Pet Sitting Shady Side

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Over 44
pet parents in Shady Side have booked pet sitting

Shady Side, Find top rated pet sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Amanda P.
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Amanda P.
from
$14
per visit
4.4 out of 5 stars
• 7 reviews
2 repeat clients
20 years of experience
Shady Side, MD, 20764

“Amanda was wonderful with Wilson! So responsive, easily accommodating, and trustworthy. I'll certainly use her in the future!”

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Paige R.
Sitter Profile Image: Tanner B.
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Tanner B.
from
$12
per visit
5.0 out of 5 stars
• 2 reviews
7 years of experience
shady side, MD, 20764

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.

Sitter Profile Image: Kim B.
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Kim B.
from
$25
per visit
4.9 out of 5 stars
• 112 reviews
69 repeat clients
40 years of experience
Deale, MD, 20733

“Kim has been great! She has been dropping by to leave our puppy out for a few months now. She always sends updates and pictures on how he is doing. I'm sure he looks forward to the days Kim stops by to let him run around the backyard!”

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Cayla K.
Sitter Profile Image: Garrett F.
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Garrett F.
from
$25
per visit
13 years of experience
Shady Side, MD, 20764

About: Since I was young I was entrusted with the keys to several of my neighbors homes and took care of dogs, cats, and even fish. I have owned serveral dogs in my lifetime and enjoy taking care of cats as well as other pets! I understand that every pet is different and many have very specific needs, therefore, I am prepared to receive instruction and tailor my care to each pet accordingly to make sure everyone stays happy and healthy. I currently walk dogs and overnight sit for my neighbors and friends but would love to branch out these services for others as well! I currently do not have a full time job, I have an odd job schedule that would always prioritize your pets care above all else. i care for your home as if it is my own!, I am able to water the garden if requested, and i always take the trash out as i leave to assure you come back to a fresh smelling home. doors remain locked when i am not present on the premises, animals will not be left outside unsupervised.

Sitter Profile Image: Jake S.
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Jake S.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 289 reviews
13 repeat clients
4 years of experience
North beach, MD, 20714

“We had a wonderful experience with Jake, who stopped by twice to care for our three cats and did an amazing job! Communication was excellent throughout, and he was reliable, attentive, and clearly genuinely cared about our cats’ well-being. We would absolutely trust Jake again and highly recommend him to anyone looking for dependable and trustworthy pet care.”

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Brent P.
Sitter Profile Image: Dawn S.
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Dawn S.
from
$50
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
25 years of experience
Shady side, MD, 20764

About: I enjoy Stenciling, playing with grand baby, swimming, gardening and I have 30 chickens. I enjoying being with animals. My heart goes into each and every one I care for. Give me a call you will not regret it. Looking forward to making new friends. I will care for your pet like it was my own. I have a pit bull , English bull dog and chiwawa grand dog and 2 lab grand pops just added to the flock. If you need me I am the one. I am a animal lover of all kinds. I love Cats too so I’d you have one i would love to meet them. Feel free to contact me. I am available Monday through Friday and weekends by request.

Sitter Profile Image: Faith M.
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Faith M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 22 reviews
9 repeat clients
2 years of experience
Chesapeake Beach, MD, 20732

“Faith has watched our Shiba Inus multiple times now, and we couldn’t be happier with the care she provides. She’s reliable, responsive, and truly great with our dogs—even administering medication to our elderly Shiba with no issues. Most recently, she helped us out while we were in the hospital for the birth of our son. We weren’t sure how many drop-ins we’d need or how long we’d be gone, but she was incredibly flexible and quick to respond. It gave us so much peace of mind knowing our pups were in good hands. Highly recommend!”

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Jacqueline A.
Sitter Profile Image: Ashley R.
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Ashley R.
from
$30
per visit
4.7 out of 5 stars
• 3 reviews
15 years of experience
Edgewater, MD, 21037

About: Caring for animals has always been a big part of my life. I share my home with a calico and a tabby, and I’ve spent years living with a lab. I care for my sister’s tabby mix when she goes out of town. I’ve also cared for friends’ and neighbors’ pets, and even worked as a dog groomer and at a dog kennel, so I’m comfortable with all kinds of breeds and personalities. On top of that, I actively volunteer at the SPCA in Annapolis, which keeps me connected with animals who need extra love and attention. I treat every pet like family, not just a job, and my goal is to make sure they feel safe, happy, and cared for while you’re away Pet care is part of my everyday life. Between caring for my own two cats, helping with my parents’ lab, and volunteering at the SPCA in Annapolis, I’m used to fitting in feedings, walks, playtime, and snuggles throughout my day. Making sure animals feel loved and looked after is something I do daily, not just occasionally I care for your pets just like I do my own with love, patience, and attention to detail. In your home, I’ll follow your routines so your pets feel comfortable and secure, making sure they have fresh food, water, walks, playtime, and plenty of affection. If they’re with me, they’ll be treated like part of the family, with a safe and cozy environment where they can relax and enjoy themselves. My goal is always to make your pets feel happy and cared for, and to give you peace of mind while you’re away.

Sitter Profile Image: Emily P.
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Emily P.
from
$20
per visit
5.0 out of 5 stars
• 5 reviews
2 repeat clients
20 years of experience
Harwood, MD, 20776

“Emily was available to help on short notice and did a great job!”

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Kyle P.
Sitter Profile Image: Nicki J.
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Nicki J.
from
$25
per visit
5.0 out of 5 stars
• 1 review
3 years of experience
Deale, MD, 20733

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!

Sitter Profile Image: Ally V.
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Ally V.
from
$25
per visit
4.9 out of 5 stars
• 12 reviews
4 repeat clients
4 years of experience
Edgewater, MD, 21037

About: I have taken care of family and friends dogs most of my life. Love both dogs and cats! Always looking to make new furry friends I work from home so I am very flexible with my schedule and weekly routine. Reliable for last minute requests as well as long term ones Very flexible with different environments. I have a lot of experience with animals of different temperaments and always respect the owners wishes concerning how they would like their animals taken care of

Sitter Profile Image: Courtney A.
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Courtney A.
Star Sitter
from
$29
per visit
5.0 out of 5 stars
• 22 reviews
14 repeat clients
15 years of experience
Annapolis, MD, 21401

“Courtney was absolutely amazing. She sent plenty of photos along with thoughtful, detailed updates, and my cat clearly adored her. I’m so grateful for her — especially for being so flexible on such short notice. I would book her again in a heartbeat, 1000%!”

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Ashlee B.
Sitter Profile Image: Milanni B.
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Milanni B.
from
$20
per visit
5.0 out of 5 stars
• 3 reviews
2 repeat clients
6 years of experience
Bowie, MD, 20716

“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.”

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Matthew G.
Sitter Profile Image: Ella M.
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Ella M.
from
$25
per visit
5.0 out of 5 stars
• 1 review
2 years of experience
Annapolis, MD, 21401

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

Sitter Profile Image: Uduak U.
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Uduak U.
from
$20
per visit
5.0 out of 5 stars
• 16 reviews
6 repeat clients
12 years of experience
Upper Marlboro, MD, 20772

“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.”

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Loren H.
Sitter Profile Image: Gil B.
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Gil B.
from
$25
per visit
4.8 out of 5 stars
• 6 reviews
1 repeat client
10 years of experience
Bowie, MD, 20716

About: I’m a lover of dogs who has been caring for and training dogs for 10 years. My experience came from dogs of my own along with dogs of friends and family members. In the past I have ventured into breeding and training. I currently have one dog name Princess who is on a raw food diet due to some digestive health issues. Princess is extremely calm and playful and loves a bunch of affective and her is daily as will your pup. My wife and daughter are very loving and go on family walks around our subdivision daily and can’t wait to include your pup into our routine. We are a extremely clean and tidy family so do not expect to get your pup back smelling bad or looking a mess. I currently work remotely so there is always time to go for walks during the day as it is necessary to get some sunshine and exercise for the pets and for me to get away from the computer screen. Please let me know what works best for you and what accommodations are needed for your pet and I will make sure it is taken care of. I have a comfortable home and an extremely friendly and playful dog name Princess. I have a nice size backyard in a great neighborhood to take walks in. I am huge with communication as it is important for you to know that the furry member of your family is good and safe while in my care. I can send pictures and text message updates if desired and I am also accepting of calls to check in.

Sitter Profile Image: Mckayla B.
Verified Enhanced Background Check
Mckayla B.
from
$30
per visit
10 years of experience
Harwood, MD, 20776

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.

Sitter Profile Image: Layla O.
Verified Enhanced Background Check
Layla O.
from
$25
per visit
6 years of experience
Dunkirk, MD, 20754

About: I have experience caring for both dogs and cats through helping friends, neighbors, and family. I’m comfortable with feeding routines, walks, playtime, and giving lots of attention. I really enjoy being around animals and making sure they’re happy and well cared for Hii! 🐾 I work part-time, so I have a flexible schedule and plenty of time to give your furry friends the love and attention they deserve! I’m available after 1 PM Monday through Thursday, and my weekend availability may vary by day, with additional time often available. I can’t wait to meet your pets! ❤️ I provide a safe, clean, and calm environment, follow routines, secure doors, monitor behavior, and give pets consistent attention, comfort, and supervision at all times.

Sitter Profile Image: Tiffany G.
Verified Enhanced Background Check
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: Valerie V.
Verified Enhanced Background Check
Valerie V.
from
$40
per visit
4.9 out of 5 stars
• 61 reviews
25 repeat clients
25 years of experience
Davidsonville, MD, 21035

About: I AM A FORMER Veterinarian Technician and trained in Animal Rescue. I love dogs and have an almost 2 acre fenced yard to run and play. I have two yards to separate the big from the littles. Plenty of room and if your dogs are only dogs I can accomodate as two houses two yards. I am home all day and have plenty of time to care for your dogs. Your dog will be have snacks, exercise and option to go in and out throughout the day. I am responsible and caring. Dogs always welcome. On occassion your dogs will have well behaved furry dogs to play with on their stay. Plenty of dog toys to play with. I AM FLEXIBLE. I can accomodate last minute requests. LETS PLAN some meet and greets so can meet your crew. I have a great work life balance to spend time with the animals I have a fenced yard and if I am at your home will do the extra while your gone. I pick up your mail run errands and have even put together an elevated dog bed for a client. I supervise and use common sense whether house sitting or doing daycare

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

Pet 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

Emilia was incredibly professional, trustworthy, and wonderful. Could not say enough good things about her. We thank you so much for taking great care of our kitty. Amazing to have her professional background and expertise on top of the good care. Would book 10/10 times.

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

Amanda was wonderful with Wilson! So responsive, easily accommodating, and trustworthy. I'll certainly use her in the future!

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Paige R.
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

Brianna went above and beyond, playing with my cat and sending a picture each day and even watering my plants! I hope to book her again!

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Elizabeth 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
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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How to book pet sitting

  1. 1. Search

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Popular requests for pet sitting - Shady Side

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Sitters in Shady Side average 7
repeat pet sitting clients

FAQs for Pet Sitting - Shady Side

Frequently asked questions about Rover

The average cost of Pet Sitting in Shady Side is $22 per visit as of November 2026. Most bookings cost between $17 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 13,395 sitters on Rover offering Pet 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.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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.

Yes, you can find sitters who have experience with handling special pet needs in Shady Side. On Rover:

  • 84% of sitters can help with special care needs
  • 90% can help with giving oral medications or injections
  • 93% 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.

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.

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