House Sitting Rolling Hills

“Karen was great with our four animals (dogs and cats)! Karen was communicative, provided great updates, and let us know when one of our cats was having a minor potential health issue. Would recommend and I know our pets are already looking towards when Karen will be back to see them again!”

Marie C.

“We love working with Jacki to watch our apartment and dog Penny. She is professional, responsive, and you can tell she cares about the pets she cares for. Also, the apartment is always left in good shape when we return. Can't recommend her enough!”

Jack S.

“Leticia was wonderful with our two large dogs! She was punctual, communicative, followed all directions, and took good care of the house too. We’re looking forward to having her watch our dogs more in the future!”

Sarah L.

“Courtney was great! We felt very comfortable being away knowing that our pets were getting so much love and attention. We had clear and frequent communications and a plenty of pictures confirming all the good things happening. We'd (and our critters) would be very happy to see Courtney again.”

Joanne B.

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.

“Jerad did an awesome job with Samson. Followed the instructions perfectly and was a great friend to our little guy. Took him on walks and sent lots of updates. Would definitely recommend!”

Clay K.

“Alexis took care of my fur babies and helped me out with a last minute trip to take care of a sick family member.”

Emily S.

About: I've had dogs my whole life. Grew up in a house with 2+ dogs near constantly. All family dogs were 60+ lbs each with the largest being 110lbs. My 75lb dog crossed the rainbow bridge Sept 2025, I am not ready for a dog full time but I do miss the company. I will spoil your dog. I do not care about breed. I am looking for weekends. I work full time, so I am ready to go around noon on Friday and depending on the needs can be around all weekend. Generally I do leave the house during the weekend for a couple hours during the day to do chores and stuff but other than that can be a total home body. If the dog is good on leash I have a great neighborhood to take walks. If you are looking for me to stay at your house over the weekend, I can provide as much potty coverage as you request. If you want me to stay over the week, I do have a day job with my schedule being 7-3. I have a 8ft privacy fence the whole way around my backyard with a dog door. I do not have a crate, but I can use yours if you want your dog crated. I follow your food rules. I used to make hot breakfast/dinner for my dog. I do keep some dog treats in the house but I will check with you if your dog can have that specific treat first and if there are any dietary needs. If you want me to stay in your house, lets write the rules down and I'm happy to do whatever. If you have poor cellphone service, it'd be great to get a wifi password.

About: I have grown up with medium to large sized dogs my whole life. I have experience with very friendly dogs and dogs that cannot play with others as well as puppies to older dogs. I have cared for my own pets and friends while growing up and can be trusted with any task to ensure your pets needs and safety! I can offer dog walking in the mornings (7-9am) or afternoons (4-7pm) during the week or anytime during the weekends. I am available on the weekends to check-in or stay with your animal overnight as well. I can check-in and care for your animal during the day or overnight at clients homes. I will ensure your pet is fed, walked, bathed, played with and let outside for their needs. I am comfortable with any specific instructions from the owners as well (medication that needs to be taken, crate training, etc).

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 🙂

About: I can’t provide you references in history of taking care of animals. What I can tell you is that I have two beautiful grown children. We have rescued animals over the last 24 years, and love them dearly as though they are part of the family. We truly love animals with our full heart, and go that extra distance to attend to their needs, and provide the love they deserve. I will provide the same love, care, and joy to your babies as I have done to ours for so many years. I am an empty nester and want to provide my love to where it’s needed and wanted. I work from home and can set own schedule. I am available seven days a week. I will stand behind my commitment to you. Responsibility is my priority. I will love and care for your pets as if they’re my own, and I will follow the rules we’ve established. I have a Pet Sitter Notes page that we can complete together, or I can send to you before my visit that will address some of these questions/ideas. Please give me a chance. I won't let you or your pet down!

“Ryan was by far one of the best house sitters Duke and I have seen. He took the time to really get to know Duke and did everything he could to keep Duke’s routine as normal as possible. He sent lots of pictures and videos throughout the stay, and I could tell Duke was having a great time. Will definitely use Ryan for any of Duke’s needs again!”

Laurel J.

“Madison was great with Gordie, took him on field trips, gave him lots of cuddles, and left our house cleaner than we’d left it! Will definitely hire again!”

Kinley B.

About: I have always been a big animal lover. I got my first dog when I turned 2 years old and did everything I could to help take care of her. I got another dog a couple of years later who became my best friend. Before I left for college he would come everywhere with me. I am now the happy and proud owner of a 6 and 12 year old cat and want to continue growing my pet family. In addition to growing up taking care of my own pets I had the responsibility of pet sitting for a lot of different families in my neighborhood. I have worked as a client service representative and now as a veterinary assistant at an animal hospital and have been able to gain knowledge and experience about pet healthcare and wellbeing beyond the general scope. I will always do my absolute best to make sure your animals are happy and healthy. I love pets of every kind and would be happy to help you take care of yours if the need ever arises! I am currently a full time employee at an animal hospital. I would be available to do drop ins before and after work and am happy to do overnight visits as long as the owner is aware I will have to leave for around 8 hours to work. Establishing trust with a pet is the most important thing you can do to ensure they are happy and healthy. I will be sure to provide individualized care for your pet depending on their needs and temperament to ensure they are as mentally and physically comfortable as possible.

“Best river experience we have had thus far! Highly recommend Amber!!!”

Richard C.

About: Hi! I’m Liz — an animal lover with a flexible remote work schedule and years of experience caring for friends’ and family members’ dogs. I’ve also fostered before, so I’m comfortable with dogs of all breeds, sizes, and personalities. As a dog owner myself, I know how important it is to find someone you can count on. I take that trust seriously and always aim to make things stress-free while you’re away — with regular updates, photos, and plenty of care and attention. Whether it’s daily walks, drop-in visits, or overnight stays, I’m dependable, patient, and genuinely enjoy spending time with dogs. Your pup will be in great hands with me. I currently work a hybrid schedule. I work in the office on Wednesdays and Thursdays, and I’m home the rest of the week, which gives me plenty of flexibility for walks, drop-ins, and overnight stays. When I’m caring for pets in a client’s home, I always treat it with the same care and respect as my own. I stick to your pet’s normal routine — walks, meals, and downtime — to keep them comfortable and relaxed. I make sure doors and gates are secure, follow all instructions closely, and leave your home just as I found it. You’ll get regular updates and photos so you always know how your pet’s doing while you’re away.

“Lindsay was amazing! Incredibly thoughtful and sent us photos and updates while we were gone. As first time Rover users and very nervous pet parents, she made us feel totally comfortable that they were in good hands. Our very shy rescue even warmed to her right away. Will definitely be using her again, thank you Lindsay!”

Kerrigan W.

“Trisha was excellent and our cats were extremely happy and comfortable under her care. They normally are brooding when we return but they are perfectly content. It was such a relief to have someone so good to care for them and we were able to enjoy our trip without worrying. Thank goodness!”

Patti S.

“Lee did a great job staying with our kitty for a week. He was very communicative before and during his stay, sent pictures and updates every day, and left our house in great shape. I wouldn't hesitate to hire Lee again.”

Elihu M.

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!