Pet Sitting Winterberry

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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Winterberry, 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: Jordan T.
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Jordan T.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 28 reviews
11 repeat clients
27 years of experience
Westminster, MD, 21157

“Jordan is a terrific kitty sitter! She kept my Tommy fed, cleaned, medicated with three different meds, and kept him happy with companionship till I got back from vacation. Highly recommended.”

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Jane D.
Sitter Profile Image: Eliza W.
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Eliza W.
from
$14
per visit
5.0 out of 5 stars
• 5 reviews
4 repeat clients
4 years of experience
Finksburg, MD, 21048

About: I have taken care of dogs and cats since I was in high school. I have friends and neighbors that rely on me to take care of their pets. I've also taken care of animals other then cats and dogs. I've done rabbits and Guinea pigs. I feed, give baths, give medications and walks. I can currently do this full time. If you ask me to do a 24 hour stay. I am available for that as well. I just need to know at least 4 days ahead of time. My SO travels for work. And I would need to fit my dog into that schedule. Just know I will have other pets to take care while staying at your home. And will not be there 24/7. I will be staying at your house on my breaks and overnight if requested. We do not have a fenced in backyard. But we do take him on several walks a day. Regardless of the weather. He is unbothered by it.

Sitter Profile Image: Laurel G.
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Laurel G.
from
$15
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
25 years of experience
Westminster, MD, 21157

“Amazing. This was my first time using the service and I was incredibly nervous. She made it seamless.”

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Shannon A.
Sitter Profile Image: Scott J.
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Scott J.
from
$25
per visit
4.9 out of 5 stars
• 46 reviews
21 repeat clients
18 years of experience
Westminster, MD, 21158

“Scott has cared for my dogs on multiple occasions, on my return my dogs are happy and all their needs (exercise, relief, food and water) have been attended to. I’d recommend Scott to anyone that needs care for their dogs.”

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Jack L.
Sitter Profile Image: Brooke M.
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Brooke M.
from
$20
per visit
14 years of experience
Finksburg, MD, 21048

About: I've had pets of my own and have cared for neighbors' pets since I was a teenager. I have experience with dogs, cats, and small animals, and love spending time with animals! I'm dependable, attentive, and committed to making sure every pet feels safe, comfortable, and loved. I'm looking to spend my free time caring for pets! I'm happy to coordinate walks and drop-in visits around my schedule and will always do my best to be reliable and flexible with your pet's needs. I follow each owner's instructions and make sure their pets feel safe, comfortable, and cared. I provide plenty of attention, playtime, walks, and fresh water, while respecting each pet's routine and individual needs.

Sitter Profile Image: Brittany S.
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Brittany S.
Star Sitter
from
$25
per visit
4.9 out of 5 stars
• 9 reviews
2 repeat clients
28 years of experience
Hampstead, MD, 21074

“We loved having Brittany watch our kitties. We'd just moved to Maryland when a family emergency took us away quickly. She agreed to take care of our kitties on short notice. She was very thorough and detailed and loving to our precious kitties. We will definitely use her again!”

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Sarah R.
Sitter Profile Image: Sara W.
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Sara W.
from
$22
per visit
5 years of experience
Manchester, MD, 21102

About: I’ve taken care of pets since I was at least 15 years old. Neighbors, friends, and family have relied on me to take care of the furry little creatures. I make sure they’re well taken care of so you never have to worry! I will always make sure your little furry children are well taken care of and full of energy for the next day! I was working home improvement for a few months with a mobile company. My boss currently couldn’t afford to have employees work for him so he let us go. I will be free 100% of the time for your furry children. I will be looking for another job of course.. but currently and for a while I will be available 100% of the time for the week. In the clients home, I will be able to crate the dog if necessary and needed. If they have a fenced in yard the dog will be able to roam freely and have some freedom. If not I will make sure to leash the dog and keep an eye on them 100% of the time. Cats of course if the owner says they do leash them and take them for walks, that will happen. Leashed in the back yard unless told otherwise. Free to roam in the house Obviously whenever!

Sitter Profile Image: Jamie & Kingston B.
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Jamie & Kingston B.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 10 reviews
8 repeat clients
7 years of experience
Manchester, MD, 21102

“Grateful to Jamie and Kingston for caring for my dog and new kitten while I was out of town.”

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Courtney B.
Sitter Profile Image: Emily N.
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Emily N.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 31 reviews
16 repeat clients
12 years of experience
Cockeysville, MD, 21030

“Emily is a gem. She has watched our 3 cats (1 a diabetic who requires insulin twice a day) several times and has always done a terrific job. Our last trip, Emily visited faithfully despite having to blaze a trail to the house following a raging snowstorm. I cannot praise her enough.”

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Margaret H.
Sitter Profile Image: jackson q.
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jackson q.
from
$25
per visit
19 years of experience
Westminster, MD, 21157

About: I’ve been taking care of my dogs ever since I was able to walk. I enjoy spending time with my dog and taking her for walks and adventures. Currently work a part-time job that is very flexible with hours. I normally work mostly evenings and my morning/afternoons are normally opening would be able to work evenings also if needed. I feed my dog every day I take her for walks most days. I take her outside to go play frisbee and to go to the bathroom when needed.

Sitter Profile Image: Casey G.
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Casey G.
from
$16
per visit
5.0 out of 5 stars
• 2 reviews
6 years of experience
New Windsor, MD, 21776

“Casey was wonderful! She came over before her first visit to introduce herself and meet our dogs. She sent cute pictures and kept in touch the entire time we were gone. We will definitely be reaching out to her again for our next vacation!”

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Karly B.
Sitter Profile Image: Leah U.
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Leah U.
from
$14
per visit
3 years of experience
New Windsor, MD, 21776

About: I have been pet sitting for 3 years and love all animals! I have a perfect setup for animal care, including a walking trail behind my house. I’m home during the week-I have 2 middle school aged boys that are in school and my husband works long hours. I am able to get up early for morning walks or feedings. I have a fenced in yard, with stairs leading to a deck, walk out basement with kitchenette for food storage, play area, and a resting bedroom.

Sitter Profile Image: Sarah L.
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Sarah L.
from
$16
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
5 years of experience
Eldersburg, MD, 21784

About: I grew up with multiple pets, including two cats in my childhood and a wonderful dog that I helped care for in her seniority, so I've been familiar with animals all my life. Currently, I own and aided in training a high-maintenance, special needs German Shepherd. He's a sweetheart, but he's definitely a commitment! Given his intensely anxious nature, he needs a patient hand to calm him often. He's also epileptic, so I am well practiced in attentiveness, administering medication, following specialized meal plans and the like if needed. I have also done pet and house sitting on many occasions, particularly for family and friends but for a wide variety of pets– from little dogs that didn't even reach my knee, to my own Shepherd, who stands just about as tall as my hip. I've house kept for up to a week, entertaining young dogs and going on daily walks, etc. I am always happy to be introduced to new little ones and have a high pain tolerance when it comes to their claws, so I don't mind when they get a bit rowdy, either! High energy or low, I will gladly make time for any fluffy friends who need a watchful eye. I am currently on track to earn a Bachelor's in the Arts from Towson University, which is about a 50 minute commute from my home. With this in mind, my current class schedule entails that Towson days are essentially unavailable; however, the rest of the week, I'm generally left plenty of room to take on pet care! Life is always busy, and while sometimes I wind up with too many commitments to do it regularly, I'll always make time for it when I can. Though my own home may not be an ideal place for another pet to spend nights due to my Shepherd's nervousness, I will gladly offer my time to visit others. I have previously found myself curled up on a couch with a pet I was taking care of overnight, or even falling asleep on the floor with them. So long as their pet parents are happy for me to do so, I will gladly stay wherever is most comfortable for the pet involved, and take food/water/sleeping arrangements where they are best suited. I also have a fair sense of direction, so I'm perfectly content on walks in unfamiliar places, especially when I have friendly doggos with me!

Sitter Profile Image: Rachel B.
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Rachel B.
from
$19
per visit
5.0 out of 5 stars
• 1 review
2 years of experience
Manchester, MD, 21102

“Rachel was kind, patient, and caring with our 2 dogs while we escaped for a last minute trip. She sent daily updates with pictures which helped keep our minds at ease while away. She responds quickly and is reliable. We would love to use her again and would recommend her to anyone needing someone to look after their fur babies.”

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Sandra C.
Sitter Profile Image: Andrea M.
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Andrea M.
from
$13
per visit
5.0 out of 5 stars
• 3 reviews
2 repeat clients
5 years of experience
Hanover, PA, 17331

About: Hello! I’m Mags (Rover requires me to use my legal name) and I love all animals I have been passionate about dogs ever since I was a child but because experienced working with dogs and cats (and some bunnies) while working for the Humane Society of Memphis and Shelby County. I was a veterinarian assistant for one year and then became an adoptions Manager for three years. This was the most fulfilling experience of my adult life, being able to help animals and the community daily. I recently lost my closest companion, Xander, about a month ago. He was 13 years old and I had him since he walked into the humane society at two months old. Through him I gained even more experience with aging dogs, medical care and many behavioral changes as he aged. While using positive reinforcement training we navigated 6 military moves, life adaptions to aging and the introduction of two kittens. I will take all this experience and use it to provide the same amount of love an attention for you furry family members as I did for Xander. I am currently employed part time and have many days free as well as can stay over night or board animals in my home. I have a very flexible schedule and am happy to work with any client’s schedule as needed. I currently only have two cats in my home, so I’m able to provide boarding for cat friendly animals. I have a fenced in back yard and am usually not gone from the house for more than four hours. I also am available for staying over nights at clients houses for a more comfortable experience for everyone in the family.

Sitter Profile Image: Corrie O.
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Corrie O.
from
$20
per visit
5.0 out of 5 stars
• 4 reviews
30 years of experience
Cockeysville, MD, 21030

About: I have had many dogs in my life time and I enjoy walking, talking to, caring for and spending time with dogs when I can. I miss my pets but I am not ready to get one of my own. However, I would love to help you care for your pet when you are gone. I am a teacher during the school year. I usually can help you out on the weekend or nights during the school year. During the summer I can help more often in a variety of days and times. My fur babies have all past. When I have helped friends and family take care of their pets I make sure to get to know their fur baby before they need me to care for them. I learn their pet's routines and I try to spend some time with them so they know my sent. This makes it more comfortable for the owner and pet when I am with them.

Sitter Profile Image: Lauren M.
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Lauren M.
from
$25
per visit
10 years of experience
Westminster, MD, 21158

About: I’ve been around dogs my whole life and currently have two pugs of my own, so I understand how important it is to find someone you truly trust with your pets. I’m patient, dependable, and attentive to each dog’s personality and routine. I’m comfortable with walks, feeding schedules, medications, senior dogs, and giving pets extra attention and affection while their owners are away. I also work in hospice care, so being compassionate, calm, and reliable comes naturally to me. I’ll treat your pets like family and make sure you feel updated and reassured while you’re gone. I work full time during the week from 9am–6:30pm, but pet care fits naturally into my routine since I already care for my two pugs daily. I’m available for evening visits/walks on weekdays and have much more flexibility on weekends for drop-ins, walks, and overnight care. I’m reliable, communicative, and committed to making sure pets feel comfortable, cared for, and loved while their owners are away. Your pet’s safety and comfort are always my priority. I pay close attention during walks and outdoor time, especially in hot weather, and I never leave dogs outside longer than they should be. I make sure pets always have fresh water, a clean environment, and close supervision to keep them safe from anything that could bother or harm them. I’m also very mindful about keeping floors and spaces clear of anything pets could get into or accidentally swallow. I understand how important trust is when someone is caring for your animals, and I’ll always treat your pets with the same care and attention I’d want for my own

Sitter Profile Image: Alyssa P.
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Alyssa P.
from
$25
per visit
5.0 out of 5 stars
• 8 reviews
2 repeat clients
13 years of experience
Parkton, MD, 21120

“Alyssa took great care of our cats, Misty & Fae over the Labor Day weekend. Misty requires prescription wet food and 2 medications (opened capsule & measured liquid) added to her food. Alyssa came for a meet & greet visit during the week before the weekend so she could meet the girls, see their environment & understand their food schedule & medication dosing schedule for Misty. She came for morning & evening feedings & sent us pictures from each visit. We knew they were in good hands while we were away. We will definitely call on her again! We highly recommend Alyssa!! Misty ? & Fae ? do too!”

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Sandra C.
Sitter Profile Image: Paris K.
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Paris K.
from
$40
per visit
5.0 out of 5 stars
• 11 reviews
4 repeat clients
5 years of experience
Hampstead, MD, 21074

About: I've had a lot of dogs to watch! Every variety of sizes, ages, and breeds. With me, there will never be a dull time! I enjoy playing with them and taking walks with them. I adore getting a pup cup and taking them for vehicle rides! (Of course, if they are permitted to have it). I just want to make them happy because that's how happy they make me! I have a flexible schedule and work mostly from home. I’ll be coming to your home, so your pup gets to stay comfortable in their own environment. I’m usually around during the day, and if I ever need to step out, it’s only for a couple of hours at most. On weekends, I’m fully available and can give your pet plenty of love, walks, and attention. If you have a specific schedule or needs, just let me know in advance, I’m happy to accommodate! I make sure they stick to their normal routine so they feel comfortable and secure. I’ll come by as often as needed for walks, playtime, feeding, and any extra care your pet requires. I love spending time with them, whether that’s a walk around the neighborhood, playtime with their favorite toy, or just giving them attention and cuddles. I always keep you updated with messages and pictures so you know your furry friend is happy and cared for while you’re away.

Sitter Profile Image: Lane M.
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Lane M.
from
$25
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
8 years of experience
Glenville, PA, 17329

“Very professional and buddy really liked lane.”

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Garrett G.
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Pet parents share their Rover experiences - Winterberry

1 / 1
5.0 out of 5 stars

Kim was an excellent pet sitter for my cat! She spent time not only feeding and playing with him, but also send lots of pictures and updates from her visits. I felt like Kermit was in good hands.

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Cindy P.
Drop-In Visits
5.0 out of 5 stars

Carly continues to be a dependable and wonderful pet sitter. She has been a blessing to our family and the fur children love her. We highly recommend her for all your pet care needs.

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Martha E.
Drop-In Visits
5.0 out of 5 stars

Alayna watched Herman for me during a quick trip to CA for work. Herman looked very well taken care of and seemed very happy when I arrived home. She provided updates and pictures as well of Herman. I would highly recommend her.

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William W.
Drop-In Visits
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How to book pet sitting

  1. 1. Search

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FAQs for Pet Sitting - Winterberry

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

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 administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a 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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