Dog Walking Cheswold

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

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Over 4
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
• 38 reviews
13 repeat clients
9 years of experience
Dover, DE, 19901

“Delaney is amazing with my dog. She takes care of him on walks, cleans his water bowl and is very communicative. We are fortunate to work with her.”

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Nikia H.
Sitter Profile Image: Deanna T.
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Deanna T.
from
$25
per walk
5.0 out of 5 stars
• 103 reviews
35 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: Sureya E.
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Sureya E.
from
$15
per walk
5.0 out of 5 stars
• 14 reviews
5 repeat clients
2 years of experience
Dover, DE, 19901

“Sureya is absolutely lovely! We’re so glad we found her on Rover! She is professional, communicative and flexible. Plus, she’s great with our dogs, especially the little difficult bark-y one 😆”

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Mary B.
Sitter Profile Image: Kianna T.
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Kianna T.
from
$20
per walk
5.0 out of 5 stars
• 2 reviews
10 years of experience
Dover, DE, 19904

About: I work at a pet store, have pets of my own, and volunteer at shelters, giving me experience with all types of animals. I'm comfortable with puppies, seniors, and special needs pets, and I treat every animal with the same love and care as my own. Pet care is a natural part of my daily routine. Between my job at the pet store, caring for my own pets, and volunteering at shelters, I’m consistently involved with animals. I’m flexible on evenings and weekends, and I can adjust my schedule to make sure your pet gets the attention and care they need. I prioritize safety and comfort whether I’m caring for pets in my home or a client’s. I create a calm, pet-friendly environment, free of hazards and full of love. I follow each pet’s routine closely, including feeding, exercise, and any special instructions. In a client’s home, I respect their space and ensure pets feel secure by keeping their routine consistent. I always keep a close eye on behavior and health, and I’m confident handling a variety of situations calmly and responsibly.

Sitter Profile Image: Jana B.
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Jana B.
from
$20
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
20 years of experience
Dover, DE, 19901

About: I was raised around dogs since childhood, and have always been involved with animal rescue since I had my own place. We have dogs and cats of our own, and they enjoy having fluffy friends to play with as much as we do! I’m currently available during the day full time, and only work part-time at night. So there’s a lot of availability for either dog walks, emergency boarding needs, or doggy daycare options. We have a fenced in yard out back, and crate-and-rotate when needed. I am experienced in handling all behaviors of dogs, from the fearful/shy to the escape artist.

Sitter Profile Image: Tiffani G.
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Tiffani G.
from
$30
per walk
5.0 out of 5 stars
• 28 reviews
7 repeat clients
10 years of experience
Clayton, DE, 19938

“Tiffani thank you so very much!!!! So glad it wasn’t too bad!!!”

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Latanya A.
Sitter Profile Image: Samantha N.
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Samantha N.
from
$20
per walk
5.0 out of 5 stars
• 217 reviews
53 repeat clients
15 years of experience
Dover, DE, 19901

“Sam was awesome. She went above and beyond for my fur baby. He's such a momma's pup but Sam was extremely patient with him and showered him with pets until he was comfortable. She has a new repeat client and I'd highly recommend her.”

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Samia C.
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

Sitter Profile Image: Chelsea R.
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Chelsea R.
Star Sitter
from
$12
per walk
5.0 out of 5 stars
• 12 reviews
4 repeat clients
12 years of experience
Frederica, DE, 19946

“Chelsea did an awesome job taking care of our pets while we are on vacation, she communicated with us everything that was going on it made us feel at ease and treated them as she would her own ..overall I would recommend her to friends and famiy…..”

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Latisha C.
Sitter Profile Image: Brianna M.
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Brianna M.
from
$15
per walk
10 years of experience
Camden Wyoming, DE, 19934

About: I always grew up with animals and went into college studying pre-veterinary medicine. I worked closely with veterinarian at an animal hospital gaining experience and knowledge on how to care for animals. My daily routine is organized and dependable, allowing me to give pets the time and attention they deserve. I make sure they stay on their normal schedule with feeding, exercise, potty breaks, playtime, and plenty of love. I have a fenced in yard with plenty of space for animals to run around in. And a good trunk space and seat accommodations for car rides.

Sitter Profile Image: Alyssa Q.
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Alyssa Q.
from
$15
per walk
5 years of experience
Camden, DE, 19934

About: I’ve had dogs since I was a baby. When I got to middle school my friend asked to watch her dogs while her family was out of town and I agreed. While Covid was still around I would do virtual school and take care of our dogs while my parents worked. I am hoping to do this part time while I am home from college (Between Middle of May and Early August). I am available any time during the day. I can feed the dogs or medicine if needed, fill the water bowls, take them outside (a fenced yard is preferred please or trained), I am willing to walk dogs to get any energy out.

Sitter Profile Image: Rebecca R.
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Rebecca R.
from
$28
per walk
5.0 out of 5 stars
• 31 reviews
17 repeat clients
8 years of experience
Townsend, DE, 19734

“Took great care of Luke! He looks so excited in your photos. Thanks again.”

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Jeffrey s.
Sitter Profile Image: Mike B.
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Mike B.
Star Sitter
from
$24
per walk
5.0 out of 5 stars
• 164 reviews
66 repeat clients
35 years of experience
Townsend, DE, 19734

About: Dog owners and their dogs will love many things about the care that I provide. First, I have always shown love and care to every dog that I have met and all these dogs have responded in a positive manner. Second, I believe in a healthy lifestyle for my dogs (as well as myself, haha) and take my dogs for walks everyday, and feeding them their recommended portion of dog food with minimal people food. Third, keeping my dogs on a daily routine helps tremendously as well as their owners. Growing up I have had a Schnauzer (Mickey), Springer Spaniel (Snickers), Springer Spaniel (Princess), two box turtles (Fred and Wilma), and currently own two Puggles (Liberty & Bell). All the dogs I have trained to not go to the bathroom in the house, and many tricks. I work full-time (7am-330pm) and I am available Monday-Friday before 7am and after 330pm. Saturday and Sunday I will be available all day. If you need more information, please don't hesitate to contact me, Thank you.

Sitter Profile Image: Bridgette M.
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Bridgette M.
from
$20
per walk
8 years of experience
Viola, DE, 19979

About: I’ve been dog sitting, house sitting and dog walking for awhile up to weeks at a time. I enjoy being around all types of dogs small to big. I love getting all the puppy love!! I’m currently babysitting part-time but I can move my schedule around pretty easily and fast. I would like to pursue pet care part time as well! I have a fenced in backyard in a very quiet neighborhood. I have a dog myself. He is very lovable and doesn’t bother anyone. You tell me your feeding schedule and I will go along with it

Sitter Profile Image: Ashley C.
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Ashley C.
from
$25
per walk
5.0 out of 5 stars
• 14 reviews
2 repeat clients
10 years of experience
Centreville, MD, 21617

“I appreciated her flexibility and text/picture updates”

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Meaghan K.
Sitter Profile Image: Briana B.
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Briana B.
from
$30
per walk
4.9 out of 5 stars
• 18 reviews
6 repeat clients
12 years of experience
Newark, DE, 19702

“Briana is responsible and very kind. Would highly recommend her. My pup was very happy to see her.”

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Catherine K.
Sitter Profile Image: Birol M.
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Birol M.
from
$29
per walk
5.0 out of 5 stars
• 108 reviews
27 repeat clients
7 years of experience
Newark, DE, 19711

“Birol is so patient with the doggies owners. 🤓. Birol has such a great energy and delights in being with our doggies. They both took to him instantly. Birol is very thoughtful and conscientious. We lucked out!!”

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Marty M.
Sitter Profile Image: Chloe T.
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Chloe T.
from
$25
per walk
4.9 out of 5 stars
• 20 reviews
4 repeat clients
17 years of experience
Easton, MD, 21601

“You are amazing!!! Lots of updates and willing to help on short notice!!! Appreciate you so much 🩷”

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Maggie W.
Sitter Profile Image: Chris M.
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Chris M.
Star Sitter
from
$42
per walk
5.0 out of 5 stars
• 66 reviews
21 repeat clients
50 years of experience
Wilmington, DE, 19809

“Chris is wonderful. My dog Archie loves her, which shows how nice she is. She’s been walking Archie.”

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

Dog parents share their Rover experiences - Cheswold

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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

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
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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?

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  • 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 - Cheswold

Select a filter and find qualifying sitters offering dog walking.

Sitters in Cheswold average 4
repeat dog walking clients

FAQs for Dog Walking - Cheswold

Frequently asked questions about Rover

The average cost of Dog Walking in Cheswold is $17 per walk as of October 2026. Most bookings cost between $17 and $27 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 821 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 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 Cheswold 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 Cheswold. On Rover:

  • 90% of walkers can help with special care needs
  • 94% 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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