Pet Sitting Woods Landing

“Max tends to be shy but as soon as Cheri walked in he took to her (sitting on her foot was a big clue😁). She gave him meds, cleaned up the poop and etc. She is very personable and was flexible with my sons schedule. I would hire her again!”

Kris C.

“Debi has always been absolutely amazing when watching my two cats. They love her (which is hard for one of them) and they always look so happy during check in pictures.”

Brady E.

“Alexxis was great. She was patient in trying to get my shy cat to come out from under the bed. She sent many pictures. I would book her again.”

Mable W.

About: Hi! My name is Hannah, I have been a pet care provider part time for many years and now it is becoming my full time job. I have been a dog walker for several years and have experience training puppies. I love animals and I have been a pet owner my entire life, two dogs and a cat. I have experience caring for multiple high energy animals at a time. I like to go on hikes and would love to bring your pets along! I have cared for many senior dogs that need extra attention as well. I have a lot of experience pet sitting for dogs that need medication and can accommodate any of your pets needs. I can't wait to meet your pets!

About: I have experience caring for dogs of all sizes and ages, from small dogs to large breeds and playful puppies. I’m currently training our own puppy, so I have hands-on experience with patience, consistency, basic training, and keeping a young dog engaged. I understand that every dog has their own personality, routine, and needs, and I’ll take the time to make sure your pet feels comfortable, loved, and well cared for. I work three days a week, which gives me a flexible schedule and plenty of availability on my days off, especially weekends. I enjoy spending time with pets and can dedicate time to walks, playtime, training, and companionship. My flexible schedule allows me to give each pet the attention they need rather than simply fitting them into a busy routine. I want every pet in my care to feel safe, comfortable, and at home. We have a backyard (not fenced) and are close to great walking paths, a golf course, and a dog park, so there are plenty of opportunities for walks, play, and exercise. I’ll follow your pet’s normal routine as closely as possible and adjust activities based on their age, energy level, and personality. Most importantly, they’ll get plenty of attention, affection, and supervision while you’re away.

“Leah was a huge help to us over Labor Day weekend, dropping in to let out and feed our three dogs. My husband and I are both small business owners, so we jumped at the chance to take a brief overnight trip together and Leah’s help made it possible. She was on time and engaging with the dogs and they were well cared for in our absence. We would definitely recommend Leah!”

Adriane W.

“Tiffany was a real trouper to come visit our 3 month old puppy. She is knowledgeable, organized and loves dogs. Communicates promptly, and is open to changing circumstances. I highly recommend her.”

Shirley C.

“Liz was fantastic in her care of my pup and my home. She arrived early to the visit and stayed the full length, communicated swiftly and saved us from any worry.”

Colin M.

“Harry was friendly, showed up on time, sent cute pictures and was very attentive to my elderly cat. Will definitely book him again!”

Kate E.

About: I’ve had dogs and cats my entire life and genuinely love animals. I’ve also fostered five dogs in Colorado, including dogs with challenging behavioral needs such as reactivity toward other dogs or people, separation anxiety, fear, and trust issues. I’m especially comfortable with large and XL dogs and understand that some dogs need patience, structure, space, and someone who can confidently read their behavior. I’m comfortable following established routines and respecting each animal’s individual needs. I work remotely 9-5 as a project manager for a marina company, so my schedule is extremely flexible and I can spend plenty of time with your pets throughout the day. I’m available for walks, feeding, playtime, companionship, and overnight stays, and can easily accommodate each pet’s normal routine. I take caring for someone else’s home just as seriously as caring for their pets. I’ll respect your space, follow your instructions closely, keep things clean and secure, and leave your home exactly as I found it. My goal is to keep your pets comfortable in their own environment and give you peace of mind while you’re away.

“Last month I found out that my previous dog walker moved out of town, I ran across Emma's profile and noticed she had many good reviews. We met for a meet and greet and my husband and I both felt comfortable having her care for our dog. We scheduled a weekend trip and we had no issues. I booked her again for a week long of drop in visits and she went above and beyond to make sure our dog was well taken care of. I would definetely recommend Emma to care for your pups. Thanks again for everything <3”

Katherin T.

“Courtney was absolutely amazing. She sent plenty of photos along with thoughtful, detailed updates, and my cat clearly adored her. I’m so grateful for her — especially for being so flexible on such short notice. I would book her again in a heartbeat, 1000%!”

Ashlee B.

About: I’ve spent years caring for pets for friends, family, and neighbors. Animals naturally feel calm around me, and I treat every pet like my own with plenty of play, walks, and affection. I currently work part-time during weekdays and am available for drop-ins and walks around 1 PM in D.C., as well as evenings and nights during weekdays and weekends. Let’s communicate and I’ll do everything in my power to make it work for you and your pet! I treat every pet like family. I follow their usual routine for feeding, walks, and playtime to keep them comfortable and relaxed. Whether in my home or yours, I make sure pets feel safe, loved, and well cared for, and I’m happy to send updates and photos while you’re away.

About: I have always had 2 dogs of my own and a cat once. I pet sit frequently and am super excited to meet your pet/pets! I am a local Annapolitan and hard working girl seeking extra, flexible, work to help pay for my new car, future rent, and moving expenses. I live at home with my parents and 2 dogs and work in Downtown Annapolis. I am frequently around to walk your pets and play with them as needed!

“Ben was awesome! Felt very confident leaving my two cats in his hands. Came back and they were very relaxed and happy. Would recommend Ben to everyone!”

Andrea S.

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

About: As a lifelong pet lover and pet owner of over 11 years, I understand that pets are family and deserve the same love, patience, and attention we give our own. While I'm new to Rover, I bring years of hands-on experience caring for pets, including senior dogs and raising and training my Doberman, Brody, over the past three years. As a full-time architect, I'm detail-oriented, organized, responsible, and a fast learner. I understand the importance of following instructions carefully, maintaining routines, and making sure every detail is accounted for. Whether your dog needs a leisurely walk, extra patience and care in their senior years, or simply a little extra love and attention while you're away, I'll do my best to make them feel safe, comfortable, and cared for. I'm committed to being reliable, communicative, and respectful of your pet's individual needs. I know how important it is to trust someone with your furry family member, and I look forward to building that trust with every booking. I can't wait to meet you and your pup! I work full-time as an architect, but I'm happy to incorporate pet care into my daily routine! I'm available for walks and drop-in visits before my workday begins and during my lunch break, with additional availability outside of my regular 9–6 schedule depending on the day. Your pet's safety, comfort, and happiness are always my top priorities! I live in a welcoming, family-oriented community with accessible walking paths and plenty of green space to explore and enjoy. It's a great environment for daily walks, fresh air, and outdoor adventures, not to mention it is walking distance to Quiet Waters Park, which includes a dog park/beach. My Doberman, Brody, is a friendly companion who may be able to keep your pup company, provided they're a good fit for one another. As an experienced pet owner, I understand that every dog has their own personality, boundaries, and comfort level, and I'll always prioritize their individual needs.

About: I've had dogs my whole life and love playing with and training them. I unfortunately lost Axel, my shepherd/husky mix, last year. But I still have Harley (technically my boyfriend's, but we've lived together 3 years now). Harley is a sweet, 4-year-old, 40 lb spayed female mystery mix who loves to play, especially with other dogs. We go for lots of walks each day and we like playing, learning and practicing tricks. She knows the basics and can also spin, place, go around you, and now we're practicing crawl. I think people could learn a lot from dogs if they paid more attention. I've started dog sitting for neighbors the past few years and always enjoy getting to know new dogs. One of my favorite dogs I've cared for is Goose, a 5-year-old male Chesapeake Bay retriever. I also work managing a restaurant in town and do graphic design part-time from home as well. I'm currently not working a regular 9:00 - 5:00 job, so I'm available most days and times of the week. I usually have some availability for last minute walks as well. I live in an apartment downtown in Annapolis. We currently do not have a yard; however, we go for a lot of walks and still spend a lot of time outside at parks and just hanging out in front of the apartment to people (and dog) watch. I have a crate, and my dog is crate-trained, so if/when your pup is over, I'm prepared to separate them if needed.

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.

“Shannon is amazing with my pup!!! She’s super flexible with my schedule and always goes above and beyond. Will continue using her as my primary sitter for Dakota!!!”

Chrissy B.