Dog Walking Chesapeake Ranch Estates
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

Over 1 pet parents in Chesapeake Ranch Estates have booked dog walking
Chesapeake Ranch Estates, 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.
“Kim did a great job taking care of our (giant) dogs. She asked great questions during the meet/greet to make certain she had all the details, and she let us know how things were going during the walk.”

“Jessica was very organized and extremely reliable. She went over everything (and more) that we needed to touch on at our meet and greet. As walks went on, she was very communicative, and worked with me to come up with creative ideas on how to manage my dog’s significant fears. He was an abused rescue, so he is shy and gets easily scared of noises and people. I will definitely be having her walk again!”

About: I have taken care of cats and dogs since I was about 12. I have always taken care of dogs or cats for family and friends, and done walking for neighbors I am currently a stay at home mom so I have plenty of free time to take care of your fur babies ! I am available 7 days a week I will love your fur baby as if they were my own, and will respect all rules you have for your dog or cat during walks and in home
“Caitlyn was wonderful with my dad's dog. She was on time, reliable, stayed in good communication with great pics to show how much the dog enjoyed her walk and play time. It was a huge help, since my dad has had health challenges which interfered with good dog walks. Five stars!”


“Shemoy did amazing with the pups, and really saved me after a last minute cancellation. Always on time and took lots of pictures. My dogs, who can sometimes be judgey, took to liking Shemoy right away. Definitely recommended as a sitter/walker!”


About: Hi there! My name is Hannah, and I’ve been around animals my entire life. I’ve cared for dogs, cats, and other pets, so being around animals feels completely natural to me. I also have hands-on experience working at Interlude Pet Resort & Spa, where I helped care for dogs of all sizes and temperaments. This included feeding, cleaning, walking, and making sure each dog felt safe and comfortable. In addition, I’ve provided pet sitting and dog walking for friends, family, and family friends. I understand how important it is to keep pets on their normal routine and give them the attention and care they’re used to. I’m very patient, reliable, and genuinely love spending time with animals. Whether your pet is energetic, shy, or needs a little extra attention, I’ll make sure they feel safe and cared for. I’m also happy to send updates and photos so you always know your pet is doing well while you’re away! I’m currently not working so i’m available all days of the week! 9:00am - 11:00pm all days of the week! I also would never pass up the opportunity to love on your fur baby! I’m used to scheduled feed times and walking bigger and smaller dogs. I like to go outside and throw a ball/frisbee or any other toy that can be used to get some exercise in.

About: Hi. Something short about me is that I used to have an american pit when I grew up. I trained her with her responding both to verbal commands and hand gestures. I also have trained and taken care of cats while i was in college. I currently help take care of a mastiff thats approximately 150 lbs so i dont shy from big breeds either. Im looking to get some extra cash on the side to surprise the girlfriend. I can check on the pets throughout the day, play, jog, and chill whenever needed. Ive worked with ones scared and others that cant stop jumping. I dont plan to home or host a pet at the moment, but, I do have a large room that can be used to care for them. I would have to take them for walks as I do not have a fenced in yard

About: I have cared for dogs of various breeds, sizes, and ages, from energetic puppies to senior dogs. I currently have a Goldendoodle that I've raised for the past two years while balancing Division I lacrosse and college academics, and I also have two Golden Retrievers at home. Being a dog owner has taught me the importance of patience, consistency, exercise, and providing plenty of love and attention. As a future nurse, I am detail-oriented, responsible, and committed to providing safe, dependable care. Pet owners can count on me to be trustworthy, attentive to their pet's individual needs, and communicative throughout their time away. I treat every pet as if they were my own and always strive to make them feel comfortable, happy, and loved. I’m available 24/7 and I am very flexible and understand summers can be busy and unpredictable. I will work with whatever time works best for you and your animals :) I have a fenced yard and a dog of my own that loves company and is very friendly. I have creates if need be and also in a nice neighborhood for long walks :)
About: I am a teacher and I have taken care of many dogs my whole life. Personally, I have three dogs, two golden retrievers and one golden doodle. I have dog sat for friends and family with many different breeds and in different locations over the years. I can help walk your dogs daily or help drop in on them during your vacation! I am a teacher in Calvert county during the school year. After middle of June, I will be free to walk or dog sit all day everyday unless I am booked ahead of time. I have three dogs of my own so I already am used to walking dogs and taking care of them all hours of the day I have a small fenced in area and a crate where I am located. I also have easily accessible areas for walking and enjoying the outdoors. My three dogs are friendly but I am also willing to come to your house for walks, check-in’s, or dog sitting if that is preferred. I have experience with going to others houses to dog sit. For walks, I can do short walks or long walks depending on owners requests.
“We had a last minute trip and Victoria saved the day. She took great care of our dog Poe who has separation anxiety. She made sure he felt comfortable and safe. She also sent plenty of pictures and reported back on how he was acting on his walks which made us feel more comfortable as well. I’d definitely use her again.”


About: I’ve had dogs my whole life and have been taking care of them since I was a kid! I have two dogs and a cat of my own who are family! So I understand how important it is to trust someone with your pets! Im currently a stay at home mom and wife I have plenty of time to walk, play and cuddle your fur baby’s! Any time of day or night I can be there for you and your family I can take you dogs for a walk around the neighborhood or around your yard! I am comfortable putting them in crates and feeding or any type of play what ever you need I can do!
“My girl Maddie loved her time with Sarah! Sarah was on time, extremely pleasant and I could tell is a true pet person! She listened as I explained Maddie’s disease and needs. And she catered to Maddie which made me extremely happy. Can’t wait til their next adventure!”

About: I absolutely love all animals!! I have a Beagle that is great with other dogs and children! I work from home and have a large fenced yard that dogs love! I am ready and available to host your pups for overnight needs or come walk your dog(s) so that you can focus on other needs! If I host your dog overnight, I prefer a housetrained pup but am flexible with that. Expect lots of pictures while your furry family member is here ! I work from home so will be home throughout the day, with the exception of short errands runs. If your pupper needs a crate, please feel free to bring one! Large fenced yard for lots of outdoor time. I have dog beds throughout the house for sleeping, and dogs beds outside for lounging and sunbathing!

About: I’ve previously worked in two separate boarding kennels over the last 3 years, applying care to all sorts of breeds, sizes, and ages! I’ve also fed, bathed, and cared for my own dogs all my life. I am currently not working, this ensures that I will have all the time that your pet deserves during the day and night to spend with them! I can easily adapt to any environment. Within your home I will respect the way you have things set up and I will be sure to follow any requests you have!
About: We have two Golden Retrievers of our own who we have had since puppies. Our oldest golden is now a senior so we have experience from puppy age to senior age. I work part time at home which are the days I have set to available plus the weekends. I have plenty of time to watch and love on your fur babies in between meetings! I have a fenced in yard and two loving golden retrievers to keep your fur baby company when you may not be able to. We are a dog loving home and love dogs of all kinds.
About: I have years of pet-sitting experience! I provide loving, reliable care tailored to each pet’s unique needs. Whether it’s keeping up with an energetic puppies, administering medication to a senior pet, or simply offering companionship, I ensure your pet feels safe and happy while you're away. Your pet isn’t just another booking, they are family! As a college student home for the summer, pet care fits perfectly into my flexible schedule. With plenty of free time, I can provide attentive, reliable care, whether it’s daily visits, overnight stays, or playtime sessions! I love spending quality time with pets, ensuring they feel comfortable, loved, and well cared for while their owners are away. When caring for pets in a client’s home, I prioritize their safety, trust, and comfort. I make sure their environment is secure by keeping doors and gates closed, and providing a calm and familiar space for them. I follow any specific care instructions carefully, from feeding routines to special needs, and I ensure their space stays clean and safe. I treat their home with the utmost respect, ensuring everything is just as it was when the pet parent left, leaving both the pet and owner feeling secure and happy!

About: I have over 30 years experience with dogs of all sizes, ages, and temperaments. I will treat your furry family members as if they are my own beloved grandchildren. I’m currently working part time, so my availability is flexible. I can care for your pets in thier home environment. I have reliable transportation . I also have years of experience with cats, snakes, lizards, a wide variety of other fluffy family members, (limited experience with birds). Please just reach out to me.
About: I have fur babysitting experience over the past year. I understand what it’s like to have to put your full and undivided attention into a child to ensure its safety and well being, and do nothing different with the pets I take care of. They will be no need to worry when I’m taking care of them. Currently working part time and in school at CSM. Can be very flexible with scheduling to ensure the pets get the proper love and affection that they deserve and need. I give the pets constant love so that they don’t feel down when their owner isn’t home. I understand that pets can feel sad or get into a rut when their parents are not home, but I will do everything to make sure they feel nothing but love. I send lots of photos so you will feel connected while away.
The median cost per walk for dog walking in Chesapeake Ranch Estates is $20
Dog parents share their Rover experiences - Chesapeake Ranch Estates
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 Rover works

1. Search
Browse profiles of sitters near you who offer dog walking
2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Chesapeake Ranch Estates sitters!Sitters in Chesapeake Ranch Estates average 3 repeat dog walking clients
FAQs for Dog Walking - Chesapeake Ranch Estates
Frequently asked questions about Rover
The average cost for Dog Walking in Chesapeake Ranch Estates on Rover is $19.98 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 500 sitters on Rover offering Dog Walking across Chesapeake Ranch Estates. 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 Ranch Estates. 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 Chesapeake Ranch Estates.
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 Chesapeake Ranch Estates. On Rover:
- 89% of walkers can help with special care needs
- 100% 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.




