House Sitting in Shady Side

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

End
Search

Every sitter passes an enhanced background check. Learn about RoverProtect

Top rated Shady Side house sitters

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

1 / 1
Sitter Profile Image: Ev L.
Verified Enhanced Background Check
Ev L.
from
$38
per night
5.0 out of 5 stars
7 reviews
4 repeat clients
10 years of experience
Shady Side, MD, 20764

Having Ev take care of our dogs provided great peace of mind! Ev did a great job - and clearly loves animals - and the dogs barely missed us (which, if you knew our dogs, you'd know that is extremely rare!). Highly recommend.

Profile image
Kim O.
Sitter Profile Image: Jessica B.
Verified Enhanced Background Check
Jessica B.
from
$70
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
12 years of experience
Edgewater, MD, 21037

Jess is wonderful. She was so patient and gentle with our dog, Ellie. She is officially our “go-to”! Highly recommend!

Profile image
Nicole J.
Sitter Profile Image: Emily L.
Verified Background Check
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: Alaina G.
Verified Enhanced Background Check
Alaina G.
from
$50
per night
9 years of experience
Edgewater, MD, 21037

About: I’ve been surrounded by animals my whole life and have years of hands-on experience caring for dogs of all ages and sizes. My family has also fostered puppies for the past 5–6 years, which has given me experience with young dogs, routines, patience, and providing a safe, loving environment. Friends and family have always trusted me to walk, feed, play with, and care for their pets like they’re my own. I currently have a very flexible schedule and plenty of free time to dedicate to your pets before starting my full-time role in July. Once I begin, I’ll only be in office two days a week, so I’ll still have lots of availability. I’m available on both weekdays and weekends, and I’m happy to accommodate a variety of schedules and care needs. Your pet’s safety and comfort are my top priorities. I have a fenced yard and one friendly small dog who loves making new friends. Whether caring for your dog in my home or yours, I’ll make sure they feel loved, safe, active, and comfortable. I enjoy long walks, playtime, and giving pets lots of attention and care while you’re away.

Sitter Profile Image: Lena M.
Verified Background Check
Lena M.
from
$100
per night
4.9 out of 5 stars
23 reviews
7 repeat clients
18 years of experience
Edgewater, MD, 21037

Lena did a GREAT job taking care of our two Labradors, one cat, and home while we were out of town for a week. She was awesome at communicating and made it a point to send pictures which we really appreciated. Highly recommend her!!! And will definitely reach out to her again the next time we are out of town! Thank you Lena!

Profile image
Maggie M.
Sitter Profile Image: Anna D.
Verified Enhanced Background Check
Anna D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
5 years of experience
Owings, MD, 20736

Anna was awesome! She provided updates and responded to any inquiries within minutes. We've already rebooked her, just waiting on a response.

Profile image
Teresa I.
Sitter Profile Image: Faith M.
Verified Enhanced Background Check
Faith M.
from
$45
per night
4.9 out of 5 stars
20 reviews
5 repeat clients
2 years of experience
Chesapeake Beach, MD, 20732

Faith is a fantastic petsitter! We were out of town for 8 days and didn't have to worry about a thing back home. It was wonderful to find a caring person who could spend this much time with our pets. Boarding can be so stressful on our big dogs, but Faith was able to do overnights and wasn't intimidated by our Dobermans in the slightest. She was a perfect fit, and we were so blessed to find her on Rover. It was our first experience with the service platform being new to Southern Maryland, but we will be repeat customers for sure.

Profile image
Candace V.
Sitter Profile Image: Emica M.
Verified Enhanced Background Check
Emica M.
from
$50
per night
5.0 out of 5 stars
7 reviews
20 years of experience
Annapolis, MD, 21401

Emica was a wonderful dog sitter for our pups. She gave great updates and took good care of them. I would not hesitate to book her again and can recommend her highly!

Profile image
Francesca S.
Sitter Profile Image: Renee W.
Verified Enhanced Background Check
Renee W.
from
$40
per night
15 years of experience
Shady Side, MD, 20764

About: Hi! I’m Renee — a lifelong animal lover who’s been caring for pets since I was a kid. I’m experienced with feeding, walking, playtime, and making sure every pet gets the love and attention they deserve. I’ve also cared for pets through house sitting for friends, including homes with multiple dogs and cats. I’m comfortable managing different personalities, routines, and making sure each pet gets the attention they need I currently work full-time in Annapolis Monday through Friday from 7:45 AM to 4:15 PM. I’m available for walks, drop-in visits, and care in the Annapolis area after 4:15 PM. I live in North Beach and typically arrive back around 5:00–5:30 PM, so I’m also available for evening care in that area. I am generally available throughout the week and weekends, with the exception of Wednesdays and Thursdays in the evenings due to a part-time job. I have reliable transportation and am happy to travel between Annapolis and North Beach. On weekends, I have open availability for walks, drop-ins, house sitting, or extended care. I’m also available for house sitting during the week, with the understanding that I’ll be at work during daytime hours (7:45 AM–4:15 PM), and unavailable Wednesday and Thursday evenings. I make sure pets are fed on schedule, get plenty of walks and playtime, and feel happy and comfortable. I’m also happy to give baths and trim nails if requested. I’ll always keep you updated and make sure your pet feels safe, loved, and well cared for while you’re away.

Sitter Profile Image: Courtney A.
Verified Background Check
Courtney A.
Star Sitter
from
$80
per night
5.0 out of 5 stars
13 reviews
3 repeat clients
15 years of experience
Edgewater, MD, 21037

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.

Profile image
Joanne B.
Sitter Profile Image: Summerlyn S.
Verified Enhanced Background Check
Summerlyn S.
from
$70
per night
5.0 out of 5 stars
7 reviews
1 repeat client
7 years of experience
Churchton, MD, 20733

Summerlyn was great worth my babies. Get me updated with photos. Definitely will book again. Thank you so much.

Profile image
dawn j.
Sitter Profile Image: Amber T.
Verified Enhanced Background Check
Amber T.
from
$45
per night
6 years of experience
Annapolis, MD, 21403

About: I have three dogs, ages 3, 6, and 14, as well as a 3-year-old cat. I’m passionate about animal care and have dedicated time to helping my community by working around my neighborhood and volunteered at the local shelter, where I walked the dogs. I’m so excited to offer my help and look after your animals! I am a college student on summer vacation! I am looking to help out with anything that is needed and have a great time. My schedule is currently very free so I am excited to meet you and your pet! I have a fenced yard, so I like to run around with my dogs. I also take them on walks around the neighborhood. Whatever you need for your dog, I can help with!

Sitter Profile Image: Camilla G.
Verified Enhanced Background Check
Camilla G.
from
$85
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
5 years of experience
Annapolis, MD, 21403

Camilla was fantastic - she had my shy dog out of her shell right away, and kept me updated on how everyone was doing. Would highly recommend her!

Profile image
Kim W.
Sitter Profile Image: Emilee A.
Verified Enhanced Background Check
Emilee A.
from
$50
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: Kevin W.
Verified Enhanced Background Check
Kevin W.
from
$40
per night
5.0 out of 5 stars
3 reviews
8 years of experience
Annapolis, MD, 21402

Kevin was wonderful! He communicated with us regularly and included photos. He took excellent care of all our pets and our house. We are grateful to have Kevin as a sitter and will definitely use him again in the future.

Profile image
Eliza N.
Sitter Profile Image: Anill M.
Verified Enhanced Background Check
Anill M.
from
$31
per night
5.0 out of 5 stars
3 reviews
1 repeat client
5 years of experience
Edgewater, MD, 21037

About: Caring, dependable, and eager to earn your trust. I’m attentive, responsible, and truly love providing safe, loving care. New to this service, but have been taking care of family pets for years. I'm available for pet walks or drop-in visits anytime after 4 PM on weekdays and most of the day on weekends. Whether it's an evening stroll or a quick check-in, I'm here to help! I provide respectful and reliable care by closely following the owner’s instructions. During walks or visits, I make sure pets feel safe, happy, and comfortable. I stick to their routine, give them attention and affection, and always keep their owners informed of any eventuality.

Sitter Profile Image: Lucinda G.
Verified Enhanced Background Check
Lucinda G.
from
$65
per night
10 years of experience
Edgewater, MD, 21037

About: I have had big dogs since I was literally a baby, I have petsat for up to eight dogs and 19 total pets simultaneously (8 dogs in one house and then returning to 3 dogs, 6 chickens, and 2 cats at a home i was housesitting in). I have experience with a senior dog (My current dog is 14 going on 15) and adore all cuddly creatures. I am a part time student, I have most of the week to spend caring for your fur baby. I would rather spend my days with them anyway. I have a fenced yard and a senior big dog who lays right on over for anyone. If needed the pets can be separated from yours.

Sitter Profile Image: Owen K.
Verified Enhanced Background Check
Owen K.
from
$31
per night
4.9 out of 5 stars
50 reviews
4 repeat clients
10 years of experience
Severna Park, MD, 21146

Oh, I’m not quite sure where to begin. Owen is such an incredibly sweet, caring and kind young man! We’ve used Rover several times as well as neighbors and friends and family over the years to watch our dogs (we have a 1.5 year old golden doodle, a 7-year-old mini cockapoo, and a 12 yr old miniature boxer) we decided to take a last minute vacation to go see our daughter in North Carolina, which means we were gonna be a good 6 to 7 hours away as well from our dogs, which was nerve-racking and none of our usual people were available. In fact, I couldn’t find anyone available because of the short notice in the five star review arena. I was hesitant to book Owen because the Rover rating had him only like a 2 1/2 star review. But I read the comments and he had two other five star raving reviews and then just one pretty negative rating, but my gut just kept bringing me back to him telling me to give him a chance, so I did. Well you know the saying, “Always trust your gut?” Definitely didn’t fail us with Owen! Our dogs can be pretty intimidating when someone comes up to our dorm. They barrow and sound really ferocious and then they jump all over you be a handful. Owen took right to them and they took right to him! Oh, I forgot to mention the other thing I was nervous about with booking Owen is that he is male. My boxer is not usually a fan of guys whatsoever and he’s super protective if I’m the only one around and not only did he not growl or act standoffishat all towards Owen he seemed like he had known him forever! I honestly wish I could share the photos on here of that same dog Ling with Owen and one of the several photos he sent me. He did every single thing I asked 100% correctly! Which honestly that’s shocking because I leave a full one page document single spaced typed out for people staying at our house watching the dogs and I expect people to forget or missstuff it because it is a lot! Heck my husband and teenage son that live with the dogs full-time don’t remember everything that I want done. Lol Owen didn’t miss a single thing! On top of that, I also have Ringcameras all around the exterior of my home and he played with them and loved on them and they loved on him. In fact I think they even slept with him at night! Lol we got daily check ins from Owen and anything that he noticed was concerning or had questions on he messaged us. And was always super apologetic about disturbing us on vacation. He’s probably nice to a fault Ha! He also washed his bedding in the bedhe stayed in, put our dishes away and some other things which 110,000% is not expected at all! The other thing was shocking is whenever we leave even if family is watching the dogs the dogs will rarely eat and they were so comfortable with him they ate normally! Fortunately with us, we’ve never had any bad experiences with anyone we’ve used on Rover and I would have any of them back again! That being said, there’s just such a loving kind energy that comes off of him that the dogs pick up on so he will be my first call for our next vacation. My husband and I were so impressed with him. We’ve actually thought about reaching out to Rover and seeing if that one negative review could be removed because I get everyone has different experiences, but I just don’t know how there could’ve been such an enormouschange from that review to now is, it’s just not even his character or personality which you will understand if you book him which I highly recommend you do! He should be there with the other five star people, hands-down! So Owen, thank you so very much for loving our babies while we were gone and making us feel so so very comfortable that I don’t have to stress about leaving again! You are a kind soul and I know you had asked me for any tips or suggestions or feedback I can give you for the next time that you can improve on and young man I cannot think of a single thing and that is saying a lot coming from someone like me who is a perfectionist and OCD! We can’t wait to have you over again and I know Jax,Nahla and Montana can’t wait for you to come and stay again also!

Profile image
Vanessa B.
Sitter Profile Image: Carolyn M.
Verified Enhanced Background Check
Carolyn M.
from
$29
per night
5 years of experience
Annapolis, MD, 21401

About: I have retail and construction and fast food experience and I love pets I love dogs they are so cute and would love to meet new pets Currently unemployed so I have plenty of free time to babysit pets dogs or other kinds of pets like fish, or cats or hamsters . I’m OK with either coming to your house or watching them at my house whatever works with you works with me as long as we’re on the same page

Sitter Profile Image: Nicole L.
Verified Enhanced Background Check
Nicole L.
Star Sitter
from
$70
per night
5.0 out of 5 stars
48 reviews
18 repeat clients
7 years of experience
Bowie, MD, 20721

About: Around here, every pet gets the “favorite auntie” treatment! Hi! I’m Nicole — also known as “Titi” by my favorite little humans — and I’ve built my pet care style around the patience, affection and reliability of your favorite auntie with an emphasis on attention to each pet’s unique needs. From cuddle time to structured routines, I believe pets thrive when they feel safe, understood, and loved. 🧡🐾 My experience in a nutshell: * 5-star rated sitter with 40+ reviews and repeat clients, serving over 200 clients in my 7 years * Experienced with dogs, cats, puppies, senior pets, and special-needs pets * Pet First Aid & CPR certified (American Red Cross) * Comfortable administering medications * Former SPCA volunteer * Over 10 years experience offering boarding, house sitting, walks, daycare, and drop-ins Pet care is both my full-time job and my calling, allowing me to commit special time and attention to your pets individual needs. Each day’s schedule will vary. For walks and drop-ins: If your request consists of two, 30 minute services per day and your dog is crated for the remaining 23 hours of the day, for the safety and well-being of the dog, I cannot accommodate the request. Thank you for understanding!

1 / 1
View more sitters

Over 35
pet parents in Shady Side have booked house sitting

Shady Side pet parents share their Rover experiences

1 / 1
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.

Profile image
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.

Profile image
Trudi S.
House Sitting
5.0 out of 5 stars

Ev has done a great job the last two times she’s watched our house and pets. Everything is clean and pets are happy afterward. Will definitely use her again.

Profile image
Aimee P.
House Sitting
1 / 1
Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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

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 house 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.

Sitters in Shady Side average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Shady Side on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Shady Side house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 1,452 house sitters in Shady Side. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 86% of Shady Side house sitters respond in under an hour.

House sitters in Shady Side have an average of 14 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Shady Side.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Shady Side house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.