Dog Walking Westchester

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

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Over 113
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Westchester, 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: Shannon A.
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Shannon A.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
36 reviews
18 repeat clients
12 years of experience
Henrico, VA, 23238

Shannon was huge help walking our dog Nora after my foot surgery. She was responsible, communicative, and took some cute pictures of Nora during their walks! We will definitely book again.

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Meagan M.
Sitter Profile Image: Allison M.
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Allison M.
from
$20
per walk
5.0 out of 5 stars
16 reviews
3 repeat clients
18 years of experience
Stony Point, Richmond, VA, 23235

About: Hi! I am a graduate student with a flexible schedule to accommodate your busy life. I offer reliable and trustworthy pet care services, ensuring your pet’s safety, comfort, and happiness. I have grown up with dogs and cats my entire life, so you can count on plenty of patience and special attention for your fur babies. Whether through regular walks, playtime, or feeding routines, I provide compassionate care tailored to each pet's individual needs. I especially love going on walks and spending time outdoors. From pet owners, I prioritize clear communication in order to meet expectations, maintain consistency, and bring peace of mind. My routine is centered around my class schedule. I am free to prioritize sitting on the majority of weekends, so that’s my main source of availability. On weekdays, I’m generally open early mornings and evenings after 5:30. Quick visits throughout the day may be possible, depending on the location, so just reach out with the details and we can coordinate. As a dedicated pet sitter with years of experience, I ensure your four-legged friend remains happy and healthy. I pay close attention to body language to know when it’s playtime or if space is needed. I always respect boundaries, though I am also adept at implementing discipline at the owner’s discretion if necessary. Getting to know your pet’s unique personality as well as their favorite toys or games is the best part of the experience for me. Look forward to receiving photo and video updates of your babies while under my care. My method of sitting revolves around specific instructions from the owner regarding their pet’s routine, preferences, and any special requirements.

Sitter Profile Image: Dawn B.
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Dawn B.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
260 reviews
90 repeat clients
20 years of experience
Huguenot, Richmond, VA, 23235

Red was a happy boy when we got home! It was a big relief to be able to leave for a long day and know he’d be able to get out for a walk and go to the bathroom while we were gone.

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Tyler W.
Sitter Profile Image: DAMACIA J.
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DAMACIA J.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
319 reviews
86 repeat clients
30 years of experience
North Chesterfield, VA, 23236

First time ever using the app so I was really nervous about it, but DAMACIA made me feel completely at ease. She listened to all my concerns and how to take care of my sweet boy because he is hard of hearing. She took him on a walk around the neighborhood and Maximus seemed to enjoy it. Now that the walk is over my sweet boy is passed out on the couch probably for the rest of the day. Will definitely be using her services in the near future.

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Emerald S.
Sitter Profile Image: Marlowe M.
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Marlowe M.
from
$25
per walk
5.0 out of 5 stars
48 reviews
11 repeat clients
20 years of experience
Stratford Hills, Richmond, VA, 23225

Marlowe is awesome! She loves (and can handle!) my very excitable pit and is great with her. Lisa is always tired after a visit with Marlowe. It gives me so much peace of mind to know that Lisa can get some quality play and snuggle time during the day with Marlowe. I would recommend her to anyone.

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Julie K.
Sitter Profile Image: Jenelle J.
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Jenelle J.
from
$25
per walk
4.9 out of 5 stars
11 reviews
3 repeat clients
15 years of experience
Richmond, VA, 23235

Jenelle did a great job of sending me pics and keeping me updated on the my dogs. I was very pleased with her.

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Kevin M.
Sitter Profile Image: Alyssa B.
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Alyssa B.
from
$30
per walk
4.6 out of 5 stars
11 reviews
1 repeat client
23 years of experience
Richmond, VA, 23235

About: I have lived in a golden retriever family my entire life, and dog-obsessed honestly does not do me justice! I know the Richmond area well and love taking dogs to new locations, like dog parks or the river. Since I am an athletic individual I can offer rigorous exercise for even large active dog breeds. I am very trustworthy and responsible, I schedule my time wisely and am always on time for scheduled appointments. I do work full-time, but am often available on evenings and weekends. I would love the opportunity to get to know you and your dog! I work full time, so I am usually busy during the day. However, I am often free on evenings and weekends and love walks and drop in visits. I do not bring dogs to my own home, because I have older goldens at home. But I love to come spend time where your dog is comfy!

Sitter Profile Image: Francoise S.
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Francoise S.
from
$15
per walk
5.0 out of 5 stars
40 reviews
13 repeat clients
30 years of experience
Midlothian, VA, 23114

Fran took amazing care of my dog and cat. She went above and beyond. Really hope she will be available when we need a sitter again. I highly recommend!

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Stephanie G.
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: Rachel Z.
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Rachel Z.
from
$20
per walk
5.0 out of 5 stars
6 reviews
20 years of experience
Richmond, VA, 23235

About: I have two amazing dogs, Milo and Winter, that play constantly! They are best of friends and always welcome new friends. Milo is an 8 month old puppy still learning house training and making amazing progress. I found him at a rescue in Philly when I was visiting March 2026- love at first site! He clicked so well with my German Shepherd mix Winter, that I rescued in June 2025. Prior to falling in love with these two rescues, I helped foster several dogs through a local rescue- while healing from the loss of my dog of 13 years, Bella. She was a one dog household kind of girl, but Winter was just the opposite. I could tell she needed a friend, and Milo came into our lives at just the right time. I so look forward to helping care for your fur babies and will give them all the walks, plays, and cuddles they might need. I’ll ensure all your care is personalized to your dog’s specific needs. Also, would love to send you pic updates while you’re at work or adventuring! If your dog is in my care for doggy daycare, I will be home with them, unless otherwise discussed with you. If I’m hired to come walk your dog, I’ll give you a detailed update of our walk! I am home and available 7 days a week, unless I’m traveling. My dogs get lots of attention and walks. We love the James River Park system 🫶 I will ask for lots of detail about your pets specific needs so I can curate their care so they feel right at home! A home away from home.

Sitter Profile Image: Sidney D.
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Sidney D.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
63 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.

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Parker S.
Sitter Profile Image: Andrea B.
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Andrea B.
from
$17
per walk
5.0 out of 5 stars
3 reviews
2 years of experience
Richmond, VA, 23235

About: I’ve been a pet parent for years, so I totally get it—leaving your fur baby behind is tough! I’ve spent plenty of time caring for the pets of family and friends, so I’m a pro at helping a nervous pup or kitty feel right at home. I’m a big fan of getting outside, so if your dog has energy to burn, we’ll hit the local trails to make sure they’re tuckered out and ready for a long nap. I also have hands-on experience with diabetic pups and am fully comfortable administering insulin injections, so your senior or special, needs friends, are in safe hands with me! Currently working part time, so I have a flexible schedule during weekdays and weekends. I am looking to ger outside more so I look forward to the pup walks. I have a fully fenced-in yard with plenty of grass and shade trees, perfect for afternoon sniffing and exploring! Plus, I have two dog-friendly cats who are totally unfazed by pups, making this a great spot for socialized dogs to hang out and relax.

Sitter Profile Image: Cynthia S.
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Cynthia S.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
22 reviews
4 repeat clients
17 years of experience
Richmond, VA, 23235

About: I have experience for being responsible for animals my whole life. I have 15 pets of my own and love the responsibility. I enjoying interacting with animals and giving them my full attention. Weekly I care for my own pets and would love to care for yours as well. There isn’t anything I’m not willing to do in caring for your pet. Right now I’m off from work in the summers and have a lot of time on my hands. I will follow detailed instructions on how to handle your animals and what you want to be done. I will always put their safety first and will keep that in mind at all times.

Sitter Profile Image: Kayla M.
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Kayla M.
from
$25
per walk
5.0 out of 5 stars
12 reviews
6 repeat clients
4 years of experience
North Chesterfield, VA, 23235

Kayla was great walking Enzo! Very responsive and sent pictures! I recommend

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Katherine M.
Sitter Profile Image: Nina L.
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Nina L.
from
$20
per walk
5.0 out of 5 stars
8 reviews
3 repeat clients
1 year of experience
Three Chopt, Richmond, VA, 23226

About: I have loved animals since forever. I’ve taken care of pets for neighbors and friends and love meeting new animals! I run track in college, so I would love to bring a furry friend on a run or walk and am more than happy to bathe and feed them afterwards. I’m currently working part time, so I will have lots of time to care for your pets! I’m currently home from college, so I can work until mid August. I will heavily rely on the information given to me about specific animals and their behavior. While the yard is surrounded by trees, there is no fence so I can keep an eye on the dog. There is also a pond in the backyard.

Sitter Profile Image: Eryn M.
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Eryn M.
from
$18
per walk
5.0 out of 5 stars
9 reviews
1 repeat client
38 years of experience
Mary Munford, Richmond, VA, 23221

About: I specialize in thoughtful, low-stress care for cats of all personalities—from social and playful to shy and selective. I take the time to understand each cat’s routine, preferences, and boundaries so they feel safe and comfortable while you’re away. I have experience with multi-cat households, administering basic medications, and caring for senior cats who need a little extra patience and attention. I’m highly reliable, communicative, and detail-oriented, and I treat your home and your cat with the same level of care I would expect for my own. You can expect regular updates, photos, and peace of mind knowing your cat is in calm, capable hands. Pet care fits very naturally into my daily routine. I maintain a flexible schedule that allows me to plan my day around visits, ensuring I’m always on time and able to provide consistent, attentive care. I’m intentional about not overbooking so each cat receives the time, attention, and calm presence they deserve. Whether it’s a quick drop-in or a longer visit, I prioritize being fully present and dependable. I focus on maintaining each cat’s normal routine so they feel safe and comfortable while you’re away. During visits, I handle feeding, fresh water, litter box care, and playtime or companionship based on your cat’s personality. I take the time to understand preferences — whether that’s interactive play, quiet company, or simply respecting their space. I’m attentive to small changes in behavior or appetite and will always communicate anything noteworthy. I also treat your home with care and respect, keeping things clean and consistent. You’ll receive regular updates and photos so you always know how your cat is doing.

Sitter Profile Image: Mark M.
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Mark M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
137 reviews
57 repeat clients
20 years of experience
Henrico, VA, 23229

Mark took great care of our puppy. He was very quick to respond to my request (it was somewhat short notice) and was a lifesaver. He kept us updated and paid attention to our dogs needs. I highly recommend Mark and will be using him in the future.

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Celine D.
Sitter Profile Image: Marina S.
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Marina S.
from
$20
per walk
10 years of experience
Richmond, VA, 23225

About: I treat every pet like they’re part of my own family. I take the time to learn each pet’s unique personality, routine, and needs so they feel safe, comfortable, and loved while you’re away. Whether it’s energetic walks, playtime, cuddle sessions, or sticking to a detailed care schedule, I’m committed to providing dependable, attentive care. I’ll also keep you updated with photos and messages, so you can relax knowing your furry family member is happy and in good hands. I’m currently working fully remote, and I choose my own hours, so I’m available anytime of day. I’m willing to work with you and your pet’s needs to ensure your furry friend remains on their consistent routines. I believe pets are happiest when they can stay in the comfort of their own home and stick to their normal routine. During each visit, I make sure they have fresh food and water, plenty of potty breaks or a clean litter box, exercise and playtime, and lots of love and attention. I also administer medications if needed, reinforce any routines you’ve established, and keep your home tidy by cleaning up after your pet. After every visit, I’ll send you updates and photos so you can see how your pet is doing and have peace of mind while you’re away.

Sitter Profile Image: Ann M.
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Ann M.
from
$30
per walk
5.0 out of 5 stars
30 reviews
12 repeat clients
16 years of experience
Midlothian, VA, 23113

Really reliable and consistent. We hope we can have Ann help us for a long time.

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Fred
Sitter Profile Image: Shelby R.
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Shelby R.
from
$20
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
10 years of experience
Three Chopt, Richmond, VA, 23226

Shelby walked my dog daily for over a week while I was unable. She was always on time, responsible, friendly to my dog, and communicative. I recommend her as a dog walker.

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Dawn T.
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The median cost per walk for dog walking in Westchester is $20

Dog parents share their Rover experiences - Westchester

1 / 1
5.0 out of 5 stars

Rachel is truly the best and Raury loves her so much! She is so kind and caring. She keeps a close eye on your pet, and is very safe with your furry friend. Book her today you wont regret it!

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Brianna K.
Dog Walking
5.0 out of 5 stars

Janini was wonderful! Very responsive and kept us updated with pictures, in which our girl looked to be having a great time. Would definitely book again. :)

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Caitlin J.
Dog Walking
5.0 out of 5 stars

Damacia was dependable and great with the pups. We met her ahead of her walking our dogs for the week we were away, and she immediately made the dogs feel at ease. Our pup is a bit nervous as a rescue and doesn’t always take to people. She made Millie feel comfortable immediately. I would highly recommend her. She clearly loves dogs and is great at what she does.

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Kristine W.
Dog Walking
5.0 out of 5 stars

Hannah took the time to come and meet our dog prior to walking him for the first time. Really appreciated her going above and beyond! She has a great personality and communicates well!

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Joshua B.
Dog Walking
5.0 out of 5 stars

Caitlin did a great job taking care of our Wheaton Terrier with last minute notice. Highly recommend her for dog walking.

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Mark S.
Dog Walking
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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 Westchester average 3
repeat dog walking clients

FAQs for Dog Walking - Westchester

Frequently asked questions about Rover

The average cost for Dog Walking in Westchester on Rover is $16.8 per walk (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .

As of July 2026, there are 2,360 sitters on Rover offering Dog Walking across Westchester. Enter your ZIP code to see which available sitters are closest to your home.

Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.

Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Westchester. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Westchester.

Got specific details you'd like the dog walker to include? Message them in the app before your dog’s walk begins.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Every walker on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

Yes, you can find walkers who have experience with handling special pet needs in Westchester. On Rover:

  • 94% of walkers can help with special care needs
  • 98% can help with giving oral medications or injections
  • 99% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

A Meet & Greet is a short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your walker questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and walkers on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement walker.

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