Dog Walking Rolling Hills

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

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Over 15
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: Crista H.
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Crista H.
from
$19
per walk
5.0 out of 5 stars
• 2 reviews
2 repeat clients
30 years of experience
Annapolis, MD, 21401

“Crissie always does a great job with our lab, Stoli!”

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Victoria S.
Sitter Profile Image: Kacie B.
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Kacie B.
from
$20
per walk
5.0 out of 5 stars
• 82 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: James H.
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James H.
from
$18
per walk
1 repeat client
24 years of experience
Riva, MD, 21140

About: I have owned dogs my whole life, and know how to take care of them. I also have experience with cats, I have helped my grandfather with a stray cat that chose him! I'm openly available, as of today. I like to volunteer, but that usually only takes about 4 or 5 hours. I will give your pet the time it needs. You make sure that they have plenty of fresh water, eat on time, and walk them every day when the sun is not too hot, eg in the morning or evening.

Sitter Profile Image: Courtney A.
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Courtney A.
Star Sitter
from
$27
per walk
5.0 out of 5 stars
• 22 reviews
14 repeat clients
15 years of experience

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

“We absolutely love, Alexia! She is consistently punctual and genuinely engages with our dog during his walks. What really stands out as how well she manages him, especially when he gets reactive around cars and certain dogs. Alexia took the time to do a meet and greet before our first walk, which made all the difference in ensuring everything went smoothly. We've already booked her for multiple walks and will definitely continue using her services. We feel so fortunate to have found her!”

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Nathaniel V.
Sitter Profile Image: Jacob B.
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Jacob B.
from
$30
per walk
5.0 out of 5 stars
• 92 reviews
19 repeat clients
15 years of experience
Crownsville, MD, 21032

“Jacob was absolutely wonderful! We have two Belgian Malinois, which are definitely not the easiest dogs to care for, but Jacob knew exactly how to handle them and understood everything we asked of him. We really hate putting our dogs in boarding facilities, so finding someone we could trust and who understood how much our dogs mean to us was extremely important. Jacob was always on time, communicated with us throughout our trip, and has such a wonderful, energetic personality—which was perfect for our dogs! They were very well cared for, and knowing they were in such good hands gave us so much peace of mind while we were away. We usually don’t leave reviews, but Jacob truly deserves one. He was an amazing pet sitter, and we would highly recommend him to anyone looking for someone responsible, caring, reliable, and great with high-energy dogs. We will definitely be using him again! 🐾❤️🐊🐶❤️🐶🐊🐾”

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Linda W.
Sitter Profile Image: Julia W.
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Julia W.
from
$25
per walk
5.0 out of 5 stars
• 9 reviews
1 repeat client
19 years of experience
Annapolis, MD, 21405

About: I’ve grown up with huskies and they are very high energy and active! I have experience with puppies as my sister adopted a chocolate lab puppy and I was over almost every week, including several different times where I watched him for a week on my own over the last year. I have also taken care of other small and large dogs and used to volunteer at Lucky Dog in D.C. where I walk ownerless dogs for free. My neighbor has relied on me to take care of her two cats for several different week-long occasions. I love playing with animals and will provide the best care because I know that our pets are our family. I work from home so I am able to watch pets during the day. I work from home Monday through Friday, so I am very flexible. I am able to let your pets out at any time of the day! I used to have a husky of my own so I know how important our “fur-babies” are to us. You can trust that I will give them the best belly rubs, treats, and take them on nice long walks. If you choose me as your pet caretaker you can guarantee your pet will get all the love and care they deserve!

Sitter Profile Image: Alina F.
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Alina F.
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
8 years of experience
Crownsville, MD, 21032

About: I have taken care of family pets for the last 10 years along with regularly dog sitting for a few families and decided to expand my dog sitting to more people. I absolutely love pet sitting for all types of animals! I am a college student with plenty of time in my class schedule to pet sit at peoples houses and regularly walk dogs or check in for letting the out I am happy taking dogs for walks or runs depending on what type of exercise they need. I am good with putting them in crates if they need that. If they need company for longer of periods of time i’m also happy to do that and not leave them alone for too long.

Sitter Profile Image: Amy W.
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Amy W.
from
$15
per walk
1 repeat client
30 years of experience
Annapolis, MD, 21409

About: Hello! I am a teacher and parent who is reliable and trustworthy. I have always had a dog of my own and currently have 2 dogs, one 6 month old dachsund mix and the other is a 4 year old cattle dog mix. I am very passionate about helping others care for their dogs! When I was a teenager, I worked as a vet clean up tech at my local veterinarian. Everyone who knows will tell you that every time I see a dog, I always want to go pet it right away! I’m a true dog lover and would love to help people out caring for their pets! I am available in the early mornings and afternoons for walking and pet sitting! Holidays are also a great time for me because I’m off work then! I look forward to taking care of your fur babies! I am a teacher, so I'm available on the weekends and have more availability in the summer months to take care of dogs. I prefer to take care of dogs and cats in the mornings, but can do mid-day or afternoons if needed. I have a fenced in yard and a great neighborhood to walk dogs around. I also have a crate that can be used for small and large dogs if needed.

Sitter Profile Image: Brittanny A.
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Brittanny A.
from
$25
per walk
4.2 out of 5 stars
• 8 reviews
2 repeat clients
12 years of experience
Annapolis, MD, 21401

About: As someone who loves to travel, I know the importance of having trusted and communicative pet care. I have had two cats for 12 years and was lucky enough to become a dog mom when my husband I met 4 years ago. I have experience with walking and caring for our friends pets as well. I have a hybrid work schedule, so my availability is flexible for you and your fur baby’s needs. I can do early mornings, lunchtime, evenings, and overnights. We have a fenced in backyard that our dog enjoys and a covered porch that our cats enjoy. We can accommodate any animal and separate all the animals if feeding time is an issue.

Sitter Profile Image: Jacqueline G.
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Jacqueline G.
from
$25
per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
14 years of experience
Crownsville, MD, 21032

About: I’ve cared for pets for over 14 years, including my own and those of clients, friends, and family. As a professional organizer and mom, I bring structure, empathy, and reliability to every pet I care for. I’m especially attentive to routines, safety, and emotional wellbeing—whether it’s a playful pup or a shy senior cat. I manage my own schedule, which gives me plenty of flexibility for pet care. I’m available for walks, feedings, drop‑ins, boarding, extended stays, house sitting and any other combination that suit your scheduling needs. Whether I’m caring for pets in my home or staying in yours, I prioritize consistency, communication, and routine so your pet feels safe and loved. I’m available weekdays and weekends, and I tailor my schedule to meet your pet’s needs. In my home, I have a fenced yard and two friendly dogs who enjoy company. If your dog is shy or reactive, that’s no problem — I have experience with all temperaments and can keep pets separate when needed. My home is clean, organized, and set up for comfort. I follow feeding and medication instructions precisely and keep pet parents updated with daily photos and messages. When I’m caring for pets in your home, I maintain your pet’s routine exactly as you prefer and treat your space with the same respect and care I give my own. I’m comfortable with multi‑dog households, anxious or storm‑sensitive pets, and dogs who need extra reassurance or structure. I keep your home tidy, manage small household tasks, and ensure your pet feels secure while you’re away.

Sitter Profile Image: Stacie Z.
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Stacie Z.
Star Sitter
from
$23
per walk
5.0 out of 5 stars
• 22 reviews
5 repeat clients
28 years of experience
Annapolis, MD, 21401

“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.
Sitter Profile Image: Dylan V.
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Dylan V.
from
$10
per walk
5.0 out of 5 stars
• 11 reviews
7 repeat clients
20 years of experience
Glen Burnie, MD, 21061

About: I've had pets my entire life. My pets were a Tabby named Mischief (always got in trouble), her son Harddrive (born next to a desktop), and a black cat named Lucky. I have house sat overnight multiple times, including pets that had to have medicine and special diets. My friends always ask me to watch their pets, which I happily do. I have dealt with a 4 cat household, as well a two dog two cat household. I enjoy taking dogs for walks, a highlight of which was walking a young, lovely, and hyper German Shepard named Iris for several weeks while her family vacationed. I used to work at a pet store that specialized in healthy food, where I learned useful information in regards of proper care and diets.

Sitter Profile Image: Tiffany O.
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Tiffany O.
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
30 years of experience
Annapolis, MD, 21409

About: I am a true animal lover. I think animals become our family and I want you to feel comfortable that I will treat your pet like my own went in my care. I have experience with many kinds of animals, dogs, cats, hamsters, and reptiles. I am patient and kind and love to get to know your pet. This is currently my only job, so my schedule is very flexible. I am available morning, afternoons and evenings for visits. I can help on weekdays or weekends. I first get to know your pets basic needs, ensuring their safety, and offering enrichment. This includes feeding, providing fresh water, ensuring proper elimination, creating a safe and comfortable environment, offering exercise and playtime, and attending to any medical or behavioral needs. I am comfortable with small and large dogs as well as small pets and reptiles.

Sitter Profile Image: Laurie H.
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Laurie H.
from
$20
per walk
45 years of experience
Annapolis, MD, 21401

About: I truly adore cats and their unique personalities. I'm a retired empty nester, who is flexible, attentive, patient, affectionate, and I believe great cat care includes a fresh, spotless litter box every day. Your cat will get plenty of love, attention, and a comfortable environment giving you a peace of mind while you're away. Being retired gives me a flexible schedule and plenty of time to devote to your pets, providing attentive, dependable care without rushing or juggling another job. Whether in my home or yours, I follow each pet's normal routine, providing plenty of love, attention, exercise, fresh water, clean spaces, play time and personalized care.

Sitter Profile Image: Elaine S.
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Elaine S.
from
$20
per walk
5.0 out of 5 stars
• 71 reviews
38 repeat clients
20 years of experience
Annapolis, MD, 21403

About: I get a lot of pleasure assisting busy professionals with their pet sitting needs. I provide a nurturing and loving environment for your special pets in a very tranquil setting. Your pets will be treated as if they were my own. My husband and I will treat your pet with the utmost care and attention. References available upon request.

Sitter Profile Image: Baylie A.
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Baylie A.
from
$22
per walk
5.0 out of 5 stars
• 30 reviews
17 repeat clients
10 years of experience
Annapolis, MD, 21403

“Baylie was so great with our dogs! We have two Belgian malinois (one of which is a puppy), and she handled our very difficult breed so well! She walked them both every weekday for about a month and I can confidently say I would absolutely recommend her!! We will be calling Baylie up if our babies ever need more walks!! Big thanks to her!!”

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Jordan H.
Sitter Profile Image: Ashley R.
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Ashley R.
from
$20
per walk
4.7 out of 5 stars
• 3 reviews
15 years of experience
Edgewater, MD, 21037

About: Caring for animals has always been a big part of my life. I share my home with a calico and a tabby, and I’ve spent years living with a lab. I care for my sister’s tabby mix when she goes out of town. I’ve also cared for friends’ and neighbors’ pets, and even worked as a dog groomer and at a dog kennel, so I’m comfortable with all kinds of breeds and personalities. On top of that, I actively volunteer at the SPCA in Annapolis, which keeps me connected with animals who need extra love and attention. I treat every pet like family, not just a job, and my goal is to make sure they feel safe, happy, and cared for while you’re away Pet care is part of my everyday life. Between caring for my own two cats, helping with my parents’ lab, and volunteering at the SPCA in Annapolis, I’m used to fitting in feedings, walks, playtime, and snuggles throughout my day. Making sure animals feel loved and looked after is something I do daily, not just occasionally I care for your pets just like I do my own with love, patience, and attention to detail. In your home, I’ll follow your routines so your pets feel comfortable and secure, making sure they have fresh food, water, walks, playtime, and plenty of affection. If they’re with me, they’ll be treated like part of the family, with a safe and cozy environment where they can relax and enjoy themselves. My goal is always to make your pets feel happy and cared for, and to give you peace of mind while you’re away.

Sitter Profile Image: sofia b.
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sofia b.
from
$32
per walk
5.0 out of 5 stars
• 8 reviews
1 repeat client
8 years of experience
Annapolis, MD, 21401

About: As a dedicated pet parent myself, I treat every dog like family. I love staying active with daily walks, play sessions, and providing a loving, safe, and structured environment. I’m patient, attentive to detail, and will make sure your pup receives plenty of care, attention, and affection while you’re away have a flexible schedule that allows me to dedicate quality time to caring for pets throughout the week. Whether it’s early morning walks, afternoon drop-in visits, or full weekend attention, pet care easily integrates into my daily routine to ensure your pet gets constant care. Safety is my top priority. In my home or yours, I maintain a secure, pet-friendly, and calm environment. I strictly follow all feeding, exercise, and safety instructions, double-check doors and fences, and keep a close eye on your dog to make sure they feel completely relaxed and safe

Sitter Profile Image: Michael P.
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Michael P.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
• 6 reviews
2 repeat clients
30 years of experience
Crofton, MD, 21114

About: I’ve always been around animals—I currently have a dog and three cats, so I’m used to daily care, feeding, and handling different personalities. I’ve also helped take care of my mom’s and brother’s pets over the years, so I’m comfortable stepping into someone else’s routine and making sure their animals are taken care of the right way. I’m patient, reliable, and I actually pay attention to details like feeding schedules, behavior, and making sure pets feel comfortable while you’re away. My schedule is pretty consistent, so I can plan around your pet’s needs. I’m available most days and can do mornings, afternoons, and evenings depending on what’s needed. I already take care of my own pets daily, so feeding, walks, and check-ins are part of my routine. I’m flexible and good with sticking to whatever schedule your pet is used to. I treat other people’s pets the same way I treat my own. I pay attention to routines, feeding instructions, and behavior so your pet stays comfortable and stress-free. I have experience with multiple animals at once, including my own dog and cats, so I’m used to different personalities and energy levels. I keep a clean, safe environment and can follow any specific instructions you have, including crating if needed.

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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

Katie was great with our dogs and super accommodating by taking a late-notice request! Would highly recommend and would definitely rebook in the future.

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Luke G.
Dog Walking
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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Jen V.
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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Jen V.
Dog Walking
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  • 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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    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    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

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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 of Dog Walking in Rolling Hills is $31 per walk as of November 2026. Most bookings cost between $16 and $50 per walk. On Rover, walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 13,860 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 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 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 Rolling 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 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:

  • 85% of walkers can help with special care needs
  • 90% can help with giving oral medications or injections
  • 95% 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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