House Sitting Shady Side

Find a loving house sitter to watch over your pets and your home.

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Over 14
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.

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Sitter Profile Image: Amanda P.
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Amanda P.
from
$35
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
20 years of experience
Shady Side, MD, 20764

“Took good care of my senior dog while I was away for a whole weekend. Good communication and lots of pictures!”

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Calla B.
Sitter Profile Image: Tanner B.
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Tanner B.
from
$60
per night
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: Emily L.
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Emily L.
from
$50
per night
5.0 out of 5 stars
• 4 reviews
15 years of experience
Galesville, MD, 20765

About: Hi guys! My name is Emily, I’m a 27 year old who loves animals. I really like to read, go to concerts with my friends, and spend time with my family. I’ve been house sitting and pup sitting for over 10 years now. My availability is very open at the moment considering I’m doing school virtually. Please feel free to contact me anytime for all of your dog, cat, fish, bird, turtle, hamster, cow, horse, etc needs! I also have a huge vegetable/flower garden so have plenty of experience with that if necessary. Look forward to hearing from you! I currently am working part time and doing school virtually so I have a very flexible schedule that would allow me plenty of time to help care for your babies! I’ve had 10 plus years experience with pet sitting so have had to handle many different situations that have made me a better sitter. I’m prepared for anything and love these pets as my own!

Sitter Profile Image: Garrett F.
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Garrett F.
from
$50
per night
13 years of experience
Harwood, MD, 20776

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: Courtney A.
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Courtney A.
Star Sitter
from
$85
per night
5.0 out of 5 stars
• 20 reviews
14 repeat clients
15 years of experience
Annapolis, MD, 21401

“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.”

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Joanne B.
Sitter Profile Image: Vanessa R.
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Vanessa R.
from
$110
per night
5.0 out of 5 stars
• 13 reviews
5 repeat clients
40 years of experience
Annapolis, MD, 21403

“Vanessa was fantastic to work with. She arrived promptly, kept me updated on my pup Morgan with pics and notes. I’m felt very comfortable having Vanessa house/dog sit. Would highly recommend here. Patty”

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Patricia J.
Sitter Profile Image: Kayla J.
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Kayla J.
Star Sitter
from
$33
per night
5.0 out of 5 stars
• 7 reviews
3 repeat clients
14 years of experience
Bowie, MD, 20715

“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.”

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Chante W.
Sitter Profile Image: Ella M.
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Ella M.
from
$55
per night
5.0 out of 5 stars
• 1 review
2 years of experience
Annapolis, MD, 21401

“Simply the best!!! Very communicative, my Karma loved their walks!! Thank you for taking care of our baby!!!!”

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Christa G.
Sitter Profile Image: Imani C.
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Imani C.
from
$46
per night
5.0 out of 5 stars
• 19 reviews
10 repeat clients
3 years of experience
Upper Marlboro, MD, 20772

“Imani did a wonderful job looking after Tommy and keeping an eye on our home. Kept us abreast of all the happenings and provided images of our pup going about his day.”

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Craig B.
Sitter Profile Image: Taylor P.
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Taylor P.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 8 reviews
3 repeat clients
15 years of experience
Upper Marlboro, MD, 20774

About: With 15 years of dedicated pet care under my belt, I've honed a deep understanding of both canine and feline needs. From playful puppies to senior sweethearts—and from curious kittens to laid-back lap cats—I’ve cared for dogs and cats of all breeds, ages, and personalities. As a dog and cat owner myself, I’ve also supported a pup with aggression issues through his stressful times, giving me valuable experience in patience, awareness, and calm handling. My background includes administering medications, maintaining clean and comfortable litter boxes, and providing specialized care to ensure every pet feels safe, loved, and understood. Trust me to bring expertise and genuine affection to every walk, cuddle, and visit with your furry family members. Pet care seamlessly fits into my daily routine, with availability after my 8-4 job Monday through Friday, and all day on weekends. I'm dedicated to providing consistent, reliable care that complements your schedule and ensures your pets are happy and well-looked after. When caring for pets in their home, I prioritize creating a safe, comfortable, and stress-free environment. I follow your specific instructions for feeding, medication, and exercise, ensuring consistency with their regular routine. I also provide plenty of love, attention, and playtime, maintaining open communication with you to keep you updated on your pet's well-being.

Sitter Profile Image: Brittanny A.
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Brittanny A.
from
$55
per night
4.2 out of 5 stars
• 8 reviews
2 repeat clients
12 years of experience
Annapolis, MD, 21401

“Brittany is wonderful! She took great care of our six year old boxer and our home. He is a rescue and still new to his surroundings, so we wanted him to be able to stay at home while we were away. She is very competent and it is clear she loves dogs!”

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Marcia S.
Sitter Profile Image: Emilee A.
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Emilee A.
from
$65
per night
15 years of experience
Annapolis, MD, 21401

About: I’ve taken care of dogs of multiple sizes and ages. I grew up with dogs, cats, hamsters, a bunny, you name it. I’m the go to family member for when it comes to pet sitting! I work full time between M-F 8:30am to 5:30pm I can always find time on my lunch break or after work or weekends to help out! I can help out with whatever is needed. It doesn’t matter if they need a leash or can free roam. I will take care of them just like you would!

Sitter Profile Image: Snowden C.
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Snowden C.
from
$100
per night
5.0 out of 5 stars
• 18 reviews
4 repeat clients
13 years of experience
Edgewater, MD, 21037

“We are so lucky to have found Snowden on Rover! She house sat for 5 nights over Christmas for our senior rescue dog, Maggie, and everything was perfect. Snowden is quick to respond to all communication and Maggie immediately took to her so we knew she was in good hands. Snowden made sure Maggie took her morning meds, took her for walks, and sent us daily pictures. When we got back, Snowden had done laundry, made the bed, washed all the dog dishes and left the house in great shape. We definitely plan to book her again!”

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Rebecca H.
Sitter Profile Image: Alexandra M.
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Alexandra M.
from
$90
per night
4.6 out of 5 stars
• 11 reviews
4 repeat clients
8 years of experience
Annapolis, MD, 21409

“Absolutely! Here’s a warm, genuine Rover review: Ally was absolutely wonderful with our dog Daisy! She took care of her for a long weekend and was so sweet, communicative, and attentive throughout her stay. We felt completely comfortable knowing Daisy was in such great hands. To top it off, all of our fire alarms unexpectedly went off while we were away, and Ally handled the situation so calmly and responsibly. We really appreciated how she kept us informed and took care of everything. We would absolutely recommend Ally and would love to have her watch Daisy again!”

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Jessica & Matthew O.
Sitter Profile Image: Renee W.
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Renee W.
from
$55
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
20 years of experience
Gambrills, MD, 21054

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

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Kelly S.
Sitter Profile Image: Owen K.
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Owen K.
Star Sitter
from
$31
per night
5.0 out of 5 stars
• 66 reviews
12 repeat clients
10 years of experience
Severna Park, MD, 21146

“Owen was fantastic. Not only was he responsive but the dogs were well taken care of. They were walked, fed, played with, and given a lot of love. While he was watching the pups he also kept the house clean. I got daily pictures ands updates which helped to put my mind at ease about my pups while I was on vacation. I will use Owen again”

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John V.
Sitter Profile Image: Erick M.
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Erick M.
from
$35
per night
5.0 out of 5 stars
• 4 reviews
5 repeat clients
8 years of experience
Bowie, MD, 20716

About: Experienced, Compassionate, I provide exceptional care for your furry friends. With 8 years of dedicated experience for Siberian huskies and Golden doodles. I bring a wealth of breed-specific knowledge and expertise to deliver unparalleled care for your beloved pets. Pet care seamlessly integrates into my daily and weekly routine as I am currently pursuing my MBA online, granting me the flexibility to be available throughout the week. With a structured schedule and ample free time, I can dedicate my undivided attention to ensuring the well-being and happiness of your fury companions, making them an integral part of my daily life. Whether caring for pets in my own home or in the comfort of the clients residence, safety remains my utmost priority. I maintain a secure environment, adhering to strict safety protocols, such as pet- proofing spaces, utilizing secure enclosures and closely monitoring interactions.

Sitter Profile Image: Jai B.
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Jai B.
from
$15
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
1 year of experience
Bowie, MD, 20716

About: Taken care of many animals of many ages. Currently learning dog cpr & training practices. Love meeting new animals and learning new things. Hope to branch into an animal centered career in the future. Have a lot of flexibility when it comes to scheduling. Do work weekend on a part time bases but easy to move scheduling around. Basically your schedule would be my priority. Learning day by day. I can’t board currently but can house sit. I’m active and like nature so ready to take your furry friend on an adventure. Learning treat training but ready to follow any rules you have in place. Want every being to be safe and happy at the end of day. Fun fact have a pittie so have the arm strength of a god!!!

Sitter Profile Image: Alayja V.
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Alayja V.
from
$50
per night
4.4 out of 5 stars
• 11 reviews
4 repeat clients
6 years of experience
Bowie, MD, 20716

“Awesome sitter! She took good care of my special needs pup coco and left my place in tip top shape. I would not hesitate to book with Alayja!”

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Steph L.
Sitter Profile Image: Joshua H.
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Joshua H.
from
$35
per night
5.0 out of 5 stars
• 1 review
5 years of experience
Bowie, MD, 20720

“Absolutely phenomenal dog sitter. Our dogs get separation anxiety easily and they really took to Joshua quickly and he was so great with them. We needed a sitter in a pinch and he not only pulled through for us, but was one of the best pet sitters we have found in the area. Will definitely book again and highly recommend!”

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Christopher T.
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The median cost per night for house sitting in Shady Side is $50

Pet parents share their Rover experiences - Shady Side

1 / 1
5.0 out of 5 stars

I cannot say enough great things about Ev. She was incredibly easy to communicate with, super responsive and absolutely went above and beyond in caring for our pets while we were away on travel. She gave us updates with pictures multiple times a day and made us feel incredibly comfortable in looking after our fur babies and our home. I recommend Ev without any reservations and will most definitely be working with her in the future.

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Tim S.
House Sitting
5.0 out of 5 stars

Took good care of my senior dog while I was away for a whole weekend. Good communication and lots of pictures!

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Calla B.
House Sitting
5.0 out of 5 stars

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!

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Amanda A.
House Sitting
5.0 out of 5 stars

Brianna was fantastic. She was great with our dog, Felix. She followed all the instructions, took him on multiple walks, and sent text/pictures with updates. We would highly recommend her and would not hesitate to book her again for future pet sitting needs.

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Carrie N.
House Sitting
5.0 out of 5 stars

I can't say enough about how caring and loving Samantha is with Baxter. She has a real love for animals. Additionally she is responsible and respectful of my home. I feel so fortunate to have Samantha care for my cat and look forward to having her return.

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Trudi S.
House Sitting
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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

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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book house sitting

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting.
  2. 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

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Sitters in Shady Side average 4
repeat house sitting clients

FAQs for House Sitting - Shady Side

Frequently asked questions about Rover

The average cost of House Sitting in Shady Side on Rover is $46 per night as of October 2026. Most bookings cost between $34 and $58 per night. 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 October 2026, there are 8,582 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.

<b>Tip:</b> 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 , 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 .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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

  • 86% of sitters can help with special care needs
  • 91% can help with giving oral medications or injections
  • 94% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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