Dog Walking in Windsor, Richmond, VA
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Top rated Windsor dog walkers
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Devin was so incredibly kind and patient when my puppy wasn't feeling well and made a mess everywhere. He has also been so flexible and truly helped me out! Deeply grateful for his help and will definitely be a repeat customer!”


“Kathleen has been absolutely wonderful! I have a new dog with some increased needs and she has been so patient and flexible with her. She always provides thorough updates with lots of pictures which puts me at ease while I'm at work during the day. She happily takes on any requests I have and I feel very confident leaving my dog in her care! I can tell she really cares about the pets she is watching.”


“Kate made our first Rover experience amazing. Our dog was well taken care of with a great walk and feeding. The pics we got were super thoughtful and it was really comforting to see our pup so happy while we were gone. Highly recommend her and will be rebooking when needed! Thanks so much Kate!”


About: Hello there! My name is Sammy and I have been around animals all of my life and they have inspired me in so many different ways. I have been managing doggy daycare/boarding facilities for a little over 3 years now so I guess you can say pet care is my specialty! I am dog and cat CPR certified, certified through the DHA (dog handler academy),I know how to give injections, and my knowledge on dog behavior is quite extensive. I have decided to go back to school as well which is why my schedule is so open. Currently I own a 2 year old Golden Retriever as well as the cutest cat ever that are both my world. I hope you decide to let me into your pets heart as I treat every pet like my own. ~Wags & Wiggles, Sammy🐾 I am going back to school which means I have a very open schedule. I am also pretty flexible with times and last minute bookings. When it comes to a clients home,I always like for us to meet before I start my services so everyone feels more comfortable. I will also provide pictures for my clients of your fur baby & I having a good time!

About: I’ve been caring for animals for over 20 years — not just as a sitter, but as a lifelong animal person. I live with two cats and two dogs (aka my little chaos crew), and I’ve been through it all: administering meds, soothing anxious pups, helping senior pets feel safe and loved, and even caring for a dog with epilepsy. I know how to read their body language, honor their boundaries, and make every visit feel like a familiar, comforting ritual. I also rescue animals when I see them in need — whether that’s coaxing a stray into safety, getting them vet care, or helping them find their forever home. I don’t just like animals — I see them, respect them, and care deeply about their safety, happiness, and autonomy. When your pet is with me, they’re not just getting fed and walked. They’re getting a friend, an advocate, and someone who truly gets them. I work from home and have a lot of flexibility. I would prefer long standing customers with at least one weekly walk to stay on my schedule. I do have a fenced in yard we could use for play. Though I would prefer to take dogs for walks in their neighborhoods or at the river. I am happy to play fetch, tug, go on long hikes, or take short strolls. Each animal must have their collar on with their owner's information.

“I cannot recommend Sierra highly enough! My dog, Mickey, ran down the hall to meet her on her second visit. He’s never done that. She obviously had Mickey’s seal of approval immediately. Sierra is conscientious, very communicative, and extremely kind. She has my complete trust and respect, because she treats Mickey as if he were her own. To me that is the absolute best quality in a dog walker! Choosing Sierra as your dog walker is the absolute correct decision! Having Sierra walk your dog will keep you worry free and happy while your pup gets good exercise, has fun and is treated like family 😃”


“Maria and Luis provided excellent care for our 15.5 year old dog. They gave her the slow walks she needed, food and medicine. She was very content when we got home after a 7-day getaway. I highly recommend them.”


“Andrew is great! He had great communication and covered everything for his walk and visit with my dog that we had agreed on. I highly recommend him to others and will definitely use him again!”


“Tatum was extremely helpful and sweet for looking out for my two dogs especially on short notice! She was great with following all of my instructions and I couldn’t be more grateful to have her walk my dogs! I would highly recommend Tatum to anyone looking for a new dog walker!”


About: I love absolutely love dogs! I work from home as a Generative AI associate so my schedule is very flexible and ideal for taking care of your dog when you're busy or away. I'm available mornings, afternoons, or evenings, basically whenever you need. And my apartment is located in Shockhoe Bottom near two parks, ideal for walks. I grew up with Lhasa Apso pups (Cassie and Teddy) and have been dog-sitting and dog-walking for about 5 years. I've taken care of a variety of breeds, ranging from a Chinese crested to a boxer-pitbull mix. I'm a very compassionate, gentle, and patient person. I love spending time with dogs and look forward to meeting yours! :) I work from home, so pet care fits into my schedule super easily. I can take dogs out for potty breaks and walks as needed. I live in an apartment, so my living situation better aligns with smaller dog breeds. But park proximity still allows for walks and outside time.

About: Hi! I have taken care of pets from different backgrounds and families and am willing to adjust and accommodate to any environment that is needed for the pet I currently work a full time job in Short Pump and commute home to the city. I am able to work around pet parents schedules if given enough notice in advance, and I appreciate those willing to work with my own schedule as well. No access to a yard for pups, and I do not have the space to accommodate for pups, therefore for boarding purposes I can only care for cats. I have an extra litter box, toys, and treats for your pet. Please feel free to bring your pets own food and their personal toys if necessary.

About: Hi, I'm Miki! I've had dogs my whole life, and adopted one of my very own (Scout) about 4 years ago! With several years of personal and professional experience, I'm confident I can provide a happy and safe space for your pet. :) As a dog owner, I know how hard it can be to find someone you trust with your pet, and my goal is to give my client's peace of mind knowing that their babies are being cared for just as I would my own dog! At the moment, I only host one dog at a time to make sure they get my full attention (or two from the same household). I have a ton of experience and knowledge with dogs, but particularly anxious/reactive dogs and am always happy to accommodate any special needs/requests. I work from home a few days a week and have an open weekend schedule, so Scout and I would love having another friend around to keep us company! We typically go on a minimum of 3 walks a day (morning, afternoon and night) for anywhere from 20 minutes- 1+ hours. Between walks, I have plenty of toys and mentally stimulating gadgets that Scout would be happy to share. :) While I don't have a yard, my neighborhood is the perfect dog-friendly spot with lots of trails, streams and parks! If your dog is hanging with us, you can expect an itinerary full of very dog centered activities (as usual) haha. I'm experienced working with low and high energy dogs and more than happy to follow your dogs typical schedule- whatever that may be! To maintain safe and calm environment for all pets, I do require that dogs are crate trained and feel comfortable being crated if I need to leave the house for a short time.

About: I’ve lived with and taken care of dogs for the last four years. I started fostering dogs in 2022, and adopted a puppy of my own last winter. I’ve worked with severely traumatized and scared dogs and am also comfortable walking energetic puppies. Happy to help :). I am unfortunately allergic to cats. I’m a therapist in Richmond, but am currently between jobs and have a very flexible schedule at the moment! I’m looking forward to connecting :) I have a German shepherd / Siberian husky mix who has endless energy. We spend a lot of time walking, running, hanging at the dog park or fields where she can run and sniff to her hearts content. Happy to do the same with your pup. Comfortable providing medication and keeping your routine going while you’re away.

About: I'm a professional dog trainer, and I've been working with animals professionally for over 10 years, and I have had dogs and cats in my family ever since I was born, and grew up training and walking them. I have had the pleasure of having two golden retrievers, a border collie, and now I have a 4 year old black lab named Rosie, and tortoiseshell cat who acts like a dog. Even though I train dogs and their humans, I walk dogs as supplemental income, and I would love to meet your little (or big) bundles of joy! I’m currently self-employed, so my schedule varies. But I am typically available on Mondays and Thursdays, but I will update my schedule weekly or monthly to reflect what my schedule really looks like. I have the experience to exercise dogs who are a little more on the high-energy side, or dogs who just want to sniff everything outside for a while and then get some pets and snuggles.

About: I treat each pet as an individual first, catering to their specific needs. I provide care, attention, and of course, love as if they were my own friends, hoping that they will be soon. Rover is my current focus; your pet will receive as much attention as they need. With a flexible schedule, I can come to you or have them come to me. There's a large unfenced back yard, quick access to the river, and nature walks on Belle Isle. I provide a clean and well thermoregulated house for the hot summer months, with a room dedicated just for the pets, though not restricting them to the room.

“Ashley is very sweet and communicative, she follows directions. she also took great care of my baby and look forward to another walk soon! Thank you so much for taking care of him!”


About: Pets are great blessings to our lives and therefore deserve to be treated with the utmost respect and care we can give them. I will treat your pet as if he or she is my own and ensure they are well-taken care of! I grew up owning a dog and have since added 2 more to my family. I shared the responsibilities of feeding them, playing with them, and caring for each dog with my family members. I would be grateful for the opportunity to get to know and care for your pet! I will be free to care for your pet during both weekdays and weekends. I will have more availability during the summer. Can pet-sit overnight on weekdays as well. I will send pictures of your pet for each walk or stay I do. I am also happy to meet with families to get to know the pet before care starts. I can also be reached by phone or email if anything comes up.
Loving dog walkers in your neighborhood
Search Results
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.


Devinder K.Star Sitter

“Devin was so incredibly kind and patient when my puppy wasn't feeling well and made a mess everywhere. He has also been so flexible and truly helped me out! Deeply grateful for his help and will definitely be a repeat customer!”


Kathleen L.Star Sitter

“Kathleen has been absolutely wonderful! I have a new dog with some increased needs and she has been so patient and flexible with her. She always provides thorough updates with lots of pictures which puts me at ease while I'm at work during the day. She happily takes on any requests I have and I feel very confident leaving my dog in her care! I can tell she really cares about the pets she is watching.”


Kate M.

“Kate made our first Rover experience amazing. Our dog was well taken care of with a great walk and feeding. The pics we got were super thoughtful and it was really comforting to see our pup so happy while we were gone. Highly recommend her and will be rebooking when needed! Thanks so much Kate!”


Cynthia B.Star Sitter

“Cynthia was amazing with my dog and was great with keeping us updated on how he was doing. Thank you so much for taking such good care of our boy!!!!”


Sammy D.
About: Hello there! My name is Sammy and I have been around animals all of my life and they have inspired me in so many different ways. I have been managing doggy daycare/boarding facilities for a little over 3 years now so I guess you can say pet care is my specialty! I am dog and cat CPR certified, certified through the DHA (dog handler academy),I know how to give injections, and my knowledge on dog behavior is quite extensive. I have decided to go back to school as well which is why my schedule is so open. Currently I own a 2 year old Golden Retriever as well as the cutest cat ever that are both my world. I hope you decide to let me into your pets heart as I treat every pet like my own. ~Wags & Wiggles, Sammy🐾 I am going back to school which means I have a very open schedule. I am also pretty flexible with times and last minute bookings. When it comes to a clients home,I always like for us to meet before I start my services so everyone feels more comfortable. I will also provide pictures for my clients of your fur baby & I having a good time!


Caitlin T.

“Caitlin cares so much for every dog in her life. She is a dedicated dog mother and advocate for aggressive dog breeds. She's energetic and caring. She has taken great care of my dogs and would recommend her service to everyone.”


Sierra M.

“I cannot recommend Sierra highly enough! My dog, Mickey, ran down the hall to meet her on her second visit. He’s never done that. She obviously had Mickey’s seal of approval immediately. Sierra is conscientious, very communicative, and extremely kind. She has my complete trust and respect, because she treats Mickey as if he were her own. To me that is the absolute best quality in a dog walker! Choosing Sierra as your dog walker is the absolute correct decision! Having Sierra walk your dog will keep you worry free and happy while your pup gets good exercise, has fun and is treated like family 😃”


Maria & Luis V.
Star Sitter


“Maria and Luis provided excellent care for our 15.5 year old dog. They gave her the slow walks she needed, food and medicine. She was very content when we got home after a 7-day getaway. I highly recommend them.”


Andrew C.Star Sitter

“Andrew is great! He had great communication and covered everything for his walk and visit with my dog that we had agreed on. I highly recommend him to others and will definitely use him again!”


tatum f.

“Tatum was extremely helpful and sweet for looking out for my two dogs especially on short notice! She was great with following all of my instructions and I couldn’t be more grateful to have her walk my dogs! I would highly recommend Tatum to anyone looking for a new dog walker!”


Michaela Z.Star Sitter
“Treat yourself with peace of mind and have Michaela take care of your furry friend. She will become your pet's second best friend. She is kinda and gentle and extremely loving with all pets. Your dog is in excellent hands with Michaela. She has cared for my 2 little dogs, and now when I go out of town, my girls get all excited because they get playtime with their next best friend! ”


Taylor H.

“Taylor was so good with my Kona girl. So attentive and I know Kona enjoyed seeing her these last few days for a daily walk.”


Allyson B.Star Sitter

“Really understands dogs. Was very comfortable with my 2 dogs.”


Wesley B.
“We have known each other for years now and I feel so lucky to know them and have such an amazing, trustworthy, and loyal friend. In this time, I have also gotten to see them interact with various different animals, including my own, and this is without a doubt someone who absolutely loves animals and would do anything to make sure your pets are as happy as can be!”


Micaela S.
“Micaela is a very responsible dog owner. She takes her dog on frequent daily walks, feeds him nourishing food and pays close attention to his needs. She puts in the necessary love, attention, and effort it takes to lookfor an animal and stops at nothing to make sure they are taken care of.”


Victoria P.
About: I’ve lived with and taken care of dogs for the last four years. I started fostering dogs in 2022, and adopted a puppy of my own last winter. I’ve worked with severely traumatized and scared dogs and am also comfortable walking energetic puppies. Happy to help :). I am unfortunately allergic to cats. I’m a therapist in Richmond, but am currently between jobs and have a very flexible schedule at the moment! I’m looking forward to connecting :) I have a German shepherd / Siberian husky mix who has endless energy. We spend a lot of time walking, running, hanging at the dog park or fields where she can run and sniff to her hearts content. Happy to do the same with your pup. Comfortable providing medication and keeping your routine going while you’re away.


Laura F.
“Laura would make a fantastic addition to the Rover team. I'm sure all of the people who apply for this say they are animal lovers but how many can say that they have extensive, professional experience in the care and training of animals ranging from dogs, cats, birds, pigs, mini horses, porcupines, seals, sea lions, turtles, and even dolphins?!? Also, Laura has multiple years of experience working with, and caring for animals at places like Mystic Aquarium, New York Aquarium, and Dolphin Quest-Bermuda and in addition to those years of experience she has a true animal lover at heart that will make the needs and care of any animal in her care her top priority.”


Pedro S.
About: I treat each pet as an individual first, catering to their specific needs. I provide care, attention, and of course, love as if they were my own friends, hoping that they will be soon. Rover is my current focus; your pet will receive as much attention as they need. With a flexible schedule, I can come to you or have them come to me. There's a large unfenced back yard, quick access to the river, and nature walks on Belle Isle. I provide a clean and well thermoregulated house for the hot summer months, with a room dedicated just for the pets, though not restricting them to the room.


ashley g.

“Ashley is very sweet and communicative, she follows directions. she also took great care of my baby and look forward to another walk soon! Thank you so much for taking care of him!”


Kaleb B.
About: Pets are great blessings to our lives and therefore deserve to be treated with the utmost respect and care we can give them. I will treat your pet as if he or she is my own and ensure they are well-taken care of! I grew up owning a dog and have since added 2 more to my family. I shared the responsibilities of feeding them, playing with them, and caring for each dog with my family members. I would be grateful for the opportunity to get to know and care for your pet! I will be free to care for your pet during both weekdays and weekends. I will have more availability during the summer. Can pet-sit overnight on weekdays as well. I will send pictures of your pet for each walk or stay I do. I am also happy to meet with families to get to know the pet before care starts. I can also be reached by phone or email if anything comes up.
How Rover works
1. Search
Read verified reviews and choose a dog walker who’s a great match for you and your dog2. Meet & Greet
Meet either virtually or in-person with a walker to discuss the level of care needed for your dog3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 dog walker has to cancel, we’ll work with you to find a new walker.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Walking FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, dog walkers on Rover respond in under an hour.
Experience can vary widely from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when comparing dog walkers available in Windsor.
You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:
- Start and stop times
- A map of their walk with total distance
- Pee, poo, food, and water breaks
- Cute photos and a personalized note
Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.
