House Sitting in Shady Side
Find a loving house sitter to watch over your pets and your home.

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Top rated Shady Side house sitters
“Having Ev take care of our dogs provided great peace of mind! Ev did a great job - and clearly loves animals - and the dogs barely missed us (which, if you knew our dogs, you'd know that is extremely rare!). Highly recommend.”

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! 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!

About: I’ve been surrounded by animals my whole life and have years of hands-on experience caring for dogs of all ages and sizes. My family has also fostered puppies for the past 5–6 years, which has given me experience with young dogs, routines, patience, and providing a safe, loving environment. Friends and family have always trusted me to walk, feed, play with, and care for their pets like they’re my own. I currently have a very flexible schedule and plenty of free time to dedicate to your pets before starting my full-time role in July. Once I begin, I’ll only be in office two days a week, so I’ll still have lots of availability. I’m available on both weekdays and weekends, and I’m happy to accommodate a variety of schedules and care needs. Your pet’s safety and comfort are my top priorities. I have a fenced yard and one friendly small dog who loves making new friends. Whether caring for your dog in my home or yours, I’ll make sure they feel loved, safe, active, and comfortable. I enjoy long walks, playtime, and giving pets lots of attention and care while you’re away.
About: Hi! I’m Renee — a lifelong animal lover who’s been caring for pets since I was a kid. I’m experienced with feeding, walking, playtime, and making sure every pet gets the love and attention they deserve. I’ve also cared for pets through house sitting for friends, including homes with multiple dogs and cats. I’m comfortable managing different personalities, routines, and making sure each pet gets the attention they need I currently work full-time in Annapolis Monday through Friday from 7:45 AM to 4:15 PM. I’m available for walks, drop-in visits, and care in the Annapolis area after 4:15 PM. I live in North Beach and typically arrive back around 5:00–5:30 PM, so I’m also available for evening care in that area. I am generally available throughout the week and weekends, with the exception of Wednesdays and Thursdays in the evenings due to a part-time job. I have reliable transportation and am happy to travel between Annapolis and North Beach. On weekends, I have open availability for walks, drop-ins, house sitting, or extended care. I’m also available for house sitting during the week, with the understanding that I’ll be at work during daytime hours (7:45 AM–4:15 PM), and unavailable Wednesday and Thursday evenings. I make sure pets are fed on schedule, get plenty of walks and playtime, and feel happy and comfortable. I’m also happy to give baths and trim nails if requested. I’ll always keep you updated and make sure your pet feels safe, loved, and well cared for while you’re away.
“Lena & Shea were AMAZING with our little guy Oscar. For six days they stayed with him at our place and kept everything perfectly clean, sent lots of updates & pictures too! Highly highly recommend!”

“Faith is a fantastic petsitter! We were out of town for 8 days and didn't have to worry about a thing back home. It was wonderful to find a caring person who could spend this much time with our pets. Boarding can be so stressful on our big dogs, but Faith was able to do overnights and wasn't intimidated by our Dobermans in the slightest. She was a perfect fit, and we were so blessed to find her on Rover. It was our first experience with the service platform being new to Southern Maryland, but we will be repeat customers for sure.”

About: As a pre-vet student with hands-on experience from a dog hotel and lifetime of pet care, I offer more than just sitting. I'm skilled in senior care and puppy training basics, and my experience breeding crested geckos and caring for birds and cats gives me a deep understanding of diverse animal needs. I'm dedicated to providing informed, attentive care. Being a UMD student allows me to provide your dog with consistent, attentive walks throughout the day. I'm passionate about giving them the exercise and companionship they deserve, right here on campus. Whether in my home or yours, pet safety and comfort are my top priorities. I maintain a clean and secure environment, free from hazards. I strictly adhere to all feeding and medication instructions, and I'm vigilant about monitoring pets for any signs of distress. When walking, I use a secure leash and harness, remain aware of surroundings, and avoid busy roads. I prioritize building trust with both pets and owners through clear communication, reliability, and genuine affection. I understand the importance of routine, and I strive to minimize stress by maintaining consistency. I treat every pet as if they were my own, providing a loving and safe environment

“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.”

About: I’ve owned 5 dogs through my life & have always loved caring for others’ pets as well. Being around animals is my happy place 🥰 I work part time on a charter boat & would love something besides gardening to keep me busy during the week. Also trying to save up for an Rv to travel I’ve been around all types of different kinds of dogs and know how to deal with different personalities and needs ❤️ from weeks old to golden days I love them all
About: I’ve taken care of dogs of multiple sizes and ages. I grew up with dogs, cats, hamsters, a bunny, you name it. I’m the go to family member for when it comes to pet sitting! I work full time between M-F 8:30am to 5:30pm I can always find time on my lunch break or after work or weekends to help out! I can help out with whatever is needed. It doesn’t matter if they need a leash or can free roam. I will take care of them just like you would!
About: I have three dogs, ages 3, 6, and 14, as well as a 3-year-old cat. I’m passionate about animal care and have dedicated time to helping my community by working around my neighborhood and volunteered at the local shelter, where I walked the dogs. I’m so excited to offer my help and look after your animals! I am a college student on summer vacation! I am looking to help out with anything that is needed and have a great time. My schedule is currently very free so I am excited to meet you and your pet! I have a fenced yard, so I like to run around with my dogs. I also take them on walks around the neighborhood. Whatever you need for your dog, I can help with!
About: Caring, dependable, and eager to earn your trust. I’m attentive, responsible, and truly love providing safe, loving care. New to this service, but have been taking care of family pets for years. I'm available for pet walks or drop-in visits anytime after 4 PM on weekdays and most of the day on weekends. Whether it's an evening stroll or a quick check-in, I'm here to help! I provide respectful and reliable care by closely following the owner’s instructions. During walks or visits, I make sure pets feel safe, happy, and comfortable. I stick to their routine, give them attention and affection, and always keep their owners informed of any eventuality.
About: As stated, I have an 8 almost 8 year old German Shepherd myself. I’ve trained him myself to be quite obedient off leash, to listen well, and overall he’s very well behaved. I’ve grown up with dogs, cats, turtles and more so I know my way around animals. I’m currently enlisted in the United States Navy. I work at the Naval Academy typically from around 9 in the morning to about 3pm most days. I’m also married with two kids and my wife is a stay at home mom who can also look after your furry friends as well. I don’t work weekends so I’m always available during the weekends and can be flexible throughout the week as well. At my home my dog is never crated he is always out and house trained. However, when looking after your fur babies if they need to be crated I have no issue catering to your needs. I don’t have a yard but we have a massive field and live in a circle so long walks are always a must. Whatever the needs of your fur babies, I can take care of those from daily dog walking, spending and playing time with your animals, staying over night at yours/my place, and giving g medicine if needed.
About: I currently work at a veterinary hospital, where caring for animals is part of my daily routine. I have hands-on experience with feeding, administering basic care, monitoring behavior, and handling pets of all temperaments. I also have cats of my own, so I understand the importance of patience, comfort, and routine. I’m confident caring for both dogs and cats, including those that may need extra attention, and I always treat every pet like my own. I work Monday through Friday at a veterinary hospital, so I’m already actively caring for animals throughout the day. I’m available for pet care services in the evenings after work and fully available on weekends. My schedule allows me to provide consistent, reliable care while still giving your pet plenty of attention and time. Your pet’s safety and comfort are my top priorities. With my experience in a veterinary setting, I’m trained to recognize signs of stress, illness, or unusual behavior. I take time to learn each pet’s routine and needs to make them feel as comfortable as possible. Whether I’m caring for pets in my home or yours, I provide a calm, clean, and secure environment and follow all instructions closely.
About: I have grown up with typically labeled “aggressive” dog breeds such as pitbulls, rottweilers, and bully breeds my whole life. I can now confidently conclude that the outlook most have on these breeds are false. Any breed, with the right care and love, will show you unconditional loyalty and love. My childhood dog who lived until she was 12 was a rottweiler. She unfortunately developed brain cancer and passed about 2 years ago. She was the biggest cuddle bug and an even bigger protector. Now, I have 2 very energetic pitbull terriers and a beautifully grumpy cat. I have never known life without the presence of pets and I wouldn’t have it any other way! Sometimes I’m convinced I prefer pets as opposed to humans lol. All in all, I am more than capable of learning how to care for your pet and their needs. Not every pet is the same, therefore, I pay close attention to detail to learn their personalities. I am currently a 19 year old college student who misses her pets from back home dearly and could also use the extra money! I mainly take online courses so I am free pretty much any time during the day. I can easily adapt to any setup or instructions you have for your pet. They will never be left out of sight or unattended for any extended period of time I am servicing you.
“Owen was fantastic. Not only was he responsive but the dogs were well taken care of. They were walked, fed, played with, and given a lot of love. While he was watching the pups he also kept the house clean. I got daily pictures ands updates which helped to put my mind at ease about my pups while I was on vacation. I will use Owen again”

Over 35 pet parents in Shady Side have booked house sitting
Shady Side pet parents share their Rover experiences
How Rover works

1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for house sitting in Shady Side is $50
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 house 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.
Sitters in Shady Side average 4 repeat house sitting clients
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Shady Side on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Jun 2026, there are 1,452 house sitters in Shady Side. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 86% of Shady Side house sitters respond in under an hour.
House sitters in Shady Side have an average of 14 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Shady Side.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Shady Side house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.







