Dog Walking Middletown

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Middletown, 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: Kalley B.
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Kalley B.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
• 94 reviews
32 repeat clients
25 years of experience
Middletown, VA, 22645

About: I have owned and taken care of a variety of pets from a young age. I feel comfortable around all types of animals and I understand how to interact with them. I am currently working full time with weekends off. My current work schedule is from 7-3 so I would be available for late afternoon and evening check-ins on week days. I am available on the weekends for any time of day. I will be home full time between June and August and available all day. I have a fenced in yard with lots of space for running and playing. I have two lovable Boston Terriers and two well behaved and socialized cats. We allow all of our animals on the furniture and lots of cuddle time. Our animals have access to water all day and we can feed them according to your schedule or leave food out.

Sitter Profile Image: Cat K.
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Cat K.
from
$25
per walk
5.0 out of 5 stars
• 18 reviews
6 repeat clients
8 years of experience
Strasburg, VA, 22657

“Cat was fantastic! Took great care of my dog and was very responsive and informative. She even came ahead of time and did a meet and greet to make sure my dog was comfortable with her. I will definitely be booking again!”

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Brooke M.
Sitter Profile Image: Kimberly B.
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Kimberly B.
Star Sitter
from
$24
per walk
5.0 out of 5 stars
• 367 reviews
124 repeat clients
8 years of experience
Winchester, VA, 22601

“Thank you so much for your amazing care of our pups! Kimberly is, punctual, communicative, and took great care of our dogs. I will be requesting your services whenever I need a walker. 100% recommend.”

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Liz P.
Sitter Profile Image: Ruby K.
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Ruby K.
from
$20
per walk
5.0 out of 5 stars
• 2 reviews
10 years of experience
Winchester, VA, 22602

About: I’ve always loved caring for pets starting from when I was a kid growing up around them. In my teen years, I began pet sitting and walking dogs for neighbors and friends, gaining hands-on experience and learning what each furry friend needs to feel happy and safe. I’m dedicated to providing loving, trustworthy care, making sure every pet gets the attention and kindness they deserve while their owners can have peace of mind. I have a very flexible schedule and can easily work around walking and sitting times, but I especially prefer weekend house sitting to give your pets the best care when you’re away. Walking is more flexible as I can do it everyday. With my experience, I’m prepared for any unexpected situations that might come up during pet sitting. I stay calm and trust my instincts to make sure your pet stays safe, comfortable, and cared for right in your home.

Sitter Profile Image: Paige S.
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Paige S.
from
$22
per walk
5.0 out of 5 stars
• 27 reviews
4 repeat clients
5 years of experience
Toms Brook, VA, 22660

“Paige was super caring and interacted so genuinely with my pup! She sent fun photos and it was so nice knowing my dog had her there while I was at work. Beyond happy to have found her!”

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Mary B.
Sitter Profile Image: Susan B.
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Susan B.
from
$15
per walk
5.0 out of 5 stars
• 5 reviews
1 repeat client
15 years of experience
Winchester, VA, 22601

About: I’ve loved animals my whole life, and I’ve had the pleasure of living with, and pet sitting for multiple cats and dogs. I’ve done both kitty and dog meds, so if you have a high maintenance fur child like me, I’ve got you covered!! If you trust me with your fur baby, I promise I will love them as much as I love my own!! I work from home, so I have a lot of flexibility. Mornings are more difficult for me, but I can definitely work with you to find what’s best for the pets! My own pets are high maintenance, so I am definitely able to work with your pets needs. I crate my own dog, and give both my dog and cat meds and supplements. I don’t have any human children so my pets are my children. I will give your pet the love, attention, and care I give my own!!

Sitter Profile Image: Courteney B.
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Courteney B.
from
$30
per walk
5.0 out of 5 stars
• 5 reviews
12 years of experience
Winchester, VA, 22601

About: I cared for my family dog for 12 years until she passed, as well as cared for my family and friends furry animals over the years. Hi! Im a new mom, currently have more availability as I’m on leave. Once returned to work, I can be available during lunch time or after 430pm m-f during weekdays. Weekend schedule is flexible and open. I’ll make sure they are safe at all times, and well taken care of. Take them on walks, feed them if needed, and play of course!

Sitter Profile Image: Taylor R.
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Taylor R.
from
$15
per walk
5.0 out of 5 stars
• 3 reviews
2 repeat clients
15 years of experience
Winchester, VA, 22601

About: I’ve taken care of dogs and cats of all sorts. I grew up with small, medium, and large dogs as well as indoor and outdoor cats. I’ve also grown up caring for animals from a variety of backgrounds- fosters, rescues, you name it. I genuinely love spending time with animals and since I can’t have one of my own this seems like a great way to connect with pets and offer my services. I’m happy to come meet any animals in advance to make you more comfortable. I currently work remotely 90% of the time so this gives me a lot of flexibility to walk and take care of animals during work day hours if needed. I’m very good with following whatever directions will make you and your pets feel the most comfortable in your homes and out on walks.

Sitter Profile Image: Tinnley S.
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Tinnley S.
from
$40
per walk
5.0 out of 5 stars
• 7 reviews
1 repeat client
11 years of experience
Front Royal, VA, 22630

About: I have always had and taken care of animals from a young age. I will do my best to go above and beyond for your pets and will treat them as if they are my own! I work for the Veterinary Emergency Group and will always accommodate / be willing to move my schedule around to look after and help with your animals! I accept pets of all sizes into my home and they will always be treated just they are my own! I have a veterinarian on call for emergencies and you will also get daily photos and updates!

Sitter Profile Image: Hannah C.
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Hannah C.
from
$25
per walk
9 years of experience
Stephens city, VA, 22655

About: What sets me apart from other sitters is my lifelong experience with animals, having grown up with dogs and cats in the country. I provide compassionate care for senior pets. My joyful, hardworking, and caring nature for animals ensures each pet receives the personalized attention and love they deserve. I am a flexible and reliable pet sitter available anytime with advance notice. Ready to provide loving, attentive care for your pets whenever you need! I provide attentive care in my clients' homes. For outdoor time, I use a leash to ensure safety and proper exercise. Your pets will receive personalized attention, love, and regular activity.

Sitter Profile Image: Victoria K.
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Victoria K.
from
$15
per walk
1 year of experience
Bentonville, VA, 22610

About: Hello! I am 23 years old and when I was 15-17 I helped train dogs including a service dog. I love all dogs and will always love your dog as well! I am looking for any opportunities that involve dog walking or dog sitting! I do not have my own dog but would love to have a golden retriever later in life! I am currently available all throughout June and July. August 3rd I will be unavailable because I start a nanny job that will be full time. I am just looking for specifically summer hours in June and July. I will help feed, get into crate, or “space”, if needed train, and go for walks with the dog. I will help in anyway I can.

Sitter Profile Image: Victoria L.
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Victoria L.
from
$25
per walk
4.5 out of 5 stars
• 8 reviews
1 repeat client
23 years of experience
Winchester, VA, 22602

About: I have been taking care of animals since I was 10. I would help family and neighbors and then grew to not just a job it has came to something I love and thrive to do. I am now 33 years old and I strive to help others with their fur babies so they are never alone and taken care of. I own my own farm so my pet care starts at 6am to when I go to bed. I have some much time through the day I I want to help others with their pets/animals. I do not watch others animals in my home only due to our farm animals. But I am happy to go to my clients home to feed, water, give basic care and play with clients pets.

Sitter Profile Image: Stefany P.
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Stefany P.
from
$45
per walk
3.7 out of 5 stars
• 3 reviews
5 years of experience
Winchester, VA, 22602

About: Life is Good with pets! I have been providing professional pet care services for dogs for over 5 years. I have always had different dogs in my life from childhood to adulthood. I’ve seen how happy my own pet is from taking him on regular walks and I am excited to provide this same experience for other pets. I have a large, fenced yard in a semi-rural neighborhood, and I enjoy taking dogs on nice long walks. Pets are allowed on furniture to snuggle and I am also happy to crate train pets, if preferred. I am currently working from home, so I have most of my time to give attention and love to your pet. I am happy to provide these services at all times. I have plenty space and a fenced yard for your pet to play or simple go on potty breaks, if needed. The services requested will be depending on the customers offer :)

Sitter Profile Image: Cynthia A.
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Cynthia A.
from
$29
per walk
5.0 out of 5 stars
• 35 reviews
13 repeat clients
15 years of experience
INWOOD, WV, 25428

About: Every neighborhood ive lived in neighbors have come to rely on me to treat their pets as well as i would take care of my own family. I love any and all breeds and people call me the dog whisperer haha but joking aside i truly love these animals and would love to car for yours. I make sure that they feel comfortable get exercise and have ample bathroom breaks the same way i treat my own 3 fur babies at home. Any regiment you want me to follow i will follow to a T. and the best part is there is no breed too big; if you know me the bigger the head the bigger the love haha. But my small babies are always just as important. I am currently a stay at home mom so school hours are wide open and despite a few week day evenings being booked, overnights are highly available. In my home we have a fenced in backyard and 3 dogs who all have their own amenities including bowls, beds, toys, cages, and the more. My dogs are family to the fullest and are treated as such. it fits in between kids activities, errands, and school. It allows me to be flexible in what is needed. I just love meeting new fur babies ! My three dogs spend a lot of time inside it is just what is comfortable for them. I also have a fenced in backyard that they do enjoy.

Sitter Profile Image: Emily J.
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Emily J.
from
$25
per walk
5.0 out of 5 stars
• 63 reviews
15 repeat clients
12 years of experience
Purcellville, VA, 20132

“Really liked meeting with Emily. She was super friendly and my dog hit it right off with her at the meet and greet. When she came to take care of my dog she was on time and left a great message with details about the walk. TOTALLY will be using her again and 100% recommend.”

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Kathryn D.
Sitter Profile Image: Emelyn S.
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Emelyn S.
from
$55
per walk
5.0 out of 5 stars
• 60 reviews
17 repeat clients
3 years of experience
Purcellville, VA, 20132

“Emelyn did so great with Zeus!”

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Mary Paige R.
Sitter Profile Image: Roland B.
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Roland B.
from
$30
per walk
5.0 out of 5 stars
• 2 reviews
3 repeat clients
25 years of experience
Culpeper, VA, 22701

“Roland's first time with Scrappy. I certainly appreciated his input. Very knowledgeable and helpful. Would highly recommend Roland , for whatever your dog needs...Looking forward to have him walk Scrappy again.”

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apollogrizz1
Sitter Profile Image: Natalie M.
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Natalie M.
from
$25
per walk
5.0 out of 5 stars
• 15 reviews
4 repeat clients
20 years of experience
Hagerstown, MD, 21742

About: My appreciation and respect for animals started when 1 day my extended family came home with the cutest Pomeranians who then had puppies and then those puppies had pups! They became family and we would babysit each other's fur baby. I loved having a dog because I love being outdoors, running, and exploring. I'm looking forward to making new memories and exploring more beaten paths with your fur baby :) I appreciate all animals, that being said, I've enjoyed the company of some adorable cats. My approach is to give them space and let them come to me when they please. My baby boy, Simba is 7 years old, he is baby friendly, and protective of my girls around strangers, he adores my daughters! He sleeps next to them every night and during the day he follows them around and enjoys watching them play. I love how each animal has a unique personality and you can be sure that I will be attentive to those traits so ensure the best possible care and love for them. I have a flexible schedule working from home for our local family owned Coffee Business. I am happy to accommodate my schedule to your baby’s needs. Life Happens and when you need someone to trust, that’s where I like to fill that need. I am a caregiver at heart and treat every living creature with respect and quality care. I prefer to care for pets in their homes, so they are more comfortable and less anxious. Also, I reside in a small apartment that's not compatible to care for animals besides my 1 cat. In each client's home I am respectful of belongings and careful to keep everything as clean as possible when serving pet's food and water. I'm comfortable changing litter boxes, picking up after dog's stools and discarding appropriately. I am comfortable administering pet's medications as well. I'm more than happy to give your pet an appropriate amount of affection and love because I'm sure they are anxious to see their parents soon. Pets are like family members and will be treated as such, under my care.

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

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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
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    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

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Popular requests for dog walking - Middletown

Select a filter and find qualifying sitters offering dog walking.

Sitters in Middletown average 3
repeat dog walking clients

FAQs for Dog Walking - Middletown

Frequently asked questions about Rover

The average cost of Dog Walking in Middletown is $19 per walk as of November 2026. Most bookings cost between $10 and $23 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 November 2026, there are 535 sitters on Rover offering Dog Walking across Middletown. 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 Middletown. 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 a map of the walking route, 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 Middletown 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 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 Middletown. On Rover:

  • 91% of walkers can help with special care needs
  • 94% can help with giving oral medications or injections
  • 99% 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 Meet & Greet.

walkers on Rover set their own cancellation policy, 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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