Dog Walking Chesapeake City

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

End
Search

Chesapeake City, 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.

1 / 1
Sitter Profile Image: Kelsie T.
Verified Background Check
Kelsie T.
from
$18
per walk
5.0 out of 5 stars
• 14 reviews
5 repeat clients
15 years of experience
Elkton, MD, 21921

“Bentley just loved Kelsie! thank you soo much”

Profile image
Zakiyyah & Clive M.
Sitter Profile Image: Gabriella W.
Verified Enhanced Background Check
Gabriella W.
from
$18
per walk
5.0 out of 5 stars
• 2 reviews
2 repeat clients
23 years of experience
Elkton, MD, 21921

“Gabriella did a great job with taking my dog for walks. She was punctual, provided updates and was easy to communicate with. Definitely recommend. Thank you!”

Profile image
Prashanth M.
Sitter Profile Image: Paul C.
Verified Enhanced Background Check
Paul C.
from
$24
per walk
5.0 out of 5 stars
• 11 reviews
2 repeat clients
10 years of experience
Elkton, MD, 21921

“Jacob had been taken cared of during his walks, they sent photos and updates of the walk and how it went. Would definitely have them again for my dog walking needs”

Profile image
Novie Dale C.
Sitter Profile Image: Kara C.
Verified Enhanced Background Check
Kara C.
from
$18
per walk
5.0 out of 5 stars
• 1 review
16 years of experience
Elkton, MD, 21921

About: I have taken care of dogs, my whole life whether they were my own or somebody else’s I absolutely love animals your animal will always be safe in my care and have the best time. I’m currently a stay at home mom so if I leave the house, I only leave to go to the grocery store or to grab the little one something to eat if they want it I have a huge backyard my house backs up against the woods. We are not close to the road at all. You’re dog would never be let outside alone my kids would run around in the backyard with them 💕

Sitter Profile Image: Mark & Kayleigh B.
Verified Enhanced Background Check
Mark & Kayleigh B.
from
$25
per walk
5.0 out of 5 stars
• 4 reviews
10 years of experience
Bear, DE, 19701

About: Dogs have always been a big part of my life. I grew up with Border Collies and have also adopted several dogs over the years, so I'm comfortable with everything from high-energy working breeds to laid-back companions. I've also volunteered at several shelters, giving me experience with dogs of different ages, sizes, temperaments, and backgrounds. I work from home (as does my wife) so your pet will be getting consistent, attentive care. To be honest, our dog passed away last fall and we are missing the joy of being dog owners and having dogs around, but we need something a little more flexible for the time being. You are getting two sitters for the price of one and we will care for your dog as if they were our own :) As a former dog parent who has used Rover, my goal is to provide exactly what I was looking for each time I booked a walker/sitter: clear communication, limited hassle, and all of the assurances that you can rest easy and not worry...your doggo is in good hands! I work from home and call my own hours (as does my wife) so as long as we know your dog's routine we will make sure to incorporate it into our own. We have a fenced-in yard and a walking path near our home so walks are never a problem (we love walks). My wife and I both work from home so one of us will always be giving your dog attention/supervision. We have previously owned dogs who were flight risks so we have been conditioned to keep an eye out, keep doors closed, etc. We have a big fenced-in yard and have a little indoor gate/fence that we use in the house if need be to secure a hallway, etc.

Sitter Profile Image: Kee L.
Verified Enhanced Background Check
Kee L.
from
$25
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
15 years of experience
North East, MD, 21921

About: I've taken care of dogs of every kind since my high school days. I love caring for and building relationships with dogs because they are truly like your best friend when they get to know and love you. Currently I work from home and for the most part make my own schedule every day. I am looking to build loving relationships with every pet that I care for so every owner can confidently put their trust in me to bring their furry friends back to me anytime they need me to take care of them. Me and my husband love dogs! We have a doggy park inside of our residence as well as a lovely community of people who walk their dogs everyday I’m sure your pet will meet some friends as we go out for walks and play at the park. Please let me know if you have any special food or any other request that you need me to accommodate to ensure that your furry baby is okay so I can be prepared as much as I can to welcome them into our home. I make my own schedule every day so i am pretty much free Monday through Sunday each week. I will make sure I update the time slots that are booked as clients start scheduling their appointments. All small and medium-sized dogs will be more than welcomed to roam freely around my living room kitchen area and are allowed to sit and lay on the couches as well. The floors are hardwood so even if they have an accident of pooping or peeing on the floor it will be alot easier for me to clean up on the hard floors than the carpeted areas. They will be allowed to come into my bedroom or any other room as long as I am in the room supervising them. I will take them outside to potty every 2 hours timed from the time they arrive until their scheduled time of leaving. You can feel free to bring their favorite toys they love to play with but I will also be purchasing brand new toys that I'm sure your dogs/cats will love to play with.

Sitter Profile Image: Julianna B.
Verified Enhanced Background Check
Julianna B.
from
$18
per walk
10 years of experience
Newark, DE, 19702

About: Hello furry parents! My name is Lily and I’m excited to support you and your family. I have worked with all dog breeds and all ages through fostering. I am currently in my training certification program to provide proper education to you and your puppers. I am an online student looking to spend my free time with amazing pets. My top priority is to give all animals time and love. Whether it’s giving a long walk, using my dog park at my complex or administering medication, I’m your girl! When I would care for your pets, it’s all about the greeting. I would love to make sure your pets are as comfortable with you as for me! If you’d love me to help them learn tricks, feel free to request!

Sitter Profile Image: Amarachi N.
Verified Enhanced Background Check
Amarachi N.
from
$35
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
20 years of experience
Middletown, DE, 19709

About: I have owned pets all my life and am an experienced pet owner, I’ve cared for pets with different personalities, routines, energy level and age ranges. I’m comfortable with long walks, drop in visits, feeding, medication administration, playtime, enrichment and following detailed instructions. I am also attentive, reliable and communicative and will always treat your pet and home with care and respect. I’m currently have a flexible schedule and offer drop in visits, dog walking and house sitting. I am available throughout the week and will do my best to accommodate your pet’s normal routine. As a pet owner I also understand communication and consistency matters, so I aim to be punctual, as communicative as possible and reliable. For walks, drop-ins, and house sitting, my goal is to make your pet feel safe, comfortable, and cared for in their own environment. I follow feeding instructions, routines, medication schedules, and activity preferences closely. I also pay attention to behavior, energy levels, and comfort cues and will always communicate any concerns. I treat clients homes with care and respect and will provide updates and photos for peace of mind while you’re away.

Sitter Profile Image: Riley K.
Verified Enhanced Background Check
Riley K.
from
$25
per walk
1 repeat client
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: Jennifer R.
Verified Enhanced Background Check
Jennifer R.
from
$20
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
Newark, DE, 19711

About: I've always grown up surrounded by dogs, whether that was in my own household or around family. On my way to become a veterinarian, I continuously care for my own dogs, my neighbors dogs and spend my time volunteering at an animal shelter nearby, Father Johns, and ensure the health and safety of all ages of dogs. I am super excited to continue dog walking and care for your pets needs! I am currently a full time student at UD so classes may interfere but I am open to discussing times to care for your pet! Throughout my life, I've had years of experience with large dogs, senior dogs, puppies, etc. I have also had experience with many different behaviors of dogs and understand it can be hard to meet a fresh face. I will carefully comfort your pet, and introduce myself in a calm manner to ensure the safety of your pet and myself, so your pet can have a fun, relaxing time!

Sitter Profile Image: Nicole B.
Verified Enhanced Background Check
Nicole B.
from
$23
per walk
11 years of experience
New Castle, DE, 19720

About: I own dogs from puppies to Senior ,I Love and care for all pups and I know how to give medication to dogs from past history .I current live with 7 Dogs my self and I am I grooming Graduate so I have been and taken care of all different size to breed dogs I am Currently taken care if my own pups or I helping out friends and family with there pups with walking /Drop in feeding them or bathing there pups I would never make your dog feel uncomfortable or make then feel like they are not safe id rather keep them in there own home in there own space so there safe and comfortable as possible

Sitter Profile Image: Leah W.
Verified Enhanced Background Check
Leah W.
from
$22
per walk
5.0 out of 5 stars
• 4 reviews
20 years of experience
Newark, DE, 19711

About: I’ve spent my entire life living with cats and caring for them. I also spent last year living with a service dog in training and caring for him I currently have an internship at UD throughout the summer. I am available both before work and after work to care for pets. I can provide walking, feeding, playing, and just company for animals. I I will give your pets my full attention, spend time with them, and care for them however they may need. I will make sure the pets are in fantastic care.

Sitter Profile Image: Alex S.
Verified Enhanced Background Check
Alex S.
from
$20
per walk
9 years of experience
Middletown, DE, 19709

About: I’ve taken care of dogs since about 10 years old. My own, family, friends, and through dog sitting. I’ve taken care of puppies, senior dogs, and dogs with health issues. I work part-time, so my schedule can be flexible each week. I will have time during the weekdays and during the weekends for your pets! I will spend plenty of time giving your dog love, playing with them, and ensuring all their needs are met. I will follow exactly what you want for your dog while in your home.

Sitter Profile Image: Marjorie S.
Verified Enhanced Background Check
Marjorie S.
from
$18
per walk
30 years of experience
Avondale, PA, 19311

About: I have had my home base business for over 20 years and I'm looking to try something new. I have been a dog owner my entire life. I currently have 3 small dogs. I have ample time and desire to be a pet/house sitter on Rover. I love all pets, especially dogs and cats. Not a big fan of snakes. Please reach out to me, lets chat. My work is seasonal, meaning I mostly work from Spring to Fall. WIth my season coming to an end, I am looking to branch out and try something new. I have always loved animals so Rover seems like a great fit. I have a lot of free time heading into the winter. I have a 4 wheel drive vehicle so snow and ice wont stop me. I have 3 dogs. One is 13, one is 2 and the baby is 11 months. I also have 2 grown children who live at home. When I am at home working, my dogs are the shop with me. My shop is a 2 car garage and a fenced in yard. They stay outside with me most of the day with 2 breaks for naps in their private room. In the summer, they have a pool and plenty of shade. Their safely and comfort is important to me as is their need for play time, walks and lots of hugs and scratches. I am used to having a puppy around and cleaning up messes. As your pet sitter, I will never bring my dogs along with me. They have a dad at home to take care of them. My schedule is very flexible and I understand the need for help with pets. My seasonal job requires me to travel in the summer and getting pet sitters is sometimes tricky. I guess I should say, getting a trust worthy pet sitter who is going to deliver on her promises can be tricky.

Sitter Profile Image: Sarah F.
Verified Enhanced Background Check
Sarah F.
Star Sitter
from
$40
per walk
5.0 out of 5 stars
• 13 reviews
6 repeat clients
6 years of experience
Port Deposit, MD, 21904

About: I don't have any pets myself, but I have lots of experience with them! I used to have chickens for several years, and I've also worked with horses as well. I gained a lot of experience working in a dog kennel, and became very comfortable with all different breeds and temperaments of both dogs and cats. I also have occasionally house sat for friends and family over the years and have taken care of several senior dogs. I love caring for animals and making sure they get the love and attention they deserve, so I can't wait to take care of your pet! Please be advised if your pet cannot be alone for more than just a few hours, I still work a full time job, so some days I might be working an 8 hour shift. My schedule changes week to week, so some days I might be able to stay with your pet the entire day but that will depend on my work schedule. Currently I am not able to care for any pets in my own home, but I very flexible and can care for your animals however you wish in your home.

Sitter Profile Image: Alyson Z.
Verified Background Check
Alyson Z.
from
$25
per walk
5.0 out of 5 stars
• 34 reviews
13 repeat clients
9 years of experience
Avondale, PA, 19311

“Will use her again! She was great with the dogs even though mine can be a pain getting inside.”

Profile image
McKenna H.
Sitter Profile Image: Lauren W.
Verified Enhanced Background Check
Lauren W.
from
$30
per walk
5.0 out of 5 stars
• 2 reviews
10 years of experience
Wilmington, DE

About: I’m a Doodle Mom that has had dogs and cats since I was young. I’ve had the pleasure of house sitting for many dogs over the years and love making my dog’s day by introducing him to new friends! My 20lb mini goldendoodle goes everywhere with me, loves to play, and is socialized and very well behaved. I’ve taught him various commands, place, to rings bells to go out, and to use an auto ball launcher. I’m happy to work on these types of things with your pup too. Above all else, I’ll treat your fur baby like I treat mine - with lots of love! 💕 I’m in school four days a week with three day weekends; however, I am typically free during evenings and weekends to pop in or come stay and help care for your fur babies. Note: I can do 1:1s with dogs for walks and check-ins; however, for overnight stays I’ll have to bring my dog with me. I am happy to come to your place and let your dog out in your yard or take them around the neighborhood or to a nearby dog park. If you have a cat that frequents the outdoors, I am happy to meow or use their preferred car call to lure them in for food. Note: I can do 1:1s for walks and check-ins; however, for overnight stays I’ll have to bring my dog with me who is friendly with other dogs and cats.

Sitter Profile Image: Chris M.
Verified Enhanced Background Check
Chris M.
Star Sitter
from
$42
per walk
5.0 out of 5 stars
• 67 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.”

Profile image
Rosina W.
Sitter Profile Image: Amrita G.
Verified Enhanced Background Check
Amrita G.
from
$20
per walk
4.5 out of 5 stars
• 9 reviews
2 repeat clients
10 years of experience
Abingdon, MD, 21009

“Amrita was an amazing sitter. Our two dogs (chocolate lab & chihuahua) can be a handful, and she took great care of them during her drop-in. She followed all dog and house requests, was punctual, and communicated with us the entire time. We look forward to her watching our boys overnight in a few weeks.”

Profile image
Jorge Z.
Sitter Profile Image: Nate T.
Verified Enhanced Background Check
Nate T.
from
$20
per walk
5.0 out of 5 stars
• 16 reviews
5 repeat clients
14 years of experience
Springfield, PA, 19064

“We are so happy Nate agreed to walk our 3 big dogs! He was on time every day. They were always excited to see him and the pups responded very well to him. By the end of the week they were walking better for Nate than they do for us! Nate will definitely be our first choice the next time we need someone to walk our dogs.”

Profile image
Steven O.
1 / 1
View more

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

Book with peace of mind

  • 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?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • 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 - Chesapeake City

Select a filter and find qualifying sitters offering dog walking.

Sitters in Chesapeake City average 4
repeat dog walking clients

FAQs for Dog Walking - Chesapeake City

Frequently asked questions about Rover

As of October 2026, there are 1,762 sitters on Rover offering Dog Walking across Chesapeake City. 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 Chesapeake City. 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 Chesapeake City 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 Chesapeake City. On Rover:

  • 91% of walkers can help with special care needs
  • 93% 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge