Dog Walking Windsor

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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.

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Sitter Profile Image: Gabriel F.
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Gabriel F.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 93 reviews
39 repeat clients
3 years of experience
Church Hill, Richmond, VA, 23223

“Gabriel was great! Very responsive/ communicative and took great care of our boy! Also able to adjust to our schedule and available last minute!”

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Kimberly D.
Sitter Profile Image: Morgan S.
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Morgan S.
from
$15
per walk
5 years of experience
Jackson Ward, Richmond, VA, 23220

About: Hello! I’m Morgan, a young student with a passion for animals and pet care. I’ve owned dogs my entire life and understand just how important diligent pet care is. Pets are a part of our families, and that should be reflected in how they are cared for. I began walking dogs as a young kid with our family dog, Hugo, an energetic and lively Weimaraner. Later we got a black lab, Mercedes, and I would walk them together, so I am quite adept at handling multiple large dogs. In high school I began pet sitting for friends and coworkers. I have experience pet-sitting older dogs and younger dogs so I understand the need for careful supervision. I’ve have experience with dogs, cats, and even birds and rabbits! I have full open availability from 6am-3pm on Monday, Tuesday, and Wednesday. Thursday through Sunday I have completely open availability anytime of the day! I pride myself on being and observant and a diligent caretaker. Things like making sure the food and water bowls are always clean. Checking the water bowl consistently to ensure it’s full, keeping track of the time to know they’re being fed on schedule. Both my own dogs and others I’ve cared for have required daily oral medication at different times of the day. I’m very good at staying organized and knowing what needs to be done, when it needs to be done. Additionally, making sure the animals are receiving proper exercise and stimulation either through long walks or playing with the favorite toys safely.

Sitter Profile Image: Sidney D.
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Sidney D.
from
$20
per walk
5.0 out of 5 stars
• 91 reviews
33 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: Devinder K.
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Devinder K.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
• 93 reviews
37 repeat clients
10 years of experience
Highland Park Southern Tip, Richmond, VA, 23222

“Devinder was great! He was a clear communicator and was comfortable with providing our dog the extra TLC she needs as a senior pup. He was trustworthy and took great care of our girl!”

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Elizabeth S.
Sitter Profile Image: Mitchell I.
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Mitchell I.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
• 7 reviews
2 repeat clients
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: Hanna C.
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Hanna C.
from
$18
per walk
5.0 out of 5 stars
• 40 reviews
13 repeat clients
10 years of experience
Westover, Richmond, VA, 23225

“I have used Hanna many times for drop-in visits and dog walking due to my very busy work schedule. She always sends photos and makes sure Monty has a full bowl of water and food. She was also able to come by urgently to help barricade him back in the house when he got out accidentally one day. I would 100% recommend her and will continue to use her when needed!”

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Alicia B.
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!!

Sitter Profile Image: Kendall V.
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Kendall V.
from
$20
per walk
5.0 out of 5 stars
• 7 reviews
12 years of experience
Shockoe Bottom, Richmond, VA, 23223

About: **Hablo español!** I am a huge animal lover with lots of pet care experience! I grew up with pets and have had a few of my own in my adulthood. Sadly, my senior pup, Ruth, recently passed away at around 13 years old. I miss her presence and am hoping to fill my extra time with caring for other people’s pets. I am familiar with pet medication administration and senior pet care. I look forward to meeting your fur babies! I am a lawyer with my own business, so I do not work a traditional 9 to 5 and have a flexible schedule. This allows me to provide pet care during the week and on weekends! I am responsible and detail-oriented. Since I have these traits, I will always pay strict attention to your instructions for your pet and be respectful of your home.

Sitter Profile Image: Nevaeh S.
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Nevaeh S.
from
$17
per walk
5.0 out of 5 stars
• 30 reviews
18 repeat clients
6 years of experience
Chamberlayne Industrial Center, Richmond, VA, 23222

“Nevaeh walks my dogs once a day and it is such a retro know that she is there for them while I am at work. She is an absolute sweetheart and even my more stand offish dogs loves her. Could not recommend met more!”

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Samantha W.
Sitter Profile Image: Deanna S.
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Deanna S.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 54 reviews
6 repeat clients
20 years of experience
Richmond, VA, 23224

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

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Katie N.
Sitter Profile Image: Meghan H.
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Meghan H.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 28 reviews
8 repeat clients
4 years of experience
Richmond, VA, 23234

“Meghan was wonderful when I needed a walker last minute! Very communicative and great with my dog. We are very thankful and will definitely book with Meghan again!”

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Kelly G.
Sitter Profile Image: Oli L.
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Oli L.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
• 117 reviews
36 repeat clients
18 years of experience
Richmond, VA, 23234

About: I have been house/dog sitting since I was 18. My goal is to let your animal have a calm experience while you are away. Experienced in senior care, daily meditation, specialty food, diva dogs and unique needs. All dogs are 10/10! I work 4 hour shifts but work from home most days and have a very flexible schedule. Wifi is needed for day and night care. Most days are open for walks. Regular occurring appointments are encouraged! I have a small apartment that is unsuitable for sitting at my home. Home/pet sitting: Texting daily check ins (with pictures if possible). Clear instructions for their daily routine. Medication instructions or check lists. Vet info clearly written or posted in home. A short list of nicknames they respond to (Max, maxeroine and cheese, maxster). Lots of cookies to buy their love.

Sitter Profile Image: Katelyn H.
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Katelyn H.
from
$16
per walk
5.0 out of 5 stars
• 7 reviews
2 repeat clients
4 years of experience
Byrd Park, Richmond, VA, 23220

About: Friends and family have relied on me numerous times to be their pet sitter. My roommate has a 3 year old golden retriever and an elderly cat who I love so dearly. I care for them when she cannot. My sister also has a golden retriever and I watch him when she goes out of town. I grew up with dogs and know how to cater to their needs. My grandparents even told me that I am the godmother to their 2 cats because they see how great I am with them. I work full time 8:00-5:00 and will happily watch your pets in the evening or weekends when you are away. I love taking pets on walks in the museum district! Your pet will feel safe in their own environment and I’ll match their energy so that they are comfortable and relaxed. I want them to barely even notice you’re gone.

Sitter Profile Image: Kathryn G.
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Kathryn G.
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
25 years of experience
Carytown, Richmond, VA, 23221

About: I moved to Richmond about a year ago, which meant leaving my two pups back home with their dad. As rural, born-and-bred dogs, city life just wasn’t the right fit for them. So now, I’m filling that gap by spending time with other people’s furry friends! I’ve become the go-to dog walker for my neighbors, and I genuinely love it—it gives me my weekly dose of wagging tails and happy walks. I’d love the chance to walk your dog and give them the care, attention, and exercise they deserve. Pet care is something I’ve naturally built into my weekly routine. Since moving to Richmond about a year ago and leaving my two dogs back home, I’ve really missed that daily connection with animals. Walking dogs has been the perfect way to stay active while still getting that time with furry companions. I regularly walk dogs for my neighbors, so I’m already used to planning my schedule around consistent walks and giving each dog dedicated attention. It’s something I genuinely look forward to each week—it doesn’t feel like a task, but more like a highlight of my day. I’m flexible, reliable, and happy to fit walks into my routine in a way that works best for both you and your pup. I will provide attentive, personalized care based on each pets routine and personality, whether I’m in my client’s home or caring for them on a walk. I make sure every pet gets plenty of exercise, affection, and supervision, while sticking closely to any instructions the owner provides regarding feeding, leash use, or behavior preferences.

Sitter Profile Image: Taylor J.
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Taylor J.
from
$18
per walk
1 year of experience
The Fan, Richmond, VA, 23220

About: I worked for a pet sitting company (Woofies) for about a year. I have worked with all different types of dogs and cats. I have also worked with hamsters, fish and guinea pigs. I average about 8-12 visits a week and about 40 a month. I am extremely flexible and reliable as well. I have had regular clients for months on end and made bonds with lots of pets. I am currently very available and willing to work around many schedules. I am used to planning day around visits and making times for the pets. I am used to house rules and regulation. I avoid areas specified and work hard to gain client trust. I follow all tasks listed and try to get to know the pet as well. I can do meals, medications, walks/potty breaks, playtime, light cleaning and more! I follow the instructions given by the client at all times.

Sitter Profile Image: Airlea e.
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Airlea e.
from
$15
per walk
5.0 out of 5 stars
• 6 reviews
13 years of experience
Richmond, VA, 23237

About: I have over a decade of professional pet care experience as well as a lifetime of personal pet care experience. I prefer to work with the elderly or medically complex pets as I know they need special attention, adherence to routines, and a calm environment. I focus on providing fun daycare and boarding for pets that don’t do well in regular boarding facilities and require a more home-like experience. Prices are negotiable after a meet and greet. Please fill out your profile in full before meeting! Incomplete/no profile image profiles will not be given my address. I work from home so I spend a majority of my day with my pets and guest pets. Dogs are given mostly free range inside and allowed outside into the huge fenced yard many times a day. They get playtime with other pets and alone time when needed. Our yard is fenced and our house is doggy proofed to avoid trash cans, toilets, and non-chewable items from being accessed. Dogs are crated when they can’t be supervised.

Sitter Profile Image: Ross & Ava T.
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Ross & Ava T.
from
$20
per walk
5.0 out of 5 stars
• 87 reviews
24 repeat clients
16 years of experience
Blackwell, Richmond, VA, 23224

About: ****As it is spring please make sure your dog is up to date on flea & ticket medication (monthly doses etc). Any flea and tick remediation required will be charged to client I have cared for dogs cats ferrets horses snakes mice from a teenager onwards. Experience with large breed dogs, I’m all for sofa cuddles with all types of animals - my partner and I also work from home with a fenced in back garden! My partner and I work full time at home, however my job is flexible my dog gets 3 walks a day morning lunch and dinner and that changes based on the weather - to hot we wait until it cools, rainy - we get the rain jacket out. I have a fenced in yard, with ring cams front and back - I have a Great Dane that loves everyone and every animal. I make sure the water is filled anytime I leave and any feeding/snacks are given.

Sitter Profile Image: Sophia S.
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Sophia S.
from
$20
per walk
5.0 out of 5 stars
• 5 reviews
2 repeat clients
10 years of experience
Union Hill, Richmond, VA, 23223

About: Hi! My name is Sophia and I love to walk around and explore this city with my dog! We go on long walks and admire all of the beautiful neighborhoods and districts around us. My favorite part of the day is when I come home to my pup! And whenever I meet or get to hang out with other dogs my day is made. I just love to be around animals and learning how to communicate and connect with each unique personality! I was the neighborhood dog sitter growing up and my favorite time of year was when my neighbors would go out of town and I could watch their pups! I learned how to care for and handle all different kinds of dogs and I was always so happy to be around them. The best day of my life (so far) was the day I got a pup of my own! I believe that dogs can change people’s lives and bring so much happiness into the world. I am fully available to care for animals with my current schedule. I work from home but my job is winding down and will be doing pet care until my next full time opportunity. I have so much love for animals and their safety and health is my priority. I have two dogs that are my world and I always make sure they have everything they need. I will put the same care and effort into caring for other people's animals and will always treat them as my own. I make sure to spend as much time as possible with my pups and keep them as healthy and happy as I can.

Sitter Profile Image: Allison F.
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Allison F.
from
$18
per walk
5.0 out of 5 stars
• 5 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: Emily M.
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Emily M.
from
$20
per walk
5.0 out of 5 stars
• 8 reviews
2 repeat clients
20 years of experience
Forest Hill Terrace, Richmond, VA, 23225

“Thank you for working with my anxious baby!”

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Rachel P.
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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

Wonderful to work with! She exudes warmth and energy and my anxious pup adored her - she had this sunny and smiling aura that instantly put him at ease and made us both extremely comfortable! Adored her!

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Samantha W.
Dog Walking
5.0 out of 5 stars

This is our second time booking Nick to walk our 65 energetic dog Cosmo! Nick is super responsive and very trustworthy. Thanks for taking such great care of Cosmo, and we will definitely have him come back again!

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Janine H.
Dog Walking
5.0 out of 5 stars

Gabe was great with my cockapoo Charlie. He seems to really understand and respect dogs. We both give him five stars!

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Cat M.
Dog Walking
5.0 out of 5 stars

We have an 11 month old puppy and a 11 year old dog. I booked Triston to help out with our dogs during our engagement photo shoot. We wanted to include the dogs and figured an extra hand would be helpful. Triston arrived early and went above and beyond the entire shoot to help out anyway he could. He was very kind, patient and clearly just loves animals. Our dogs took to him right away and let him walk them instantly. Our senior dog can be very stubborn and has some anxiety when separated from us. He managed him well. Will definitely book him again! Highly recommend.

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Sam N.
Dog Walking
5.0 out of 5 stars

Thanks for always being so reliable and flexible! I appreciate you and always know blaze is in great hands

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Ashley C.
Dog Walking
5.0 out of 5 stars

Destiny is a great communicator, lets me know if anything is off on Teddys walks, and was able to improvise and find Teddy’s food when I forgot to do his meal prep this week! Teddy is loving his weekly walks, thank you Destiny!

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Kristen E.
Dog Walking
5.0 out of 5 stars

Snickers LOVES when Alex comes to visit her and we love it because we know she is going to be so well cared for! Alex is always our first go-to when we need someone for our babies. He is a wonderful communicator and always sends such great pictures and updates. As always, thank you so much!!!!

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Jennifer B.
Dog Walking
5.0 out of 5 stars

Tiana gave such good care to my pup. She was so caring and it gave me such peace of mind that I had my Millie girl in good hands.

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danielle c.
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 :)

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Anna C.
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

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

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

Alexandra was amazing! She responded quickly to our request, communication was great the entire time, and she even added an extra day for us when we needed a little more help. I loved the pictures and little notes she left for us after each walk too!

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Victoria L.
Dog Walking
5.0 out of 5 stars

My dog found a new friend and was very taken care of. Would recommend her services. She was very prompt with responses.

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Samantha K.
Dog Walking
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