Pet Sitting Winterstown

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 3
pet parents in Winterstown have booked pet sitting

Winterstown, 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: Christy R.
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Christy R.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 379 reviews
82 repeat clients
23 years of experience
York, PA, 17402

“I feel comfortable knowing that Christy will be there for our dogs. She takes them out, cuddles with them, refills their water, and cleansn up any dirty potty pads, replacing them with new ones.”

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Deborah E.
Sitter Profile Image: Alexis P.
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Alexis P.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 63 reviews
28 repeat clients
10 years of experience
Red Lion, PA, 17356

“Alexis was an awesome pet sitter for our finicky cat, Finn. She was super friendly, and communicative with us and very patient with Finn. Having her drop in to take care of him for us was a huge help while we were away. I would definitely recommend her and we will definitely book with her again in the future 😊”

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Erin W.
Sitter Profile Image: Madison G.
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Madison G.
from
$17
per visit
5.0 out of 5 stars
• 7 reviews
1 repeat client
25 years of experience
Felton, PA, 17322

“Madi is kind and a great communicator!”

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Jessica M.
Sitter Profile Image: Paul M.
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Paul M.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
• 13 reviews
8 repeat clients
52 years of experience
Dallastown, PA, 17313

About: Ive had dogs and cats for over 50 years..every time I visit your animal you will get pics or video to confirm your animal is safe and loved by me while you are away! I am available 24/7 to handle your petcare needs..I am honest,hardworking and would love to help anybody looking for a responsuble caretaker of their furry family members. I have a large home w a fenced in yard and plenty of time and care to give to your animals..I prefer in house visits

Sitter Profile Image: Mary Y.
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Mary Y.
from
$20
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
40 years of experience
Felton, PA, 17322

“I have three elderly dogs, two of which did not have not had a good past. They are fearful of people for good reason. They instantly trusted Mary. I have never before been able to go away without worrying the entire trip. She has truly enhanced our lives, already booked her a second time.”

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Jennifer C.
Sitter Profile Image: Kaylee S.
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Kaylee S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 29 reviews
9 repeat clients
30 years of experience
New Freedom, PA, 17349

“Kaylee is great, you can tell she loves the dogs she visits! It's so nice to have someone you trust visit your pup while your away. We'll definitely be using her again in the future”

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Danielle C.
Sitter Profile Image: Sarah M.
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Sarah M.
from
$15
per visit
5.0 out of 5 stars
• 44 reviews
16 repeat clients
10 years of experience
Dallastown, PA, 17313

“I am a first-time customer with Rover.com. I submitted a request for a petsitter to watch my cats while I was out of state. For six days (including Labor Day weekend), Sarah M. took excellent care of my “Little Ones”. During all ten visits, she went the extra mile and cleaned up the occasional fur balls (yuck🤢) and small-scale disasters my cats made. My cats took a liking to her and that doesn’t usually happen. That means there’s something special about Sarah M. She is thorough, meticulous, kind, considerate, and professional. I’ll gladly ask her to watch my pets again! Thank you, Sarah! You’re a godsend!!😊💯👍🏾”

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Victor P.
Sitter Profile Image: Kate M.
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Kate M.
from
$20
per visit
5.0 out of 5 stars
• 9 reviews
13 repeat clients
15 years of experience
Parkton, MD, 21120

“Kate was my favorite person we've used so far on Rover! I wouldn't hesitate at all to contact her again. She was wonderful with both pets and gave timely updates. I loved that she sent me pictures of the boys while I was away as well.”

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Tiffany W.
Sitter Profile Image: Hannah E.
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Hannah E.
from
$15
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
5 years of experience
York, PA, 17403

About: I’ve had cats all of my life, and have dog-sat for friends, neighbors, and coworkers since becoming an adult. My own little orange kitty has many medical adventures—so I’m also very used to administering medicine to cats. I have flexibility in my work hours and can work around routine meetings - allowing for flexibility when caring for our loved ones! I know some furballs need more together time than others so also have a job where I can work virtually too! I love working under instruction—every pet is different and needs different attention and affection! I love to give cuddles and have playtime, and am very detail-oriented when taking care of pets.

Sitter Profile Image: Brandi M.
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Brandi M.
from
$20
per visit
5 years of experience
Shrewsbury, PA, 17361

About: Hi I am Brandi soon to be your pets favorite sitter/ best friend. I am a huge dog lover and will love to do whatever your dog chooses. Whether it’s cuddling, walking, playing, and etc. I want your dog to love and feel comfortable around me and cared for while you are away. You will get plenty of updates from me about your pets and cute photos/videos. Your pet’s happiness and well being is priority at all times. They will feel lots of love and attention so that they are happy with me also every experience is tailored to their needs and personality. With every visit you can trust that they will be safe and in good hands. I have had lots of experiences with dog whether it’s returning a lost dog to there home, walking friends dogs, stoping by at friends houses to check in on there dog, and giving food/love also potty breaks to pets. Before caring/spending time with your pet I would like to know their favorite activities, what time they eat, any medical information/health needs, special needs, and any behavioral signs I should be aware of from your pet. I am currently working at home with a flexible schedule and so I can accommodate you and your pets needs from walks, visits, and more. I can take your dog on walks and have plenty of play time. I can unfortunately not take your pet to my house so I will be at ur house to accompany them.

Sitter Profile Image: Leslie K.
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Leslie K.
from
$25
per visit
5.0 out of 5 stars
• 9 reviews
3 repeat clients
20 years of experience
Dallastown, PA, 17313

“Leslie was dependable and always kept in communication with me. We came home to happy, well cared for kitties. Thanks, Leslie!”

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Michele P.
Sitter Profile Image: Michele M.
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Michele M.
from
$29
per visit
5.0 out of 5 stars
• 2 reviews
43 years of experience
Red Lion, PA, 17356

About: They call me the female dog whisperer. I've always had a passion for animals and I love dogs & all the different breeds & personalities ! I thoroughly enjoy all the different breeds of dogs and cats along with all of their very specific needs! I am going to be attending school in March for dog training and I'm so excited to start that! For I have always wanted a career working with animals I love all kinds of animals, dogs,cats, birds, lizards, I had to Schneider skinks .,..in the past. Mojave and Sahara just like the deserts! Your dog&/or cat will be treated as part of the family, just like my own dog is treated. I'll follow your rules & routines. Just give me as much information as you can, & we will stick to that schedule! If your dog sleeps in your bed, then your dog will sleep in my bed and if your dog is used to eating at nigh, well then that's when your dog will eat, or if in they are used to eating in the am, then they shall eat in the am! I'm experienced with giving oral medications to dogs and cats. I look forward to meeting you and your best friend. I do have a Boston Terrier named Bandit who is a little guy about 20 lb but he thinks he's a big dog but he wouldn't hurt a fly! Lol. Any ? S please feel free to ask? I'm home 24/7 at this time in my life, unless I have a Dr Apt. Even if I do have a doctor's appointment, they don't take all day by any means. I would absolutely let you know ahead of time if that was the case! I believe in clear, concise, specific, & honest communication! I have a fenced in yard. I also have a clothesline going through my backyard where I can put the dogs out on a long leash if they are sneaky escape artist( like my little stinker! None of that happening here! As I said before , I am pretty much home 24/7 & if I do leave I am not usually

Sitter Profile Image: Jennifer S.
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Jennifer S.
from
$40
per visit
5.0 out of 5 stars
• 10 reviews
3 repeat clients
30 years of experience
Hopewell Center, PA, 17352

About: I am a Registered Veterinary Technician with over 20 years of pet medical experience, pet care, cat rescue, and TNR work. I have volunteered at Animal Rescue, Inc, walking dogs and caring for cats. I also volunteered for feral cat spay/neuter clinics. For over 20 years I have provided complex daily care, including medical needs, for my personal pets. This, and petsitting, have previously been accomplished during full time employment as a veterinary technician at veterinary hospitals. I have provided petsitting many times in owners' homes in the past. I can also pick up mail, water plants, close curtains, turn lights on and off, etc.

Sitter Profile Image: Jennifer S.
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Jennifer S.
from
$20
per visit
5.0 out of 5 stars
• 2 reviews
40 years of experience
New Park, PA, 17352

“Jennifer was wonderful! She took great care of Murry, my senior cat. She provided updates and pictures daily, which always eases my anxiety when I'm away. She stayed the full half hour for the drop-in visits, which I really appreciated. I wouldn't hesitate to use her again to care for Murry when I'm away.”

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Joann H.
Sitter Profile Image: Grace F.
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Grace F.
from
$25
per visit
10 years of experience
Dallastown, PA, 17313

About: I have experience caring for pets of all sizes, I’ve taken care of my own pets for years and have also pet-sat for friends and family. I’m comfortable with feeding, walking, and providing companionship, and I always make sure to follow any specific instructions from pet owners. I love spending time with animals and ensuring they’re happy and healthy! Pet care is a big part of my daily routine! I usually start my day with a walk or playtime with my own pets, and I make sure to set aside time for feeding and training. During the week, I like to schedule regular visits with clients, fitting them in around my other commitments. It’s a great way to stay active and spend time with animals! In my home, I create a safe and comfortable environment for pets, making sure they have plenty of space to play and relax. I keep their feeding and sleeping areas clean and follow any specific routines they’re used to. At my client's home, I respect their rules and routines, ensuring their pets feel at ease while I’m there. I always prioritize their safety and happiness, whether it’s through regular exercise, playtime, or just giving them lots of love and attention!

Sitter Profile Image: James H.
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James H.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
• 19 reviews
11 repeat clients
20 years of experience
York, PA, 17404

“the boys seem to like him and everything was done as I requested. they like to eat on time and he did very good with keeping them on schedule.”

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Rebecca S.
Sitter Profile Image: Jie H.
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Jie H.
from
$14
per visit
2 years of experience
Dallastown, PA, 17313

About: Although I’m new to Rover, I’m not new to caring for dogs. I’ve regularly looked after my relatives’ dogs, including a Bulldog and a hound breed. I live in a spacious single-family home with plenty of indoor space where pets can feel safe and comfortable. I provide regular potty breaks, walks, playtime, and lots of attention. I understand that every pet has its own routine and personality, and I always strive to make them feel relaxed and at home. I’ll also keep you updated with photos and messages, so you can enjoy your time away with peace of mind. I’m available for boarding and pet care Monday through Friday and have a flexible schedule that allows me to give pets plenty of attention throughout the day. I enjoy spending time with animals, providing regular potty breaks, playtime, walks, feeding, and companionship. I always follow each pet’s normal routine to help them feel comfortable and at home. I live in a spacious single-family home with plenty of room for pets to relax and play indoors. I maintain a clean, calm, and pet-friendly environment and carefully supervise pets during their stay. Although my yard is not fenced, all outdoor time is supervised and dogs are always kept safely on a leash. I’ll follow your pet’s routine, provide regular updates with photos, and treat them like part of my family.

Sitter Profile Image: Billie H.
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Billie H.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 39 reviews
14 repeat clients
26 years of experience
Wrightsville, PA, 17368

“I've never felt so relaxed on a trip knowing my pets were being taken care of and safe. I could definitely tell there was genuine care for my pets. Thank you so so much.”

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Sarah S.
Sitter Profile Image: Sophia T.
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Sophia T.
from
$20
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
8 years of experience
Freeland, MD, 21053

About: As a college student studying Zoology, animals and their care are more than a side hustle or a hobby: they’re my world. Apart from my academic coursework in animal care and welfare, I have more than eight years of personal care and volunteer experience with numerous animals, including but not limited to: cats, dogs, horses, rats and mice, hamsters, snakes, various types of lizards and amphibians, goats, chickens, sheep, cattle, and even invertebrates such as tarantulas and scorpions. Rest assured, I’ll never discriminate against your furry pal! I have experience giving oral medication, both liquid and pill, as well as insulin injections and subcutaneous fluids. I also have experience caring for elderly animals — like my 18 year old cat, Maya! I can provide feeding, brushing, hoof care, walking, exercise, medication, play time, turning out, litterbox cleaning and much more! I have a driver’s license and my own transportation, and my hours and pay are flexible. I am willing to drive 60-90 minutes depending on needs. As mentioned prior, I have extensive prior experience volunteering at various shelters, vets and farms assisting with animal care, as well as my own personal experience caring for a diverse array of pets. I am happy to gather recommendations from organizations I work with. While caring for your pet or pets, I will regularly keep in contact with you and update you with both text and photos (if desired), along with keeping a dedicated spreadsheet of feeding/watering/grooming times and overall health to guarantee your peace of mind. I am capable of providing pet care across a flexible schedule. I can provide early care from 6-9 AM in the morning and any time after 4:20 PM on weekdays, as well as 24 hour care on weekends and overnight stays if needed. I am able to care for pets in a wide variety of ways thanks to expensive experience. Walking, feeding, litter-box cleaning, playtime, as well as insulin/subcutaneous fluid injections are all possible. I can also administer medication orally. Daily checkups as well as overnight stays are both possible.

Sitter Profile Image: Jessica S.
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Jessica S.
from
$35
per visit
4.9 out of 5 stars
• 34 reviews
10 repeat clients
15 years of experience
White Hall, MD, 21161

“I had Jessica come by to let my puppy out for a potty break and a little playtime. She came by ahead of time so we could meet her and explain procedures. She was very prompt responding to me and sending me the rover updates on her visits. I would definitely use Jessica again.”

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Kathy S.
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The median cost per visit for pet sitting in Winterstown is $20

Pet parents share their Rover experiences - Winterstown

1 / 1
5.0 out of 5 stars

Maddie is the best!! Helped us out in awful icy weather to let our boy out. Such a relief having Maddie available to help us!

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Keri S.
Drop-In Visits
5.0 out of 5 stars

We were very pleased with Maddie’s care and service. This was our first experience leaving our dog in her care. She arrived at our home at the planned time, provided care as we discussed and sent pictures at each visit. Maddie also communicated promptly. I would definitely consider future visits with Maddie.

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Diane N.
Drop-In Visits
5.0 out of 5 stars

Amazing! This is our second time booking Madeline. She took excellent care of our 3 cats. She also looks out for the house and is willing to help out if anything seems off. Thank you! We will definitely rebook with her again in the future.

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Sarah B.
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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  • 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 pet sitting

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting.
  2. 2. Meet In Person

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Popular requests for pet sitting - Winterstown

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Sitters in Winterstown average 6
repeat pet sitting clients

FAQs for Pet Sitting - Winterstown

Frequently asked questions about Rover

The average cost of Pet Sitting in Winterstown is $17 per visit as of November 2026. Most bookings cost between $3 and $18 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 3,701 sitters on Rover offering Pet Sitting across Winterstown. 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 Winterstown. On Rover:

  • 88% of sitters can help with special care needs
  • 93% can help with giving oral medications or injections
  • 95% 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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