Dog Walking Windsor

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

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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: Destiny R.
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Destiny R.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
• 8 reviews
3 repeat clients
9 years of experience
Richmond, VA, 23234

“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.
Sitter Profile Image: hali s.
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hali s.
from
$16
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
10 years of experience
Richmond, VA, 23224

“Thanks for always being there on short notice!”

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Andrea H.
Sitter Profile Image: Jynette V.
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Jynette V.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 28 reviews
12 repeat clients
30 years of experience
Chesterfield, VA, 23832

“My border collie hates to be left alone. When I got home after Jynette’s visit, Keira was calm and happy. So the visit and potty break were just what she needed. Great job!”

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Susan K.
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

“Devin was a life saver squeezing some dog walks in around the holidays. Thanks for being punctual & communicative about how things went Devin!”

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Margaret S.
Sitter Profile Image: Divine M.
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Divine M.
from
$16
per walk
5.0 out of 5 stars
• 3 reviews
3 repeat clients
4 years of experience
Richmond, VA, 23231

“Divine takes such good care of our Winnie! She’s the first dog walker we’ve hired and she has been flexible with our schedule changes week to week, sends the sweetest pictures, and is always on time.”

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Kali N.
Sitter Profile Image: Kayla H.
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Kayla H.
from
$15
per walk
4.8 out of 5 stars
• 7 reviews
8 repeat clients
16 years of experience
Richmond, VA, 23234

“Quick, efficient but did the trick, and gives me peace of mind on long office days. Thanks, Kayla!”

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Tracey L.
Sitter Profile Image: Sierra M.
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Sierra M.
from
$20
per walk
4.9 out of 5 stars
• 17 reviews
6 repeat clients
10 years of experience
Carver, Richmond, VA, 23220

“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 😃”

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Meghan
Sitter Profile Image: Conrad M.
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Conrad M.
from
$15
per walk
5.0 out of 5 stars
• 13 reviews
5 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: Deanna S.
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Deanna S.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 53 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: Jasmine H.
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Jasmine H.
from
$27
per walk
5.0 out of 5 stars
• 178 reviews
51 repeat clients
15 years of experience
Richmond, VA, 23224

“Jasmine was able to accommodate a last minute booking. She took great care of my babies while I was out of town.”

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Melissa R.
Sitter Profile Image: Emily M.
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Emily M.
from
$20
per walk
5.0 out of 5 stars
• 7 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.
Sitter Profile Image: Mary D.
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Mary D.
from
$15
per walk
18 years of experience
Broad Rock, Richmond, VA, 23224

About: From wolfhounds to chihuahuas, I have petsat them all! I have experience with giving medicine, assisting senior dogs with mobility, exercising, playing, feeding, and giving all the affection needed. Petsitting would be split with my workday on Monday -Wednesday. I can come in the morning, during my lunch break, and spend as much time as needed after work with your pet. Friday through Sunday I can do as many visits and walks as necessary. It is safer and better to build trust with any animal if there is a meet & greet before petsitting. This helps me know the routines of your household and shows the pets that I'm not a stranger when I come to care for them. Sticking to the routines/key words they know, engaging them with praise, play, or treats, and letting the dog/cat have space when needed - are all ways to help your pet be at ease.

Sitter Profile Image: Janini C.
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Janini C.
from
$20
per walk
5.0 out of 5 stars
• 24 reviews
9 repeat clients
8 years of experience
Richmond, VA, 23236

“Janini was great. She arrived on time for the meet and great as well as a walk with Emily. Janini walked Emily and did well along the route I suggested. I will certainly book her again.”

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Gisele P.
Sitter Profile Image: Nicholas C.
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Nicholas C.
from
$28
per walk
6 years of experience
Richmond, VA, 23220

About: I’m an active, dependable pet lover who understands how important it is to have someone you can trust with your pets and your home. I’m comfortable with dogs of different sizes and energy levels and enjoy everything from neighborhood walks and playtime to feeding, check-ins, and keeping pets company while their owners are away. I’m attentive to each pet’s individual routine and instructions, and I’ll always provide clear communication, photos, and updates so you know your pet is happy and well cared for. I also have a flexible schedule, making me available for weekday, weekend, and many last-minute requests. I currently have a very flexible schedule, which gives me plenty of time to give your dog the attention they deserve. I’m available throughout the week and on weekends for walks, drop-ins, sitting, and extended care. I’m happy to work around your pet’s normal routine and can accommodate both regular bookings and many last-minute requests. I don’t have any pets of my own, so your pet will have my full attention while they’re with me. I have a fenced-in yard that I keep well maintained and a clean, comfortable home. I’m careful about following each owner’s routines and instructions, and I’ll make sure your pet feels safe, comfortable, and at home while in my care.

Sitter Profile Image: Janet S.
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Janet S.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
• 73 reviews
20 repeat clients
35 years of experience
North Chesterfield, VA, 23234

“Great communication and timely arrival!”

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Christine H.
Sitter Profile Image: Will V.
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Will V.
from
$18
per walk
5 years of experience
Fairmount, Richmond, VA, 23223

About: Aloha! I’m Will 👋. I’ve been pet sitting and dog walking on and off for the past 5 years, caring for dogs and cats of all shapes, sizes, and personalities. Animals are truly my passion, and my main goal is to make sure your paw prince or princess is safe, pampered, and fully cared for whenever you have to step away. Because I focus entirely on on-foot neighborhood walks, personalized house sitting, and drop-in visits, your pet gets 100% of my dedicated time and attention right in the comfort of their own familiar environment. I love keeping pups active with engaging outdoor strolls, and I am equally happy giving plenty of belly rubs and playtime to more relaxed seniors or playful kittens. I understand how hard it is to leave your pets behind, so I always prioritize open communication. You can expect regular photo and text updates from me during every single visit if that’s what you prefer, so you never have to guess how they are doing. I can’t wait to meet your four-legged best friend! 🐾 I am currently pet sitting full-time. My other part-time job is relatively flexible and is only Sunday-Thursday, from 3:30-8:00pm. Otherwise, I have complete control over my calendar. I explicitly designed this schedule to not be away from your fur baby for too long. Whether your pup needs a mid-day energy-busting walk, a morning drop-in, or dedicated overnight company, my schedule is mostly open to fit seamlessly into whatever routine your pet needs to stay happy and comfortable. In My Home & Around the Yard: Since I have a moderately sized, fenced-in yard and my own Bernese Mountain Dog, safety at home is mostly about supervising the fun. I never just let the dogs out back and walk away; I’m always out there watching them play to make sure everyone is sharing toys and getting along safely. Before a new pup ever visits, we’ll do a casual Meet & Greet to make sure our dogs vibe well together. Indoors, I keep my home calm and secure, making sure doors are always locked and any human food or hazards are kept way out of reach. In Your Home & On Walks: If I’m coming to your place, I treat it exactly like I’d want someone to treat mine. I stick strictly to the routine you give me for feeding and care. When we head out for neighborhood walks, I always double-check harnesses and collars before opening the front door to make sure nothing can slip loose. I keep a short, secure grip on the leash and stay entirely focused on the dog—keeping an eye out for hot pavement, heavy traffic, or stray dogs so our walks stay completely stress-free.

Sitter Profile Image: Kayley D.
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Kayley D.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 438 reviews
64 repeat clients
20 years of experience
Providence Park, Richmond, VA, 23222

“Absolutely wonderful! Flexible, came early when I asked, was so perfect with the dogs, easy to work with, accommodating, professional, got the job done and gave 110%! I have two tired pups!”

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Samantha W.
Sitter Profile Image: Alexander S.
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Alexander S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 34 reviews
8 repeat clients
47 years of experience
Old Town Manchester, Richmond, VA, 23224

“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.
Sitter Profile Image: ashley g.
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ashley g.
from
$15
per walk
5.0 out of 5 stars
• 37 reviews
10 repeat clients
8 years of experience
Oak Grove, richmond, VA, 23224

About: New users use my promo code ASHLEG56539 for $40 off your first booking! No meet & greets at the moment! I hold a certification in Small animal care I & II, as well as Veterinarian science. I have held these certification since 2019. I also own two animals of my own, who I adore more than life. Therefore, I have tons of experience with animal care and am confident in my ability to love & provide for pets! I work super early in the morning so i am home in the afternoon so im able to spend the rest of the day with your love bug & snuggle all night! I live in a house that has an unfenced but nice sized front and backyard. Therefore, we will spend majority of our time outside relaxing in the sun (unless it’s too hot or cold outside of course). I enjoy taking dogs to animal parks, I don’t mind bringing them in the car for car rides with the windows down relaxing. Consider my home a vacation for your animal not just a pet sitting service!

Sitter Profile Image: Emmalee G.
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Emmalee G.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 148 reviews
57 repeat clients
15 years of experience
The Fan, Richmond, VA, 23220

“Emmalee has taken the time to get to know our dog and he has taken to her very quickly and he is a very sensitive soul so that speaks volumes! Really happy and relaxed knowing she is caring for him, would definitely recommend.”

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

Dog parents share their Rover experiences - Windsor

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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

Prompt and friendly. Peanut was hesitant at first but Nick was able to relieve her anxiety. Peanut really enjoyed her walk in time with Nick. Will be booking again ❤️

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juan
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

Journei was on time , communicated very well, and was super attentive to my dog . I would definitely use her again .

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Janayla W.
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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