Dog Sitting Shady Side

Book a Shady Side dog sitter to watch your dog in your sitter’s home or yours.

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Over 30
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.

1 / 1
Sitter Profile Image: Tiffany G.
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Tiffany G.
from
$15
per visit
10 years of experience
Bowie, MD, 20721

About: I can adapt to a pet’s mood/temperament and do the upmost to remain mindful of all their needs! I grew up helping my dad raise and breed beagles and I have cared for pets over 20 years whether they were my own or owned by family. I joined in 2024 when I lived in Kansas City, MO but ended up having zero time! So now that I’m back in Maryland, I’m ready to assist pets and their owners! 🩷 I am in school full-time so am mostly available on Friday evenings and all day on Saturdays and Sundays. Very occasionally, I can be available for pet care weekday evenings. I do not board pets as one of my cats is very anxious so I will have to go to client’s home to pet sit. Nevertheless, I will triple check that everything is in place and doors are locked prior to leaving a client’s home. For walking, I will triple check that leashes/harnesses are secure and I do not listen to music so I can be 100% aware of my surroundings and the needs of furbabies.

Sitter Profile Image: Laurie H.
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Laurie H.
from
$30
per visit
45 years of experience
Annapolis, MD, 21401

About: I truly adore cats and their unique personalities. I'm a retired empty nester, who is flexible, attentive, patient, affectionate, and I believe great cat care includes a fresh, spotless litter box every day. Your cat will get plenty of love, attention, and a comfortable environment giving you a peace of mind while you're away. Being retired gives me a flexible schedule and plenty of time to devote to your pets, providing attentive, dependable care without rushing or juggling another job. Whether in my home or yours, I follow each pet's normal routine, providing plenty of love, attention, exercise, fresh water, clean spaces, play time and personalized care.

Sitter Profile Image: Mattia B.
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Mattia B.
from
$18
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
17 years of experience
Upper Marlboro, MD, 20772

“Mattia, was very professional and friendly. She cared for our little baby pup very gently and affectionately”

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Tyronea W.
Sitter Profile Image: Karyna B.
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Karyna B.
from
$16
per visit
20 years of experience
Bowie, MD, 20721

About: I’ve always loved animals and have experience caring for dogs and cats. I’ve personally owned 6 dogs and 1 cat, and I have over 10 years of pet-sitting experience. I’m comfortable caring for pets with different personalities and needs, and I treat every pet with the same love, patience, and attention I would give my own. Pet care fits naturally into my daily routine. I enjoy spending time with animals, taking them for walks, playing with them, and making sure they feel safe, comfortable, and loved. I have a flexible schedule that allows me to give pets plenty of attention and care throughout the day. Whether in my home or a client’s home, I provide loving, attentive care while keeping pets comfortable in their normal routine. I follow feeding and medication instructions, provide walks and playtime, give plenty of affection, and keep their space clean and safe. I also make sure to communicate with owners and send updates so they know their pet is happy and well cared for.

Sitter Profile Image: Kadiata T.
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Kadiata T.
from
$45
per visit
5.0 out of 5 stars
• 17 reviews
6 repeat clients
5 years of experience
Bowie, MD, 20720

“Kadiata was great! I needed someone last minute and she was available and great at communicating. I would highly recommend!”

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Rheya U.
Sitter Profile Image: Stephanie B.
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Stephanie B.
from
$20
per visit
30 years of experience
District Heights, MD, 20747

About: Animals have always been a part of my life! I’ve had both dogs and cats for as long as I can remember and have helped care for family members’ pets when needed. My experience includes caring for puppies who need extra supervision, as well as a senior dog who required medication. These experiences have taught me the importance of patience, consistency, and paying attention to changes in a pet’s behavior and needs. I’m comfortable following your instructions for feeding, walks, potty breaks, medication, and daily routines within my experience. I understand that every pet is different, and I want to make sure yours receives attentive, loving care tailored to their needs. I work from home, which gives me flexibility to incorporate pet care into my daily routine. I’m available for walks, drop-in visits, and house sitting, and I enjoy having the opportunity to give pets extra attention and companionship throughout the day. I’m organized, dependable, and happy to work with your pet’s existing schedule to help them feel comfortable and cared for while you’re away. 🐾 When caring for pets in their own home, my goal is to keep them comfortable, happy, and on their usual routine while their favorite humans are away. I follow your instructions for feeding, walks, potty breaks, medications, and any special care your pet needs. I believe in providing plenty of love, patience, attention, and companionship while respecting each pet’s unique personality. Whether that means playtime, a walk around the neighborhood, cuddles on the couch, or simply keeping them company, I’ll make sure they feel safe and cared for. I also love sending photo updates and messages so you can see how your fur baby is doing while you’re away. Your home, your pet’s routine, and your instructions will always be treated with care and respect. ❤️🐾

Sitter Profile Image: Kennedi N.
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Kennedi N.
from
$35
per visit
10 years of experience
Bowie, MD, 20716

About: I’m comfortable caring for pets of all kinds! not just dogs and cats, but reptiles, rabbits, and many more! I treat every pet like my own, especially by adapting my care to their specific needs, routines, and personalities. I have a turtle and a dog so IM very used to showing love to these attention needing furballs! Everyone deserves a bit of love and I have plenty to go around! I can wash you dog up really nice even give them a trim. I have a dog and a big yard,(it’s not fenced). However, our dogs can keep each other company run around come inside eat snacks and even have cuddle time!

Sitter Profile Image: Michael P.
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Michael P.
from
$35
per visit
5.0 out of 5 stars
• 76 reviews
38 repeat clients
10 years of experience
Arnold, MD, 21012

“Our cats felt very comfortable with Michael, and so did we! He's reliable, kind, and respectful of animals, and also very intuitive with them. Their personalities are very different, but he gave Bagheera plenty of active play and made friends with the very shy Laska. We highly recommend Michael and will use him again. Great Rover cards, by the way!”

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Margaret C.
Sitter Profile Image: Olivia J.
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Olivia J.
from
$20
per visit
5.0 out of 5 stars
• 5 reviews
6 years of experience
Bowie, MD, 20720

About: All my life I have loved animals. I greet the pet before the human most times lol. Having had a family dog majority of my life, and now seeing all my siblings have their own pets (dogs & cats), I know how important it is to have someone you can trust to watch your pet, because pets are family! It brings me so much joy to spend time with animals and be able to provide them a safe space to play, explore, eat, sleep, and be loved on! Animals want to feel comfortable and safe just like humans do, and I am joining Rover so I can help provide this type of care for more loving pet owners 😊 If your dog stays with me we will: go on a minimum of 2 15-30 minute walks, have plenty of play time inside and outside, and be cuddled up on the couch enjoying each other's love. I will also send you plenty of pics with updates of how our time together is going! I want to give your pet the best experience while you are away so they feel okay with the unavoidable time apart. Let me rid you of pet parent anxiety & guilt. Trust that with me, your pet with be safe and have a great time 😊 I work remotely, so I have flexibility between the hours of 7am to 7pm to: pick up or drop off a pet, let a dog out to use the bathroom and get some fresh air, take a dog out on multiple walks and socialize them if their parent wants/allows that, be in the home whenever the pet wants attention and love, stimulate their brain by playing with them, and feed it breakfast, lunch, and dinner. I want to ensure a pet gets the most out of their day! I have been caring for animals most of my life, and I care for them as if they are my own pets. I make sure their needs (food, water, bed/sleeping area) are easily accessible and that I am available to them whenever they need. I have a fenced in yard and communal courtyard, making bathroom breaks and outdoor playtime/exploration easy! I also have an open living room and a long hallway making indoor playtime fun and doable! And I have windows that look out onto the street and nature to keep their mind busy on those days the weather isn't the best (and they may not want to be outside). When on walks, I am alert and ensure they are always close to me and in safe situations. I know all the safe foods & medicines cats and dogs can have, as well as the unsafe foods & meds, which I make sure are put away and/out of reach for the animal. I know when to be stern in my tone of voice to discipline a dog when necessary (e.g. out on a walk and they are pulling or I need to get their attention, if they have gotten into something that they shouldn't have, etc.). I want to always make sure the pet is safe from harm when with me. They are like children to me, and I will do anything to protect a child! In addition to ensuring the pets safety, I love to snuggle and give pets all throughout the day, providing the pet with lots of love and comfort. Making them happy makes me happy!

Sitter Profile Image: Alexis R.
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Alexis R.
from
$20
per visit
5.0 out of 5 stars
• 24 reviews
4 repeat clients
4 years of experience
Odenton, MD, 21113

About: I have worked as a vet tech for 4 years. Helped medicate senior pets, have worked in a pet hotel. I have experience with dog walking/bathing. I work between 8am-4:30pm from Monday-Friday. Off on Weekends if you need a pet sitter or for me to come by and check on/walk you pet. If I come to your house, would love a run down about your pet and what to expect or if there is anything I need to do at a certain time such as medicate.

Sitter Profile Image: Jacqueline G.
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Jacqueline G.
from
$35
per visit
5.0 out of 5 stars
• 6 reviews
1 repeat client
14 years of experience
Crownsville, MD, 21032

About: I’ve cared for pets for over 14 years, including my own and those of clients, friends, and family. As a professional organizer and mom, I bring structure, empathy, and reliability to every pet I care for. I’m especially attentive to routines, safety, and emotional wellbeing—whether it’s a playful pup or a shy senior cat. I manage my own schedule, which gives me plenty of flexibility for pet care. I’m available for walks, feedings, drop‑ins, boarding, extended stays, house sitting and any other combination that suit your scheduling needs. Whether I’m caring for pets in my home or staying in yours, I prioritize consistency, communication, and routine so your pet feels safe and loved. I’m available weekdays and weekends, and I tailor my schedule to meet your pet’s needs. In my home, I have a fenced yard and two friendly dogs who enjoy company. If your dog is shy or reactive, that’s no problem — I have experience with all temperaments and can keep pets separate when needed. My home is clean, organized, and set up for comfort. I follow feeding and medication instructions precisely and keep pet parents updated with daily photos and messages. When I’m caring for pets in your home, I maintain your pet’s routine exactly as you prefer and treat your space with the same respect and care I give my own. I’m comfortable with multi‑dog households, anxious or storm‑sensitive pets, and dogs who need extra reassurance or structure. I keep your home tidy, manage small household tasks, and ensure your pet feels secure while you’re away.

Sitter Profile Image: Bria D.
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Bria D.
from
$20
per visit
25 years of experience
Gambrills, MD, 21054

About: Hi! My name is Bria, I’ve raised pups my entire life. I got my first puppy (all black cocker spaniel) on my first birthday and have been in love ever since. I loved her happily her for a long 15 years and have had the pleasure of raising a Bichon, Cockapoo, and now a lovely rescue baby who we think is a lab mix. I will soon be moving into a space where I will be able to house many more pets at once but until then I’ll be happy to care for your pup (or kitty!) while you tend to your life. I have taken all the classes/certificates necessary but I’d be happy to do anything else to make you more comfortable. Thank you for considering me!

Sitter Profile Image: Omolola A.
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Omolola A.
from
$25
per visit
2 years of experience
Upper Marlboro, MD, 20772

About: I’m very patient and naturally calm, which helps pets feel comfortable quickly. I pay close attention to their body language and needs, so shy, anxious, or independent pets do especially well with me. I'm flexible! I balance work with plenty of pet-time! Evenings, weekends, and Mondays are wide open perfect for walks, play, cuddles, or keeping your home running smoothly. I provide care in the client’s home, following all their rules and routines to ensure their pets feel safe and comfortable. I’m happy to stick to feeding schedules, walks, playtime, and any special instructions to keep pets happy and secure

Sitter Profile Image: Sanai F.
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Sanai F.
from
$20
per visit
5.0 out of 5 stars
• 11 reviews
4 repeat clients
7 years of experience
Clinton, MD, 20735

About: Hi! Nice to meet you, my name is Sanai! I am very passionate about animals and their wellbeing. In the more professional realm I have experience as a Veterinary Technician/Assistant, Dog Daycare Attendant. I’ve volunteered at a multitude of previous shelters. I’m very nice , gentle , educated and can read animal behavior very well. I have full open availability so any date or time is great with me . monday - sunday . 12 - 12. open schedule. :) I treat everyone’s space with consideration and unconditional love for their pets. Fun fact: I have 2 dogs one is a german shepherd and one is a fluffy white bichon:)

Sitter Profile Image: Michael C.
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Michael C.
from
$20
per visit
35 years of experience
Pasadena, MD, 21122

About: Hi, I'm Michael, a dependable pet lover in the Pasadena, MD area. I offer dog walking and drop-in visits, and every visit includes fresh water, feeding on your schedule, potty breaks, playtime, and a quick photo update so you know how your pet is doing. I have been a pet owner ever since 1995 and am comfortable with all sizes and types. I'm careful and patient and treat every pet like family. I'm available during the week and most hours and I live close by, so I can be flexible for last-minute visits. I have reliable transportation and I always show up on time. I'd love to meet you and your pet before the first booking so we can go over routines, quirks, and anything special they need. Thanks I am currently working part time doing deliveries and pet care. I have a full fenced back yard and a basement if crates are needed but prefer to keep animals out of crates. I have a fenced in yard and my house is sectioned off top and bottom, as well as rooms that can be used for the animals as needed.

Sitter Profile Image: Irma A.
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Irma A.
from
$30
per visit
5.0 out of 5 stars
• 15 reviews
2 repeat clients
13 years of experience
New Carrollton, MD, 20784

About: I’ve taken care of dogs of every kind since I was 12. Neighbors, friends, and family have relied on me to walk, feed and bathe their pets. My clients get to travel calmly, knowing their loved one is in safe hands. I am great with pets that require a lot of attention. I give them the love and affection they need to feel at home. I live in a house of animal lovers in a safe suburban neighborhood. It has dog parks and trails and lots of sidewalks. I also have a gated and decent-sized backyard for supervised potty breaks and playdates, so your pet will never be left alone. I am available any day to care for your fur baby. I will make sure they are fed, walked, and loved as if they were my own 🥰 I follow the feeding schedule and provide a frequent supervised potty break and playtime. I am a big animal lover, and the comfort of your pet is my priority.

Sitter Profile Image: Tameria B.
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Tameria B.
from
$20
per visit
4.8 out of 5 stars
• 38 reviews
16 repeat clients
10 years of experience
Capitol Hill, Washington, DC, DC, 20002

“Tameria helped watched our cat on short notice for the holidays. She was very responsive and sent great notes and pictures so we felt comfortable while away. We're so appreciative of her!”

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Lindsey M.
Sitter Profile Image: Dionne S.
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Dionne S.
from
$25
per visit
4.4 out of 5 stars
• 17 reviews
9 repeat clients
34 years of experience
Severn, MD, 21144

About: ✅ 30+ years of experience ✅ Insured & Rover Guaranteed ✅ Individualized Walk (PUPs from same household will be walked simultaneously) ✅ 100% Vaccinated and Boosted I love animals, and animals love me! I am flexible, caring, and reliable. l truly enjoy providing my services to families, and I absolutely 💜 being a #DCDogWalker. I currently provide Pet Care Services Full-time, so able to spend quality time with your PUP between other PUP Clients. Please feel free to contact me with any special requests. I look forward to meeting your Fur-Baby! Roof-Roof!🐾 NOTE: Currently I do not provide Dog Boarding or Day Care Services. Stay tuned Parents, I hope to be providing this service in the future.

Sitter Profile Image: Katelyn M.
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Katelyn M.
from
$15
per visit
15 years of experience
Greenbelt, MD, 20770

About: I have taken care of animals since I was a child. I got my first dog at age 7 and was always helping take care of him. I have helped taken care of animals for my friends and family as well as neighbors when they are away. All ages and all sizes and all kinds are accepted. I love animals and will always make sure your furry friend is taken care of! I am caring for animals part time. I am available weekends full day and night if needed. I can do evenings during the week if needed after 4pm. I have a fenced in yard and a fur baby to keep yours company. Her name is Stella and she is super friendly. I have a crate if needed to use. I have many extra toys and treats to offer! Your furry friend will be effortlessly cared for and loved by me and they will have gained a new friend!

Sitter Profile Image: Davghn P.
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Davghn P.
from
$15
per visit
25 years of experience
Anacostia, Washington, DC, 20019

About: Since birth I've always had pets. From dogs,Cats and reptiles but dogs will forever have my heart. I’m a huge sucker for big dogs I’ve had cane corso and husky my whole life. I work from home so I am the definition of flexible. I can regularly fit pet care into my daily and weekly routine as I do with my own pet. I provide a happy , safe, and healthy stay for my/your dog whether that means taking them on a walk, making/feeding them healthy treats !

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The median cost per visit for dog sitting in Shady Side is $20

Dog parents share their Rover experiences - Shady Side

1 / 1
5.0 out of 5 stars

We can’t say enough wonderful things about Samantha! Our family is back in the throes of puppyhood — with a biiig puppy! — and this was our first time needing to connect with a new dog sitter. From the start, Samantha was responsive, thorough, and kind; she asked great questions and made sure she understood exactly what we were hoping for in our pet care and kept us updated as we finalized plans on both of our ends. She is so communicative, and provided fantastic updates and pictures, as well as continuing to ask questions and seek clarification on things throughout the week she helped out. Our pup was a bit nervous at first and she accommodated that — and soon enough the whole pet family, including our cats, were head over paws for her. We were so relieved to find such an amazing sitter and you can bet we’ll be frequent customers of Samantha’s moving forward. You should be too!

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Lara K.
Drop-In Visits
5.0 out of 5 stars

Once again, Sarah was the best! She sent lots of updates and was so sweet with our River girl. So happy to have her close by when we need help!

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Cassie W.
Drop-In Visits
5.0 out of 5 stars

Wenda did an excellent job taking care for our pets in our home with twice a day visits. She became their new best friend! She took care of all of their needs as we asked.

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Janice B.
Drop-In Visits
5.0 out of 5 stars

Chasity is always amazing. She takes such good care of our dos and always plays with our cat even though we don’t even ask for her to care for her. She sends lots of pics and always goes the extra mile. We really appreciate her.

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Mari H.
Drop-In Visits
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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How to book dog sitting

  1. 1. Search

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Popular requests for dog sitting - Shady Side

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Sitters in Shady Side average 7
repeat dog sitting clients

FAQs for Dog Sitting - Shady Side

Frequently asked questions about Rover

The average cost of Dog Sitting in Shady Side is $22 per visit as of November 2026. Most bookings cost between $21 and $22 per visit. 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 12,802 sitters on Rover offering Dog Sitting across Shady Side. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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 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.

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:

  • 85% of sitters can help with special care needs
  • 90% 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.

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.

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