House Sitting Shady Side
Find a loving house sitter to watch over your pets and your home.
Over 7 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.
“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, I’m Diana! I’m 27 years old, and caring for animals has been a part of my life for as long as I can remember. My passion for pets began at just 4 years old when I started helping my grandmother breed, care for, and train her puppies. Those early experiences taught me the importance of patience, responsibility, and treating every animal with love and respect. Throughout high school, I worked at both a pet store and a grooming salon, where I gained hands-on experience caring for dogs and cats of all breeds, sizes, ages, and personalities. Over the years, I’ve continued to expand my knowledge and have extensive experience caring for puppies, adult dogs, senior pets, and cats. I’m comfortable administering medications, following special feeding schedules, reinforcing basic training, and providing individualized care for pets with medical or behavioral needs. Whether your pet loves long walks, playtime, cuddles, or simply a calm companion while you’re away, I’ll make sure they feel safe, comfortable, and loved. What sets me apart is my lifelong experience, dependable nature, and genuine love for animals. I understand that pets are family, and I treat every pet in my care as if they were my own. My goal is to provide reliable, compassionate care that gives you peace of mind while ensuring your furry family members are happy, healthy, and well cared for. Pet care fits naturally into my daily routine because it’s something I truly enjoy. I’ll be attending school full-time with classes Monday through Wednesday at 2:00 p.m., Thursday from 11:00 a.m. to 3:00 p.m., and Saturday from 11:00 a.m. to 2:30 p.m. Outside of those hours, I have a flexible schedule that allows me to provide reliable pet care, including morning, evening, and many daytime visits depending on the day. I’m looking for a way to help provide for my family while doing something I’m genuinely passionate about. Caring for animals has been a lifelong love of mine, and being able to spend my time walking dogs, caring for pets, and giving owners peace of mind is incredibly rewarding. I understand how important it is to have someone dependable looking after your furry family members, and I’m committed to providing them with the same love, attention, and care I would give my own pets. I strive to make every pet feel safe, comfortable, and loved by maintaining their normal routine as closely as possible. In my client’s home, I follow all care instructions carefully, including feeding schedules, fresh water, medications if needed, walks, potty breaks, playtime, and plenty of affection. I make sure pets receive the exercise and mental stimulation they need while respecting their individual personalities and comfort levels. I believe communication is important, so I’ll provide regular updates and photos, giving you peace of mind while you’re away. I also treat every home with the utmost respect by keeping it clean, secure, and exactly as I found it. If caring for pets in my home, they will have a clean, safe, and welcoming environment where they can receive plenty of attention, exercise, and supervision. I have a fenced-in yard where dogs can safely enjoy outdoor time, play, and get fresh air while being supervised. I understand that every pet is unique, so I tailor my care to their specific needs, whether that’s caring for an energetic puppy, providing gentle support for a senior pet, or giving extra patience to a shy or anxious animal. My goal is to ensure every pet feels happy, safe, and cared for, just like a member of my own family.
About: Growing up, we always had some kind of a pet, from turtles to baby chicks, puppies to kittens! We used to foster kittens as well growing up & since living on my own, I've fostered dogs and pet-sat any time we could. Love all animals & trying to make them feel happy & comfortable :) I work 7:30-2:30 or 8-3 in DC but after work & on the weekends, I'm always willing to help in any way they I can! We have a dog of our own, medium in size, who loves making new friends and two kids that adore giving love whenever they can.
“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: 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 did a GREAT job taking care of our two Labradors, one cat, and home while we were out of town for a week. She was awesome at communicating and made it a point to send pictures which we really appreciated. Highly recommend her!!! And will definitely reach out to her again the next time we are out of town! Thank you Lena!”
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: I have had breeds of all shapes and sized my entire life. I care for my 2 year old border collie and I have experience handling cats as well. I want to make your pets feel at home even when you are away. I would want the best from my boy when I am away, so I want to provide that service to others! I am full-time employee so I can stop in before and after work on weekdays, and I am free weekends for endless playing ! (I can stay in the evening during the week until around 8-9) I am very respectful of other people’s spaces and would be happy to meet your animal where they are! I do NOT offer boarding currently.
About: I’ve been a huge animal lover my entire life! I grew up with a family dog for 14 years, and for the last 2 years, I've been a cat parent to my own kitty, so I understand both dog and cat personalities. I’ve been the sitter for my friends and family whenever they go out of town. Plus, giving back to animals is super important to me; I've been volunteering at animal shelters since high school and still do today. Whether your fur baby needs lots of playtime, long walks, or just some cozy cuddles, I'll treat your baby like my own! My work gives me flexibility throughout the week. From Monday-Friday, I normally work in the office from 12-6pm. So, I am available for early morning and late morning walks before I leave, and I am back in time for dinner and evening care. My weekends are pretty open, so I have plenty of time for extended visits and walks. I follow all the rules and instructions you give me for both your house and your pet's care. Whether your pet has a specific feeding schedule, strict house boundaries, or a precise medication routine, I will make sure everything is done exactly the way you want it. Your home and your pet’s comfort and safety are my top priorities while you are away
“Nicole stayed at our place to watch our cat for almost two weeks and did a fantastic job! She was responsive and checked in regularly, and we came home to a happy cat. Our cat is very social and needs a lot of interaction and playtime, and it gave us peace of mind knowing Nicole was looking after him. Plus she took great care of our house and kept our plants alive. We’ll happily call on her again to take care of our cat when we’re out of town!”
About: As a dedicated pet parent myself, I treat every dog like family. I love staying active with daily walks, play sessions, and providing a loving, safe, and structured environment. I’m patient, attentive to detail, and will make sure your pup receives plenty of care, attention, and affection while you’re away have a flexible schedule that allows me to dedicate quality time to caring for pets throughout the week. Whether it’s early morning walks, afternoon drop-in visits, or full weekend attention, pet care easily integrates into my daily routine to ensure your pet gets constant care. Safety is my top priority. In my home or yours, I maintain a secure, pet-friendly, and calm environment. I strictly follow all feeding, exercise, and safety instructions, double-check doors and fences, and keep a close eye on your dog to make sure they feel completely relaxed and safe
“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: I have taken care of dogs for over 20 years, including having my own dogs. I am a travel nurse and I usually volunteer to walk dogs at shelters when I’m on assignment. I work full time as a nurse, but I only work 3 days a week. My schedule is usually free on the 4 days a week that I’m off of work. I am currently living in an apartment while on assignment in North Beach, Md, so I can only take car of pets in your own home.
The median cost per night for house sitting in Shady Side is $50
Pet parents share their Rover experiences - Shady Side
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.
Meet local sitters who will treat your pets like family
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
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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 for House Sitting in Shady Side on Rover is $42.18 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .
As of August 2026, there are 8,659 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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works 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:
- 92% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 97% 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.
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