Pet Sitting Hillsmere Shores

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

End
Search

Hillsmere Shores, Find top rated pet sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Leigh Ann E.
Verified Enhanced Background Check
Leigh Ann E.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
• 33 reviews
13 repeat clients
37 years of experience
Annapolis, MD, 21403

“Leigh was very attentive with Karen! She played with her, spent time with her, wrote thorough reports on their time together, and was overall very communicative. She even left Karen a toy (which she loves, thank you!!!) Leigh went above and beyond and I would absolutely book her again.”

Profile image
Ezekiel P.
Sitter Profile Image: Laura D.
Verified Enhanced Background Check
Laura D.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 63 reviews
20 repeat clients
35 years of experience
Annapolis, MD, 21403

“Laura is fantastic! Laura sent pictures and wrote out detailed notes on what she did every day! Very communicative, respectful, follows care instructions to a tea and always on time! She is great and we will definitely be asking her to watch our 2 fur babies in the future!!”

Profile image
Rhea L.
Sitter Profile Image: Elaine S.
Verified Background Check
Elaine S.
from
$20
per visit
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: Thomas R.
Verified Background Check
Thomas R.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 89 reviews
20 repeat clients
7 years of experience
Annapolis, MD, 21403

“Thomas is great with our pups, and very reliable; even last minute! He’s pleasant, kind and responsible. I really enjoy seeing the Rover Cards with his notes, pictures and activities. We look forward to using him again!”

Profile image
Heather C.
Sitter Profile Image: Shelby B.
Verified Enhanced Background Check
Shelby B.
from
$22
per visit
5.0 out of 5 stars
• 29 reviews
6 repeat clients
7 years of experience
Annapolis, MD, 21403

“Shelby is amazing! While we were out of town, she stepped in promptly when an unexpected issue arose with our original sitter. She eased our anxiety and took great care of our dogs. She is trustworthy, kind, and communicative; all traits you want your sitter to have. We are excited to work with her again in the future!”

Profile image
Cathlene D.
Sitter Profile Image: Harrison S.
Verified Enhanced Background Check
Harrison S.
from
$16
per visit
5.0 out of 5 stars
• 19 reviews
3 repeat clients
4 years of experience
Annapolis, MD, 21403

“Harrison has become my regular “Go-To” Drop-In Sitter. My dogs love him and look forward to his visits.”

Profile image
Michael S.
Sitter Profile Image: Anya B.
Verified Enhanced Background Check
Anya B.
from
$14
per visit
5.0 out of 5 stars
• 9 reviews
4 repeat clients
8 years of experience
North Beach, Annapolis, MD, 21401

“Anya was incredible! She took care of my boys and was so responsive!”

Profile image
Blake K.
Sitter Profile Image: Heather B.
Verified Background Check
Heather B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 181 reviews
56 repeat clients
17 years of experience
Annapolis, MD, 21401

“Heather did such a wonderful job doing lunchtime and dinnertime drop-ins to take care of my senior rescue Poppie! She understands a senior dog’s needs, and he’s always so happy and relaxed when I get back home. As a new dog mom, she’s one of the few people I trust with him!”

Profile image
Rachel
Sitter Profile Image: Emma M.
Verified Enhanced Background Check
Emma M.
from
$15
per visit
5.0 out of 5 stars
• 4 reviews
3 repeat clients
16 years of experience
Annapolis, MD, 21403

“My kitties were vey happy with Emma. So was I. She did everything I asked for.”

Profile image
Joyce H.
Sitter Profile Image: Alexia M.
Verified Enhanced Background Check
Alexia M.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 48 reviews
18 repeat clients
10 years of experience
Annapolis, MD, 21409

“Alexia is a Great Pet Sitter, she helped Rako out for 9 days, with our return He was Given Food and Water, and there was no mess. I love how she took care of his pads. Great Young Lady to hire.”

Profile image
George G.
Sitter Profile Image: Megan W.
Verified Enhanced Background Check
Megan W.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 75 reviews
35 repeat clients
10 years of experience
Annapolis, MD, 21402

“Megan was so wonderful! We booked super last minute but Megan responded right away. The photo updates she sent were amazing, and we could tell in the pictures that our cat, Sharon, loved her. Megan even got some action shots of our cat playing with the laser 🤩 This was our first time ever using Rover, and the care and detailed updates made us feel so much more comfortable. Megan was incredible - highly recommend!”

Profile image
Sara D.
Sitter Profile Image: Anna B.
Verified Enhanced Background Check
Anna B.
from
$25
per visit
5.0 out of 5 stars
• 1 review
12 years of experience
Annapolis, MD, 21403

About: Recently I moved away from my two big, affectionate, quirky dogs who have given me lots of dog experience: playing, walking, dog beach days, hikes, and just hanging out giving dogs the individualized quality time they deserve. Having grown up with pets, my experience is thorough, my personality is calm, quiet and attentive. I have experience with walking and caring for dogs other than my own and with overnight dog sitting, nannying for families with dogs, and spending time with dogs we have watched at our house for other families. Pets should get intentional and quality time, love, and play time, and I am a very patient, responsive, and dedicated person who would love to help out in giving this to your dog/s! I’d love to be available to meet and care for the pups you care so deeply for in your busy times. Dogs fill my cup! I am available and flexible. Willing to work with whatever you may need. Weekends, weekdays, mornings, daytime, evenings, I will coordinate with my schedule and yours as well, contact me to discuss availability. Most importantly I can honor owner's requests. Time spent meeting and learning your pet is always helpful and preferred before caring for them. Depending on the service, let’s discuss your thoughts!

Sitter Profile Image: Elizabeth G.
Verified Enhanced Background Check
Elizabeth G.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 50 reviews
22 repeat clients
10 years of experience
Annapolis, MD, 21403

“Elizabeth was very prompt and professional. My pets are not used to me leaving and she went above and beyond what was expected for each visit. I felt like she was really paying attention to both of my pets specific needs and personalities. She was very flexible with my requests and worked with me to accommodate my pets. I will request her services again if I go out of town.”

Profile image
Jennifer A.
Sitter Profile Image: Diana V.
Verified Enhanced Background Check
Diana V.
Star Sitter
from
$29
per visit
5.0 out of 5 stars
• 228 reviews
101 repeat clients
10 years of experience
Riva, MD, 21140

“Diana was absolutely wonderful with our dog and cat! Our dog is older, very anxious with new people, and takes several medications. Diana put her at ease, and handled her so well that we had no worries while we were away. Our cat is a super chill boy, who loved his time with Diana. Diana sent many great pictures and updates so that we could rest easy during our trip. It is so rare that we find someone to care for our pup who she can actually relax around, and we are so happy to have found Diana. We will definitely be using her services again!”

Profile image
Kelsey C.
Sitter Profile Image: Amanda P.
Verified Enhanced Background Check
Amanda P.
from
$14
per visit
4.3 out of 5 stars
• 6 reviews
2 repeat clients
20 years of experience
Shady Side, MD, 20764

“Amanda was wonderful with Wilson! So responsive, easily accommodating, and trustworthy. I'll certainly use her in the future!”

Profile image
Paige R.
Sitter Profile Image: Patrick L.
Verified Enhanced Background Check
Patrick L.
from
$30
per visit
5.0 out of 5 stars
• 5 reviews
20 years of experience
Annapolis, MD, 21401

About: I have been walking and sitting dogs for over 20 years, starting at age 11 when I realized dogs just made sense to me. I have owned hounds my whole life and currently share my home with a spirited beagle/jack russell mix named Tate who keeps me well-practiced with high-energy breeds. I recently lost our beloved 11-year-old foxhound mix Juniper, a gentle 70-pound soul who reminded me daily why this work matters. I am a firm believer in Cesar Millan's calm, assertive approach to dog handling. Dogs respond to confident, consistent leadership, and I bring that to every walk and every stay. I am comfortable with all breeds, large and small, and experienced administering medications and hands-on therapy when needed. I work from home in central Annapolis, which means flexible scheduling and plenty of attention for your dog during the day. Your pup is a member of your family and I always treat them like a member of my own. I own a design firm that I run out of my home. My work varies as a creative from video work to graphic design and more but it all comes from my home office located right next to my dog's food and water bowls (my hound dog Tate is currently asleep at my feet- exactly where he loves to be, and right where I love to have him). My workdays typically start around 7am and I work through the early afternoon, occasionally in the evenings. Though I have a full office setup, I also have a laptop that travels with me during house/dog sitting sessions if I need to be away for an extended period of time. As my work is on the creative spectrum, I can always adapt my schedule to fit around yours (and your pup's). Whether it's daily walks or stays with your dog, you can rest assured that they will be looked after with love, care, and the attention they deserve. I live in an apartment in Annapolis so we don't have a fenced in yard. Instead, I take my boy out in the neighborhood on short and extended walks and in the community dog park. Sniff spots and local trails are always on our schedule as our dog is high-energy so he thrives on long walks with lots of smells. Depending on your dog's needs and routine, I'm happy to take them on long walks in and around your neighborhood and parks they're comfortable with, or just playing with them in your own backyard. I'm also open to taking them further out to nature hikes and trails as long as you're comfortable with that. I tend to have Blue Buffalo, Newman's Own, and Charlee Bear treats at the ready (but of course that's up to your discretion) for good dogs and I always adhere to any diet or medication requirements to ensure a happy and healthy experience. I treat your dog like I treat my own and I've always had a great experience with every breed and personality.

Sitter Profile Image: Vanessa R.
Verified Enhanced Background Check
Vanessa R.
from
$46
per visit
5.0 out of 5 stars
• 13 reviews
5 repeat clients
40 years of experience
Annapolis, MD, 21403

About: Hi everyone this is an update as of July 2026. I am a retired American Airlines Flight Attendant. I like to travel, do volunteer work, workout, meet my good women friends for coffee, lunch, etc, and spend time with my partner (a retired pilot). We occasionally sit together and he enjoys all my lovable pets as much as I do. I am about as risk free and responsible as they come! Hopefully, I can help out those who need pet/ house sitting. Also available if you just need someone to come for a few hours. These services are for dogs under 20 lbs and cats. If you have larger dogs that do not require walking, I can let them in and out (if you have a fenced in backyard) play with them, exercise, feed, water, meds, etc. Otherwise, if they need walking I need to stick to the under 20lbs. I can sit and housesit/ visit cats also, my only request is that there is a room for me to sleep in that the cats do not use. Yes, I am slightly allergic and I do wear my mask when brushing them. I have unfortunately, put my Bichon/ Maltese of 16 years down about 4 years ago. So I do not own a dog or cat at present. She had a collapsed trachea and some heart issues and was starting to have high risk seizures at 16. Hence, I am familiar with elder dogs and giving them medications. Before Maddie I had a female golden who lived to be 15 and 1/2. I have also owned two cats over my lifetime. Thank you for your interest and let me know if I can help you out. Also feel free to ask me any questions you may have. I am retired with a couple of hourly volunteer positions and I travel on occasion. Consequently, I have plenty of time to give your dog(s) or cat(s) special attention! Unfortunately, I cannot have the Fur babies over to my house because of my landlord's restrictions, but more than willing to come by to let your dog out for exercise, walk, feed, water, snuggle, and give medications. I can also spend the night while you're on vacation, check your mail, and water plants.

Sitter Profile Image: Lily K.
Verified Enhanced Background Check
Lily K.
from
$25
per visit
5.0 out of 5 stars
• 5 reviews
2 repeat clients
10 years of experience
Edgewater, MD, 21037

About: My family and I had two amazing dogs growing up who recently passed away, and I’ve really been missing that kind of dog love. I just graduated college and would love to spend more time around pets while gaining more experience caring for them. I recently graduated college, where I was a student-athlete majoring in criminology and sociology. I’m looking to gain more hands-on experience in animal care while I'm in the application process— and have a pretty flexible schedule! When caring for pets in a client's home, I prioritize maintaining their familiar surroundings. and following their routines, including feeding times, walks, and play sessions. I make sure to provide regular updates to the owners, giving them peace of mind while they're away.

Sitter Profile Image: Tiffany D.
Verified Enhanced Background Check
Tiffany D.
from
$25
per visit
5.0 out of 5 stars
• 2 reviews
8 years of experience
Annapolis, MD, 21403

About: All my life, I’ve owned and cared for dogs, cats, rabbits, and hamsters, so I’m comfortable with pets of different sizes, personalities, energy levels and routines. I have experience in handling reactive dogs of all sizes as well as couch potatos. You can count on me to follow any specific feeding routines and dietary needs, as well as administering medications. Pups, kitties, bunnies, and everything in between are welcome! I'm currently working a flexible part-time schedule which gives me plenty of time to walk your reactive pup, play with your crazy cats, or sit (and crochet) while keeping your pets company! Most pets don't want strangers in their space! I pay close attention to body language, and let them set the pace so each visit feels as safe and comfortable as possible. When staying in your home, I follow your pet’s routine closely, including feeding, waste cleanup, playtime, medications, and as many walks as requested. I keep your home secure, never invite guests over, follow household instructions, and always clean up after myself.

Sitter Profile Image: Brittanny A.
Verified Enhanced Background Check
Brittanny A.
from
$25
per visit
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.

1 / 1
View more

Pet parents share their Rover experiences - Hillsmere Shores

1 / 1
5.0 out of 5 stars

Andrew was great for our vacation! He was very easy going and aware of cats needs while their humans are away. Easy to communicate with and responsive. We will certainly be reaching out again in the future when needed.

Profile image
DeEnna H.
Drop-In Visits
5.0 out of 5 stars

Excellent sitter- glad to have found a local gem who truly embraces other people's pets as if they were their own.

Profile image
Katie B.
Drop-In Visits
5.0 out of 5 stars

Baylie is wonderful! I highly recommend her. She really helped me out with an unexpected last minute request, which I greatly appreciated. She is friendly, professional, and fantastic with the pets. We will definitely book again with her. Thank you so much, Baylie!

Profile image
Yvette S.
Drop-In Visits
5.0 out of 5 stars

We are new to Rover so the experience is one we are not familiar with. Leigh Ann was awesome and sent me lots of fantastic photos of Zoe. Communication was great. Highly recommend!

Profile image
Renee W.
Drop-In Visits
5.0 out of 5 stars

Elizabeth was wonderful! She was great at communicating, super sweet to my pup and accommodating with my schedule.

Profile image
Colin M.
Drop-In Visits
5.0 out of 5 stars

Ali took great care of our cat Julian while we were away for the weekend! She was always communicative and responsive, and we loved the pictures she sent as well. We knew he was in great hands!

Profile image
Maura M.
Drop-In Visits
5.0 out of 5 stars

Heather took great care of Eden! She provided lots of updates and pictures & made us feel better about leaving our baby while we were away on vacation.

Profile image
Kourtney C.
Drop-In Visits
5.0 out of 5 stars

She is a very sweet person. Arrived on time. Stayed the whole hour. Shelby (my Lab) was well cared far and content when I came home.

Profile image
Suzanne W.
Drop-In Visits
5.0 out of 5 stars

Luna and Dusty loved their visit from Shelby! She was prompt and sent lots of pics. Dogs enjoyed their playtime with her! Thank you so much!

Profile image
Yvonne B.
Drop-In Visits
5.0 out of 5 stars

Katie was wonderful to work with. She was very communicative, responsive and was great at getting to know and work with our sensitive cats. Even our grouchy cat opened up to her. She was also flexible in accommodating medication routines, the needs of a senior cat, and kind details like putting squirrel and bird food out to keep our cats entertained while we were away. We will definitely book with her again!

Profile image
Kelley S.
Drop-In Visits
5.0 out of 5 stars

Stephanie accommodated me on a last minute check-in. She arrived on time and my pup warmed up to her quickly!

Profile image
Amber E.
Drop-In Visits
5.0 out of 5 stars

Katie is the best. We’ve booked her multiple times to check in on our cats. Appreciate her so much. Highly recommend!

Profile image
Crysten G.
Drop-In Visits
5.0 out of 5 stars

Laura was great when we went away internationally! Took care of business as a dual! Always great to have watch our fur babies.

Profile image
Rhea L.
Drop-In Visits
5.0 out of 5 stars

Hannah was great with my cat Ollie. He took to her immediately, which he does not always do with new people. She took time to play with him on each visit. She is reliable and a good communicator. I would definitely hire her again.

Profile image
Stan W.
Drop-In Visits
5.0 out of 5 stars

Thomas was EXCELLENT with Sheena!! He is very attentive and conscientious in his care. Communication is superb and timely, and he was consistent with the times of his visits. Our old girl did well with Thomas in charge. We will be contacting you again when we need care for Sheena. Thank you!

Profile image
James S.
Drop-In Visits
5.0 out of 5 stars

My dogs loved him almost immediately (even my nervous rescue). He has a very quick response rate. I will absolutely plan on booking him again.

Profile image
Frances C.
Drop-In Visits
5.0 out of 5 stars

Margriet is fabulous. She is always punctual, reliable, and responsible, which gives me great peace of mind when I’m away. Most importantly, I can tell that she really cares about my dog and treats her with kindness and affection. I feel very blessed knowing my dog is safely in her care. Highly recommend!

Profile image
Maryrose E.
Drop-In Visits
5.0 out of 5 stars

Harrison has become my regular “Go-To” Drop-In Sitter. My dogs love him and look forward to his visits.

Profile image
Michael S.
Drop-In Visits
5.0 out of 5 stars

Amber was very communicative and took good care of my cat Kora while we were on vacation. Would definitely book with her again in the future if needed.

Profile image
Emily C.
Drop-In Visits
5.0 out of 5 stars

Ellie was absolutely amazing! She took marvelous care of our cats and provided detailed notes as to how the cats were doing during each visit. The pictures she provided were adorable. We would gladly re-book her and recommend her for pet sitting.

Profile image
Sylvia M.
Drop-In Visits
1 / 1
Find pet care near you

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • 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?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book pet sitting

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for pet sitting - Hillsmere Shores

Select a filter and find qualifying sitters offering pet sitting.

FAQs for Pet Sitting - Hillsmere Shores

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

Every sitter 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.

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.

Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a 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 sitter 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 sitter 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 sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

sitters 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 sitter.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge