Dog Walking Cumberland

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Cumberland, 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: Charleen K.
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Charleen K.
from
$15
per walk
5.0 out of 5 stars
• 5 reviews
1 repeat client
10 years of experience
Powhatan, VA, 23112

About: Former teacher now at home all day! I have two little ones that attend preschool in the mornings, so afternoon and morning walks are great! I’ve had dogs & cats all my life. I currently have two dogs - a lab and golden and a huge fenced in yard. I currently am at home all day! So free majority of the time and my days are very flexible if need be! Happy to offer in home and drop in visits as well. I have a friendly 2 year old lab, a one year old golden, and two cats. All of my animals are very friendly. You can trust me to care for your pets simply because I’ll love them like they’re mine!

Sitter Profile Image: Deborah S.
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Deborah S.
from
$15
per walk
2 repeat clients
30 years of experience
Amelia Court House, VA, 23002

About: I have taken care of all kinds of pets, from horses to kittens. I have recently completed a Red Cross course in dog and cat first aid. Providing quality care to meet your pets’ specific needs is my goal. My flexible routine allows me to provide pet care through out the week. Whether it’s a quick check in or a long walk, I’ll be there. Your home deserves to be respected. I can be trusted to treat your home as gently as I treat your pet. Your home will be left the same as it was when I arrived.

Sitter Profile Image: Taylynn K.
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Taylynn K.
from
$18
per walk
5.0 out of 5 stars
• 12 reviews
4 repeat clients
13 years of experience
Powhatan, VA, 23139

About: I’ve grown up with animals my whole life and have had hands on experience with small, medium, and large dogs as well as puppies to seniors. I’ve been around dogs that are very calm and dogs that “don’t usually like people” and have been able to have them warm up to me. I’m comfortable with feeding schedules, administering oral medication, and providing exercise and play. I’m available throughout the week, including weekdays and weekends which allows me to be more flexible in caring for your pets and making sure they receive consistent attention, walks, feeding, and playtime. When caring for pets I prioritize keeping their normal routines to reduce stress. I follow feeding schedules closely, provide walks and playtime based on their energy levels. I pay close attention to behaviors and behaviors changes and ensure doors, gates, and leases are secure for safety. I also can send photo updates to owners while they’re away.

Sitter Profile Image: Casey B.
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Casey B.
from
$15
per walk
10 years of experience
Cumberland, VA, 23040

About: I’ve loved and cared for dogs and cats my entire life! 🐾 I’m a caring, gentle, and attentive pet sitter who respects each animal’s individual boundaries, personality, and cues. I have experience caring for my mom’s special-needs dog who has seizures, so I’m comfortable providing extra patience and attention when needed. I’m also experienced with cleaning litter boxes and pet messes. Animals have always been a huge part of my life, and I’m passionate about making sure every pet feels safe, loved, and comfortable while in my care! ❤️ I'm currently working a full-time job but I am off on Fridays and weekends! I am planning on opening up my schedule more in the future but for now Fridays, Saturdays and Sundays I am available ! I have two cats named Grey-bob and sock! I love them so much and they even have their own decorated cat room in my house! A whole room with climbing walls, tons of scratchers and toys! My cat grey bob at night gets sleepy and comes over to me to meow to let me know he's sleepy and wants me to take him to the room where he jumps in his bed and like me to brush him before he closes his eyes and starts purring!

Sitter Profile Image: Ann M.
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Ann M.
from
$22
per walk
5.0 out of 5 stars
• 2 reviews
18 years of experience
Macon, VA, 23139

About: I've been taking care of my own dogs, horses, cats, you name it, my whole life! I now have 2 precious golden retrievers who I'm obsessed with and would love to make a little extra money taking care of yours anytime! Hey families! I'm currently a nursing student and work full-time at a hospital, but I'm looking to make a little extra cash on my days off! I care for every pet as if they were my own by providing a safe, calm, and loving environment in both my home and my client’s home. I always follow the pet’s regular routine, including feeding schedules, potty breaks, walks, and any special instructions.

Sitter Profile Image: Sydney J.
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Sydney J.
from
$20
per walk
15 years of experience
Dillwyn, VA, 23936

About: Hi, I’m Sydney! I am the owner of Notch Creek, I specialize in behavioral dogs, farms and personalized care. I have a full time job in cville at a local pet facility so I can accept jobs from Buckingham to Charlottesville! I’m currently working short shifts in Charlottesville. I occasionally offer boarding at my house depending ont he pets needs. Drop ins and several walks are typically what I schedule. Your personal space is safe with me! I treat every space like I would want someone to treat mine. Many pictures of your pets are sent, health and overall well being so you have a peace of mind.

Sitter Profile Image: Katie G.
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Katie G.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 18 reviews
9 repeat clients
25 years of experience
Moseley, VA, 23120

“Huge thank you to Katie G. for giving my dogs some mid day love and walk!”

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Joanna S.
Sitter Profile Image: Emilyanne N.
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Emilyanne N.
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
15 years of experience
Crewe, VA, 23930

“Emelyanne and her cute boy were fantastic with my huskies. She was very kind and handled my energetic huskies perfectly! 100% recommend :)”

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Yazmín A.
Sitter Profile Image: Isaiah M.
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Isaiah M.
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
5 years of experience
Richmond, VA, 23234

About: Animals have always been a big part of my life. I have over 5 years of experience caring for dogs of all breeds, sizes, and personalities, including my own pets and my professional experience as a kennel attendant at a pet daycare. I’m experienced with walks, feeding routines, baths, medication, and providing care for pets with different needs and temperaments. I understand that every pet has their own personality and routine, so I take the time to make sure they feel safe, comfortable, and cared for. My goal is to give your pet the same attention, patience, and love I would give my own. I have a flexible schedule that allows me to give pets the time and attention they deserve. I plan my days around making sure each pet gets proper care, playtime, walks, and check-ins without feeling rushed. I treat every pet like they’re my own. I focus on keeping them safe, comfortable, and following their normal routine so they feel relaxed while their owner is away. I pay attention to their behavior, needs, and any instructions provided to make sure they receive the best care possible.

Sitter Profile Image: Tina P.
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Tina P.
from
$35
per walk
5.0 out of 5 stars
• 36 reviews
11 repeat clients
20 years of experience
Scottsville, VA, 24590

About: I grow up in a farm and that gave me large experience taking care of all kind of animals, I have had different kind of dogs breed as owner and care giver. Right now I have a 2 acres property where the dogs can run and play all day long. Im at home full time so I can take care of your dogs necessities. I'm patient, I like to play with them, and I like to treat them as my own dog. I consider dogs, cats or any other animal, not only as pets, they are part of our families and deserve care, love and respect. I can provide comfort, exercises, play time, rest time and bath if necessary. I also accept puppies or seniors. I can take care of your furry babies as long as you need it.

Sitter Profile Image: Tiffany C.
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Tiffany C.
from
$26
per walk
4.9 out of 5 stars
• 66 reviews
27 repeat clients
8 years of experience
Glen Allen, VA, 23060

“Tiffany is wonderful! And cooper really likes her my husband and I thank you and will call on you again thank you”

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Cathy M.
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: Heather M.
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Heather M.
from
$35
per walk
5.0 out of 5 stars
• 5 reviews
30 years of experience
Goochland, VA, 23063

About: Hi! I'm Heather — a lifelong animal lover who has rarely spent a single day without a dog by my side. I've been caring for dogs my entire life and currently share my home with four dogs of my own — a 9lb Chihuahua, a 9lb Yorkie-Chi mix, a 50lb Lab mix, and a 75lb Red Retriever — plus a cat and some fish. Safe to say animals are my life! After losing a beloved dog who was poorly cared for at a kennel, I became passionate about providing the kind of attentive, loving care that every pet deserves. I know how much trust it takes to hand your fur baby to someone else — and I take that seriously. I'm available for drop in visits, dog walks, and house sitting. I'm comfortable with all sizes and breeds and happy to accommodate cats too. I'll always follow your specific instructions and send plenty of photos so you never have to wonder how your baby is doing. Your pet isn't just a booking to me — they're family. 💙 Pet care isn't something I fit into my routine — it IS my routine. I'm home all day with four dogs of my own, so visiting or caring for your pet fits naturally into my day. I'm available mornings, afternoons and evenings and can be flexible around your schedule. Your pet will never feel like an afterthought — they'll get my full attention during every visit. When I visit your home I treat it with the same respect and care I would want someone to show mine. I follow your instructions exactly — feeding schedules, medications, special routines, off-limit areas — nothing is too detailed. I grew up understanding that pets are family members, not just animals, and that the trust you place in someone entering your home is significant. I take that seriously every single time. You'll always receive photos and updates during every visit so you know your baby is happy and well cared for.

Sitter Profile Image: Riley O.
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Riley O.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
• 94 reviews
47 repeat clients
7 years of experience
manakin sabot, VA, 23103

“Easy to work with and good communication!”

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Rachel C.
Sitter Profile Image: Michelle C.
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Michelle C.
from
$25
per walk
5.0 out of 5 stars
• 12 reviews
1 repeat client
10 years of experience
Midlothian, VA, 23832

About: I have been taking care of my own dogs since I was young and love to be around all animals! I used to nanny for a family with 5 kids and they had a wonderful dog that I always helped to care for! Feeding and taking him to the groomers and vet appointments…all things that I was lucky to get to help with! I also used to care for 2 cats (both needing to take medication) and a bull dog on a daily basis! I have a Jack Russell (that just passed away) myself that I had for about 10+ years and no kids do she was my only fur baby! I have recently in the past year gotten a brand new puppy named Sugar! She is a beagle/terrier/lab mix and 25 pounds of Adorableness! She is so sweet And absolutely my little girl, as she follows me everywhere and tries to be wherever I am, and always under foot!!! She’s a little skittish and still all puppy at eight months! So I am no stranger to puppy needs at all! I also have Bella, who is a pit/beagle mix and she is a little over a year and a half old! She is 60 pounds of crazy but happy and smart and always at my husband side! What a love bug! But remember, with pets, there is no personal space! Lol I love pets of all kinds and will care for them as if they were my own! Snuggles are free!!! I am currently a part-time private nanny, to a bunch of different families who may need care for their little ones day a week, and my schedule is always changing from week to week so my availability will always be changing. But,I will try to keep my Rover calendar up-to-date as I hope more of you reach out! The plan is is turn this into a full-time gig so I will have probably more availability as time goes on towards the end of this year, but I’m hoping to find some regular clients that will book with me on a consistent basis! Plus, I’m really looking forward to all the pet snuggles! I am always very mindful of the time for feedings and walks…any medication will be given correctly and timely…I will make sure your home is locked up after I leave from a walk and/or feeding! Please know that I will do my best to. Gain the trust of the animal! Cats too! I do highly recommend a meet & greet ahead of time so we can meet pet parents and also meet dog(s)! Let’s them see me and hopefully remember me and feel comfortable with me in their house! (*Please note: House Sitting rates apply to stays where overnight accommodations (a clean bed/space) are provided in your home. If you prefer daytime/evening visits only without overnight stays, please book via my Drop-In rates!)

Sitter Profile Image: Marina S.
Verified Enhanced Background Check
Marina S.
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
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: Ashley D.
Verified Background Check
Ashley D.
from
$15
per walk
5.0 out of 5 stars
• 31 reviews
9 repeat clients
20 years of experience
Midlothian, VA, 23114

About: I have taken care of dogs and cats of all kinds since I was a little kid. I would babysit neighbors kids and take care of their animals while they were away. Friends, family, and neighbors have all relied on me to walk, feed, and bathe their best friends. I have experience in caring for animals of all ages! I will give them plenty of love, play time, walks, snacks (if its okay with you), and will treat them as if they are my own. I live in an apartment complex with its own dog park and I am a frequent visitor to Ruff Canine Club and Barker Field dog park as my 1 year old Brussels Griffon loves to play there! I have two 13 year old kitties who are very chill. They have been around dogs their entire lives and are unphased by them.

Sitter Profile Image: Simone A.
Verified Enhanced Background Check
Simone A.
from
$18
per walk
10 years of experience
Richmond, VA, 23226

About: I worked as a pet care specialist at a pet resort and worked there for two years. I love animals of all shapes and sizes. I am used to giving medications, dealing with different breeds, feeding and walking as well as temperament levels. I have a dog of my own who is my world. I promise to treat your pet like they are my own and to be organized and caring when it comes to every aspect of taking care of your pet. I have been around all types of dogs and cats as well. I’m willing to take the time to learn about your pet and do whatever care they need in order to be comfortable and safe. I will always do my best at all times. I work full time during the week but am available for overnight stays during the week and weekends as needed. My work schedule is 8-5pm. While Petsitting in the clients home, I always make sure to be aware of my surroundings and others while out and about on walks as well as maintaining the safety of the clients home.

Sitter Profile Image: Veronica C.
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Veronica C.
from
$25
per walk
4.8 out of 5 stars
• 38 reviews
5 repeat clients
9 years of experience
Richmond, VA, 23229

“Veronica took great care of Primrose and was very attentive to her needs. She was on time and sent regular updates!”

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Anthony R.
Sitter Profile Image: Ebonee D.
Verified Enhanced Background Check
Ebonee D.
from
$30
per walk
5.0 out of 5 stars
• 1 review
15 years of experience
Chesterfield, VA, 23832

About: I have always been a animal lover since little and still am today. I have taken care of families pets while they away for several years. I have own my own fur babies that I adore. My friends and family relied on me to walk and feed, and watch their pets often. The last 6 months I have been taken care of a Family GoldenPoddle and I love every bit of it. I'm currently working remote so my schedule is flexible. I open to care for your pets in your home or in my home. Most of the time, I will just need 24 hr heads up before I can commit to date . I have a pet friendly neighborhood with designated pet areas. I live in a safe and quiet neighborhood with sidewalks. During my 6 months with my family dog , all of the people in the area loved saying hi to the pets I care for.

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

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Popular requests for dog walking - Cumberland

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Sitters in Cumberland average 3
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FAQs for Dog Walking - Cumberland

Frequently asked questions about Rover

As of October 2026, there are 561 sitters on Rover offering Dog Walking across Cumberland. 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 Cumberland. 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 Cumberland 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 Cumberland. On Rover:

  • 97% of walkers can help with special care needs
  • 97% can help with giving oral medications or injections
  • 100% 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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