Dog Walking Westchester

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

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Over 113
pet parents in Westchester have booked dog walking

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: Shane R.
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Shane R.
Star Sitter
from
$13
per walk
5.0 out of 5 stars
• 10 reviews
2 repeat clients
10 years of experience
Richmond, VA, 23235

“Shane was great with Church! He was reliable, communicative, and took great care of him during his walks. Church seemed comfortable with him, which is always important to me. I really appreciated the updates and knowing Church was in good hands. I would definitely book Shane again and recommend him to other pet parents! 🐾”

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

“Kiki had the best time with Janini. Pick and drop off was perfect, she was nice and sleepy when she got home. She can’t wait for her next visit with Mrs Janini!!”

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Kristin C.
Sitter Profile Image: Allison M.
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Allison M.
from
$20
per walk
5.0 out of 5 stars
• 18 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
$25
per walk
5.0 out of 5 stars
• 270 reviews
92 repeat clients
20 years of experience
Huguenot, Richmond, VA, 23235

“We needed a doggy walker since we were going to be out for a week to visit family. Dawn is such a kind and caring soul. She was very attentive in everything we requested. She took great care of our dog Kylo and was on time with all the walks we booked. She went above and beyond for him and was also very respectful of our home. Dawn also provided pictures and comments for a every walk via the rover cards for each walk. We read every single one of them and it honestly made us feel safe knowing that Kylo was in such good hands. I would recommend Dawn to anyone. We were lucky to find her!”

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Oscar A.
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: Katherine L.
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Katherine L.
from
$18
per walk
5.0 out of 5 stars
• 2 reviews
3 years of experience
Bon Air, VA, 23235

About: I currently work in animal welfare and strive to provide all pets with stress-free care, with a focus on positive reinforcement. I regularly administer medications orally and subcutaneously. In addition to working with animals in a shelter environment, I have extensive experience providing in home pet care. Starting in November, I will he available for drop-in visit and walks full time. Unfortunately, I am not accepting bookings prior to that. I look forward to turning my full attention to private pet care at that time. I meet new animals everyday and am used to furry friends who are scared of change and new people. You can trust that your baby will get competent, patient care that moves at their speed.

Sitter Profile Image: Aileen P.
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Aileen P.
from
$30
per walk
5.0 out of 5 stars
• 33 reviews
5 repeat clients
16 years of experience
Midlothian, VA, 23113

“Aileen is fantastic! If you are looking for someone that genuinely cares about your fur babies the way that you do, I highly recommend choosing her! I had never used this app or a walker before other than personal friends, but she made me feel at ease knowing I left my dogs in good hands. I am so thankful for such a great experience. A huge bonus when you come home to very happy dogs! Thank you!”

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Alexandra R.
Sitter Profile Image: Lee W.
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Lee W.
from
$15
per walk
5.0 out of 5 stars
• 3 reviews
2 repeat clients
15 years of experience
Westover Hills, Richmond, VA, 23225

“She is awesome with my pup. Attentive, follows instructions and easy to work with. I highly recommend Lee for your pets”

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Danie N.
Sitter Profile Image: Julia H.
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Julia H.
Star Sitter
from
$28
per walk
5.0 out of 5 stars
• 56 reviews
20 repeat clients
16 years of experience
North Chesterfield, VA, 23236

“Julia did an amazing job keeping my puppy busy while I was in a meeting. She is very reliable and I would definitely book again. I loved seeing the pictures and that she included a write-up of all the fun things they did together.”

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Erin D.
Sitter Profile Image: Evan T.
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Evan T.
from
$16
per walk
5.0 out of 5 stars
• 2 reviews
10 years of experience
Richmond, VA, 23229

About: I’ve had 3 terriers since I was boy and have looked after them my whole life. I’ve also pet sat for my neighbours so I know how to deal with all types of pets. I’m currently enrolled at Emory university but am here for the summer and have lots of free time. I’m looking for work but have a very flexible schedule and can work meet your needs. I’m gentle and playful with dogs and want them to feel safe while also having fun. I’ll always listen to what I’m told by the owners and will take great care of them.

Sitter Profile Image: Sarah H.
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Sarah H.
from
$30
per walk
5.0 out of 5 stars
• 1 review
18 years of experience
NORTH CHESTERFIELD, VA, 23235

About: I have grown up with dogs and cats since infancy and I started petsitting professionally for neighbors, friends, family and others at age 12. Now, I love providing petsitting, dogsitting and petcare services for animals on the side. I have two well-behaved indoor cats of my own and they have many "cousins" (my mom bred Shelties and currently owns three, in addition to a kitten and my sister has a rescue pup). I have fostered moms with kittens from the SPCA. I am patient, kind, loving and caring for furry-faced friends brings me much joy and fulfillment! I currently take care of my best friend’s Maine Coon when she is out of town and on weekdays, I let out and play with her Corgi and lab puppy mid day. I also Petsit for neighbors as needed and have long term relationships with families whose dogs and cats I have taken care of for going on 6+ years! I work full time but it is regular 9-5 Mon through Fri hours and it is a remote job so I work from home. I am available in the mornings, evenings, weekends, holidays and can check in on pets during the day if needed. I have petsat for many folks while working full-time without any issues, and have already established a great routine for petsitting while working remotely! I live in a spacious two bedroom, two bathroom apartment. I have two friendly, well-behaved indoor cats who are familiar with dogs, cats and pets and have had foster cats, kittens and dogs in our apartment with no fights or problems! We do not have a yard, but the apartment is pet-friendly, in the suburbs, in a safe neighborhood and has lots of sidewalks, grassy areas and space for dog walking, etc. There is even a fenced-in dog park a minute from our apartment, in the complex! :) Our apartment is clean, spacious and has plenty of blankets, furniture and space for fuzzy-faced kiddos! I work full time but remotely and it’s easy for me to fit pet care into that routine! Having a flexible schedule allows me to work around your pets’ needs! I am flexible and am comfortable caring for your fur baby in my home or yours! Have provided both services over the years. Just let me know what best suits you!

Sitter Profile Image: Samantha M.
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Samantha M.
from
$25
per walk
4.9 out of 5 stars
• 27 reviews
4 repeat clients
15 years of experience
North Chesterfield, VA, 23225

About: I have helped care for the family pets since I was age ten. I do not currently have a dog of my own but I have dog sat for family friends by walking, feeding, and playing with the dogs. I currently work full time, working 12 hour shifts from 7a-7p a few days a week and every other weekend. I always know my schedule ahead of time, so as long as there is open communication I’m sure we can make it work. I would also be able to assist in evenings with walks or drop in visits as needed as long as I have a heads up so I make sure I leave work at a decent time since I typically am able to leave between 7-7:15p. Feel free to reach out if you have questions. When training the family pets when I was younger we had them in crates at night, but now they sleep in the bed. I have dog sat for family friends that had a fenced in yard and others that the dogs needed to be walked a few times a day.

Sitter Profile Image: Dominique G.
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Dominique G.
from
$20
per walk
5.0 out of 5 stars
• 12 reviews
1 repeat client
15 years of experience
Richmond, VA, 23225

About: I grew up with pets and now have my own black Lab, Hank, who’s just over two years old! I’ve been pet sitting for 15+ years for family, friends, and Rover dogs (and cats)! I’d love to give your fur babies some extra love and attention while you’re away! 🐾 My main availability are weekends. I am also available (some) week day's, but mostly later in the day after 5pm during the week if needed. I typically ask the owner before the first visit how they go about doing things/their routine with their animals. That way we're sticking to what the dogs/cats are comfortable with and what they know best!

Sitter Profile Image: Conrad M.
Verified Enhanced Background Check
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: Kiara P.
Verified Enhanced Background Check
Kiara P.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 276 reviews
73 repeat clients
4 years of experience
Midlothian, VA, 23114

“Kiara is reliable, communicative, and very helpful. She is patient and was able to walk both my puppies (over 100 lbs combined) easily despite their tendency to pull. We will continue to book with her in the future!”

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Sarah B.
Sitter Profile Image: Brandi H.
Verified Enhanced Background Check
Brandi H.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 87 reviews
48 repeat clients
25 years of experience
Henrico, VA, 23294

“Brandi was so great with my dogs while I was away. She sent me a detailed report about their behaviors while on their walk. I received multiple great pictures of my babies attached to the report and it made me feel so much better while I was away. As someone who is a first time user of Rover, I am so glad to have found someone who is knowledgeable, caring, and willing to help in any way she can. I highly recommend Brandi to anyone who loves their furbabies”

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Katie V.
Sitter Profile Image: Janet S.
Verified Background Check
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: Andreea M.
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Andreea M.
from
$30
per walk
5.0 out of 5 stars
• 216 reviews
84 repeat clients
20 years of experience
Richmond, VA, 23238

“Andreea was wonderful with our 11 month puppy. She made sure that our puppy got lots of exercise, even during days of cold downpours. Thanks so much,Andreea, for Lucy's TLC.”

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Ellen D.
Sitter Profile Image: Christian H.
Verified Background Check
Christian H.
from
$15
per walk
5.0 out of 5 stars
• 1 review
28 years of experience
Midlothian, VA, 23113

“Christian was WONDERFUL with my dog. And, she so enjoyed his children. I will hopefully have him back in the future.”

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Margaret G.
Sitter Profile Image: Wesley H.
Verified Enhanced Background Check
Wesley H.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 26 reviews
11 repeat clients
20 years of experience
Midlothian, VA, 23112

“Wesley was Fabulous with our dogs Dega and Ripley. He spent a lot of time with them and gave them lots of attention. This is what I want in a Dog Sitter / Walker.”

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Brigitta Sylvia S.
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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

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.
Dog Walking
5.0 out of 5 stars

Jessica did a phenomenal job letting our dog out when no one was home. She was timely and made sure that he had ample opportunity to explore and exercise while she walked him. She took adorable pictures to update us and had a wonderful attitude. Her skill and experience put me at ease and I'm looking forward to working with her more in the future.

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Abigail S.
Dog Walking
5.0 out of 5 stars

My dog was wonderfully taken care of in Blue’s hands! He was able to accommodate her need for a walk and playtime and even offered to feed her. Communicative & she was a happy camper when we got home. I will definitely book with Blue again!

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Tarah P.
Dog Walking
5.0 out of 5 stars

Shane jumped in for a last minute walk during a crucial needed window. He was communicative, flexible, and send a photo from the walk. My pup loves him! Highly recommend

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Tarah P.
Dog Walking
5.0 out of 5 stars

Sarah was wonderful! Loved all the pictures and updates. Even though it was our first time using Rover, Sarah put our dogs at ease.

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Danna M.
Dog Walking
5.0 out of 5 stars

Danielle was very professional, courteous, and communicative during the few weeks we booked her for dog walking. I think my dog looked forward to seeing her every day!

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Elly H.
Dog Walking
5.0 out of 5 stars

Thanks for taking great care of our pups. Great communication and photos each day. Will definitely call again!

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Jana M.
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
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book dog walking

  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

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Popular requests for dog walking - Westchester

Select a filter and find qualifying sitters offering dog walking.

Sitters in Westchester average 3
repeat dog walking clients

FAQs for Dog Walking - Westchester

Frequently asked questions about Rover

The average cost of Dog Walking in Westchester is $18 per walk as of October 2026. Most bookings cost between $13 and $22 per walk. On Rover, walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 2,347 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 bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include , the total walk time and distance, and any pee or poop breaks recorded by the walker.

The route map lets you review where your dog was walked in Westchester after the booking. It is not live GPS tracking.

Have specific details you would like included? Message your dog walker in the app before the 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 , 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 .

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

  • 91% of walkers can help with special care needs
  • 95% can help with giving oral medications or injections
  • 96% 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet 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. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first .

walkers on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

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