Dog Sitting Shady Side
Book a Shady Side dog sitter to watch your dog in your sitter’s home or yours.
Over 76 pet parents in Shady Side have booked dog sitting
Shady Side, Find top rated dog sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Great service. Taylor kept in touch with me the entire time. My BigBoy was taken great care of and Thank you for the extras you took care of too. Will definitely use her again.”
“Tosawi was a huge help for us when we were in a pinch. He took care of our 2 babies for 3 days with very attentive drop-in service. He was attentive, commucative and very accommodating. Our cuties are extremely opposite in both physical characteristics and temperament, one being a large pit mix who is very docile and a tiny yorkie pom, who is extremely high energy. Tosawi was able to navigate both personalities with ease. I would definitely use him again.”
“Fantastic care for our doggos - Jennifer is professional, reliable, and caring. She loves dogs and it shows!! She is also able to get them on and off boats without any trouble at all!”
About: I have been taking care of dogs and cats for the last 6 years. I have had to feed, walk, scoop litter boxes, give medicine, and give ALL of my attention to them :) I have had a dog all of my life and have been around animals every single day. I will care for your for baby like my own. I will send pictures/videos to make you feel like you are there watching them :) I do have a full-time job, but it is remote, so I am very flexible. I do not have assigned hours, so I am able to care for your animal at any point of the day, whether be walks, or just stop in to say hey and play for a while! I will be able to care for your fur baby at your house making sure everything is cleaned up and safe for your animal. I am very accommodative and if you need or want anything else done just let me know!
About: I've owned animals all my life. Provide loving and attentive care for all your pet needs. Reliable, trustworthy, and dedicated to providing the best care for all animals! I'm currently SAHM looking to help people with all their animal care needs. I love working with animals and would love to take any stress off your mind when leaving your fur babies for any amount of time. In my home I love and care for one dog, two cats and a turtle. I have a full house which is why I can only provide home visits.
About: I’ve had my knee replaced which has slowed me down a tad but also allows me be to home all the time. We recently lost our old boy (dog of 12 years) and while my cats have helped me to survive, I have so much more love to give! For now I want to spend time with others’ dogs to help fill the whole in my heart. I genuinely want to make every animal a friend of mine! I will always lead with love, care and respect. I work from home already which is usually stuff I take care of in the evenings anyway but I have the time, love and space to accommodate your furry family members. We have three lovable indoor cats. Two will stay away mostly and one will greet you at the door with friendly meows. We will spend the whole time snuggling on the couch or running around in our yard.
“Snowden could not have been better for us! She has amazing energy and our dog took right to her. Incredibly respectful of our home & managing while we were away. We'll become regulars :)”
About: I work remotely in the Annapolis area. I have dogs of my own and am a lifelong dog owner, caregiver, foster, etc. I am looking to alleviate your stress and help your pup live their best life! Working remotely and can take time for breaks throughout the day. I have made in home visits as well as can host in my home. Walk/potty breaks every couple of hours, and I have plenty of areas close by. Dogs will get lots of love, play time, and walks. I will follow whatever instructions you have on dog parks, medications, diet, etc. Dogs are welcome on furniture in my home, I will not enforce any rules that aren't for the safety of the pet.
About: I’ve been caring for cats and dogs for about 10 years now, through my friends, family, neighbors and my own 2 puppies! I’m a college athlete who’s very active, so I’m happy to run/play and keep energetic dogs exercised while also making sure they feel loved, safe, and cared for! Pet care has always been a part of my daily routine, caring for my own two dogs! However, I’m a college student now, who lives an hour away from home, but I’m back for weekends and have plenty of free time to care for pets! I provide a safe, fun environment for pets. I have a fenced yard for running around outside, and two friendly dogs who would love to make friends! I closely supervise pets and will follow all instructions/special requests strictly from owners!
About: I have taken care of dogs for the past 15 years, and am an avid dog lover. I am thrilled to sign up as a pet sitter and walker and enjoy time with new friendly faces! I am currently working as a part time pet sitter/walker while moving forward in my acceptance offer to BU to pursue an online masters program. I will be available Monday-Sunday any time to care for your pets! Safety is so important! I currently carry extra dog leashes, a harness if needed, dog treats, pet corrector spray, a safety back seat dog cover in my car. I know a few local dog parks that are fenced in, quiet and safe to play too. I know CPR and am happy to continue any training or routines your family conducts.
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
“Goldie Loves Milanni! Milanni is someone I can count on for drop-ins or boarding when I’m traveling around the world. I appreciate how easy it is to communicate with her and she confidently takes care of business without any worry. Goldie appreciates Milanni being part of her caregiving community when I am away. I recommend Milanni for your pet and caregiving needs.”
“We love Elena! This was our second time using her services, and we can’t say enough great things. She is wonderful with our dogs and was willing and able to handle our very energetic puppy. We love having someone we trust in the area!”
About: Promo Code for $40 off first time booking for Pet Owners that it is their first time using Rover- AMANDD61392 Friends and Family call me the animal whisperer. I have had a dog/dogs my whole life. I have taken care of dogs from brand new puppies, to babies that were at the end of their life. I'm currently not working full time away from home, so for any boardings that are on week days or weekends, you and your fur babies are good to go. I do have one small dog at home BUT, if you prefer your dogs to be alone while here, my dog is easily brought to his grandparents house:), which they are always happy about. I will update when my work schedule changes. I have a fenced yard (tall privacy wooden fence with sliding deadbolt), and can easily crate dogs if needed. Any animals would have free range of the house and the yard. Your babies are my babies while I am taking care of them.
About: I have had dogs my entire life. My mom always watched dogs when I was younger and at some points had up to 5 dogs in the house. I have walked dogs over the past few summers. I am reliable, safe, and friendly with pets kinds but especially dogs. I am a current college student and in my time of break I have a pretty clear schedule. I am available everyday during the week and most weekends at this time until I go back to school. I can do anything requested from walking dogs to staying with them for a few hours. I will make sure to abide by your schedule. I can be there when your animals need me.
“Uduak was wonderful! She was communicative with my husband and I, and very patient with my pup who is not comfortable with new people. Uduak followed instructions to a tee, and also used her discernment in caring for Mozzy (even cleaning up an accident he had without us requesting she do so). 10 out of 10 would recommend. We will definitely be using her services again in the future.”
“Kristina was fantastic! She came to our home everyday to take care of our two cats while we were away. She sent pictures of each visit and was very responsive. Definitely using her for all our pet care needs!”
The median cost per visit for dog sitting in Shady Side is $20
Dog parents share their Rover experiences - Shady Side
Samantha is a total animal lover and does a fantastic job with our pup, Penny and cat, Kora. She leaves informative visit summaries with lots of cute pics and even provides helpful suggestions for my husband and I who are new to puppyhood. Definitely recommend! Thanks Sam!
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 dogs like family
1. Search
Browse profiles of sitters near you who offer dog 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 dog sitting - Shady Side
Select a filter and find qualifying sitters offering dog sitting.Sitters in Shady Side average 7 repeat dog sitting clients
FAQs for Dog Sitting - Shady Side
Frequently asked questions about Rover
The average cost for Dog Sitting in Shady Side on Rover is $16.05 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog 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 Dog Sitting. For more information on service fees, click here .
As of September 2026, there are 12,898 sitters on Rover offering Dog Sitting across Shady Side. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Shady Side stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
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!
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 .
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.
A Meet & Greet is a short introductory meeting between you, your dog, 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.
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Shady Side with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Yes, you can find sitters who have experience with handling special pet needs in Shady Side. On Rover:
- 90% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 95% 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.
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.
Connect anywhere with the Rover app
