Dog Walking Highland Beach

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

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Over 25
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Sitter Profile Image: Allison M.
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Allison M.
from
$25
per walk
5.0 out of 5 stars
• 74 reviews
21 repeat clients
27 years of experience
Annapolis, MD, 21403

“Allison has been a wonderful dog walker! She is reliable, keeps me updated, and our dog absolutely loves her! She also sends the best pictures of our dog ❤️ I highly recommend her!”

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Janna C.
Sitter Profile Image: Hannah C.
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Hannah C.
from
$15
per walk
5.0 out of 5 stars
• 5 reviews
2 repeat clients
20 years of experience
Annapolis, MD, 21403

“Hannah did a great job walking my pup!”

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Audrey A.
Sitter Profile Image: Elaine S.
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Elaine S.
from
$20
per walk
5.0 out of 5 stars
• 70 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: Grace N.
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Grace N.
from
$16
per walk
5.0 out of 5 stars
• 9 reviews
3 repeat clients
10 years of experience
Annapolis, MD, 21401

“Grace was wonderful! She is kind and responsible. She treated Bella as if she was her own dog. She went and stayed with Bella during the storm so Bella wouldn’t be afraid. So glad we found her! We will definitely rebook with Grace!”

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Lisa C.
Sitter Profile Image: Margriet M.
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Margriet M.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 10 reviews
3 repeat clients
17 years of experience
Annapolis, MD, 21403

“Totally awesome. Coop tried to drag me up the sidewalk to her house on our walk this morning, so I guess he's a fan too! So happy that we found Margriet.”

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Michael B.
Sitter Profile Image: Lauren W.
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Lauren W.
from
$25
per walk
5.0 out of 5 stars
• 16 reviews
7 repeat clients
27 years of experience
Annapolis, MD, 21403

“Lauren takes such good care of our Millie! She loves her just as much as we do and truly cares about her well-being. Would HIGHLY recommend.”

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Caroline A.
Sitter Profile Image: Ella M.
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Ella M.
from
$22
per walk
5.0 out of 5 stars
• 1 review
2 years of experience
Annapolis, MD, 21401

About: As a dedicated dog walker and in-home pet sitter with over two years of experience, I know how important it is to find someone you can truly trust with your pet. I care for every dog (and cat!) as if they were my own — with patience, love, and attention to their unique needs and routines. What You Can Expect: ✅ Safe, fun, and tailored walks ✅ Home visits that follow your pet’s schedule ✅ Clean water, food, meds (if needed), and lots of affection ✅ Daily photo updates and messages so you never have to wonder how things are going ✅ Respect for your home and your pet’s space I’m trained in basic pet first aid and always check collars, leashes, and gates before heading out. Whether it’s a quiet walk or an energy-burning play session, your pet's safety and happiness are always my top priority. Let’s schedule a meet-and-greet! I’d love to learn more about your pet and how I can help make your time away stress-free for both of you. 🐶🐾 Pet care fits naturally into my daily routine because of how flexible and rewarding it is. Since I set my own schedule, I can book pet care clients around my part-time job shifts and study blocks, which helps me stay balanced and productive. Walking dogs gives me a much-needed mental reset from screen time and studying, and it keeps me active throughout the day. It’s also a great way to supplement my income without taking on another traditional job. Most of all, spending time with animals brings me a lot of joy and motivation — it breaks up long study days and reminds me why I love what I do Whether you’re at work or away for a few days, I provide reliable, in-home care that keeps your pets safe, happy, and stress-free in their familiar environment. From daily walks to feeding, playtime, and medication routines, I tailor every visit to your pet’s unique needs. 🔐 Safety & Professionalism Equipped for pet first aid always carrying a kit Detailed home-entry and security protocols Leash and harness checks before every walk Weather-conscious and always alert to potential hazards Respectful of your home, your pets, and your time 📸 Peace of Mind After each visit, you’ll receive a photo and short update so you know how your furry friend is doing — because trust is built on communication

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: Savannah P.
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Savannah P.
from
$20
per walk
4 years of experience
Edgewater, MD, 21037

About: I have 4 years of pet experience. I have a 4 year old Maltese and have helped my family with their dogs for many years when they go on vacation. I walk the dogs, feed them, play with them, I do take them on car rides etc to make sure they’re happy and healthy. Dogs say I have a good sense of humor they really warm up to me. I’m currently working as a babysitter part-time so I have lots of time on my hands to help watch the little and big dogs and play with them and watch them for families who are going away. I go to many peoples homes to babysit who have dogs and I treat them like my own. I have have a dog myself and will treat the dog as if it was my own and take it on lots of walks and make sure the water is filled and the food is filled as well and make sure everything is done for their routine.

Sitter Profile Image: Gabby M.
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Gabby M.
from
$15
per walk
5.0 out of 5 stars
• 2 reviews
15 years of experience
Annapolis, MD, 21409

“Gabby was great! She was reliable, communicative, and took great care of my dog! I really appreciated her help and would definitely book with her again!”

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Elle M.
Sitter Profile Image: Chasity P.
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Chasity P.
from
$25
per walk
5.0 out of 5 stars
• 2 reviews
2 repeat clients
8 years of experience
Shady Side, MD, 20764

About: I'm a very energetic person so I will always play with the pets and I'm always making sure they are well looked after. I have taken care of plenty of pets aging from young puppies and kittens to older. When taking care of cats I have plenty of toys and things for them to climb on. I have also taken care of pets that have special needs. Like diabetics and other things. I know how to give medications oral and in shot form. Special skills would be probably that I can keep up with any animal and I love all of them. They put a smile on my face. And I love seeing owners with the same smiles. It warms my heart every day. ? I'm usually free most of the day and love cuddles and walking with the pups and kitties. So scheduling will be easy and always available. I have a fenced in yard and a dog and cat that love others. We can play and go for walks. Also tons of activities to do.

Sitter Profile Image: Emily L.
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Emily L.
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
15 years of experience
Galesville, MD, 20765

About: Hi guys! My name is Emily, I’m a 27 year old who loves animals. I really like to read, go to concerts with my friends, and spend time with my family. I’ve been house sitting and pup sitting for over 10 years now. My availability is very open at the moment considering I’m doing school virtually. Please feel free to contact me anytime for all of your dog, cat, fish, bird, turtle, hamster, cow, horse, etc needs! I also have a huge vegetable/flower garden so have plenty of experience with that if necessary. Look forward to hearing from you! I currently am working part time and doing school virtually so I have a very flexible schedule that would allow me plenty of time to help care for your babies! I’ve had 10 plus years experience with pet sitting so have had to handle many different situations that have made me a better sitter. I’m prepared for anything and love these pets as my own!

Sitter Profile Image: Snowden C.
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Snowden C.
from
$35
per walk
5.0 out of 5 stars
• 18 reviews
4 repeat clients
13 years of experience
Edgewater, MD, 21037

“Snowden is great! We were new to working with a dog walker. We usually would drop Grace off at the dog sitter’s place because she can be protective of our house. Snowden worked with us the first two dog walks - taking time for Grace to get to know her. But Grace liked her from the start. Yesterday Snowden came by to take Grace on an hour long walk through the nearby park. She also was thoughtful to bring in some packages that were delivered on the front porch.”

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Katie D.
Sitter Profile Image: Nora S.
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Nora S.
from
$21
per walk
5.0 out of 5 stars
• 3 reviews
15 years of experience
Arnold, MD, 21012

“Nora was great!! She followed our instructions perfectly and was communicating with us the whole time she was there! Will definitely be rebooking!”

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Rachel K.
Sitter Profile Image: Justine P.
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Justine P.
from
$20
per walk
5.0 out of 5 stars
• 74 reviews
36 repeat clients
31 years of experience
Pasadena, MD, 21122

“Justine was awesome! We asked her last minute for a walk and she was available and understanding. She took my pup on a great walk and sent lots of pictures! Highly recommend”

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Holly N.
Sitter Profile Image: Ella O.
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Ella O.
from
$25
per walk
5.0 out of 5 stars
• 2 reviews
2 repeat clients
7 years of experience
Severna Park, MD, 21146

About: I’ve been caring for dogs of all sizes and personalities since I was young. I grew up with dogs in my home and currently have two dogs of my own, so I know how much our pets mean to us and how important it is to find someone you can trust with them. I love getting to know each pet’s unique personality and making sure they feel safe, comfortable, and loved while their owners are away. I truly love all fur babies and would be so excited to care for yours! 🐾❤️ I am currently a part time student at Anne Arundel community college. I also have a part time job. My weekends are available. Weekdays I have a lot of free time during the day between classes before I head to work at 2:30-5:30 (usual hours). Safety is my top priority when caring for your pets. I will always make sure they are supervised, secure, and comfortable, whether we are out on a walk, during a drop-in visit, or staying overnight. I follow each pet’s routine and any instructions you provide, including feeding schedules, medications, walks, and anything else that helps them feel at home.

Sitter Profile Image: Jazmin G.
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Jazmin G.
from
$23
per walk
5.0 out of 5 stars
• 32 reviews
7 repeat clients
9 years of experience
Crownsville, MD, 21032

“Jazmin was great with all 3 doggies. Fed them as well!”

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Spencer H.
Sitter Profile Image: Alexandra A.
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Alexandra A.
from
$18
per walk
5 years of experience
Gambrills, MD, 21054

About: Hi everyone! I’m a vet tech by day and have been in for about 7 years. I love all fur babies and would love to meet your babies. I’m currently working at a veterinary radiation clinic in Annapolis. I have worked at an Emergency Room for animals in Columbia. I do work from 8am to 1pm but am sometime off early. I will take care of your babies as if they were my own. I understand that our fur babies mean a lot to us and that they are family.

Sitter Profile Image: Brianne S.
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Brianne S.
from
$20
per walk
4.0 out of 5 stars
• 4 reviews
1 repeat client
15 years of experience
Chester, MD, 21619

About: Before joining Rover I mainly provided my services through word of mouth. I have experience with providing basic medical care for dogs and cats, and training experience including potty training and easing separation anxiety. I have vast experience and knowledge on various breeds and their specific needs, and really just love being able to have the time and availability to be able to provide these services. They say a dog is a man’s best friend, but in my case, a dog has always been a woman’s best friend! I offer dog sitting, walking, training and boarding at my home as well. I am brand new to the app but I do have plenty of references and want to make all owners feel just as comfortable as I want to ensure their pets will feel with me! I currently work a part-time job from my home, so I have a flexible schedule and able to meet any needs your pet has. I am available everyday, all hours mainly, and can accommodate you and your pets schedule! In my home all pets are welcome. I have plenty of walking trails and a back yard for pets that stay at my home. I typically will customize the walks, food, bathing etc depending on the needs of the pet and what works best for them and the owner.

Sitter Profile Image: Cheneil L.
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Cheneil L.
from
$18
per walk
7 years of experience
Upper Marlboro, MD, 20774

About: I grew up in Jamaica with 6 dogs that I loved dearly. I've been taking care of them since I was 9 and they're literally family to me. I have a genuine love for my fur babies and that's why I've decided to go to Veterinary School so I can learn more about these lovely fellas. I also volunteer at foster centers just to bring dogs out to explore the world as they deserve while they wait for their new families. I'm a part-time employee and part-time student with a lot of spare time on Tuesdays and Thursdays that I will happily use towards giving your pets the best time ever. When walking dogs, I prefer to keep them in an open non-crowded area away from potential threats (animals and humans). I tend to be hyper vigilant as I understand my responsibility and priority of keeping your pets safe. If they're meeting other dogs, I shorten the leash and always watch out for signs of discomfort or aggression. Lastly, I'll ensure your pets are fully hydrated during their walks.

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

Dog parents share their Rover experiences - Highland Beach

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5.0 out of 5 stars

Ali walked our Husky Hazel several times. We received a photos and a report card detailing the visit. On a rainy day Ali took the time to dry Hazel and make sure she was comfortable. We appreciate the thoughtfulness!

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Melissa G.
Dog Walking
5.0 out of 5 stars

Hannah is the best! She is reliable and cares about my dog. She does a great job walking her and I would recommend her highly.

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Audrey A.
Dog Walking
5.0 out of 5 stars

Leigh Ann has been walking Lola for 3 weeks now. Lola loves walking with her; I can tell by how happy she is in all the pictures we receive during their walks together. Highly recommended!

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Kalei K.
Dog Walking
5.0 out of 5 stars

Carly was great, quick response and good communication with taking care of our Pawley - he was happy and content when we came home!

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Maureen K.
Dog Walking
5.0 out of 5 stars

He showed up on time, was very communicative, and dedicated almost the whole time to walking my dog.

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Anill M.
Dog Walking
5.0 out of 5 stars

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.
Dog Walking
5.0 out of 5 stars

Beth was so helpful, caring, and just generally great with my pup! I will definitely book again in the future!

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Caitlin I.
Dog Walking
5.0 out of 5 stars

Bridgette was on time, attentive and kept me up to date on how my pup was doing. Thanks for all the detailed messages, Missy would love to see you again!

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Aarti C.
Dog Walking
5.0 out of 5 stars

Harrison is always on time and keeps me up to date on how my pet is doing! I know I can count on him!

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Aarti C.
Dog Walking
5.0 out of 5 stars

We can’t recommend Kayla highly enough. Throughout the last year of our elderly dog’s life, her anxiety increased as her physical capabilities and comfort decreased. Kayla was always responsible, gentle, and kind with our sweet old girl. She was also a great communicator during planning and if anything unusual came up during walks/visits (like the time we had to get her to go room to room in our house because the dog was too spooked by a recent thunderstorm to come to the door when Kayla arrived — Kayla found treats and coaxed her out from under the bed!)

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Katy L.
Dog Walking
5.0 out of 5 stars

Ella has been an excellent dog walker for Cannon. She is extremely reliable and a great communicator. We would highly recommend her to care for your pets!

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Sadie S.
Dog Walking
5.0 out of 5 stars

Blinne was fabulous with my highly energetic pup and offered great feedback as to Kali’s behaviors after every walk. Kali would wait excitedly at the door each day for Blinne’s arrival. I will definitely reach out to Blinne again!

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Alison W.
Dog Walking
5.0 out of 5 stars

Thomas was so thoughtful and caring with our geriatric dog. He went above and beyond for us (and him). It gave us a peace of mind we really needed to be able to go away. We couldn’t recommend Thomas more!

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Lauren H.
Dog Walking
5.0 out of 5 stars

Lauren is the best! I would highly recommend her to anyone. She is really patient and kind with my pups, takes them on good walks, and gives them lots of treats to keep them happy. Shes very punctual, responsive, and reliable!

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Megan M.
Dog Walking
5.0 out of 5 stars

Ellie was great with my dog. She stayed in close communication and was both trustworthy and very sweet. I would hire her again.

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Mary R.
Dog Walking
5.0 out of 5 stars

Camilla came over for a meet and greet yesterday with my two senior Pyrenees. They loved her! We look forward to working with her more in the future!!

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Christina K.
Dog Walking
5.0 out of 5 stars

I really appreciate MaKayla she is always on time and keeps me posted on what is going on. I feel like we make a great team for Cooper.

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Debbie E.
Dog Walking
5.0 out of 5 stars

Totally awesome. Coop tried to drag me up the sidewalk to her house on our walk this morning, so I guess he's a fan too! So happy that we found Margriet.

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Michael B.
Dog Walking
5.0 out of 5 stars

Arem was reliable and great with Lexi. He consistently did an excellent job and I’d absolutely use him again.

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Elsie V.
Dog Walking
5.0 out of 5 stars

Kristine is our go to dog walker in the Annapolis area. She is reliable and we feel confident that our dog is getting great exercise and being well cared for when she comes.

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Devon D.
Dog Walking
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How to book dog walking

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking.
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Popular requests for dog walking - Highland Beach

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Sitters in Highland Beach average 4
repeat dog walking clients

FAQs for Dog Walking - Highland Beach

Frequently asked questions about Rover

The average cost of Dog Walking in Highland Beach is $28 per walk as of October 2026. Most bookings cost between $23 and $34 per walk. On Rover, walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 12,784 sitters on Rover offering Dog Walking across Highland Beach. 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 Highland Beach. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include , the total walk time and distance, and any pee or poop breaks recorded by the walker.

The route map lets you review where your dog was walked in Highland Beach after the booking. It is not live GPS tracking.

Have specific details you would like included? Message your dog walker in the app before the walk begins.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the , which provides up to $25,000 in eligible veterinary care reimbursement.

Every walker on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit .

Yes, you can find walkers who have experience with handling special pet needs in Highland Beach. 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 .

walkers on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

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