Dog Walking Hillsmere Shores

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

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Over 113
pet parents in Hillsmere Shores have booked dog walking

Hillsmere Shores, 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: Andrew P.
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Andrew P.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
• 67 reviews
22 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: Hannah C.
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Hannah C.
from
$15
per walk
5.0 out of 5 stars
• 3 reviews
2 repeat clients
20 years of experience
Annapolis, MD, 21403

“Hannah is great! Very reliable and my dog loves her!”

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Audrey A.
Sitter Profile Image: Alina L.
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Alina L.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
• 182 reviews
53 repeat clients
6 years of experience
Annapolis, MD, 21403

“Alina has been kind enough to be available for dog walks twice a week when my wife and I are away from the house for the entire day. We have a 60 lbs pitbull/boxer mix that is 1 years old. Alina is great with our dog and shows a deft hand managing her puppy energy. When Alina comes by she is great at engaging with Bella, both for walks and "enrichment activities" such as puzzle plays and backyard fetch. Alina is extremely reliable and responsive to messages. We particularly enjoy Alina's detailed reports and pictures on the days she spends some time with Bella. We are extremely grateful that Alina is available to stop by and pay Bella a visit and we strongly recommend her to others look for pet care services. Thank you Alina!”

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John S.
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: Elizabeth G.
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Elizabeth G.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 50 reviews
22 repeat clients
10 years of experience
Annapolis, MD, 21403

“Thank you Elizabeth for taking great care of both dogs for us! We appreciate Elizabeth being patient as one of our dogs was hiding, afraid in a closet and she helped to get him out and comfortable on a walk.”

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Brooke T.
Sitter Profile Image: Allison G.
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Allison G.
from
$15
per walk
5.0 out of 5 stars
• 69 reviews
34 repeat clients
20 years of experience
Annapolis, MD, 21409

“Great dog walking services. Allison is always responsive and attentive to my dogs needs. She is honest about schedule and timing and I appreciate her for this! My dogs always sleep well after and are happy for their walks with Allison.”

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Natalie E.
Sitter Profile Image: Thomas R.
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Thomas R.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 89 reviews
20 repeat clients
7 years of experience
Annapolis, MD, 21403

“Thomas is more than a terrific dog walker; he is amazing. He has patience with our 14 1/2 yo lab. He treats her like she is the only dog in the world. Scuppers looks forward to Thomas's visits!”

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Dottie L.
Sitter Profile Image: Ellie H.
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Ellie H.
from
$17
per walk
5.0 out of 5 stars
• 11 reviews
3 repeat clients
10 years of experience
Annapolis, MD, 21403

“Ellie was great! She’s flexible and communicates well which makes it easy to trust her! She also did an outstanding job with my husky lab, Malibu. Would definitely recommend booking!”

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Kaitlin N.
Sitter Profile Image: Laura D.
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Laura D.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 63 reviews
20 repeat clients
35 years of experience
Annapolis, MD, 21403

“Laura was great! I made a mistake on the booking date, and she was kind enough to still go by and make sure my babies were taken care of despite my mistake. I will absolutely be working with her again. Highly recommend.”

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Catie K.
Sitter Profile Image: Adrienne A.
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Adrienne A.
from
$20
per walk
5.0 out of 5 stars
• 5 reviews
4 repeat clients
20 years of experience
Annapolis, MD, 21403

“Adrienne is very reliable and punctual and Cannon enjoys his daily walks with her.”

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Sadie S.
Sitter Profile Image: Stephanie M.
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Stephanie M.
from
$20
per walk
5.0 out of 5 stars
• 5 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: Mark D.
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Mark D.
from
$20
per walk
5.0 out of 5 stars
• 3 reviews
2 repeat clients
30 years of experience
Annapolis, MD, 21403

“Mark did a fantastic job with our new dog Teddy! We are long-time dog owners as is Mark, and his years of experience and bed-side manner was certainly evident and provided great peace of mind while we were away from our new pup. We will be relying on Mark in the future and strongly recommend him to others!”

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Terry J.
Sitter Profile Image: Beth W.
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Beth W.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
• 80 reviews
34 repeat clients
25 years of experience
Annapolis, MD, 21403

“Beth helped me out in a pinch and was great!”

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Dana H.
Sitter Profile Image: Shelby B.
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Shelby B.
from
$22
per walk
5.0 out of 5 stars
• 29 reviews
6 repeat clients
7 years of experience
Annapolis, MD, 21403

About: I’ve had animals growing up all of my life including goats, horses and dogs from small to large. I have experience in both their care and for understanding their needs through hand on situations and passion. I especially love dogs because of their loyalty, love and tail wags! I’ve had my current dog from a puppy for the last year and a half and have loved seeing her grow! Your dog will always be the only dog I am watching along with mine and you can rest assure that your pup is well taken care of! I only am only available weekends with occasional changes upon request and that’s simply so that I can devote myself to being with your pet for as much of their stay as I can provide. My husband also is in the house will assist in any care needs, as he is passionate about dogs as well :) I typically take my dog on walks 3x a day or fetch sessions in the yard and can adjust scheduling as needed. My dog is friendly (very) with dogs of all shapes and sizes, is up to date on all shots and vaccinations, and has no history of violence. We are a pet friendly household that can accommodate crate training or more spoiled pups who enjoy being on the furniture as much as my Ellie does. I heavily respect rules and any needs/boundaries that you may have with caring for your pet all within good reason.

Sitter Profile Image: Allison M.
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Allison M.
from
$30
per walk
5.0 out of 5 stars
• 74 reviews
21 repeat clients
27 years of experience
Annapolis, MD, 21403

“Allison has been amazing for us! She has been available and more than happy to take our dog on walks (even when I contact her last minute) Finn is getting much needed exercise and love during the day while we are working. We are so, so thankful for her!!”

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Elizabeth U.
Sitter Profile Image: Harrison S.
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Harrison S.
from
$16
per walk
5.0 out of 5 stars
• 17 reviews
3 repeat clients
4 years of experience
Annapolis, MD, 21403

“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.
Sitter Profile Image: Katie F.
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Katie F.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 121 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: Emma M.
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Emma M.
from
$20
per walk
5.0 out of 5 stars
• 2 reviews
16 years of experience
Annapolis, MD, 21403

About: I have always grown up surrounded by dogs of all breeds and cats as well! Personally, my family always had golden retrievers (okay, I have a soft spot). Over the years, I have always watched neighbors or family pets, including my own. I’ve helped manage any illnesses that may have come along with any dog or cat needing medications or special therapy! I have a LOT of experience with puppies and the training/ time that goes into that development as well. I also am active, so spending time and keeping the dogs and cats I watched busy and playful is super important to me. Overall, treating the pets around me like family has always been second nature to me and I hope to bring that quality to you! I will be starting a new sales role 9-5 in downtown Annapolis! With that said, my availability April 1st will move to mornings and evenings - drop ins/ walks. The remainder of March is free for all times of day! I live in an apartment that is not quite the right size for a dog of my own - however, I am excited to be taking up this opportunity through Rover as a way to still hang out with animals whether it be check ins or walking through town. Building trust is huge for me and so I hope that with future clients that is something that can be earned! I am reliable and respectful and most importantly eager to work with you 🙂

Sitter Profile Image: Blinne F.
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Blinne F.
from
$18
per walk
5.0 out of 5 stars
• 20 reviews
6 repeat clients
20 years of experience
Annapolis, MD, 21403

“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.
Sitter Profile Image: Amanda M.
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Amanda M.
from
$25
per walk
5.0 out of 5 stars
• 13 reviews
4 repeat clients
25 years of experience
Edgewater, MD, 21037

About: I’ve grown up primarily caring for and riding horses which has remained my life until now. I live on a farm with my 2 horses, 2 barn cats, and 3 dogs - Sawyer, a 9 year old Siberian husky, Teagan, a 5 year old Australian Shepherd/Basenji mix, and Dozer, a 2 year old pittie. All were privately rescued from their own unfortunate situation, but landed them safe safely here with me through the end of their journeys - as all my previous rescues have been fortunate enough to experience. I take my relationships to animals, very seriously, balancing a level of compassionate empathy that allows me to be president enough to tune in to their energy and emotions, with a knowledgeable and experience mindset with the ability to read body language and observe social dynamics allowing me to always be proactive and advocate for an individual animals needs. This ensures a superior level of safety, as well as promotes overall well-being under my care. I have a seasoned an extensive background in animal welfare with a focus on rescuing and fostering Siberian Huskies & other northern breeds. I successfully ran a small dog walking and pet sitting business for the Anne Arundel County area from 2013 thru 2017. I’m grateful to be back & offering my services full time with a focus on daily dog walking. I am educated & experienced with dogs, cats, horses, exotic, reptiles & livestock of all breeds & sizes having worked & learned from alongside various animal professionals, trainers & behaviorists, welfare leaders, & veterinarians. I’ve worked in 40+ horse stables to 50+ dog boarding facilities & cared for many animals from mixed livestock farms to backyard homesteads to large exotic pet set-ups. I am also certified in Animal Reiki Healing. I look forward to loving your pets almost as well as you! 😉 I am very attentive to your pets needs, whether it be in a fenced yard or on leash, I engage with them in play & offer individualized attention making sure they are happy & well taken care of. You’ll receive updates with photos during &/or after their care is complete! Not a single pet will be neglected on my watch! We will coordinate a schedule that mimics your pet’s current routine as closely as possible I do not allow your dogs to greet strangers or other dogs, whether they may know them or not. I offer plenty of space when walking them, do not allow them off leash or take them to public dog parks. I do carry pepper spray in the rare occasion an off leash dog is aggressive. (This has happened unfortunately, but I feel safer being prepared than not).

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

Dog parents share their Rover experiences - Hillsmere Shores

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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

Ali took our pup for a long walk and then fed him while we were out! She was timely and communicative and we’d happy to continue to book her!

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Sam 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

Liza helped out with a last minute request. She was punctual and communicated well throughout the process.

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Jaime G.
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

Jessica is fantastic and I don’t think I could feel any more comfortable when traveling out of town. My pups are always in the best of care with Jessica.

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Drew M.
Dog Walking
5.0 out of 5 stars

Megan was prompt, communicative, and sent lots of cute photos of Baker! Look forward to having her take care of our pets again.

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Alexa E.
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

Allison has been walking my dog for a few weeks now and she’s been great! Great with communication of her schedule and Murphys needs. I would highly recommend Allison as a walker and boarder.

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Andrew L.
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

Liz is THE BEST!!! Always shows up on time, has positive energy and is great with communication. My dog absolutely loved her!!

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Olivia M.
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
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Meet local walkers who will treat your dogs like family

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Popular requests for dog walking - Hillsmere Shores

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Sitters in Hillsmere Shores average 4
repeat dog walking clients

FAQs for Dog Walking - Hillsmere Shores

Frequently asked questions about Rover

The average cost of Dog Walking in Hillsmere Shores on Rover is $22 per walk as of October 2026. Most bookings cost between $17 and $31 per walk. 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 13,461 sitters on Rover offering Dog Walking across Hillsmere Shores. 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 Hillsmere Shores. 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 Hillsmere Shores 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 Hillsmere Shores. 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 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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