Dog Walking Windsor Park

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pet parents in Windsor Park have booked dog walking

Windsor Park, 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: Tess G.
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Tess G.
from
$20
per walk
5.0 out of 5 stars
• 17 reviews
6 repeat clients
20 years of experience
Louisa, VA, 23093

“Tess was awesome! We hired her to do two 30-min walks on a weekend afternoon and she was great. Extremely communicative and on top of what she was doing. One the first walk, they got caught in a rain storm and had the wherewithal to message me to ask for a towel rather than just letting our dog air dry in the house. The second walk was hot and muggy and it was great to know that Tess was paying attention to our dog (per her summary) and when our dog was getting tired, she catered to River. We will be using Tess again!”

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Bryce M.
Sitter Profile Image: Nicole B.
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Nicole B.
from
$30
per walk
5.0 out of 5 stars
• 9 reviews
2 repeat clients
30 years of experience
Troy, VA, 22974

About: I’ve always had pets since I can remember. Each and everyone was special to me. I greatly enjoy all pets. My friends and colleagues always love for me to take care of their pets because they know I will treat them like my own. I am currently working full-time at home. I am Monday through Friday with no weekends currently. I am happy to assist with pet needs in the evenings during the week and can do more during the weekends. Please feel free to reach out with any questions and look forward to hearing from you and taking care of your pet! I listen to what the owners prefer for the care they expect for their pets and follow their rules. I like to send updates to the owners on how everything is going along with pictures.

Sitter Profile Image: Lydia S.
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Lydia S.
from
$15
per walk
8 years of experience
Troy, VA, 22974

About: I have 2 dogs currently, and have had lots of different pets growing up. I have cat and dog sat for family and neighbors. I have also taken care of and helped out with foster kitties. I am currently working part time in the evenings and doing online school. I am available some full days of the week, every morning, mid day, or overnight. I am currently not able to bring client pets to my home. I am able to go to client houses during the day or overnight as needed.

Sitter Profile Image: Alexandra C.
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Alexandra C.
from
$25
per walk
5.0 out of 5 stars
• 4 reviews
12 years of experience
Montpelier, VA, 23192

About: I've grown up with dogs my entire life and I adore them. I have two dogs of my own, a 12 year old Border Collie mix and a two year old Australian Shepherd, and I volunteer down at the Richmond Animal Shelter every week so I'm used to handling a variety of dogs! I have a very flexible schedule and I would love to work with dogs of any activity level, age, or size! I definitely understand the importance of frequent potty breaks, consistent meal times, and lots of love and playtime! Also, punctuality is something that I take very seriously so you won't have to worry about me being late! But most importantly, I know how special your dog is to you and I will look after him or her as if he or she were my own! I look forward to getting to know both you and your sweet pup! :)

Sitter Profile Image: Charleen K.
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Charleen K.
from
$15
per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
10 years of experience
Powhatan, VA, 23112

About: Former teacher now at home all day! I have two little ones that attend preschool in the mornings, so afternoon and morning walks are great! I’ve had dogs & cats all my life. I currently have two dogs - a lab and golden and a huge fenced in yard. I currently am at home all day! So free majority of the time and my days are very flexible if need be! Happy to offer in home and drop in visits as well. I have a friendly 2 year old lab, a one year old golden, and two cats. All of my animals are very friendly. You can trust me to care for your pets simply because I’ll love them like they’re mine!

Sitter Profile Image: Victoria M.
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Victoria M.
from
$25
per walk
5.0 out of 5 stars
• 1 review
2 repeat clients
14 years of experience
Orange, VA, 22960

About: I’ve had my own dogs since I was like 5 I learned how to take care of them at a young age.Im pretty good at what I do. I’m currently working part time .I have lots of free time on my hands . Im open to almost any schedule .Just shoot me a text. Caring for pets in my client's home involves a personalized approach tailored to each pet’s specific needs and the services I am providing. I prioritize creating a safe, clean, and comfortable environment where the pet feels secure and loved. This includes feeding them according to their dietary requirements, ensuring they have fresh water at all times, and providing plenty of opportunities for exercise and play to keep them mentally and physically stimulated. I also follow grooming routines and administer medications as instructed, keeping a close eye on their health and behavior. Whether I am offering daily walks, pet sitting, or grooming services, I am committed to providing compassionate, attentive, and reliable care that respects the pet’s routine and comforts, ensuring they feel happy and secure in my care.

Sitter Profile Image: Riley S.
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Riley S.
from
$30
per walk
5.0 out of 5 stars
• 4 reviews
8 years of experience
Scottsville, VA, 24590

“Great communication and was very accommodating.”

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JC
Sitter Profile Image: Megan R.
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Megan R.
from
$30
per walk
4.9 out of 5 stars
• 24 reviews
6 repeat clients
14 years of experience
Venable, Charlottesville, VA, 22903

About: I’ve been taking care of family, friends, and neighbors pets since I was 10 years old. I’ve taken care of animals of all ages from puppies to senior animals. I work at a school, so this is not my full time job. It would be best to contact me directly for my availability and to figure out what works best for you and your pet(s). I prefer to do meet and greets so I can see the pet(s) usual environment and learn more about where I’ll be staying. I never take pets outside without a leash on for safety reasons.

Sitter Profile Image: Hailey M.
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Hailey M.
from
$25
per walk
8 years of experience
Charlottesville, VA, 22902

About: I love animals! I believe your fur baby is more than just a pet, they are a member of your family. I have cared for pets belonging to family, friends, and employers for years, and I will always treat them with love and care. I currently work full time Monday-Friday from 9am-5pm. My only available time to assist with pets throughout the work week would be after 5pm. I am very flexible on weekends! I unfortunately will not have the room to care for pets in home yet. However, I can care for pets at your home. I will make sure your dog or cat has all the love and attention it needs and go above and beyond on making sure your pet feels comfortable and happy.

Sitter Profile Image: Melissa D.
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Melissa D.
from
$35
per walk
30 years of experience
Montpelier, VA, 23192

About: I have been blessed to grow up with a variety of animals in and around my home. I’ve had a variety of dogs that have ranged from 12lbs to 200lbs. I’ve also had cats in the home, as well. I have taken care of the basics of feeding them, giving clean water (daily), maintaining the litter box (as needed) and even giving insulin injections (to both felines and dogs). I’ve trained many of my larger breed dogs and my service dog. Bathing, feeding, walking and not just for my pets, but also friends & family. Since my sweet Bella (pictured) passed I actually have a 20lb Boston Terrier, named Lucy, now. I also live on a farm where we have 3 miniature horses and one thoroughbred big boy. I’m very flexible in my schedule and if I was needed to stay for extended periods of time, my animals would be taken care of. I’ve been on medical disability for 4 1/2yrs now. Other than my appointments I have throughout the week, my only other commitment is the upkeep of my home and taking care of my animals. I would not be bringing clients pets to my home, as it’s a spacious and fenced in yard; however, we have one dog who doesn’t play well with others. In a client’s home, unless asked by the owner, the only thing I would remove from the home (temporarily), would be the pet. I’m very cautious with another’s fur baby; so, I would treat it as my own with love, snuggles and a gentle touch. I’m always aware of my surroundings, especially with something so precious, to another. I’ve always been described as very trustworthy and compassionate, with people, as well as, with their animals. Pampering and maintaining a secure environment for your animal(s), no matter the type or the amount you may have. This way, you know that one of your family members is in the best hands possible while you take a vacation for your own self-care.

Sitter Profile Image: Tanti B.
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Tanti B.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
• 10 reviews
4 repeat clients
3 years of experience
Museums, Richmond, VA, 23230

About: I’ve been watching both cats and dogs for friends and neighbors for a few years now, and now that I have more flexibility in my schedule I would love to provide my services to others! I’m currently pet sitting full time after moving up to the area and have a ton of flexibility to take care of your pets! If i’m not on vacation, i’m usually free to help :) I live in an apartment in the city with my three-year-old chihuahua mix, Archie! If i’m dropping in, i’m happy to do whatever activities your pet loves and keep their routine going!

Sitter Profile Image: Allison F.
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Allison F.
from
$18
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
20 years of experience
Northern Barton Heights, Richmond, VA, 23222

About: I’ve had pets nearly my whole life and have been known to struggle to walk past an animal in need. This means rescuing an injured squirrel, a Cooper’s hawk, an opossum, and more, going the extra mile even when it was deeply inconvenient for me to do so. I also grew up attending zoo camp and then volunteering at a zoo from age 5 to 14, caring for a wide range of animals. I have worked with high energy pitties, a blind and anxious German shepherd, birds, cuddly kitties, fearful kitties, diabetic kitties, rabbits, and others. I have administered shots, IVs, medications, eye drops, and more. I am persistent and typically can win over even the shyest and most anxious fur baby. I have a genuine love for caring for pets and would be honored to care for yours! I am currently carefully thinking about my next full time role and working part time. My partner is an immigrant seeking employment during a time when that is extremely difficult due to the political situation. Any supplemental income is incredibly helpful for me as we navigate. I have a reliable vehicle, plenty of time to play with your pets, and love to love on them. I have a reliable car and I keep my word. I am communicative, honest, and truly love animals. I take direction well and understand that every pet has their specific needs. I don’t cut corners and do my best to provide top notch care, always.

Sitter Profile Image: Hailey U.
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Hailey U.
from
$50
per walk
5.0 out of 5 stars
• 3 reviews
23 years of experience
Manakin-Sabot, VA, 23103

“Hailey was fantastic with Remy. She spent a lot of time with him outside and inside. He approved of all the belly rubs!”

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Stephanie A.
Sitter Profile Image: Olivia A.
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Olivia A.
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
15 years of experience
Mechanicsville, VA, 23116

About: Hi! My name is Olivia, and I’ve been caring for dogs and animals for as long as I can remember. Growing up around pets gave me a natural love for animals, and over the years I’ve helped care for dogs and cats of all sizes, ages, and personalities. I have experience with walking, feeding, playtime, administering medications, and maintaining each pet’s normal routine to help them feel safe and comfortable while you’re away. What sets me apart is the genuine love and care I give every animal. I treat every pet like family and truly enjoy spending time with them, whether that means long walks, playing fetch, or simply keeping them company in their home. I currently have a very open and flexible schedule while I wait to begin my career as an Emergency Medicine Physician Assistant in late August. Because of this, I’m able to dedicate plenty of time and attention to your pets throughout the day. My flexible availability allows me to accommodate walks, drop-ins, overnight stays, and last-minute scheduling needs whenever possible. I love staying active, so spending time outdoors walking and caring for dogs is something I genuinely enjoy during this transition period before starting work. Providing a safe, loving, and trustworthy environment for pets is my top priority. I understand how important it is to feel confident leaving your pet in someone else’s care, and I always strive to create a calm, dependable, and comfortable experience for both pets and owners. I live in a pet-friendly environment with plenty of safe areas for walks and outdoor time, and I carefully follow each owner’s home instructions regarding routines, medications, feeding schedules, and special needs. I’m attentive, responsible, and communicative, and I’ll always make sure your pet receives the love, attention, and care they deserve while you’re away. 🐾

Sitter Profile Image: Desiree D.
Verified Enhanced Background Check
Desiree D.
from
$32
per walk
2 repeat clients
6 years of experience
Richmond, VA, 23222

About: I have over 5 years of hands-on experience caring for dogs in structured, multi-dog environments, including high-energy and working breeds. I currently manage a multi-dog household and am actively involved in dog sports and conformation, which has given me a strong understanding of routine, behavior, conditioning, and proper handling. I am comfortable working with: • High-energy and active breeds • Puppies needing structure and consistency • Senior and special needs dogs • Multi-dog households • Dogs requiring medication My care style focuses on structure, safety, and clear communication. Dogs in my care receive consistent routines, appropriate exercise, and calm, confident handling—not just supervision. I am best suited for clients who value reliable, knowledgeable care and want their dogs maintained in a structured environment while they are away. Pet care is a consistent and structured part of my daily routine. I plan my schedule around the dogs in my care to ensure they receive timely walks, feeding, exercise, and attention. I maintain reliable availability for bookings while ensuring each dog receives focused, individualized care and a consistent routine. I prioritize safety, structure, and clear communication in every home I enter. I follow each dogs routine closely, including feeding schedules, medications, crate use, and exercise needs. Dogs are always handled securely on leash unless otherwise specified, and I am attentive to environment, behavior, and stress signals. My goal is to maintain a calm, consistent, and safe environment so your pet feels secure while you’re away.

Sitter Profile Image: Ebonee D.
Verified Enhanced Background Check
Ebonee D.
from
$30
per walk
5.0 out of 5 stars
• 1 review
15 years of experience
Chesterfield, VA, 23832

About: I have always been a animal lover since little and still am today. I have taken care of families pets while they away for several years. I have own my own fur babies that I adore. My friends and family relied on me to walk and feed, and watch their pets often. The last 6 months I have been taken care of a Family GoldenPoddle and I love every bit of it. I'm currently working remote so my schedule is flexible. I open to care for your pets in your home or in my home. Most of the time, I will just need 24 hr heads up before I can commit to date . I have a pet friendly neighborhood with designated pet areas. I live in a safe and quiet neighborhood with sidewalks. During my 6 months with my family dog , all of the people in the area loved saying hi to the pets I care for.

Sitter Profile Image: Gayle J.
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Gayle J.
from
$25
per walk
40 years of experience
Richmond, VA, 23237

About: I’m 66 but I’m a young 66 year old women. I’d be honored to take care of your pets! I’d take care of them as if they were my own! I’ve had pets all my life (cats, dogs, and etc) I’m currently available at all times and everyday! I have my own transportation. I can always leave at any time to do a drop in for your pet! Night or day! I will follow your instructions closely and obey your house rules. I have many experiences with house sitting and pet sitting and pet sitting within my own home!

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

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How to book dog walking

  1. 1. Search

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Popular requests for dog walking - Windsor Park

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Sitters in Windsor Park average 4
repeat dog walking clients

FAQs for Dog Walking - Windsor Park

Frequently asked questions about Rover

The average cost of Dog Walking in Windsor Park is $19 per walk as of October 2026. Most bookings cost between $16 and $22 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 822 sitters on Rover offering Dog Walking across Windsor Park. 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 Windsor Park. 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 Windsor Park 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 Windsor Park. On Rover:

  • 93% of walkers can help with special care needs
  • 95% 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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