Dog Walkers in Chestnut Hill, VA

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

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Top rated Chestnut Hill dog walkers

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: Haley B.
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Haley B.
from
$22
per walk
5.0 out of 5 stars
10 reviews
5 repeat clients
15 years of experience
Richmond, VA, 23236

Haley was great with my dog. I could tell he enjoyed his time with her by the way he was cheesing to the camera in the cute pictures of him she sent. She was communicative, reliable and trustworthy and I’d book with her again anytime.

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Dan B.
Sitter Profile Image: Jessica W.
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Jessica W.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
81 reviews
22 repeat clients
10 years of experience
Chesterfield, VA, 23832

Jessica did a great job walking our Australian Shepherd! It was my first time using Rover and she made it super easy. She was right on time, professional, and friendly. Will definitely be reaching out to Jessica next time I need helping walking my dog! Thanks Jessica!!

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Annie N.
Sitter Profile Image: Bruce S.
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Bruce S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
29 reviews
10 repeat clients
7 years of experience
Richmond, VA, 23236

Bruce is great. He showed up minutes before the appointed time to be certain he was not late. He thrilled the dogs with their first ride in a convertible. He sent plenty of pictures including those that look like the dogs are smiling ear to ear. He was prepared with water during the walk and gave them breaks to rest from the heat. Our yellow lab is usually restless and constantly pulling my husband but she behaved for Bruce. I would highly recommend him.

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Kathy C.
Sitter Profile Image: Wesley H.
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Wesley H.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
14 reviews
4 repeat clients
20 years of experience
Midlothian, VA, 23112

Wes was great! Was comfortable around my dog immediately, which made her accept him right away. He was punctual and sent photo updates. Highly recommend!

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Tiffany S.
Sitter Profile Image: Christell A.
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Christell A.
from
$20
per walk
5.0 out of 5 stars
11 reviews
2 repeat clients
19 years of experience
Richmond, VA, 23236

Christell was great, showed up on time all 3 days and always made sure to communicate. We absolutely recommend her and would love to work with her again

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Cameron O.
Sitter Profile Image: Julia H.
Verified Enhanced Background Check
Julia H.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
34 reviews
14 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: Kassandra J.
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Kassandra J.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
90 reviews
15 repeat clients
26 years of experience
North Chesterfield, VA, 23236

Kassie put in the extra effort to make my grumpy little old man of a dog happy! She consistently put in extra time to ensure his comfort and to keep me posted while I was away. Very appreciative of her!

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David A.
Sitter Profile Image: Kristy B.
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Kristy B.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
313 reviews
117 repeat clients
16 years of experience
Chesterfield, VA, 23832

My Luna is not the easiest to deal with. But she sure loves her Kristy!

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Lisa B.
Sitter Profile Image: DAMACIA J.
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DAMACIA J.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
312 reviews
83 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: Kaylee K.
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Kaylee K.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
53 reviews
21 repeat clients
5 years of experience
midlothian, VA, 23114

Kaylee was excellent :) Awesome, proactive, and clear communication. I knew my anxious old girl Lacey was in good hands, and she had a great outing while I was away all day on a trip. Lacey has happy when I returned. I would absolutely hire Kaylee again in a heartbeat!

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Eric R.
Sitter Profile Image: Cynthia S.
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Cynthia S.
from
$16
per walk
5.0 out of 5 stars
16 reviews
3 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: Jynette V.
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Jynette V.
from
$15
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
30 years of experience
Chesterfield, VA, 23832

Got along very well with my mini poodle, she may be his new best friend 🧡 they did great together from the moment they meet at the meet and greet, she did an awesome job

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Cristina C.
Sitter Profile Image: Peyton B.
Verified Background Check
Peyton B.
from
$18
per walk
20 years of experience
Jackson Ward, Midlothian, VA, 23112

About: Growing up my family always had at least one or more pets of various breeds so I have 20+ years of experience around animals. I have cared for dogs, cats, fish, lizards, rabbits, goats, and hedgehogs. Personally, my husband & I have 2 dogs currently, 9 & 10 years old, one having epilepsy & is dependent on medication. I have helped raise/care for/train puppies, kittens, baby rabbits, & baby goats. The only pet I'm not comfortable with is snakes, my little sister has one but I only look at it from 3ft away in its enclosure, haha. I work part time Tu/W/Th 8A - 5P, I do not mind caring for pets those days, however I will be gone all day. Otherwise, I'm available for your pets needs! My personal routine with my pets: My husband helps me care for our pets daily but his schedule is a bit different than mine, so our dogs are let out at least within 4-6 hours those days. Otherwise, we let them out every 2-4 depending on their needs (which they have been trained to lets us know if they need to go sooner). Our medical dog is on a 12 hr medication schedule. I'd prefer to care in my clients home due to one of my dogs having a reactive past, it was quite a transition when we inherited our other dog. If you have a specific routine, I'm ready to follow it to the T! I'm comfortable walking dogs on leash, hanging out/playing with them in a fenced yard, or just chilling inside. As mentioned, I have experience with medically dependent pets. I have an escape artist, so I'm always vigilant of their proximity to me and prepared to run/chase in the event something happens. I can stay at the home with the pets or I can visit throughout the day!

Sitter Profile Image: Mary M.
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Mary M.
Star Sitter
from
$14
per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
10 years of experience
Richmond, VA, 23235

About: I am very chill and upbeat. I just truly love animals and love caring for them. I’ve grown up around pets my whole life, I’ve never lived without a dog. I’m very very available! I will happily dedicate all my time to your fur baby and give them all the attention they deserve and need. I am very attentive and will follow your routines for your pets with care. I know how important it is for some pets for things to go as usual, and I will be very sure of that.

Sitter Profile Image: Abby B.
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Abby B.
from
$20
per walk
15 years of experience
N CHESTERFLD, VA, 23236

About: I have two fur babies of my own. I’ve had dogs my entire life, and honestly don’t understand how some people don’t have one. I’m a professional fetch player and ear rubber. I’ve been able to teach old dogs new tricks and help leash train! I’m usually available morning and afternoons until 3pm. I don’t mind caring for multiple pups at once! I don’t mind kisses, and adore big dogs (all dogs are great though.) I love walking, so I don’t mind taking your pup for a good tiring walk around and a little adventures! I really want to meet more dogs in and around the area.

Sitter Profile Image: Kiara P.
Verified Enhanced Background Check
Kiara P.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
240 reviews
65 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: Eileen C.
Verified Enhanced Background Check
Eileen C.
from
$22
per walk
5.0 out of 5 stars
66 reviews
23 repeat clients
20 years of experience
Midlothian, VA, 23112

Eileen and her husband are very kind people. My pup loves them and did great on the first walk! Will definitely book again.

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Emily A.
Sitter Profile Image: Thomas S.
Verified Enhanced Background Check
Thomas S.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
17 reviews
10 repeat clients
35 years of experience
Chesterfield, VA, 23832

Thomas did an amazing job in take care of our two boxers. He was on time, reliable, communicated well, and went above and beyond to ensure that each dog was properly walked, exercised, and cared for. Highly recommend Thomas for any of your pet walking and care needs!

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Martha N.
Sitter Profile Image: Ytalo B.
Verified Enhanced Background Check
Ytalo B.
from
$18
per walk
4.0 out of 5 stars
4 reviews
2 repeat clients
5 years of experience
Midlothian, VA, 23112

About: Hi there! I’m Fabrizio, proud dog parent to Bruno, my 5-year-old buddy who taught me that every pup has their own personality and needs. Over the years I’ve also cared for the pets of friends and family — from playful puppies to older dogs that just need extra love and attention. I’m flexible, reliable, and love keeping owners updated with pics and messages. With me, every walk is an adventure and every cuddle feels like home. 🐾🐶 I work as an independent sports agent, which means most of my job is done from my phone and laptop. Because of this, I have a very flexible schedule and can easily adjust my day around walks, drop-in visits, or pet sitting. Whether it’s mornings, afternoons, evenings, or even weekends, I can usually make it work. I’m happy to discuss your pet’s routine and find the perfect times to keep them happy and cared for. Your pet’s safety is always my top priority. When I’m in your home, I respect your space and follow all instructions carefully to make sure your pets feel comfortable and secure. I treat every house as if it were my own, with responsibility and care. On walks, I’m always alert to surroundings, traffic, and other animals. I keep dogs safely leashed, avoid risky situations, and make sure they get exercise in a fun but safe way. You can trust that your pets will always be in good hands with me.

Sitter Profile Image: Sara M.
Verified Background Check
Sara M.
from
$30
per walk
5.0 out of 5 stars
32 reviews
15 repeat clients
8 years of experience
Midlothian, VA, 23114

About: I have always been raised around dogs and love all breeds. A few years ago we adopted our own three- legged mixed pup who has filled our hearts with love! We also have another rescue mix that is high energy and keeps his friends playing all day! They love to play, but also love to cuddle and relax. We have never had trouble with our fur babes getting along with others. We and our dogs love to play and go on walks! We have a nice sized backyard that is fenced in and a great neighborhood to walk in with a park near by. Due to our opposite work schedules someone is almost always home to be with the dogs. We would love to meet your furry friend and let the playing and cuddles begin!

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Chestnut Hill dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

We reached out to Christell for last minute walks for our senior dog while we were out of town for an evening. She showed promptly for the walks and sent us wonderful updates. Our dog is a little quirky on walks (he freezes) and she figured out a way to keep him moving! We also have a cat at home who got lots of attention. Thank you so much Christell for agreeing to take care of them under short notice! We would highly recommend Christell to take care of your fur babies!

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Katrina G.
Dog Walking
5.0 out of 5 stars

We've had Julia walk our puppy several times now. She does a great job every time. She is very reliable and I love reading her reports after the walk. I highly recommend her for your pet care needs.

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Erin D.
Dog Walking
5.0 out of 5 stars

Wes was great! Was comfortable around my dog immediately, which made her accept him right away. He was punctual and sent photo updates. Highly recommend!

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Tiffany S.
Dog Walking
5.0 out of 5 stars

Sarah is amazing! Took great care of our GSD, including ball play. This is our third time using her and will again anytime we need a dogwakker.

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Delia I.
Dog Walking
5.0 out of 5 stars

Great as always! We have used Caitlyn & Samuel several times and always professional, timely and great communication.

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Nate 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
5.0 out of 5 stars

Ada was a wonderful companion for our dog, Freda. She was punctual and provided the time and exercise Freda needed and certainly enjoyed. I appreciate Ada’s easy approach to Freda and her sweet personality. Would love to request her again in the future!

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Kim B.
Dog Walking
5.0 out of 5 stars

Amber was attentive to our and our dog's needs and was very communicative. She is kind, amenable, and our dog enjoyed her.

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Daniel B.
Dog Walking
5.0 out of 5 stars

Tamiya is excellent! She makes time to meet your pets before being booked and delivers quality services/care.

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Eriqc L.
Dog Walking
5.0 out of 5 stars

Denise was amazing with Shadow. She was always on time with walks and kept me up to date with daily pics and messages! I would definitely use Denise again to take care of my baby!

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IBM4eva
Dog Walking
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The median cost per walk for dog walking in Chestnut Hill is $20

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Sitters in Chestnut Hill average 3
repeat dog walking clients

Dog Walking FAQs

Frequently asked questions about Rover

Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Chestnut Hill on Rover as of Jun 2026 was about $20 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Chestnut Hill dog walker for the first time, visit the dog walker’s profile and select the Contact button.

If you have an active request or have booked a service with a dog walker before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 2,239 dog walkers in Chestnut Hill. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 85% of Chestnut Hill dog walkers respond in under an hour.

Dog walkers in Chestnut Hill have an average of 15 years of experience. Dog walkers with repeat customers have an average of 3 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Chestnut Hill.

You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:

  • Start and stop times
  • A map of their walk with total distance
  • Pee, poo, food, and water breaks
  • Cute photos and a personalized note

There are 2,239 dog walkers in Chestnut Hill on Rover, so you’re sure to find the perfect match for your dog! In Chestnut Hill, 94% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.

Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.