House Sitting In Winterstown

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

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Top rated Winterstown house sitters

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: Debbie B.
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Debbie B.
from
$60
per night
1 repeat client
20 years of experience
Hellam, PA, 17406

About: I have been around cats and dogs all my life. I just love all animals. Dog walking is great for their physical and mental health/improves their joints, and all around good therapy for me and your pet. Play time is also important. I will treat your furry family member with the utmost care & diligence. I am responsible, attentive, & detail oriented and will provide quality services. Currently available during the day. Just about anyday with a little notice. Can set up regular scheduled walk times. Or if you are in a bind, and need, on spur of notice. I am willing to walk from your home, or to a near by park. Giving attention and time. I typically like to know if they have a specific diet, medications, preferences, etc.

Sitter Profile Image: Caris R.
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Caris R.
from
$30
per night
5.0 out of 5 stars
3 reviews
1 repeat client
3 years of experience
East York, PA, 17402

Caris was excellent sitter for my dogs. She sent texts and pictures all weekend, which I really appreciated. I will be using her services again!!

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Thomas B.
Sitter Profile Image: Jessica K.
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Jessica K.
Star Sitter
from
$60
per night
5.0 out of 5 stars
38 reviews
12 repeat clients
30 years of experience
York, PA, 17401

Jessica was so fantastic. She took great care of our crew of 5! They seemed so happy and relaxed when we got home. We will be booking again in the future. She was great to communicate and send updates throughout the day. She even didn’t mind having a puppy pile on her during sleeping. We can’t say enough how happy we are with her work!

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Lauren G.
Sitter Profile Image: Andrea C.
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Andrea C.
from
$30
per night
5.0 out of 5 stars
3 reviews
1 repeat client
25 years of experience
Dallastown, PA, 17313

Andrea was amazing. Sent me updates on my pets while I was away which I appreciated very much, and took great care of them.

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Danielle N.
Sitter Profile Image: Treanne K.
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Treanne K.
Star Sitter
from
$75
per night
5.0 out of 5 stars
20 reviews
8 repeat clients
35 years of experience
Red Lion, PA, 17356

Treanne was fantastic with our 2 pitties - one of whom is not always trusting of people and can be a bit leery of new people in our home. Treanne had no hesitations and you could tell she was comfortable with all breeds of dogs. I felt very confident leaving our pups in her care. We love that we don't have to send them to a strange place when we travel, and she'll stay overnight with them on our home. She went above and beyond, even spending time with our mostly outdoor cat, and sending us updates throughout our trip. We will absolutely call her for future services. 10/10 would recommend!

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Jen B.
Sitter Profile Image: Billie H.
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Billie H.
Star Sitter
from
$51
per night
5.0 out of 5 stars
33 reviews
11 repeat clients
26 years of experience
Wrightsville, PA, 17368

Billie just watched my dog for two days and again I am blown away with her service. She went above and beyond to make sure he was happy active and attended to. Absolutely the best so happy to work with her.

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Peter V.
Sitter Profile Image: Jennifer S.
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Jennifer S.
from
$40
per night
5.0 out of 5 stars
8 reviews
1 repeat client
30 years of experience
Felton, PA, 17322

Jen helped us out last minute and watched our dog who has separation anxiety. I had never left my dog with a sitter before but I could tell before I left that my dog was comfortable with her. It’s very obvious Jen is an animal lover. She did a fantastic job with my dog and I’d recommend her to anyone.

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Faith F.
Sitter Profile Image: Caleb & Juliana B.
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Caleb & Juliana B.
Star Sitter
from
$60
per night
5.0 out of 5 stars
40 reviews
9 repeat clients
15 years of experience
New Freedom, PA, 17349

Juliana and Caleb were fantastic! They accommodated our last-minute request without hesitation and took wonderful care of our pup who was recovering from knee surgery. They communicated with us throughout, which gave us such peace of mind during a stressful time. Our dogs clearly adore them, and we couldn't be more grateful. Highly recommend!

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Sean O.
Sitter Profile Image: Kylee S.
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Kylee S.
from
$25
per night
5.0 out of 5 stars
2 reviews
6 years of experience
East York, PA, 17402

Kylee did a fantastic job! She was very polite, professional, and dependable throughout the entire experience. It’s refreshing to work with a young lady who takes pride in what she does and provides such excellent service. I highly recommend Kylee to anyone looking for a trustworthy and responsible pet sitter. Thank you for taking such great care of our pets!

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Rich D.
Sitter Profile Image: Delphie B.
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Delphie B.
from
$60
per night
5.0 out of 5 stars
5 reviews
10 years of experience
York, PA, 17402

Delphie was a wonderful sitter for our boy, Cisco. He sometimes has trouble adjusting to new people, but he quickly took to Delphie. We highly recommend her for your pet care!

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Greg S.
Sitter Profile Image: Ronny G.
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Ronny G.
from
$45
per night
5.0 out of 5 stars
57 reviews
16 repeat clients
16 years of experience
York, PA, 17406

We cannot recommend Ronny highly enough! When another sitter backed out at the last minute, we reached out to Ronny on short notice. He responded promptly and was more than willing to come by for a meet and greet, which immediately put us at ease. From the moment he walked in the door, our cats were comfortable with him which is not always the case. Ronny took his time answering all of our questions and asked thoughtful questions of his own. Even though we admittedly have a very detailed list of instructions, he did an amazing job remembering all the little things and checking in regularly with messages and photos throughout his stay. It was clear that Ronny genuinely cared about making sure our cats were happy, comfortable, and well loved while we were away. He was also incredibly respectful of our home, leaving everything exactly as we left it. He even went above and beyond by offering to clear our driveway after an unexpected snowfall. If you’re looking for someone who truly goes the extra mile and treats your pets like their own, Ronny is absolutely the person to book!

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Sierra L.
Sitter Profile Image: Ashley & Jerrell T.
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Ashley & Jerrell T.
from
$50
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
13 years of experience
Lancaster, PA, 17603

Ashley was amazing! She notified us and sent a picture of our pups soon after she arrived. She kept us updated by emails and photos throughout her stay. Because our return was tentative because of driving back from a wedding, she stopped by in the afternoon to let the pups out prior to our return. I highly recommend her and will be using her again!

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Cynthia J.
Sitter Profile Image: Ashton W.
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Ashton W.
from
$50
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
10 years of experience
York, PA, 17402

Ashton did a great job caring for our dog Harvey while we were away for two weeks! He took him on frequent walks and sent us regular updates. He even watered our plants while we were away, and left our house in perfect shape! We definitely plan on having him watch Harvey again in the future!

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Joe and Katie V.
Sitter Profile Image: Rowan S.
Verified Enhanced Background Check
Rowan S.
from
$35
per night
5.0 out of 5 stars
2 reviews
3 years of experience
New Freedom, PA, 17349

Rowan was very responsive and took very good care of our pups and checking in on our bunnies.

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Amy D.
Sitter Profile Image: Hailee B.
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Hailee B.
from
$28
per night
4 years of experience
Red Lion, PA, 17356

About: I’ve had over 10 years of hands on experience caring for dogs and understand the responsibility and attention they need to stay happy and healthy. I currently have two Labrador Retrievers who are very energetic, so I’m used to managing high-energy dogs and keeping them active and engaged. I’ve also spent time helping out at local dog shelters, assisting with feeding, cleaning, and giving dogs attention and care. This experience has helped me become patient, attentive, and comfortable with dogs of all temperaments. I work weekdays in the morning to mid day usually, and my weekend availability can vary. However, I manage my schedule carefully and plan ahead, allowing me to stay flexible and reliably accommodate pet care needs when needed. Safety and trust are really important to me when caring for pets. Whether I’m in my home or a client’s home, I make sure the space is clean, safe, and free from anything that could be harmful. I stick closely to each pet’s routine, including feeding, walks, and any specific instructions. I pay attention to their behavior to make sure they feel comfortable and not stressed. I also keep a calm, supervised environment and treat every home with respect, so both pets and owners feel at ease.

Sitter Profile Image: Kaylee S.
Verified Enhanced Background Check
Kaylee S.
Star Sitter
from
$85
per night
5.0 out of 5 stars
26 reviews
9 repeat clients
30 years of experience
New Freedom, PA, 17349

Kaylee did an amazing job of taking care of my fur family. She was proactive in meeting with me and my cats to make sure I was comfortable and the cats felt comfortable with her. She read my care instructions and asked good questions. She checked in frequently to help put my mind at ease. She was patient with my senior kitties who need lots of attention. She spoiled them with snuggles and movie night! She did a great job and planning on rebooking with her.

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Stephanie O.
Sitter Profile Image: Trinity B.
Verified Enhanced Background Check
Trinity B.
from
$46
per night
4 years of experience
Felton, PA, 17322

About: I am experienced in walking, playing, and taking care of dogs. I will be playful, affectionate, and loving towards your dog and treat them with the best possible care. I previously have worked in a pet store driven more towards cats and dogs and had the best time! I take college classes during the day through the week and am looking for an enjoyable job about something I am passionate about. I would love to spend my free time with your pet! I will care for your pet in your home by using your provided supplies like food, bathing, and cleaning items. I love caring for animals and pampering them.

Sitter Profile Image: Morgan M.
Verified Enhanced Background Check
Morgan M.
from
$45
per night
15 years of experience
york, PA, 17402

About: From pet-sitting duties and caring for my own animals, I have extensive experience caring for a variety of animals, including feeding, grooming, and providing companionship. I’ve also administered medication to dogs of all ages and sizes, ensuring proper dosage and handling for each. I'm a proud graduate of Bloomsburg University with a bachelor's degree in early childhood education. I also enjoy working part-time in the restaurant industry. My schedule is quite flexible as long as I have some prior notice! I'm happy to work with clients to find times that suit us both well. I'll make sure to follow all of your instructions carefully to keep your little buddy happy! Do you have any specific wishes for them? Just let me know! I welcome them on my bed and couch unless you'd prefer otherwise. I always keep the water bowl full and ensure pets are happy and healthy. If you'd like, I can even give them a bath—just bring their shampoo if they have sensitive skin! If you choose me, I promise to go above and beyond to take great care of your furry friend!

Sitter Profile Image: Hannah E.
Verified Enhanced Background Check
Hannah E.
from
$28
per night
5 years of experience
York, PA, 17404

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: Mary Y.
Verified Enhanced Background Check
Mary Y.
from
$80
per night
5.0 out of 5 stars
3 reviews
1 repeat client
40 years of experience
Felton, PA, 17322

About: I grew up on a small farm. I currently have four cats and I am experienced in taking care of litter pans, feeding and providing love to cats. I currently also have two dogs. I love spending time with animals and I love walking so this new adventure seems like a great fit for my lifestyle. I currently work part time as a Dental Hygienist so I am available to be there for your pets needs. I am experienced to do this because I have 4 cats and two dogs that mean everything to me! I am a very trustworthy and detail oriented. I take pride in having a strong work ethic. I treat animals with the utmost respect and kindness realizing that each pet has a unique personality just like humans.

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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 Winterstown 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 Winterstown 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 Winterstown 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 Winterstown 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 857 house sitters in Winterstown. 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 Winterstown house sitters respond in under an hour.

House sitters in Winterstown have an average of 16 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 Winterstown.

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. Winterstown 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.