine major. I am available 7 days and week and throughout the - I occasionally work at a dog boarding facility but shifts are usually no longer than 7 hours I am comfortable coming to other houses and doing overnight stays as well, which I have done before for clients. Unfortunately I cannot board at my house.

Sitter Profile Image: Bria F.
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Bria F.
from
$20
per walk
5.0 out of 5 stars
8 reviews
10 years of experience
Newark, DE, 19702

About: I have the empathy and patience for even the shyest of animals. Respecting a pet’s boundaries is key to success. I love the satisfaction of gaining trust and building bonds! I’m a hybrid/remote employee with flexible work hours. In general, I have pretty open availability for providing the services you need for your furry friend(s)! In the past, I have owned cats and snakes. I kept them strictly indoors to ensure they were in a safe environment. In your home, I will follow all safety protocols to properly take care of your pet(s).

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The median cost per walk for dog walking in Winding Brook Village is $20

Dog parents share their Rover experiences - Winding Brook Village

1 / 1
5.0 out of 5 stars

So glad to have met Charlotte! She was wonderful with Nani. Charlotte came at the times we discussed and cared for Nani very well. Look forward to having Charlotte take care of Nani in the future. Thank you!

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Lisa F.
Dog Walking
5.0 out of 5 stars

Vienna is really good with my pup, he is so happy after his walks. She sends cute photos and make sure your pup is cared for.

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Novie Dale C.
Dog Walking
5.0 out of 5 stars

Erikah did an amazing job of walking our dog. She arrived on time, was reponsive and provided photo updates during the walk. Erikah was kind to accept the last minute request which we really appreciated. Thank you, Erikah!

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Prashanth M.
Dog Walking
5.0 out of 5 stars

Thank you so much for taking care of my old lady on such short notice! Punctual and easy to schedule with, would book again

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Christopher J.
Dog Walking
5.0 out of 5 stars

Mackenzie is great! She was very communicative and sweet. I definitely plan to use her again in the future :)

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Olivia M.
Dog Walking
5.0 out of 5 stars

Once again, Paige took good care of our hound. Very dependable. I would recommend her to anyone looking for help with dog care.

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Thomas B.
Dog Walking
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Popular requests for dog walking - Winding Brook Village

Select a filter and find qualifying sitters offering dog walking.

Sitters in Winding Brook Village average 4
repeat dog walking clients

FAQs for Dog Walking - Winding Brook Village

Frequently asked questions about Rover

The average cost for Dog Walking in Winding Brook Village on Rover is $19.98 per walk (as of July 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 July 2026, there are 2,344 sitters on Rover offering Dog Walking across Winding Brook Village. 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 Winding Brook Village. 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 Winding Brook Village.

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 Winding Brook Village. On Rover:

  • 97% of walkers can help with special care needs
  • 94% can help with giving oral medications or injections
  • 95% 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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