Dog Walking Chestnut Grove

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

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Over 12
pet parents in Chestnut Grove have booked dog walking

Chestnut Grove, 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: Shaylee E.
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Shaylee E.
Star Sitter
from
$28
per walk
5.0 out of 5 stars
• 21 reviews
5 repeat clients
7 years of experience
Earlysville, VA, 22936

“Shaylee was amazing with my dog! And my cat too, honestly. She always showed up to take Kimahri for his walks and made sure to be mindful if he was having one of his days where he needed to walk slower or less (hes an old man). Very communicative and reliable, I'd 100% book her again!”

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Holly S.
Sitter Profile Image: Emil F.
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Emil F.
from
$15
per walk
4.7 out of 5 stars
• 66 reviews
29 repeat clients
10 years of experience
Charlottesville, VA, 22901

“Emil is a great dog walker for our needs. We rely on him daily, and never disappoints or doesn't show up. He is a great communicator and is upfront on what he can do. We will continue to book Emil in the future.”

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J.B. B.
Sitter Profile Image: Kelly H.
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Kelly H.
from
$15
per walk
5.0 out of 5 stars
• 2 reviews
1 repeat client
40 years of experience
Ruckersville, VA, 22968

“Kelly is a consummate professional and very kind person. Will ask her to walk feed and cuddle our pooch again real soon ! THANKS Kelly!”

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Richard W.
Sitter Profile Image: Danielle C.
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Danielle C.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 275 reviews
78 repeat clients
30 years of experience
Charlottesville, VA, 22901

“Thank you so much for the last minute request! Merry Christmas!”

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Ashley C.
Sitter Profile Image: Melissa H.
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Melissa H.
from
$25
per walk
4.8 out of 5 stars
• 12 reviews
3 repeat clients
15 years of experience
Charlottesville, VA, 22911

“I was so fortunate to find Melissa on Rover. She has been caring for my dog Max for nearly 2 months, and has been terrific. Given her strong experience I feel very comfortable leaving Max in her care. She also sends the cutest Rover cards! Thanks, Melissa!”

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Carleen B.
Sitter Profile Image: lindsey g.
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lindsey g.
from
$25
per walk
4.7 out of 5 stars
• 14 reviews
4 repeat clients
10 years of experience
Ruckersville, VA, 22968

“Lindsey did a wonderful job meeting our anxious dogs needs. She was flexible and positive. I will hire her again.”

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MC G.
Sitter Profile Image: Bryn G.
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Bryn G.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 9 reviews
10 repeat clients
17 years of experience
Main-Starr Hill, Charlottesville, VA, 22903

“So patient and absolutely amazing!”

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Faith R.
Sitter Profile Image: Eva M.
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Eva M.
from
$30
per walk
1 year of experience
Charlottesville, VA, 22901

About: I don’t have professional experience as a pet sitter, but I have experience caring for dogs belonging to family members. I’m responsible, patient, and comfortable following each dog’s routine and needs. I truly enjoy spending time with dogs and would treat every pet with the same care and attention I would give my own I have a flexible schedule and am available Monday through Saturday from 6 AM to 3 PM. Pet care fits well into my daily routine, and I’m able to provide reliable walks and drop-in visits during those hours. I enjoy spending time with animals and look forward to making pet care a regular part of my week. I care for each pet with patience, kindness, and attention to their individual needs. During walks, I make sure dogs are safe, comfortable, and get the exercise they need. During drop-in visits, I can provide fresh water, food if needed, potty breaks, playtime, and plenty of attention. I will follow the pet’s usual routine and any instructions provided by the owner, and I’ll keep you updated during each visit.

Sitter Profile Image: Jonathan O.
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Jonathan O.
from
$25
per walk
2 repeat clients
18 years of experience
Belmont, Charlottesville, VA, 22902

About: I have experience caring for cats and dogs of all ages, sizes, and energy levels. Whether your pet needs energetic playtime, a 10 mile run, relaxing companionship, or attentive care and routine, I’m happy to provide a safe and comfortable experience while you’re away. I'm currently working part-time, so I have plenty of time to visit and play with your pets! I'm available at most times, 7 days a week. I care for pets by following their usual routines as closely as possible, including feeding schedules, walks, playtime, medication, and any special instructions. In my home, I provide a safe, supervised environment that is clean and has plenty of open space. In a client’s home, I make sure pets feel comfortable in their familiar surroundings while keeping their space clean and secure. I’m happy to provide regular updates and photos so you can see that your pet is happy and well cared for!

Sitter Profile Image: Amy W.
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Amy W.
from
$40
per walk
5.0 out of 5 stars
• 9 reviews
1 repeat client
40 years of experience
Stanardsville, VA, 22973

About: I’ve had dogs and cats my whole life. My pets are like my children, and I will care for your pets the same way. I will give your pets a lot of attention by playing with them, petting them, and giving them cuddles. I will follow the owner's instructions on feeding your pet, clean up after them, and can administer meds as needed. I am available for drop-ins and dog walking three times a day. I am available for overnight care. I am a homemaker and available during the day, evening, and overnight. I have a flexible schedule. I am not able to board pets in my home at this time. I can do drop in visits, dog walks, and house sitting. I will care for your pets like my own. I will keep them safe. You can depend on me to treat your pets well. I look forward to caring for your pet. If I am staying in your home, I will keep your home tidy and clean.

Sitter Profile Image: Carolyn R.
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Carolyn R.
from
$25
per walk
5.0 out of 5 stars
• 2 reviews
15 years of experience
Charlottesville, VA, 22902

About: I am a certified professional dog trainer with a degree in veterinary technology. I have been working with dogs for about 15 years now, including dog daycares, boarding facilities, in home dog sitting, and now a professional dog trainer. My training ranges from puppies to semi-aggressive dogs, and pretty much everything in between! All of this info meaning I’m comfortable with a large range of dogs and behaviors, and your dogs will be in good hands! IG partnershipdogs for more information about me! I currently do not have a full time job so my days will be tailored to the pets I care for and taking care of them, and your home. I treat my clients dogs as if they were my own. They obviously receive basic care, but they will get lots of love and cuddles while you are away. Walks and enrichment activities are always provided if you request them!

Sitter Profile Image: Joey W.
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Joey W.
from
$25
per walk
5.0 out of 5 stars
• 43 reviews
16 repeat clients
9 years of experience
Orange, VA, 22960

“Joey did fantastic with our two dogs on short notice. He was professional, knowledgeable, and able to handle our reactive dog amazingly!”

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Ashley H.
Sitter Profile Image: Dakota W.
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Dakota W.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
• 21 reviews
8 repeat clients
13 years of experience
aroda, VA, 22709

“Dakota was a huge help today. She walked my crazy dog and sent pics and a report. Very through, and a true animal lover.”

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melissa s.
Sitter Profile Image: Beth F.
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Beth F.
from
$35
per walk
5.0 out of 5 stars
• 40 reviews
20 repeat clients
12 years of experience
Gordonsville, VA, 22942

About: I have experience with all dogs and grew up working on a farm, caring for an array of livestock to include chickens, goats/sheep, alpacas/llamas, and two sheepdogs. I am willing to feed & care for any other farm animals or exotic pets if requested. I came from a big cat loving family, and would love to come love on yours. I am a stay at home mom which affords me the ability to be pretty flexible with times of days and last minute bookings. If I’m a not available for some dates, please reach out to me to discuss. Boarding and Doggy Day Care requests are reviewed on a case by case basis. We live on 7 acres, no fence, with chickens and a German shepherd. Dogs must be leash trained and crate trained for bedtime (if boarding).

Sitter Profile Image: Riley S.
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Riley S.
from
$30
per walk
5.0 out of 5 stars
• 4 reviews
8 years of experience
Scottsville, VA, 24590

“Great communication and was very accommodating.”

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JC
Sitter Profile Image: Joe M.
Verified Enhanced Background Check
Joe M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 58 reviews
16 repeat clients
30 years of experience
Staunton, VA, 24401

“Joe is hands down the best!”

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Chad H.
Sitter Profile Image: Kortney B.
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Kortney B.
from
$40
per walk
13 years of experience
Mount sidney, VA, 24467

About: Hi pet parents! I’ve cared for animals since I was 17 years old. Staying for long hours or full time while you’re away from home. 🌎🏡 I prioritize the happiness health and safety of your pets. I’ve worked at four paws grooming, have volunteered at the spca, and am very familiar with caring for elder dogs. Keeping a clean living and playing environment is important to me. With scheduled feedings, clean fresh water bowls and lots of leashed walks. I can do everything from short - long term care, to a grooming. Book me! 😸🐶 I’m currently making my own hours pet sitting and grooming pets, so I have plenty of time to take care of your companions during the weekdays and weekends. I’m very attentive when caring for your pets, I will make sure their living and playing environments stay clean while keeping them my top priority. Fresh clean water bowls, lots of leashed walks and rubbings while they’re in my care. I always bond with my clients🐾

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The median cost per walk for dog walking in Chestnut Grove is $20

Dog parents share their Rover experiences - Chestnut Grove

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5.0 out of 5 stars

Shaylee was amazing with my dog! And my cat too, honestly. She always showed up to take Kimahri for his walks and made sure to be mindful if he was having one of his days where he needed to walk slower or less (hes an old man). Very communicative and reliable, I'd 100% book her again!

Profile image
Holly S.
Dog Walking
5.0 out of 5 stars

Shaylee was great while walking our dog Tripper. She went above and beyond. I would not only recommend her, but use her in the future!

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J.B. B.
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.

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

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog walking - Chestnut Grove

Select a filter and find qualifying sitters offering dog walking.

Sitters in Chestnut Grove average 4
repeat dog walking clients

FAQs for Dog Walking - Chestnut Grove

Frequently asked questions about Rover

The average cost of Dog Walking in Chestnut Grove is $17 per walk as of November 2026. Most bookings cost between $12 and $17 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 November 2026, there are 817 sitters on Rover offering Dog Walking across Chestnut Grove. 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 Chestnut Grove. 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 a map of the walking route, 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 Chestnut Grove 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 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 Chestnut Grove. On Rover:

  • 90% of walkers can help with special care needs
  • 94% 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 Meet & Greet.

walkers on Rover set their own cancellation policy, 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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