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

Over 22 pet parents in Shady Side have booked house sitting
Shady Side, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Amanda took such great care of our dogs and cat. Amanda communicated lots of fun stories about their behavior and sent plenty of pictures. I'm certain my house was cleaner after her stay as well.”

About: I have many years of hands on experience caring for dogs, cats, and other animals of all breeds, sizes, ages, and personalities. I’ve worked in animal shelters and have been working at Beechnut Kennels for the past 3 years, caring for pets daily through feeding, exercise, playgroups, cleaning, and monitoring their health and behavior. I also foster cats and kittens and have experience with shy, fearful, reactive, and feral animals. I’m comfortable administering medications and using Fear Free handling techniques to keep pets as comfortable and stress-free as possible. I truly love animals and treat every pet in my care like they’re my own! I currently work part-time at Beechnut Kennels, which gives me flexibility to provide dependable pet care throughout the week. I offer drop-in visits, walks, and overnight care, and I’ll do my best to accommodate your pet’s routine. I understand the importance of consistency and will always keep you updated with photos and messages while you’re away. Your pet’s safety and comfort are my top priorities. With years of experience working in shelters and at Beechnut Kennels, I’m comfortable caring for pets of all ages, sizes, temperaments, and medical needs. I have experience using Fear Free handling techniques, administering oral medications, and caring for shy, fearful, and senior pets. I’ll always follow your pet’s routine and instructions closely to help them feel safe, relaxed, and loved while you’re away. Communication is important to me, so you can expect regular updates and pictures during every visit.
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! I also have a huge vegetable/flower garden so have plenty of experience with that if necessary. 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!
“Kayla was an amazing sitter for Asja during my time away! I am very particular about my dog and can normally gauge from the meet and greet if the sitter is a good fit. The care, attention to detail, follow up, professionalism, and the love she has for her job and her furry clients are just a few shining examples of her superior work ethic. We were gone for almost a week and I could enjoy my trip knowing she was there taking care of and giving the best of care to my Asja. I highly recommend Kayla and plan to use her for future sittings.”

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.
“Khadijah took amazing care of our two kitties and our home while we were away. The cats warmed up to her quickly, and she kept us updated regularly, which really helped us relax and enjoy our trip. We even had a brief wifi/electricity outage during her stay, and she handled it with total patience and flexibility. We'd absolutely trust her again for future sits and highly recommend her to anyone looking for a reliable pet sitter.”

“Jessica was very responsible and extremely caring and hands-on with our senior cat (and hamster too). She did several check-ins a day and spent many overnights which requires a high level of trust and Jessica went above and beyond. She communicated constantly with updates, pictures and videos (seriously, top-notch communication) and she left our home in perfect condition. Our animals took right to her and I am grateful to have found someone so kind and committed.”


“Jamie did such an outstanding job when house sitting with our two pups. This was our first time working with her, and we couldn’t be more satisfied. One of our pups is a handful (separation anxiety; food aggressive; etc.) - Jamie handled her perfectly. 10/10 would recommend Jamie’s services!”

About: - I love dogs and will provide a large amount of love and pets for your pup - I foster dogs and cats within my community so I have multiple experiences with befriending a variety of dogs and puppies - I have administered insulin shots and ear pricking for checking blood sugar - I can administer any medications your dog may need. - I have 3 dogs of my own, a boarder collie, a Pomeranian, and a pit mix. - I have a high energy dog and can match that energy with your dogs! - I am clean and tidy and keep my surroundings as such - I have been taking care of dogs for my entire life - I have experience taking care of four large, energetic dogs in one house - I have taken care of both sick and healthy dogs, so I have the skills and knowledge to help your old or sick dogs - I love walking and running with dogs and will do either upon request - Playing with dogs is one of my favorite activities, show me your dog's favorite toys and I'll play fetch with them! - Taking care of your pup is my number one priority, always I work from home, so I can help out whenever needed! I am always available mid day to help your buddy out with a nice long walk. I have three dogs of my own, they all have seperate routines to keep up with. The high energy dogs get high energy play time with long walks, training, and kisses. The low energy dog gets nice long sniff walks followed by more kisses.
About: As I have had a love for animals for as long as I can remember I’m also a veterinary technician in the Edgewater/Annapolis area and can provide services for you and your pet as needed!! Im currently in college online for Veterinary medicine as i wish to go further in my medical career so I have plenty of time to give your furry friends playtime, snuggles and the proper care I treat every pet as I would my own, with love, care and respect. No animal will be unloved ,unhappy or hungry if left with me!
About: Welcome to my profile! I have been off the market for new clients during my first years of my PhD program, but am so excited to again be accepting new cat AND dog clients. I am a gentle, caring provider who is full of love and compassion for animals. I have had up to five dogs (and cats) at a time my entire life and have been volunteering and working in shelters/boarding kennels since I was 8 years old. I am a responsible, professional, active provider who is available to exercise your dog and take them on adventures or give them some intense TLC time at home. I have cared for dogs and cats all over the country and am a dedicated, respected care provider. In Vermont, I was on the board of a local rescue organization. In Baltimore, we fostered special needs dogs and kittens. I recently moved to San Diego for a PhD program and continued fostering for local rescue organizations; now we’re back on the East coast, and I'd love to talk more about working with you! My wife is home all day while my work remains flexible. Whatever your fur baby needs, they will receive - whether that is constant affection or they prefer to have some alone time to decompress. I respect your pet, their needs, and their schedule and am happy to follow any routine that you share with me. I want to make sure that they are as comfortable as possible in your absence!
“We are so lucky to have found Snowden on Rover! She house sat for 5 nights over Christmas for our senior rescue dog, Maggie, and everything was perfect. Snowden is quick to respond to all communication and Maggie immediately took to her so we knew she was in good hands. Snowden made sure Maggie took her morning meds, took her for walks, and sent us daily pictures. When we got back, Snowden had done laundry, made the bed, washed all the dog dishes and left the house in great shape. We definitely plan to book her again!”

“Michelle is in a word INCREDIBLE. I fully trust her with my 6 babies!!! When we came home our baby dogs and cats were content, happy and I could tell they had loving care. My house was spotless and I cannot say enough wonderful things about this sitter!!! 💓😘”

About: I love Dog and Cat to be honest I really love all animals I really got all my experience from my BestFriend Autumn The Dog Trainer any time my family and friends leave town I’m the 1st person that go to and Autumn The Dog Trainer is mines go to I’m Ben working from home because of the pandemic and I only go in the office if I really need to and only be gone for a hour or 2 and I’m really only 7 mins from my Job I work on Bowling Air Force Base so I’m never to far away from your pets I care for my clients pets like they are my own like family. No pet should feel uncomfortable again this is A Home Away From Home I'm currently work from home so I'll have plenty of time to play and walk with your pups! I'm available for boarding on weekends and weekdays I alway walk with a leash and an open eye for dogs that are not on one and one friendly dog to keep your baby company. I don’t crate dog when I’m home and I’m home 97% of the time unless I’m going to the store and someone is alway if not I can easily crate your dog if needed...
About: I have been working in boarding and daycare facilities for many years, as well as having my own foster organization ran out of my home, and I also have two dogs of my own! I work as a babysitter/nanny part-time, but my schedule is very flexible and I am able to change hours and days very frequently or as needed I will treat your home as I would want someone to treat mine, as well as the animals. I will take as best care as I can, and keep everything clean and tidy, as well as following any rules. Instructed.
About: Hello! My name is Kendal, and I’m a dedicated, dependable, and experienced pet sitter with a genuine love for animals and a strong commitment to their care and well-being. With 7 years of experience caring for dogs, cats, and other household pets, I understand how important it is to find someone you can trust to look after your furry family members. Whether it's daily walks, feeding, medication, or simply keeping your pets company while you're away, I provide attentive, personalized care to ensure your pets stay safe, happy, and relaxed. I take pride in maintaining a clean, safe environment and following your pet’s routine as closely as possible. You can expect regular updates, clear communication, and a high standard of professionalism at all times. Services Offered: ▪️Drop-in visits ▪️Dog walking ▪️Overnight care ▪️Medication administration ▪️Personalized care based on your pet’s needs Let’s connect I’d love to meet you and your pets and discuss how I can help make your time away worry-free. I’m currently working part time due to school this upcoming semester. Most of my classes are online so I spend a lot of time at home. I make frequent stops at home during the work day as I’m only 10 minutes from home to let my dogs out of my parents aren’t home. I have an electric fence however dogs would be put on leash. My cats have all their necessities in my room so the pet I would be pet sitting for would stay in the guest bedroom in the basement with me to avoid troubles.
“Can't say enough about Bri and her care for our pups! This was her first housesiting with them and it went phenomenal! She was the best with updates and phots, she really ensures that she makes them comfortable. Highly recommend!”


“Renee was an absolute pleasure to work with! From our initial meet-and-greet, she took the time to build a connection with my wife and me, but most importantly, with Prince. She shared her previous pet-sitting experience, asked thoughtful questions, and made sure she understood Prince’s routine, personality, and what works best for him. Renee cared for Prince while my wife and I celebrated her birthday locally, and we felt completely comfortable knowing he was in good hands. She was punctual, attentive to his feeding and walking schedule, and spent genuine quality time with him—from long walks to belly rubs and a little indoor fetch. Throughout her visits, she kept us updated with messages and photos of Prince, which we really appreciated. She was also incredibly thoughtful about our home, even letting us know it had gotten warm inside and recommending that we turn on the AC for Prince’s comfort. After both visits, we had a quick debrief about how everything went. Renee was communicative, caring, dependable, and clearly invested in Prince’s wellbeing. We would absolutely trust her with Prince again and highly recommend her to anyone looking for a thoughtful and reliable sitter!”

The median cost per night for house sitting in Shady Side is $50
Pet parents share their Rover experiences - Shady Side
Ev is the most professional dog sitter we've ever used. She cared for both our old girl MoonPie and MoonPie's over-protective parent - us, perfectly. The right amount of updates and pix. Questions when I hadn't been clear about something. And when we got home MoonPie was calm and the house was just as we left it. Ev is smart, kind and considerate - the best!

We feel so incredibly lucky to have Jennifer to look after our puppies. She took such great care of them. They are older and have some health issues and I fully trusted her to treat them as her own. She was attentive and very responsive, sharing photos and updates often. I could not be happier and would highly recommend her!

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 house sitting

1. Search
Browse profiles of sitters near you who offer house sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for house sitting - Shady Side
Select a filter and find qualifying sitters offering house sitting.Sitters in Shady Side average 4 repeat house sitting clients
FAQs for House Sitting - Shady Side
Frequently asked questions about Rover
The average cost of House Sitting in Shady Side is $42 per night as of November 2026. Most bookings cost between $34 and $58 per night. On Rover, sitters 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 November 2026, there are 8,602 sitters on Rover offering House Sitting across Shady Side. Enter your ZIP code to see which available sitters are closest to your home.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Shady Side walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Shady Side maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Shady Side choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
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 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.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
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.
Yes, you can find sitters who have experience with handling special pet needs in Shady Side. On Rover:
- 86% of sitters can help with special care needs
- 91% can help with giving oral medications or injections
- 94% 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.




