Dog Walking In Windsor

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.

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Sitter Profile Image: Kacey G.
Verified Background Check
Kacey G.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
44 reviews
12 repeat clients
12 years of experience
Upper Shockoe Valley, Richmond, VA, 23223

Kacey was great! Professional, responsible, and highly communicative. Most importantly, the dogs immediately loved her! Would definitely hire again.

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Anne C.
Sitter Profile Image: Natalie T.
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Natalie T.
from
$18
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
15 years of experience
Old Town Manchester, Richmond, VA, 23224

About: I have grown up with dogs my entire life and I've never met a dog or cat I didn't love! My childhood dog (Macy, 120lb Leonberger) could be quite the handful on a walk but learning to control such a large dog has definitely helped me with my dog walking experience. I am now a proud cat mom of my beloved Rotisserie and spoil him rotten ♡. I have been pet sitting / dog walking since I was in high school. I have worked in homes with all types of pet situations from new born puppies to homes with seven cats! I really enjoy going on nice long walks to allow dogs to sniff and explore while getting all their energy out! I also love to sit / cuddle / play with dogs in the home or backyard! I am also experienced with reptiles having owned a beautiful bearded dragon, Celeste, for 5 years!

Sitter Profile Image: Destiny R.
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Destiny R.
from
$10
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
9 years of experience
Jeff Davis, Richmond, VA, 23224

Destiny is the best! Our dog is a 70+lb 6 month old puppy and Destiny exudes the energy of a calm, experienced dog handler who clearly loves dogs, but also knows how to keep them chill! She is also super with communication!

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Colleen D.
Sitter Profile Image: Nick I.
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Nick I.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
36 reviews
12 repeat clients
10 years of experience
Fulton, Richmond, VA, 23231

Nick did a great job with our big baby! Will definitely use again!

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Caron T.
Sitter Profile Image: Emily M.
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Emily M.
from
$15
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
20 years of experience
Forest Hill Terrace, Richmond, VA, 23225

Thank you for working with my anxious baby!

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Rachel P.
Sitter Profile Image: Jonathan W.
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Jonathan W.
from
$13
per walk
5.0 out of 5 stars
3 reviews
6 years of experience
Monroe Ward, Richmond, VA, 23220

About: I’ve had dogs growing up and had to take care of them a lot as well as having experience as a kennel tech over some summers! I’m currently off over the summer while school is out so my availability is very open. I can take care of your pets when ever you need me. I have an apartment that I am more than happy having pets stay in however there is no yard. I am happy to stay with them and house sit.

Sitter Profile Image: Samariah H.
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Samariah H.
from
$16
per walk
4 years of experience
Blackwell, Richmond, VA, 23224

About: I have experience caring for dogs through both long-term and everyday responsibilities, including helping raise my aunt’s dog from puppyhood and regularly caring for my boyfriend’s dog. My responsibilities have included walking, feeding, playtime, maintaining routines, and providing companionship to help pets feel safe, comfortable, and cared for while their owners are away. What sets me apart from other sitters is the level of care and attention I give to each pet individually. I understand that being away from their owner can be stressful for some animals, so I focus on creating a calm, reassuring, and positive environment where they feel secure and loved. My experience caring for puppies has also taught me patience, consistency, and the importance of paying close attention to behavior, routines, and energy levels. I treat every pet with the same care, compassion, and responsibility I would want for my own animals. Pet care fits naturally into my daily routine because I already spend a lot of time caring for my own cats. I make sure they’re fed, comfortable, and getting plenty of attention and playtime throughout the day. I even take my cat on walks, so I’m very attentive to both physical activity and emotional enrichment. Caring for animals is something I genuinely enjoy, so being patient, observant, and consistent with their routines comes very naturally to me. II believe pets communicate their needs through their behavior and body language, so I always pay close attention to make sure they feel safe, comfortable, and understood. I respect each pet’s boundaries while also giving them plenty of attention, playtime, and care. In both my home and a client’s home, I focus on keeping pets comfortable, maintaining their routine, and making sure they don’t feel lonely or stressed while their owner is away.

Sitter Profile Image: Brenda C.
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Brenda C.
from
$20
per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
9 years of experience
Richmond, VA, 23234

About: With 9 years of experience as a veterinary assistant, I bring both professional medical knowledge and genuine compassion to every pet I care for. I have extensive hands-on experience with cats and dogs of all ages, temperaments, and health conditions, including seniors, anxious pets, and animals requiring medications or specialized care. Working in veterinary medicine has taught me how to recognize subtle changes in behavior and health, respond calmly in stressful situations, and tailor care to each animal’s individual needs. Beyond my professional experience, animals have always been a huge part of my life. I understand that trusting someone with your pet is deeply personal, and I strive to provide the same level of attentiveness, patience, and affection that I would want for my own pets. Whether your dog needs long walks and playtime or your cat prefers quiet companionship and routine, I create a safe, calm, and loving environment where pets can feel comfortable and secure while you’re away. I am currently taking a break for myself from my career in veterinary medicine so I have all the time in the world for your beloved kiddos! I provide detailed updates, photos, and consistent communication so you can feel confident your pets are safe, loved, and stress-free while you’re away. I tailor my care to each pet’s individual personality, routine, and medical needs. Whether your baby is shy, energetic, senior, or requires medications or extra monitoring, I create a calm, low-stress environment built on patience, trust, and compassion. Your pets will always be treated like family in my care.

Sitter Profile Image: Mitchell I.
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Mitchell I.
from
$16
per walk
2 years of experience
Richmond, VA, 23224

About: Hi there! I'm Mitchell, an experienced and passionate dog lover excited to take care of your furry friend. Whether your dog enjoys playtime, cuddles, or quiet walks, I provide personalized care to make sure they feel safe, happy, and loved while you're away. I offer a flexible and stress-free experience for both you and your dog, with plenty of attention, exercise, and fun! Your pup’s comfort and happiness are my top priority. Looking forward to meeting your furry companion and making them feel at home!" I am excited an eager to help out taking care of your furry friends and with 18 years of having pets and three years of experience watching dogs for friends I am willing and able to do what it takes to give your dog a quality experience and help out with whatever is needed. I am a teacher in Chesterfield County so I can be available all day on weekends, Saturday and Sunday, and after 4 PM on week days. I have two dogs, one is a beagle/dachshund mix that is 3 years old and a 10 month smaller sized lab/hound mix that are both under 30 pounds and live in a two floor condo with no yard. I am able to walk dogs and do pop in visits to check on your dogs.

Sitter Profile Image: Sidney D.
Verified Enhanced Background Check
Sidney D.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
57 reviews
17 repeat clients
20 years of experience
The Fan, Richmond, VA, 23220

Sidney is so wonderful with our sweet pug! We trust her deeply and she is a great communicator and very flexible with our somewhat unpredictable schedules.

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Parker S.
Sitter Profile Image: Conrad M.
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Conrad M.
Star Sitter
from
$21
per walk
5.0 out of 5 stars
5 reviews
3 repeat clients
13 years of experience
The Fan, Richmond, VA, 23220

Absolutely love Conrad as my dog, Soy's weekly dog walker. Really appreciate his communication, flexibility, updates & pictures of Soy. Highly recommend! <3

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Mari B.
Sitter Profile Image: Macee D.
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Macee D.
from
$16
per walk
5.0 out of 5 stars
6 reviews
5 years of experience
Henrico, VA, 23231

About: I was raised in a family of animal lovers and helped to care for at least one family pup at all times. From my grandma's cat filled house to my own dogs, I have always been surrounded by a variety of furry friends so I'm very comfortable and experienced with caring for them. I began pet-sitting for neighbors as soon as I got into high school, and I'm very excited to meet some new furry friends! As a second year student at the University of Virginia home on winter break from classes, I've got a flexible schedule that allows me to dedicate plenty of time to pet care! I have a completely free schedule, which means I can provide consistent and attentive care for your furry friends, ensuring they get plenty of playtime, walks, and attention while you're away! Since I live in an apartment that doesn't allow animals, I don't offer in-home pet care services. Instead, I provide dedicated pet care at your convenience! I will make sure your pet feels comfortable and happy during our time together. I also maintain a flexible schedule to accommodate your needs, ensuring your furry friend receives the best care possible in a familiar environment. Your pet's well-being is my top priority!

Sitter Profile Image: Cynthia B.
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Cynthia B.
from
$22
per walk
5.0 out of 5 stars
39 reviews
23 repeat clients
3 years of experience
Woodville, Richmond, VA, 23223

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!!!!

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Lauren W.
Sitter Profile Image: Keriann M.
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Keriann M.
from
$15
per walk
22 years of experience
Richmond, VA, 23224

About: I grew up with dogs and have house sat/pet sat for neighbors, family, and friends. They have relied on me to take care of the pets for multiple days in a row. I typically get up each morning make breakfast and go for a walk, run or do a Pilates work out. I am currently free all hours of the day to dog walk with a very flexible schedule! I have a fenced in yard, my roommate has a small Aussie doodle who is very friendly with dogs and people. I live in a brand new build, so the house is super clean and very pet friendly.

Sitter Profile Image: Cheyenne B.
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Cheyenne B.
from
$18
per walk
5.0 out of 5 stars
3 reviews
3 repeat clients
15 years of experience
Woodland Heights, Richmond, VA, 23225

About: Hi! I’m Cheyenne, a lifelong animal lover with hands-on professional experience caring for dogs of all sizes, breeds, and temperaments. I previously worked at a kennel-free dog boarding facility, where I helped care for multiple dogs at once in a safe, supervised environment. I’ve also worked as a full-time dog walker and pet sitter, providing daily walks, drop-in visits, feeding, medication administration, and lots of attention and playtime. Animals have always been part of my life—I’ve grown up with dogs and cats and currently care for my own pets as well. Because of my background in both professional animal care and customer service, I understand how important communication and trust are when someone else is caring for your pet. What you can expect when your pet is with me: • Reliable, on-time care • Regular photo and text updates • Safe handling for dogs with different temperaments • Experience with multi-dog households • Lots of attention, enrichment, and play Whether your dog needs a walk while you’re at work, drop-in visits while you’re away, or extra love and attention, I treat every pet like they’re my own. I’d love to meet you and your furry family member! I work a hybrid office jobs with very flexible hours. When I do go into the office, my office is dog friendly so I can bring a furry friend along if they enjoy the socialization! I care for pets in their own home so they can stay comfortable in a familiar environment and maintain their normal routine. For drop-in visits and house sitting, I follow the owner’s instructions closely, including feeding schedules, walks, medications if needed, playtime, and any specific routines your pet is used to. During visits, I make sure pets get the attention, exercise, and enrichment they need, whether that’s a long walk, playtime, or just companionship. I also make sure basics like fresh water, clean feeding areas, and litter boxes are taken care of. For dog walks, I focus on safe handling, appropriate exercise for your dog’s energy level, and making sure they return home happy and settled. I always send updates and photos so you know how your pet is doing while you’re away. My goal is to make sure your pet feels safe, cared for, and loved while keeping you informed and at ease.

Sitter Profile Image: Frances A.
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Frances A.
from
$17
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
37 years of experience
Westover, Richmond, VA, 23225

About: I've never not had animals in my life! I spent my early years on a working farm and have always had a way with animals. Dogs love me (cats, too!) and I them ❤️ I have many years of experience in the veterinary field and know what to do in emergencies. I am currently working part time and my schedule is flexible. I do work away from home for 5-8 hours a day, split shift. I have dogs amd cats but can keep them separate, if necessary. My dogs are dog friendly, although my beagle mix is very bossy (typical!) Dogs will be in the house with my dogs, but they can be separated, if needed. I can crate, if the parents supply the crate. Dogs will be leash walked in the wide front yard but we can also go across the street to the dog park, too!

Sitter Profile Image: Mackenzie M.
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Mackenzie M.
from
$16
per walk
5.0 out of 5 stars
4 reviews
7 years of experience
Northrop, Richmond, VA, 23225

About: Ive taken care of many breeds of dogs from various sizes and ages since I can remember. I currently own a puppy and am loving every part of it. I currently work part-time from 5am-9am so I have plenty of time during the rest of the day to take care of your pets whenever! I love taking my dogs on trails and around the neighborhood to make sure they get plenty of exercise and enrichment. This is important to ensure they stay happy!

Sitter Profile Image: Peyton W.
Verified Enhanced Background Check
Peyton W.
from
$20
per walk
5.0 out of 5 stars
12 reviews
3 repeat clients
20 years of experience
Cottrell Farms, Richmond, VA, 23234

About: I have owned animals my whole life. Since I was about 8 I was always the one responsible for their care and well being. In high school and throughout college - even now I was always the one friends and family relied on to care for their pets while on vacation or otherwise out of town. I am a college graduate and currently a full time mom and you can trust that I will be nothing but professional and responsible in your home and with your beloved pets. I work part time as a household manager and have open availability except for Monday-Thursday 4pm to 6pm so I have plenty of time to walk, play with, feed and give lots of pets to your pets! My husband works from home and will also be available to let out your dog for potty breaks if I happen to be out of the house. I am completely free on the weekends as well. Our home has a lovely fenced backyard where your dog can frolic and join us in a game of fetch. We have 1 friendly terrier who would love a doggy friend! We also have 1 reclusive cat and a 4 month old baby - please no dogs that would have issues with them in the home.

Sitter Profile Image: Tiana S.
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Tiana S.
from
$18
per walk
5.0 out of 5 stars
5 reviews
5 years of experience
Old Town Manchester, Richmond, VA, 23224

About: As a child, I had a small dog named Nike! She was the cutest little Shih Tzu. Having her at a young age taught me responsibility first and foremost, but it also taught me how to appreciate and be patient with animals. I have fond memories of walking her around the neighborhood, being sure she had food and plenty of water in her bowls, and running around with her outside! She also got ENDLESS cuddle time. She was my first best friend, and although she’s not here with me in my adult years, I’ve come to love and value ALL animals, from playful cats, to everyday animals like squirrels and birds, lol. I’m a college student, graduating in the fall next year, and I have many breaks where I’m home. When home, I am fully available everyday, anytime to care for pets! I follow instructions EXACTLY as they’re given to me. Special instructions? No problem! Dinner time at 6? Done and done. I’ll be sure your fur baby has plenty of play time and cuddles as well! Rest assured knowing they’re in good hands!

Sitter Profile Image: Marjorie L.
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Marjorie L.
from
$20
per walk
5.0 out of 5 stars
12 reviews
4 repeat clients
5 years of experience
Richmond, VA, 23219

About: I’ve been dog-sitting for about 5 years now. I’ve mainly taken care of small to medium sized dogs but I’m open to looking after larger dogs as well. I am very reliable and have a lot of energy to keep your dog entertained throughout the day. I love going for walks and and going to dog parks if allowed by the owner. I live in an apartment and it’s dog-friend and the apartment has a dog area where they can relieve themselves. I live in a studio apartment but there’s plenty of open space where your pup can lounge around. I’m very attentive of your dogs needs, so I stay on top of taking them out for walks and making sure their water bowl is kept full and following their feeding schedule. Also open to grooming and showering your dog, especially if they are staying overnight with me. If your pup is energetic and loves to play we will be a great match!!

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Windsor dog parents share their Rover experiences

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5.0 out of 5 stars

Natalie was great! Made leaving my giant breed puppy super easy when I had a last minute family emergency. Punctual, good communication, asked good questions :)

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Anna C.
Dog Walking
5.0 out of 5 stars

Nick was very punctual, communicative, and great with our large dog cosmo! We would definitely hire him again!

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Janine H.
Dog Walking
5.0 out of 5 stars

B is great! I reached out to her 6 weeks before traveling to Richmond to arrange walk for my dog for one day. B went out of her way to meet with me and meet my dog the day before at our Airbnb. My dog immediately took a liking to her. B took great care of my dog. I would recommend her 100% and would have her as a regular dog walker if I lived in the area.

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Karen G.
Dog Walking
5.0 out of 5 stars

Destiny is the best! Our dog is a 70+lb 6 month old puppy and Destiny exudes the energy of a calm, experienced dog handler who clearly loves dogs, but also knows how to keep them chill! She is also super with communication!

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Colleen D.
Dog Walking
5.0 out of 5 stars

Ivana is an absolute delight and a spark of energy in the morning haha! Very warm, friendly, outgoing - my two big dogs adored right away. She’s very comfortable and confident with them. She has a lot of experience with all kinds of animals (volunteering at shelters, 10+ years, many varieties of animals) and she definitely is passionate about doing this / does it with authenticity. she’s incredibly professional, always on time, and wonderfully communicative. Adored her and def booking again! Highly recommend!

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Samantha W.
Dog Walking
5.0 out of 5 stars

Seriously 10/10 recommend. Zack was so patient and understanding with my dog Sanova, even when she had issues with barking and getting used to him. He stayed kind, consistent, genuine, and happy to help no matter what. He was very communicative throughout and such a pleasure to have around. Sanova always got lots of exercise and great care when she was with him- his services were a huge relief to me and my boyfriend’s bust schedules. If you’re looking for a sign to book him for his services- this is it.

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Eden H.
Dog Walking
5.0 out of 5 stars

Emily was so great and so responsive! I loved all the photos she sent of my boys while i was working!

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Emily G.
Dog Walking
5.0 out of 5 stars

We are so grateful to have Morgan walking our two dogs. She understands each of their unique quirks and meets them where they are. She is so communicative and professional.

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Kate M.
Dog Walking
5.0 out of 5 stars

Kade is the best. Consistently available for walking, reliable and responsive, provides great notes and photos. My dog is well cared for. Highly recommend.

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Jennifer P.
Dog Walking
5.0 out of 5 stars

Maria and Luis were wonderful with Murphy! They were communicative and easy going. I was nervous, as this was my first time having Murphy walked by a stranger, but feel so comfortable leaving her in their care!!

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Hanna L.
Dog Walking
5.0 out of 5 stars

Bethany was absolutely wonderful with my two big guys and has been great with my scheduling and time changes. She handled their size and energy with ease and clear competence; its a relief to know they’re in good hands. I’ll definitely be booking her again - she has been incredibly communicative, flexible, reliable, and consistent, and I have been very appreciative of her efforts and willingness to go above and beyond!

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Samantha W.
Dog Walking
5.0 out of 5 stars

Camryn was so sweet and punctual! She always made sure to send pictures and she took really great care of my fur babies. She took great care of my anxious dog and was so respectful to his needs.

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Haley G.
Dog Walking
5.0 out of 5 stars

Sammy is the absolute best! This is the first time we have utilized a dog walking app for our sweet boy and she made us as well as him feel comfortable the entire time. We booked last minute and she was more than happy to accommodate us. We truly could not have asked for a better experience!

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Tamia S.
Dog Walking
5.0 out of 5 stars

Bridgitte did a great job with Ollie. She was always on time and very responsive. She was also flexible when we had a last minute change with our schedule.

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Marshall F.
Dog Walking
5.0 out of 5 stars

Noel was extremely communicative and helpful during the dog walking sessions. She went above and beyond to make sure they were well taken care of!

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Justin M.
Dog Walking
5.0 out of 5 stars

Pedro is wonderful! Tali was in good hands. He came over beforehand to meet her and learn more about her. We will definitely use Pedro again!!

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Teri-Gene C.
Dog Walking
5.0 out of 5 stars

Dani did an excellent job with my doggies! She really cares and really listens to what you ask for. She’s been very gentle and considerate of them (and of me). I hope to work with her anytime we need someone to help out! Thank you.

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Lisa J.
Dog Walking
5.0 out of 5 stars

Kara was a reliable and caring sitter. She walked tater for an hour every day for an entire week. I would highly recommend her she did a great job

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Chris M.
Dog Walking
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Frequently asked questions about Rover

If you’re searching for a Windsor dog walker for the first time, visit the dog walker’s profile and select the Contact button.

If you have an active request or have booked a service with a dog walker before, learn more about how to do this in the Rover app or on your computer.

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.