Dog Walking Cheswold

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

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Over 3
pet parents in Cheswold have booked dog walking

Cheswold, 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: Delaney M.
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Delaney M.
Star Sitter
from
$24
per walk
5.0 out of 5 stars
25 reviews
10 repeat clients
9 years of experience
Dover, DE, 19901

Delaney is wonderful and Nala loves her. She is professional, polite, and always on time. Your pets will definitely be in good hands with her.

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Latanya A.
Sitter Profile Image: Gianna Y.
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Gianna Y.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
87 reviews
25 repeat clients
1 year of experience
Dover, DE, 19904

Gianna was amazing! She’s a great communicator, very dependable, and trust worthy. My dog loves her and we will miss her as our long-term dog walker.

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Victoria L.
Sitter Profile Image: Busara C.
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Busara C.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
84 reviews
11 repeat clients
5 years of experience
Dover, DE, 19904

Our Chance simply loves Busara and for great reasons!!

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Lynnell W.
Sitter Profile Image: Jen C.
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Jen C.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
177 reviews
63 repeat clients
20 years of experience
SMYRNA, DE, 19977

My fur baby loves her walks with Jen and i always come home to her happier and more playful on the days she has her walks. Jen is very professional and goes above to ensure she provides a quality experience for your dog.

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Antoinette B.
Sitter Profile Image: Taylor G.
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Taylor G.
from
$20
per walk
5.0 out of 5 stars
49 reviews
2 repeat clients
10 years of experience
Smyrna, DE, 19977

Taylor was great with our dog. She asked questions and took detailed notes. We will definitely be using her services again.

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Devon C.
Sitter Profile Image: Faith R.
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Faith R.
from
$20
per walk
5.0 out of 5 stars
31 reviews
6 repeat clients
15 years of experience
Dover, DE, 19901

About: Hello, My name is Faith. I am a recent college graduate with double majors in animal science and animal ecology. I am a lifelong animal lover and have experience fostering puppies and living with/caring for family dogs and cats. I am also looking to become a veterinarian so I have lots of experience with care of animals, from rabbits to farm cats. I have 2 cats of my own that I love and appreciate as well as tons of experience with dogs. I am great at understanding animal body language and love big dogs. I am an athletic person who likes hiking and rock climbing so walking dogs is something I enjoy as well. I have plenty of time on my hands while working remotely and really like the joy I receive from caring for different animals with unique personalities. I hope to meet you and your furry friends soon! I work parttime Monday - Thursday, but I am available to work with your schedule. I have a lot of free time to care for furry friends. I care by feeding the pets and providing enrichment. I can do this by playing with the animal or giving them a puzzle. I like using puzzles with treats to get them more involved in play as well as using scratching pads with catnip for cats.

Sitter Profile Image: Richard P.
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Richard P.
from
$24
per walk
5 years of experience
Cheswold, DE, 19936

About: My love for pets started with our first pet,. Sparky. He was our first dog of three during my childhood. My most recent was a rescue pit/lab mix named loofah. It was bath product week at the shelter. :). It was unique for sure and we didn't have the heart to change it. She had a way of brightening the day and making it more fun. Always ready to cuddle or play. Sadly I didn't get her in the split but I check in on her when I get in the area. Current lease doesn't allow for that breed and since their the hardest to place i'm holding on for one or two soon. I'm the go to friend that happily house sits or keeps and eye on their 4 legged family members.

Sitter Profile Image: Jordan M.
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Jordan M.
from
$20
per walk
4 years of experience
Smyrna, DE, 19977

About: Hello everyone! I am an animal lover, I grew up around animals all my life. Our furry friends are extended family members. I hope you entrust me with your furry loved ones. I am currently an active college student, but I have somewhat situated myself with a work-life balance. I am available and flexible for weekdays and weekends! I currently have a kitten almost a year old. Having him has taught me patience, and having complete responsibility. Milo is my profile picture! I feel as though I am completely up to any challenge, I hope I can help with your furry loved ones!

Sitter Profile Image: rachael b.
rachael b.
from
$15
per walk
5.0 out of 5 stars
20 reviews
2 repeat clients
16 years of experience
Dover, DE, 19904

About: I have taken care of animals since I was 10, including dogs, cats, guinea pigs, rabbits, fish, and birds. I have experience with newborn kittens and senior cats, including those with FIV and FIP, and have fostered numerous cats. I specialize in cats and rabbits, but also welcome dogs. I have a pomeranian mix and 3 cats who are my world. My care and experience will allow me to ensure your pet’s safety and happiness giving you an ease of mind while you are away. I currently work full time but work from home most days, therefore I am quite flexible. I do not work on the weekends either, so am available on Saturdays and Sundays. Please send me a guide of specific activities, feeding times, medication, and any other vital information your pet specifically needs so that I can follow this.

Sitter Profile Image: Deanna T.
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Deanna T.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
97 reviews
33 repeat clients
40 years of experience
Smyrna, DE, 19977

Deanna was on time and was very professional. She got me out of a bad spot. She came through at the last minute and walked my dog in the rain. Thank you so much

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Simeon C.
Sitter Profile Image: Jena-lynn C.
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Jena-lynn C.
from
$30
per walk
5.0 out of 5 stars
26 reviews
7 repeat clients
10 years of experience
Smyrna, DE, 19977

Jena is awesome Gamora really enjoyed her walks

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Lamont C.
Sitter Profile Image: Savannah T.
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Savannah T.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
11 reviews
4 repeat clients
2 years of experience
Dover, DE, 19901

Very attentive and my dog loves them.

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Melvina R.
Sitter Profile Image: Ashli W.
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Ashli W.
from
$20
per walk
19 years of experience
Dover, DE, 19904

About: I have grown up with dogs my entire life and know how to take care of them. I love to spend time with all animals. I'm currently in college and need a small job for when I'm home for the breaks. So I am available during Thanksgiving break, Christmas break, and all of summer. I have a fenced in area for a dog to run around, I have four other dogs that get along with it her dogs, but if need be I do have a crate so I can lock up a dog.

Sitter Profile Image: Dale I.
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Dale I.
from
$15
per walk
16 years of experience
Dover, DE, 19901

About: I have taken care of pets since I was 11 years old, watching my friends/neighbors to my own. I genuinely care about the well being of animals. I currently work full time 5 minutes away from my home. But will always be able to take care of your animals before and after work, and as well during my lunch breaks. I have a huge yard which will provide plenty of space for your pet to run around. I can crate animals if needed but rather let them stretch there legs and get there energy out. As well as providing plenty of time for nice walks!

Sitter Profile Image: Elizabeth B.
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Elizabeth B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
88 reviews
19 repeat clients
20 years of experience
Dover, DE, 19901

Liz took great care of Cooper while I was away for a short trip. She did several drop in visits each day, kept me updated, and made the whole experience very easy. Cooper also needed medication, and she gave it without any issues. It gave me peace of mind knowing he was in such good hands, and I’d definitely book with her again.

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Nikita A.
Sitter Profile Image: Sydni W.
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Sydni W.
from
$20
per walk
19 years of experience
Dover, DE, 19904

About: I have had many different animals in my life ranging from different ages and health conditions, and I work very well with all animals. I most have worked with cats and dogs. I am a college student who will be home for the holidays. Looking to help people and be worry free about their animals this holiday season.G I make sure they are fed, groomed and exercised enough. I take them for walks very often and groom them once a week. I love to give them treats when are being well behaved.

Sitter Profile Image: Denise S.
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Denise S.
from
$25
per walk
5.0 out of 5 stars
8 reviews
1 repeat client
15 years of experience
Dover, DE, 19904

About: Hi everyone! I spent 10 wonderful years dog sitting in Myrtle Beach, SC for friends, family, and through Rover. I live in Delaware now with my boyfriend and our fur child, Willow :). I work from home during summer and winter months, and I am available for dog walking or hosting your dog in our home (as long as they get along with other dogs). If this sounds like a good fit, please reach out. I look forward to meeting you! I work from home during summer and winter months. I am home all day so my schedule is very flexible to care for your pet. Now that I have a dog of my own, I do not care for pets in clients' homes. But, caring for your pet in my home will involve the same love and care that I give to my own, in addition to anything special that he or she needs.

Sitter Profile Image: Victoria D.
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Victoria D.
from
$25
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
5 years of experience
Dover, DE, 19901

About: I have taken care of animals my whole life. Around 5 years ago I got a few of my own. I have been around all types of animals from cats to Cane Corsos. I have never had any problem being around any type of animal regardless of size. I love going on walks. I normally stop by and feed my family's pets and make sure they are well taken care of. I have also trained puppies and have handled senior pets as well! Pet care is not something interrupts my daily or weekly routine. It is something that I actually prefer to do with my time. I love being able to help people with their fur babies while they have prior engagements and cannot be there at a certain time! I will follow all of your rules while inside your house. If you need your pup crated I can easily do that. I can also let them out in your fenced yard or take them out on a leash.

Sitter Profile Image: Kaitlyn V.
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Kaitlyn V.
from
$20
per walk
5.0 out of 5 stars
73 reviews
16 repeat clients
15 years of experience
Camden Wyoming, DE, 19934

Kaitlyn was punctual, gave Shelby TLC, and helped me out at the last minute to ensure my pup got the walks she needed at lunch. Would definitely recommend Kaitlyn to help with your furbaby.

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Theresa M.
Sitter Profile Image: Courtney L.
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Courtney L.
from
$40
per walk
5.0 out of 5 stars
2 reviews
10 years of experience
Dover, DE, 19904

About: I genuinely love animals. I grew up with two dogs and a cat. I’ve watched over other family dogs and cats for weeks and even months at a time. I work at most 6 hour shifts per day and 4 days per week so I have plenty of free time for play, walking and cuddles. I currently live with one pup who I walk daily before work and we love going on hikes or to the lake on a nice day

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The median cost per walk for dog walking in Cheswold is $20

Dog parents share their Rover experiences - Cheswold

1 / 1
5.0 out of 5 stars

Delaney is great with Nala!! She is very informative about what Nala does on her walk. She seems to care about the pets that she is caring . I am grateful for how she takes. Good care of my girl. Thank you so much, Delaney!! You rock!!

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Latanya A.
Dog Walking
5.0 out of 5 stars

Delaney is the best!!! She is very thorough and caring! She is also very professional and always makes sure my wishes are carried out! I appreciate her!!!

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Latanya A.
Dog Walking
5.0 out of 5 stars

Savannah has been wonderful! She recently took over walking Fiona after our last dog walker graduated. I receive updates every day and Fiona is enjoying hanging out with her new caretaker!

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Bill D.
Dog Walking
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer dog walking
  2. 2. Meet & Greet

    Schedule a free in-person Meet & Greet to find the perfect fit
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Sitters in Cheswold average 3
repeat dog walking clients

FAQs for Dog Walking - Cheswold

Frequently asked questions about Rover

The average cost for Dog Walking in Cheswold on Rover is $16.65 per walk (as of June 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 June 2026, there are 832 sitters on Rover offering Dog Walking across Cheswold. 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 Cheswold. 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 Cheswold.

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 Cheswold. On Rover:

  • 98% 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 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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