Dog Walking Holly Hills

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Holly Hills, 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: Thomas S.
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Thomas S.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
• 22 reviews
11 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: Katelyn K.
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Katelyn K.
from
$19
per walk
17 years of experience
Midlothian, VA, 23114

About: I’m a cat mom to Romeo and Cleo, and I love them like they’re my children. I know how important it is to feel confident that your pets are in safe, caring hands while you’re away. Finding someone you can trust makes all the difference, and I want to give other pet owners that same peace of mind. I’m reliable, attentive, and organized, and I take the responsibility of caring for someone else’s pets seriously. I cared for Oreo, my family’s rescue border collie, throughout my entire childhood and have dogsat for neighbors, friends, and family members for as long as I can remember. Whether your pet loves company and playtime or needs a little space to feel comfortable, I’ll follow their lead and be patient as they get to know me. I’m also happy to send photos and updates so you know how your pets are doing. My goal is for you to enjoy your time away and trust they’re being cared for by someone who understands how much they mean to you. 🩷🐾 I work from home, which gives me flexibility to fit cat care into my daily routine. Caring for Romeo and Cleo is already part of my everyday life, and I can plan visits around my work schedule to give your cats the time and attention they deserve. I’ll follow your pet’s routine, respect their space, and make sure your home is secure before leaving. I’ll send photos and updates and care for your pets with the same attention I’d want for Romeo and Cleo.

Sitter Profile Image: Shannon A.
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Shannon A.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 46 reviews
22 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: Tiffany B.
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Tiffany B.
from
$25
per walk
5.0 out of 5 stars
• 9 reviews
3 repeat clients
30 years of experience
Moseley, VA, 23120

“Very attentive !!! Highly recommend”

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Arline B.
Sitter Profile Image: Wesley H.
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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.
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: Brianna B.
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Brianna B.
from
$20
per walk
5.0 out of 5 stars
• 5 reviews
1 repeat client
15 years of experience
Chesterfield, VA, 23832

“Brianna was awesome. Arrived right on time and took our Pup for a nice long walk. Would definitely recommend and will be a repeat client.”

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

“Janini was amazing with Shadow! She sent updates with pictures of my fur baby and he looked so happy! I would love to book Janini again for any future Rover needs!”

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IBM4eva
Sitter Profile Image: Nathan C.
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Nathan C.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
• 12 reviews
5 repeat clients
16 years of experience
Midlothian, VA, 23113

About: I’ve rescued/raised three dogs from about 2 months old, and fostered pups/kittens as well. I currently work as Foster Coordinator at a local humane society. I have access to good walking trails, and a dog park. I can keep your dog active with hikes and parks, or we can just chill. Whatever they need! I’m working part-time with a consistent schedule. With advance notice I can be available almost any time, and be able to care for your dog throughout the day. Available for house/dog-sitting anytime. I’m available for anything your dog needs! I enjoy the outdoors, so we can go on walks/hikes together and play at the park. Or if your pup is more the indoor type, we can lounge about and play in the home.

Sitter Profile Image: Hannah T.
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Hannah T.
Star Sitter
from
$23
per walk
5.0 out of 5 stars
• 81 reviews
15 repeat clients
10 years of experience
Downtown, Moseley, VA, 23120

“My Brody can be very over excited at times and Hannah seemed to be able to handle him very well. She was on time, followed all the instructions and the pictures I got were also nice to see. Will schedule again!”

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Kevin S.
Sitter Profile Image: Cynthia S.
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Cynthia S.
from
$16
per walk
5.0 out of 5 stars
• 30 reviews
6 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: Julissa R.
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Julissa R.
from
$15
per walk
5.0 out of 5 stars
• 3 reviews
4 years of experience
Midlothian, VA, 23112

About: I have taken care of many of my family and friends dogs when they go on vacation. I love going on walks with my dog and pup-cup trips to Starbucks I am a nursing student at UVA. I have clinicals in Richmond 2-3 times a week but am able to provide care any day of the week, and I am available most weekends. We do not lay any food, or harmful objects out for the dog. We have plenty of toys and a lot of space for the dog to roam around downstairs and upstairs.

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: Tayana A.
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Tayana A.
from
$28
per walk
5.0 out of 5 stars
• 27 reviews
7 repeat clients
19 years of experience
Moseley, VA, 23120

“Another stellar experience with Tayana as our sitter! I can rest easily on vacation knowing that she is taking such great care of Guiness.”

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Courtney S.
Sitter Profile Image: Esther H.
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Esther H.
from
$17
per walk
5.0 out of 5 stars
• 4 reviews
2 repeat clients
2 years of experience
Richmond, VA, 23229

About: I am a certified veterinary assistant.I graduated from a vet science class where we perform animal care on the pets we have: bunnies, cats, guinea pigs, grooming dogs, etc. I used to work at Dogtopia so I know how to handle dogs. I am currently enrolled in Tuskegee University to become an Exotic and Avian Veterinary. I am currently a freshman in college 10 hours away so I will only be available during my breaks: (maybe Thanksgiving), Christmas, and most of summer. I have 2 ESA cats . One is a black domestic shorthair named Shadow The Hedgehog . The other is a tabby named Silver The Hedgehog

Sitter Profile Image: Shannon O.
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Shannon O.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 66 reviews
29 repeat clients
20 years of experience
Chesterfield, VA, 23832

“Lovely young lady, friendly and professional. Walked my 2 girls for a few days while i was recovering from surgery - they were happy and excited to see Shannon and enjoyed their walks!”

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Lee P.
Sitter Profile Image: Stephanie B.
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Stephanie B.
from
$16
per walk
5.0 out of 5 stars
• 1 review
1 repeat client
12 years of experience
Henrico, VA, 23233

About: I’ve had cats all my life. I’ve recently lost my 16 year old soul cat Coco to cancer and I’m not ready to adopt again quite yet, but I’d love the opportunity to care for your fur babies. I work part time so I have plenty of time to take care of your pets! I have a flexible schedule and can work any time of day. I can come take care of your pets any time of day. I’m comfortable with all forms of pet care, including administering medication. Happy to care for pets with special needs.

Sitter Profile Image: Vincent K.
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Vincent K.
from
$23
per walk
25 years of experience
Huguenot, Richmond, VA, 23235

About: I have owned dogs and cats most of my life. I currently have 5 - 4 Jack Russells and 1 Frenchie. I will care for you dogs or cats like they were my own I have a very flexible schedule and would be able to come to your home at most anytime of the day or week to help. Your pets health and safety is a priority. If you are away my goal is for you to enjoy that time and not worry about your pets at home.

Sitter Profile Image: McKenzie G.
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McKenzie G.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
• 2 reviews
3 repeat clients
7 years of experience
Glen Allen, VA, 23060

About: Hello! My name is McKenzie! I’m a pre-med student and animal lover looking to earn some extra funds for medical school. I’ve had my own dog since he was a puppy (he's now 8 years old!). Because he has a daily medication schedule, I am experienced and comfortable handling any medical or dietary needs your dog might have. I am currently home full time and am available for daily drop ins or house sittings when needed! I am also flexible and will accept last minute bookings for no additional costs from my end. I’m currently working part time online so I will have plenty of time to play with your puppies and check in on them! I am available everyday at any time since I work online. I ensure pet safety through constant supervision, secure spaces, and by following your specific guidelines. I will take them on daily walks and doggy parks (if you wish for the parks).

Sitter Profile Image: Jimia P.
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Jimia P.
from
$16
per walk
3 years of experience
Chesterfield, VA, 23832

About: I’ve been caring for dogs for 3 years, and I genuinely enjoy spending time with them and making sure they’re well taken care of. I’ve watched dogs with different needs, including giving medication when needed and caring for multiple dogs in one day. I’m very reliable, patient, and attentive, and I treat every dog with the same love and care I’d want for my own. I know how important it is to feel comfortable leaving your fur baby with someone, and I want you to feel at ease knowing they’re in good hands! 🐾❤️ I work full-time as a supervisor, but I have a good work-life balance that allows me to make time for pet sitting. I work from home on Mondays, Thursdays, and Fridays, which gives me the flexibility to care for pets while working. I’m also off on weekends, so I have more availability to spend time with your fur babies! I love being able to give pets attention, companionship, and care while making sure they feel safe and comfortaable. My apartment neighborhood has a couple of dog parks, and there are also plenty of nearby trails where I can take dogs for walks and let them enjoy some fresh air. When I’m caring for a dog, I typically take them outside 3–4 times a day for potty breaks, walks, and exercise. I love making sure they get the attention, activity, and care they need. When staying in your home to care for your pets, I’ll also make sure your home is well cared for while you’re away. I’m respectful of your space, mindful of your pet’s routine, and will make sure everything is kept clean.

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The median cost per walk for dog walking in Holly Hills is $20

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  • 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?

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  • 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

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Popular requests for dog walking - Holly Hills

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Sitters in Holly Hills average 3
repeat dog walking clients

FAQs for Dog Walking - Holly Hills

Frequently asked questions about Rover

The average cost of Dog Walking in Holly Hills is $18 per walk as of October 2026. Most bookings cost between $18 and $18 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 2,303 sitters on Rover offering Dog Walking across Holly Hills. 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 Holly Hills. 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 Holly Hills 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 Holly Hills. 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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