Dog Walking Rolling Hills

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

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Over 38
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.
from
$25
per walk
5.0 out of 5 stars
7 reviews
2 repeat clients
13 years of experience
Annapolis, MD, 21401

Thank you so much!

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Elise C.
Sitter Profile Image: Heather B.
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Heather B.
Star Sitter
from
$28
per walk
5.0 out of 5 stars
171 reviews
53 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: Allison K.
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Allison K.
from
$21
per walk
4.9 out of 5 stars
289 reviews
127 repeat clients
15 years of experience
Crownsville, MD, 21032

Allison is an excellent dog walker. She is very attentive to our dog’s needs. She spends an hour to walk and play with Duke while we are at work. Allison leaves very thorough reports after each walk and communicates if any scheduling updates are needed for the week ahead. We really appreciate having Allison spend time with our dog and we would absolutely recommend her to others. Thank you.

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Christopher M.
Sitter Profile Image: Nolan C.
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Nolan C.
from
$15
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Annapolis, MD, 21409

About: I have taken care of different types of dogs and including in home stay, walks, puppies etc and had my own dog since I was 12. I have lots of experience in caring for animals from reptiles to mammals. I am very physically active and love to spend time outside so long walks and exercise is both fun for me and your pet. I am currently looking for a part time job my schedule is open for the relative future and any changes to my schedule will be minimal, I am fully available for a consistent walking or care schedule for your pet. I care for my dog with long walks, exercise/play time with his favorite toys or enrichment games. I also have a back and front yard at my house that my dog loves to play in with a park and beach access that allows dogs. When I care for bigger dogs I love to take them to the park in my neighborhood or one nearby to play fetch.

Sitter Profile Image: Owen K.
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Owen K.
Star Sitter
from
$15
per walk
4.9 out of 5 stars
53 reviews
9 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
47 reviews
20 repeat clients
15 years of experience
Annapolis, MD, 21401

Marley has been an awesome dog walker for our dog twice a week. She takes very good care of him and has been great with communication. Would highly recommend Marley!

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Brad F.
Sitter Profile Image: Stephanie M.
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Stephanie M.
from
$20
per walk
1 repeat client
7 years of experience
Annapolis, MD, 21403

About: Hi, I’m Stephanie and walking dogs is my favorite part of the day! I bring energy, love, and a calm presence to every walk. Whether your pup needs exercise, company, or a quick potty break, I’ve got you covered—rain or shine 🐾 I’m available from 8:00 AM–7:00 PM to let your pups out for a walk around the neighborhood or stop in for a quick drop-in visit. Happy to give your furry friends some extra love, exercise, and attention while you’re away! 🐶❤️ I provide loving, attentive care tailored to each pet’s routine and needs. I make sure pets are safe, comfortable, exercised, and given plenty of attention. I’m happy to follow feeding instructions, provide walks and playtime, and give pets the care and companionship they need while their owners are away.

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

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.
Sitter Profile Image: Kennedy E.
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Kennedy E.
from
$15
per walk
5.0 out of 5 stars
3 reviews
2 repeat clients
10 years of experience
Crofton, MD, 21114

About: With over 10 years of experience caring for dogs and being a proud dog owner myself, I’m dedicated to providing loving, reliable, and attentive care for every pet. From daily walks and playtime to personalized attention and specialized care, my goal is to make sure every dog feels safe, happy, and comfortable. Pet sitting fits naturally into my routine, allowing me to provide dependable care while giving pets the attention they deserve. Whether it’s walks, feeding, play sessions, or companionship, I enjoy creating a positive and stress-free experience for both pets and their owners. When caring for dogs in my home or a client’s home, I focus on safety, comfort, and maintaining each pet’s normal routine. I begin by learning about their schedule, preferences, and specific needs to ensure personalized care. I provide regular exercise, enrichment, affection, and follow all feeding and medication instructions carefully. Throughout each stay, I keep owners updated with messages and photos so they always feel connected and reassured. Now that it is summer I am free mostly all of the time! I have a few vacations, and possibly other things that may come up but I will always make sure my schedule is clear! At home I let my dogs out every 2-3 hours, I feed them at the same time everyday, and make sure they have plenty of exercise! I really enjoy playing with my dogs at home as well, weather thats running around out back, playing tug-of-war, or even just going on a walk! Overall my favorite time of day with my dogs at home is bed time, my puppies sleep with me every night!

Sitter Profile Image: Sylvie L.
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Sylvie L.
from
$17
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
22 years of experience
Annapolis, MD, 21401

About: I love animals so much(perhaps more than people...). I have experience in taking care of dogs of various sizes and temperaments. Growing up I've had a puggle, boxer, and now two german shepherd mixes who were adopted from shelters. I've volunteered at animal shelters where I walked, cleaned, brushed, and fed dogs. Furthermore, I've pet sat for neighbors and family members. My dogs live with my parents in Cascade, so I don't live with dogs nor other humans at my house in Annapolis. I would love to take care of your pets! I will be starting a program that runs from M-F 9-3:30 soon, but am available after 3:30 M-F and all day on Saturdays/Sundays. I could walk, feed, or let out your pets before 9 as well. The M-F schedule will change come the end of July which would give me more availability on those days. When I'm at my parent's house, I let my dogs out in the mornings, feed them breakfast and dinner, give them medicine, go on walks/hikes, practice tricks and obedience tasks with them, and play with them. I'm more than happy to provide these services in my client's home too!

Sitter Profile Image: Megan W.
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Megan W.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
73 reviews
34 repeat clients
10 years of experience
Annapolis, MD, 21402

Megan is the best! She has done several visits for my two large dogs and 3 cats and does a fantastic job! She followed the care instructions well, always arrived promptly, took tons of pictures and was very communicative and kind. Everyone is always happy and very well cared for. I will gladly use her for future visits!! Highly, highly recommended!

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Megan M.
Sitter Profile Image: Cade S.
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Cade S.
from
$15
per walk
5.0 out of 5 stars
3 reviews
2 repeat clients
5 years of experience
Annapolis, MD, 21409

Cade did a fantastic job! Hendricks had a blast. He was right on time and took great care of our pup! Definitely will be having him help us again with Hendricks!

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Julianne H.
Sitter Profile Image: Crista H.
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Crista H.
from
$19
per walk
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: Jacob B.
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Jacob B.
from
$30
per walk
5.0 out of 5 stars
91 reviews
18 repeat clients
15 years of experience
Crownsville, MD, 21032

Jacob was very responsive and he was great with my pups. He was flexible with the schedule to accommodate the needs of my pups. He was very friendly and the pups seems to look forward to seeing him. We will definitely use him again.

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Erin L.
Sitter Profile Image: Amber C.
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Amber C.
from
$35
per walk
5.0 out of 5 stars
56 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: Sarah M.
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Sarah M.
from
$15
per walk
20 years of experience
Annapolis, MD, 21401

About: Besides my own dogs that I have taken care of since I was very young, I also have been relied on to take care of family and neighbor dogs. Most dogs that I have cared for have been geriatric, and I am extremely patient with them, and strong enough to even lift the larger dogs when they can’t lift themselves. Before coming to MD, I worked on a farm and interacted with dozens of dogs every day. I have never met a dog that hasn’t liked me, or one I haven’t liked. I work from home and so can easily step out for a drop-in or house sit and work from your home. I can do early morning or late evening according to need. I am unable to board your dogs. However, I am more than able to watch your dogs in your home. When in a client’s home, my philosophy is to only touch what is needed. The client’s direction and privacy is key to a good relationship, as well as my discretion.

Sitter Profile Image: Sage G.
Verified Enhanced Background Check
Sage G.
from
$15
per walk
2 years of experience
Crofton, MD, 21114

About: I have 2 years of pet sitting experience. I have cared for up to 7 pets at once, including both cats and dogs. Owners would rely on me for feeding, walking, and playing. I also gained experience administering medications to pets by mouth and through feeding. I deeply care for my own pets, so I would treat any other pet like my own. I work part time as a server, but in my free time I am available to care for pets. I have a very flexible schedule so it is easy to accommodate the needs of clients. I am always respectful of the clients home, making sure to clean up after myself and the pets. I always stay alert and pay attention to the pets needs.

Sitter Profile Image: Katie F.
Verified Enhanced Background Check
Katie F.
from
$20
per walk
5.0 out of 5 stars
116 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: Darragh M.
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Darragh M.
from
$23
per walk
5.0 out of 5 stars
37 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.
Sitter Profile Image: Tori W.
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Tori W.
from
$20
per walk
15 years of experience
Annapolis, MD, 21401

About: With over 15 years of hands on experience caring for animals of all kinds, including dogs, cats, and farm animals, I provide reliable, compassionate care tailored to each pet’s unique needs. I’m comfortable with pets of all ages and personalities, from energetic puppies who need patience and consistency to senior pets who require extra attention and gentle care. I prioritize safety, clear communication, and making sure every pet feels comfortable, loved, and well cared for while you’re away. Whether it’s a fun walk, playtime, or simply keeping your pet company, I’ll treat them like they’re my own.

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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

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

Pam is a very conscientious and caring person. She took very good care of my pets and even took my cat to the emergency veterinary clinic at night. I really appreciate her daily updates and photos and her kindness and professionalism.

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Jenny C.
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
5.0 out of 5 stars

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.
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

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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 August 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 August 2026, there are 14,059 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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