Dog Walking Rolling Hills

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

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pet parents in Rolling Hills have booked dog walking

Rolling 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: Alexa D.
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Alexa D.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
10 reviews
2 repeat clients
13 years of experience
Annapolis, MD, 21401

Would definitely recommend Alexa. She was able to accommodate my request within just over 24 hours which was greatly appreciated. She was easy to communicate with and felt like I could trust her. Ella seemed to have a good time!

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Abby D.
Sitter Profile Image: Heather B.
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Heather B.
Star Sitter
from
$28
per walk
5.0 out of 5 stars
175 reviews
55 repeat clients
17 years of experience
Annapolis, MD, 21401

Heather was fantastic, responsible, punctual, and clearly great with dogs. Chance warmed up to her right away, and I appreciated the updates and photos. I will definitely book her again.

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J
Sitter Profile Image: Courtney A.
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Courtney A.
Star Sitter
from
$27
per walk
5.0 out of 5 stars
20 reviews
11 repeat clients
15 years of experience
Parole, MD

About: Hi! I’m Courtney — a true dog lover, experienced pet caregiver, and someone who treats every pet like family. As a dog mom myself, I understand how important it is to trust the person caring for your pet. Whether your dog loves long walks, playtime, couch snuggles, or just a calm and reassuring presence, my goal is to make them feel safe, comfortable, and loved while you’re away. I have extensive experience caring for dogs with a wide range of personalities, energy levels, and care needs, and I pride myself on being dependable, communicative, and attentive to details. For house sitting, my standard rate includes typical care such as feeding, walks/potty breaks, companionship, overnight care, and lots of love. If your pet requires additional support — including senior care, medication administration, frequent potty breaks (every few hours), mobility assistance, separation anxiety management, or near-constant supervision — please let me know before booking, as these higher-needs situations may require custom pricing to ensure I can provide the level of care your pet deserves. Please be as detailed as possible about your pet’s routine, behaviors, and care needs so I can make sure we’re the right fit. Looking forward to meeting your furry family member!

Sitter Profile Image: Kacie B.
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Kacie B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
81 reviews
29 repeat clients
12 years of experience
Annapolis, MD, 21401

Kacie is a lifesaver! My dogs are notoriously high-energy and can be a handful, but they absolutely adored her. She was patient, understanding, and knew just how to handle their quirks. I came home to happy, well-exercised pups, and I could tell they had a blast with Kacie. I'm so grateful for her reliable and professional service. I highly recommend her to anyone looking for a dog walker who can handle even the most challenging furry friends!

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Tommy C.
Sitter Profile Image: Allison K.
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Allison K.
from
$21
per walk
4.9 out of 5 stars
297 reviews
128 repeat clients
15 years of experience
Crownsville, MD, 21032

My family loved Allison! She helped to walk both my dogs while I was out of the country. She was able to control my larger dog who suffers from anxiety with other dogs and help give medications to my senior dog. We appreciate her patience and professionalism!

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Karel S.
Sitter Profile Image: Yvonne S.
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Yvonne S.
from
$20
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
20 years of experience
Crownsville, MD, 21032

About: I enjoy dogs and cats of all sizes and ages. As a pet owner I understand the desire to provide the best for them and the anxiety of worrying about them when I can't be with them. I am gentle with anxious, scared, or elderly pets. I am full of energy for pets that need exercise. I can come to your home before work, during lunch, and after work. My work schedule is flexible and can be adjusted based on your pet's needs. At my home I walk my dog every morning in the woods and in the neighborhood in the afternoon and evening. My pets keep me company while I work. I can work from your home with reliable wifi.

Sitter Profile Image: Alexia M.
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Alexia M.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
48 reviews
16 repeat clients
10 years of experience
Annapolis, MD, 21409

Captain is a bark greeter and Alexia did a great job at keep calm and welcoming his excitement. He seemed very happy after the walk and hung around her a bit before she left. Overall fantastic experience.

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Jessica G.
Sitter Profile Image: Owen K.
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Owen K.
Star Sitter
from
$15
per walk
4.9 out of 5 stars
61 reviews
11 repeat clients
10 years of experience
Severna Park, MD, 21146

Owen is reliable, kind and trustworthy. He shows up, gives my dog a good walk regardless of the weather, and responds quickly. I highly recommend him to anyone that needs a walker.

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James T.
Sitter Profile Image: Marley D.
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Marley D.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
57 reviews
20 repeat clients
15 years of experience
Annapolis, MD, 21401

Marley is a good communicator, she has a deep passion for animals, she’s the only person that has petted my black cat. 🐈‍⬛ (In 12 years 😦).

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David D.
Sitter Profile Image: Stephanie M.
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Stephanie M.
from
$20
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
7 years of experience
Annapolis, MD, 21403

Mae is very reliable, punctual and takes great care of our dog Cannon on their daily walks. She is a great communicator and genuinely loves caring for our dog. I would highly recommend Mae for your dog walking/sitting needs.

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Sadie S.
Sitter Profile Image: Andrew P.
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Andrew P.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
67 reviews
19 repeat clients
15 years of experience
Annapolis, MD, 21403

Andrew did a great job this weekend! He walked my very large Labradoodle and St Bernadoodle and made sure both dogs and my 3 cats were fed and had water. He followed the care instructions, was extremely communicative and arrived promptly at the booking time. I will absolutely be using Andrew for future bookings, highly recommended!!

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Megan M.
Sitter Profile Image: Crista H.
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Crista H.
from
$19
per walk
1 repeat client
30 years of experience
Annapolis, MD, 21401

About: I can’t provide you references in history of taking care of animals. What I can tell you is that I have two beautiful grown children. We have rescued animals over the last 24 years, and love them dearly as though they are part of the family. We truly love animals with our full heart, and go that extra distance to attend to their needs, and provide the love they deserve. I will provide the same love, care, and joy to your babies as I have done to ours for so many years. I am an empty nester and want to provide my love to where it’s needed and wanted. I work from home and can set own schedule. I am available seven days a week. I will stand behind my commitment to you. Responsibility is my priority. I will love and care for your pets as if they’re my own, and I will follow the rules we’ve established. I have a Pet Sitter Notes page that we can complete together, or I can send to you before my visit that will address some of these questions/ideas. Please give me a chance. I won't let you or your pet down!

Sitter Profile Image: Colette O.
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Colette O.
from
$15
per walk
10 years of experience
Arnold, MD, 21012

About: I’ve loved dogs for as long as I can remember! I’m a volunteer at the Anne Arundel County SPCA, where I enjoy walking, playing with, and caring for shelter dogs. I also help out with neighborhood pups whenever needed. I have a 9-year-old Black Lab of my own, who reminds me every day just how much joy dogs bring into our lives. I’ll treat your pup like family and make sure they get plenty of love, attention, and exercise while you’re away I’m currently a barber here in Annapolis, so I have a flexible schedule outside of work. I’m available anytime on Sundays and Mondays, after 7 PM Tuesday–Friday, and after 2 PM on Saturdays. I’m happy to work with your schedule whenever possible. I treat every dog like family, giving them lots of love, attention, playtime, fresh water, meals, and care while still following their usual routines and owners instructions.

Sitter Profile Image: Lily K.
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Lily K.
from
$20
per walk
5.0 out of 5 stars
3 reviews
2 repeat clients
10 years of experience
Annapolis, MD, 21401

Lily was courteous, timely and wonderful to work with. Our Dog was not in a good place when she started working with us , moving anxiety. Lily was patient and flexed as needed to make it work!!

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Michel H.
Sitter Profile Image: Amber C.
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Amber C.
from
$35
per walk
5.0 out of 5 stars
58 reviews
18 repeat clients
12 years of experience
Annapolis, MD, 21401

Amber was absolutely awesome. She walked our dog Cisco for a few days during the week when I was out of town on business and my wife was working late in DC. She was on time, she was kind and she even dried her paws off when it was a rainy day. We will definitely be using her services again! Thank you Amber.

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Brendan S.
Sitter Profile Image: Sara M.
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Sara M.
from
$17
per walk
5.0 out of 5 stars
24 reviews
6 repeat clients
6 years of experience
Severna Park, MD, 21146

Thank you so much Sara! Benji is nice and worn out, I can tell he had a great time on his walk. I really appreciate the details and the pictures 😊

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Melanie G.
Sitter Profile Image: Amanda G.
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Amanda G.
from
$16
per walk
15 years of experience
Annapolis, MD, 21401

About: I have taken care of dogs for the past 15 years, and am an avid dog lover. I am thrilled to sign up as a pet sitter and walker and enjoy time with new friendly faces! I am currently working as a part time pet sitter/walker while moving forward in my acceptance offer to BU to pursue an online masters program. I will be available Monday-Sunday any time to care for your pets! Safety is so important! I currently carry extra dog leashes, a harness if needed, dog treats, pet corrector spray, a safety back seat dog cover in my car. I know a few local dog parks that are fenced in, quiet and safe to play too. I know CPR and am happy to continue any training or routines your family conducts.

Sitter Profile Image: Katie F.
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Katie F.
from
$20
per walk
5.0 out of 5 stars
119 reviews
38 repeat clients
16 years of experience
Annapolis, MD, 21401

Thank you for all your kindness towards Gunner. He had nothing but nice things to say about your care.

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Scott R.
Sitter Profile Image: Sarah M.
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Sarah M.
from
$20
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
22 years of experience
Davidsonville, MD, 21035

About: I have always been a big animal lover. I got my first dog when I turned 2 years old and did everything I could to help take care of her. I got another dog a couple of years later who became my best friend. Before I left for college he would come everywhere with me. I am now the happy and proud owner of a 6 and 12 year old cat and want to continue growing my pet family. In addition to growing up taking care of my own pets I had the responsibility of pet sitting for a lot of different families in my neighborhood. I have worked as a client service representative and now as a veterinary assistant at an animal hospital and have been able to gain knowledge and experience about pet healthcare and wellbeing beyond the general scope. I will always do my absolute best to make sure your animals are happy and healthy. I love pets of every kind and would be happy to help you take care of yours if the need ever arises! I am currently a full time employee at an animal hospital. I would be available to do drop ins before and after work and am happy to do overnight visits as long as the owner is aware I will have to leave for around 8 hours to work. Establishing trust with a pet is the most important thing you can do to ensure they are happy and healthy. I will be sure to provide individualized care for your pet depending on their needs and temperament to ensure they are as mentally and physically comfortable as possible.

Sitter Profile Image: Darragh M.
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Darragh M.
from
$23
per walk
5.0 out of 5 stars
38 reviews
12 repeat clients
15 years of experience
Annapolis, MD, 21401

Darragh did an excellent job this weekend with my two large dogs! He was able to schedule us on short notice, followed the care instructions and walked with the dogs a ton so they were very well exercised this weekend. I will definitely be rebooking with him!!

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Megan M.
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The median cost per walk for dog walking in Rolling Hills is $20

Dog parents share their Rover experiences - Rolling Hills

1 / 1
5.0 out of 5 stars

Would definitely recommend Alexa. She was able to accommodate my request within just over 24 hours which was greatly appreciated. She was easy to communicate with and felt like I could trust her. Ella seemed to have a good time!

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Abby D.
Dog Walking
5.0 out of 5 stars

Pam has always been good with my dogs. In this case, she agreed to walk Sadie on very short notice. Pam takes great care of pets, and she is very dependable.

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Dean B.
Dog Walking
5.0 out of 5 stars

Marley is a good communicator, she has a deep passion for animals, she’s the only person that has petted my black cat. 🐈‍⬛ (In 12 years 😦).

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David D.
Dog Walking
5.0 out of 5 stars

Bella was very accommodating with both of our dogs, Miko and Ren. Would definitely recommend and rebook!

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Luke G.
Dog Walking
5.0 out of 5 stars

We’ve used Jacqueline on multiple return visits and she is wonderful! She is responsive and caring and adaptable to your pet’s needs.

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Jack S.
Dog Walking
5.0 out of 5 stars

First time using the service and Jamie made trusting my boys with someone else so stress free. She cared for them so well The daily reports and photos made me very happy. Will truly use Jamie and Rover services again.

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Aiyanna T.
Dog Walking
5.0 out of 5 stars

Chance loves Caitlyn! She’s always great with him. She’s reliable, communicative, and clearly cares about the dogs she works with. I always feel comfortable knowing Chance is in good hands with her, and he’s always happy and well cared for when I get home. Highly recommend her!

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J
Dog Walking
5.0 out of 5 stars

Kacie was so sweet to my pup! She sent a lot of updates on how my dog was doing and gave her so much attention. I couldn’t have asked for anyone better to help out with my baby

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Stephanie G.
Dog Walking
5.0 out of 5 stars

Alexis was dependable, always on time, and did a great job with Lexi. I’d definitely book her again.

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Elsie V.
Dog Walking
5.0 out of 5 stars

Elif was absolutely wonderful! My dog is nervous and reactive, which can make meeting new people and walks challenging, but Elif handled everything with patience, confidence, and care. Their professionalism and genuine love for animals really shine through. She communicated well each day which I greatly appreciated as well. Highly recommend Elif to anyone!

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Brianna G.
Dog Walking
5.0 out of 5 stars

Stacie was able to come on short notice to walk Riley. She was responsive, professional and I could tell loved meeting Riley! I’ll definitely be using Stacie again in the future!

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Lauren D.
Dog Walking
5.0 out of 5 stars

Heather was fantastic, responsible, punctual, and clearly great with dogs. Chance warmed up to her right away, and I appreciated the updates and photos. I will definitely book her again.

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J
Dog Walking
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Meet local walkers who will treat your dogs like family

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Popular requests for dog walking - Rolling Hills

Select a filter and find qualifying sitters offering dog walking.

Sitters in Rolling Hills average 4
repeat dog walking clients

FAQs for Dog Walking - Rolling Hills

Frequently asked questions about Rover

The average cost for Dog Walking in Rolling Hills on Rover is $19.98 per walk (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .

As of September 2026, there are 13,994 sitters on Rover offering Dog Walking across Rolling 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 Rolling Hills. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Rolling Hills.

Got specific details you'd like the dog walker to include? Message them in the app before your dog’s 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 Rolling Hills. On Rover:

  • 90% of walkers can help with special care needs
  • 96% 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 short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker 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. Most pet parents and walkers on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

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

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