Dog Walking Windsor

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

End
Search

Windsor, 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.

1 / 1
Sitter Profile Image: Kacey G.
Verified Background Check
Kacey G.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
44 reviews
13 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.

Profile image
Anne C.
Sitter Profile Image: Sidney D.
Verified Enhanced Background Check
Sidney D.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
62 reviews
21 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.

Profile image
Parker S.
Sitter Profile Image: Destiny R.
Verified Enhanced Background Check
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!

Profile image
Colleen D.
Sitter Profile Image: Natalie T.
Verified Enhanced Background Check
Natalie T.
from
$18
per walk
5.0 out of 5 stars
3 reviews
2 repeat clients
15 years of experience
Old Town Manchester, Richmond, VA, 23224

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 :)

Profile image
Anna C.
Sitter Profile Image: Nick I.
Verified Enhanced Background Check
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!

Profile image
Caron T.
Sitter Profile Image: Macee D.
Verified Enhanced Background Check
Macee D.
from
$16
per walk
5.0 out of 5 stars
7 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: Frances A.
Verified Enhanced Background Check
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: Jillian S.
Verified Enhanced Background Check
Jillian S.
from
$16
per walk
10 years of experience
Maury, Richmond, VA, 23224

About: I grew up taking care of dogs and cats for family friends and people around town, along with my family owning both throughout my childhood. I understand every pet is different with their needs and personality, and will accommodate them as much as needed:) I want to owner to feel comfortable that their pet is in good hands I own a cat myself and I understand the stress of finding pet care when you have to step away from your home for a bit. I prioritize my cats care daily to make sure she’s comfortable I can take your dog on walks if that’s needed, I can stop it to give your pet some human social time! If treats are provided your pet will surely be reaping the benefits of that:)

Sitter Profile Image: Tiana S.
Verified Enhanced Background Check
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: Mitchell I.
Verified Enhanced Background Check
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: Marjorie L.
Verified Enhanced Background Check
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!!

Sitter Profile Image: Cynthia B.
Verified Enhanced Background Check
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!!!!

Profile image
Lauren W.
Sitter Profile Image: Jonathan W.
Verified Enhanced Background Check
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: Marissa J.
Verified Enhanced Background Check
Marissa J.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
46 reviews
9 repeat clients
6 years of experience
Woodland Heights, Richmond, VA, 23225

She did so great with my dog!

Profile image
Cecelia A.
Sitter Profile Image: Emily M.
Verified Enhanced Background Check
Emily M.
from
$15
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
20 years of experience
Forest Hill Terrace, Richmond, VA, 23225

Thank you for working with my anxious baby!

Profile image
Rachel P.
Sitter Profile Image: Lauren G.
Verified Enhanced Background Check
Lauren G.
from
$15
per walk
11 years of experience
Richmond, VA, 23224

About: During college, I adopted my beloved dog, Dustin, from the SPCA. Over the past 11 years, caring for him has taught me responsibility, patience, empathy, and unconditional love. Through every stage of his life, I have developed a deep connection with animals and a strong commitment to their well-being. I understand that pets are family, and I take pride in providing them with the same attentive, compassionate care that I give my own. My love for animals motivates me to ensure they feel safe, comfortable, and loved while their owners are away. I have also been described as a super organized, neat freak - which I am very proud of. I take very good care of my personal space and possessions, because I believe in respecting a home and everything that is important to someone. I take my own dog outside at least 3 times a day, with 1 or 2 of those times being a 1-2 mile walk. I love taking him for walks as it's important for his brain to be stimulated and for the exercise! Every dog has a different eating schedule, but I am great with schedules and will stick to whatever they need. My own dog eats a mix of wet & dry food twice a day, with one Dentastix in the morning and one Beggin Strip if he poops. I also refresh his water bowl at least 3 times a day because still water sitting there after a few hours kind of freaks me out. I also don't mind giving dogs baths, sometimes you have to if there were certain adventures, but I typically bathe my own dog once every three weeks. I live in a spacious 2-bedroom apartment, with my dog having a bed in each room! He is very spoiled, but he just takes naps very seriously. Dogs are allowed on our incredible couch, but don't worry it is vacuumed at least once a week (as well as the floors!).

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: Deanna S.
Verified Background Check
Deanna S.
from
$18
per walk
5.0 out of 5 stars
46 reviews
2 repeat clients
20 years of experience
Richmond, VA, 23224

Deanna was fantastic! She took great care of my little guys.

Profile image
Katie N.
Sitter Profile Image: Nicholas C.
Verified Enhanced Background Check
Nicholas C.
from
$20
per walk
5.0 out of 5 stars
6 reviews
10 years of experience
Oregon Hill, Richmond, VA, 23220

About: My name is Nick and I am a teacher in Chesterfield county looking to use my love for animals as a way to make some extra money over the summer. I have had dogs and cats growing up my whole life and currently have a dog named Bagel and a cat named Friday. I also have lots of experience dog/cat sitting for friends and family over the years ever since I was in high-school. I am a teacher so I won’t be working during the summers so I will have unlimited time during the day/night to take care of your pets and their needs! Once the school year starts I can do weekends and afternoon/nights! I have a lot of energy myself so if your pets love to get exercise/play around I am very up for that. I also try to be very thorough with the pet care instructions and will ask questions/for clarification to ensure I am giving your pet the best care as possible.

Sitter Profile Image: Mackenzie M.
Verified Enhanced Background Check
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!

1 / 1
View more sitters

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

Dog parents share their Rover experiences - Windsor

1 / 1
5.0 out of 5 stars

Thank you for taking care of our little fur baby today with such amazing care!! We appreciate everything!!

Profile image
Brooke W.
Dog Walking
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 :)

Profile image
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!

Profile image
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.

Profile image
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!

Profile image
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!

Profile image
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.

Profile image
Eden H.
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.

Profile image
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.

Profile image
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!!

Profile image
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!

Profile image
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.

Profile image
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!

Profile image
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.

Profile image
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!

Profile image
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!!

Profile image
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.

Profile image
Lisa J.
Dog Walking
1 / 1
Find pet care near you

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.

Meet local walkers who will treat your dogs like family

  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

Sitters in Windsor average 3
repeat dog walking clients

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge