Dog Walking Upperville

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

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Over 2
pet parents in Upperville have booked dog walking

Upperville, 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: Amanda P.
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Amanda P.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 8 reviews
6 repeat clients
30 years of experience
Bluemont, VA, 20135

“Amanda is so kind and a great communicator! Highly recommend!”

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Sarah A.
Sitter Profile Image: Sierra C.
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Sierra C.
from
$20
per walk
5.0 out of 5 stars
• 11 reviews
5 repeat clients
7 years of experience
Boyce, VA, 22620

About: Hello, my name is Sierra! As a dedicated pet owner myself, I understand the deep bond between animals and their families. With over 7 years of experience caring for dogs and cats of all breeds, I've honed my skills in providing compassionate and reliable pet-sitting services. I'm excited to extend my love for animals to your furry friends. I am seeking a rewarding opportunity to utilize my free time. I'm available most days and times and would love to offer my services as a reliable and compassionate pet sitter. Your pet will feel right at home in my caring environment. I offer a safe and fun outdoor space, as well as cozy indoor comforts. I'm flexible and adaptable, ensuring that your pet's needs are always met.

Sitter Profile Image: Reina P.
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Reina P.
from
$18
per walk
4.9 out of 5 stars
• 29 reviews
9 repeat clients
10 years of experience
Boyce, VA, 22620

About: Hi, My name is Reina, I recently retired and love to care for pets. I have a lot of time and dedication to care for yours. Flexible with schedules. I am currently retired, so I have a lot of time to play and properly care for your pet. I do not have pets anymore since my sweet dog passed away.I am ready to give the same kind of love and attention to yours. I have a fence yard and a very clean environment.I do not have pets anymore since my sweet dog passed away.I am ready to give the same kind of love and attention to yours.

Sitter Profile Image: Mykayla M.
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Mykayla M.
from
$14
per walk
4.5 out of 5 stars
• 3 reviews
2 years of experience
front royal, VA, 22630

“Sonny wasn’t up for a walk that day but we appreciate the effort.”

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Liz R.
Sitter Profile Image: Jessica P.
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Jessica P.
from
$15
per walk
6 years of experience
Leesburg, VA, 20175

About: I’ve been caring for four legged family members for 6 years, from neighbors to relatives and friends no matter breed or size, here to help and provide reliability for your dog/cat. I am available daily Monday through Friday No weekends, morning till afternoon time frame, cannot do at home care due to pets in my home. I service client at there homes I do not provide care in my home due to my current pets living in the home, I live on a 12 acre property with a fence protected the roadway.

Sitter Profile Image: Hoslan M.
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Hoslan M.
from
$18
per walk
1 repeat client
2 years of experience
Leesburg, VA, 20176

About: My name is Hoslan and I’ve been dog sitting/walking for almost 2 years. I have 4 of my own dogs and love them like they my own kids, when it comes to meet dogs they just love me, they’ll bark at first because they don’t know me but after showing them I’m friendly and give them love I’ll be your best dog sitter and everytime they see me theyll be excited! I work from home, and I just be on my computer in the mornings, but after I’m done I have so much time to walk dogs, play with them, take them out to potty or anything! I have a fenced in yard, I live close by a park, and I have 4 friendly pups that will play with your pup, here in my household we all love dogs so they’ll get treated like they one of ours

Sitter Profile Image: Vanasia C.
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Vanasia C.
from
$15
per walk
5.0 out of 5 stars
• 12 reviews
5 repeat clients
8 years of experience
Chantilly, VA, 20151

“Punctual and reliable. Timely communication and attention to detail. We (dog included!) are very happy with her daily dog walks so far.”

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Chris D.
Sitter Profile Image: Ava D.
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Ava D.
from
$20
per walk
5.0 out of 5 stars
• 2 reviews
1 repeat client
9 years of experience
Charles Town, WV, 25414

About: I have been animal sitting for almost 9 years now, starting when I was in high school. I have experience in animal care for multiple species, energy levels, behaviors, ages, and health needs. No task is too big for me, my biggest job was being a sitter for a family of 10 dogs, and a pig! I worked at a nonprofit animal rescue where I learned more about how to care for cats and dogs, and how to gauge their personalities, and energy levels. I am passionate about animal happiness and satisfaction. Right now, I am completely free. I have a car and a valid drivers license. I just moved back home after hiking for 4 months on the Appalachian trail, while walking I had lots of time to think about my passions, and of those are animal welfare, care, and personally staying active and fit! I have two personal dogs, one of which is a senior in hospice care, out of respect for him, I am not taking animals into my home right now. However, any type of drop-ins or house-sitting is on the table. I take direction seriously and can provide medical care, activity, play, feeding, or anything else that is needed for your beloved animal!

Sitter Profile Image: Day B.
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Day B.
from
$25
per walk
4.9 out of 5 stars
• 66 reviews
25 repeat clients
20 years of experience
Charles Town, WV, 25414

“Day is absolutely wonderful. She is caring and fun with the animals, takes Spencer in long walks and is reliable. Excellent person! Grace K”

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Grace K.
Sitter Profile Image: Megan S.
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Megan S.
from
$30
per walk
5.0 out of 5 stars
• 93 reviews
29 repeat clients
10 years of experience
Stephens City, VA, 22655

“I was nervous having someone come into my home and take my pup on walks while I’m at work but Megan has been so great! My dog Dixie loves her! Thank you Megan for what you do! 😁”

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Abigail L.
Sitter Profile Image: Amirah W.
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Amirah W.
from
$17
per walk
5.0 out of 5 stars
• 6 reviews
2 repeat clients
5 years of experience
Gainesville, VA, 20155

“Amirah was very communicative and took great care of Benny! She followed my directions perfectly, and made sure Benny has everything he needed. Thank you!”

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Katherine A.
Sitter Profile Image: Monami G.
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Monami G.
from
$25
per walk
5.0 out of 5 stars
• 22 reviews
10 repeat clients
4 years of experience
Aldie, VA, 20105

About: My family and I love taking care of animals whether they are dogs or any others. We have taken care of animals for as long as I can remember and they are my safe space. I have taken care of bunnies, hamsters, fish, and dogs. I know how important it is to spend time with animals so I will always provide company and whatever it is that they need. I will also provide pictures very often. My mom, dad and I so excited to get to meet and take care of your pet! It will be a second home for them. I will be home most of the day so I can provide lots of company and take care of your pet while providing them full attention. They will always be my number one priority. I have a fenced yard and a dog of my own so they can keep each other company, I will always keep an eye on your pet and make sure all their need are met. Someone is always present at home to watch after your pet and make sure they are always given full attention! My parents work from home and I also have a very flexible schedule:) I have a fenced back yard which ensures your pet has enough space to run around and is staying safe while having fun! Our dog also loves to play a lot so they will all have lots of fun!

Sitter Profile Image: Alexandra K.
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Alexandra K.
from
$18
per walk
5.0 out of 5 stars
• 8 reviews
3 repeat clients
50 years of experience
Leesburg, VA, 20176

About: I’ve lived with dogs and cats my whole life. I currently have three Portuguese Water Dogs. I train and handle them in multiple dog sports such as agility and dock diving. I am semi retired after selling my business a year ago. Not one to sit still for too long, I think pet caregiving is a great avenue to channel my energy. My schedule is very flexible so I can work this in. I am very safety conscious. At my home we have a fully fenced yard. When out walking, I am always aware of surroundings and what might trigger a pet. I aim to be proactive and in control at all times

Sitter Profile Image: Tori H.
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Tori H.
Star Sitter
from
$45
per walk
5.0 out of 5 stars
• 62 reviews
14 repeat clients
30 years of experience
Warrenton, VA, 20186

“Tori is the best!”

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Kathy W.
Sitter Profile Image: courtney b.
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courtney b.
from
$23
per walk
4.9 out of 5 stars
• 58 reviews
19 repeat clients
20 years of experience
Winchester, VA, 22601

“She was fantastic. Both my boys like her I would recommend her to anyone with any size dog.”

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Brian H.
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: Sena S.
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Sena S.
from
$30
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
10 years of experience
Herndon, VA, 20171

“Thanks! Appreciate you taking her out!”

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Juhi G.
Sitter Profile Image: Randi E.
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Randi E.
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
5 years of experience
Lovettsville, VA, 20180

About: I have over 5 years of experience house sitting and pet sitting . I have experience from puppies to seniors! I’m comfortable in giving meds I own my own business and work a part time job but they both allow so I’m able to make my own schedule . Day I care for pets in Clients home with all the respect of there home and follow all the guidelines the client sets for their pet

Sitter Profile Image: Karen Marie F.
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Karen Marie F.
from
$30
per walk
5.0 out of 5 stars
• 8 reviews
2 repeat clients
40 years of experience
Sterling, VA, 20166

About: I use Reiki and massage when animals and their humans are accepting of it. My rates are built to service a wider geographical area. Please ask about lower rates for care needed close to my home, or other existing clients. I grew up with many cats (over many years), and a dog. We had several dogs in the neighborhood I would help and visit with, and have experience with horses and other animals of air, land and sea. I’ve been caring for dogs, cats and horses professionally for a little over three decades. I am self-employed and make my own schedule, so I’m busy, but flexible with enough notice or if there is a gap in my schedule. I have a big and friendly dog of my own who would want to stay with me if you require overnight dog or cat sitting, depending on how far you are from our home. My end-unit townhome backs up to the retention pond. I can see the walking trail that backs up to the forest from my deck. My small, fenced-in backyard opens up to a wheelchair accessible paver path. So ideal for older pets who need less/no stairs. I’ve cared for many elderly animals.

Sitter Profile Image: Latoya M.
Verified Enhanced Background Check
Latoya M.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
• 29 reviews
13 repeat clients
5 years of experience
Ashburn, VA, 20148

About: I've been caring and loving animals since I was a little girl. Have no fear your new 🐕 lover is here to make sure that they have the best care! My 14 year old daughter wanted a job and I just thought since she loves animals so much she could try out rover! She will be supervised but I just wanted to have something for her to do on her free time. Plus she could watch animals and earn money at the same time so its a win win! I am home most of the time during weekdays I will let you know if you contact me and I won't be available. I'm very flexible. If your dog need care I'll do my best to help you so you don't have to stress. I'm home full time. I have a fenced yard. Its dog parks close as well as trails for nice long walks and talks while I care for your pup.

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The median cost per walk for dog walking in Upperville 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 - Upperville

Select a filter and find qualifying sitters offering dog walking.

Sitters in Upperville average 4
repeat dog walking clients

FAQs for Dog Walking - Upperville

Frequently asked questions about Rover

The average cost of Dog Walking in Upperville is $31 per walk as of October 2026. Most bookings cost between $28 and $33 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 3,360 sitters on Rover offering Dog Walking across Upperville. 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 Upperville. 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 Upperville 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 Upperville. On Rover:

  • 86% of walkers can help with special care needs
  • 92% can help with giving oral medications or injections
  • 96% 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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