House Sitting in Winesburg

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

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Top rated Winesburg 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: Elizabeth M.
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Elizabeth M.
from
$50
per night
5.0 out of 5 stars
9 reviews
23 years of experience
Shreve, OH, 44676

Elizabeth was a great pup sitter for Jazz and Sully, our 2 rescued Golden Retrievers. She kept us informed and sent photos, and during the meet and greet, we felt very comfortable leaving our "kids" and our home in her care. She left our house nice and clean, having done her dishes and vacuumed, and even changed and washed the bedding from the guest room where she slept. I recommend her highly and will definitely call her for future needs.

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Dorene M.
Sitter Profile Image: Laura E.
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Laura E.
from
$50
per night
5.0 out of 5 stars
16 reviews
1 repeat client
30 years of experience
Orrville, OH, 44667

Laura did an amazing job for us!! She even went above and beyond and has cute pictures of our pets waiting for us when we got home. She was awesome we cannot recommend her enough

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Hannah B.
Sitter Profile Image: Tyler Y.
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Tyler Y.
from
$26
per night
10 years of experience
Navarre, OH, 44662

About: I love every animal big or small. I have taken care of friends and family pets for several years and I absolutely love it! I just want everyone to have a peace of mind knowing their fur babies are being loved and taken care of. I unfortunately will not take care of reptiles (depending what type) or spiders. I work full time and can go to your pets before and after work. If I stay in you're home I will be there in the mornings and at night so your pet will not be alone. Unfortunately I will not be able to travel more then 20 or 25 mins away from my full time job. I care for my pets like I would a child. I make sure they always have plenty of food, water and outside time. Also plenty of beds/bankets around for them to lay in as like. Plenty of treats and cuddle time as well. I will take of any pet like they are my own.

Sitter Profile Image: Cassidy B.
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Cassidy B.
from
$50
per night
5.0 out of 5 stars
8 reviews
1 repeat client
10 years of experience
Massillon, OH, 44647

Cassidy took care of my 7 cats while i was on vacation for 2 weeks always took pics and updated me everyday! Great Job ! Thanks Cassidy for no worries!

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Julie D.
Sitter Profile Image: Serena L.
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Serena L.
from
$55
per night
3.7 out of 5 stars
3 reviews
8 years of experience
North Canton, OH, 44720

Serena is an outstanding young lady and Winston, my dog, absolutely loved her. She sent me pictures daily and gave me an update of all the fun they were having. I highly recommend her.

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John B.
Sitter Profile Image: Shawn Patrick Y.
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Shawn Patrick Y.
from
$34
per night
20 years of experience
New Philadelphia, OH, 44663

About: Animals have been a constant in my life, and over the years I've owned dogs, cats, rats, mice, guinea pigs, hamsters, and even hatched eggs via an incubator. That kind of variety builds real hands-on experience, a calm comfort around all breeds and temperaments, and a deep respect for the responsibility of caring for another living thing. What animals want most is attention, and that's something I have no shortage of. Your pet won't just be watched — they'll be engaged, cared for, and treated like family. Whether it's a walk, a feeding, or house sitting, you can count on me to show up and give your pet exactly what they need. My schedule is flexible and I can almost always make time — just reach out ahead of time. I'll follow any special instructions, respect off-limit rooms, and stick to whatever routine works best for your pet. My schedules pretty much open I could always make time if need be. As long as it's scheduled ahead of time my schedule is opened. I would care for their pets just as they would. Any special instructions of course I would follow. Any rooms that are off limits, limit the outside time etc

Sitter Profile Image: Martha C.
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Martha C.
from
$44
per night
5.0 out of 5 stars
1 review
1 repeat client
20 years of experience
Canton, OH, 44709

Martha did a great job with Milo and Kona. She was very good about communicating any issues and pictures to show us our dogs were taken care of.

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J D.
Sitter Profile Image: Skylar W.
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Skylar W.
from
$26
per night
5.0 out of 5 stars
3 reviews
10 years of experience
Ashland, OH, 44805

Skylar did an absolutely amazing job with my pup 🐶. She communicated and sent updates about Daisy her entire visit. I would recommend her to anyone.

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Raquel C.
Sitter Profile Image: Anna K.
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Anna K.
from
$26
per night
1 year of experience
Strasburg, OH, 44680

About: I’m new to Rover, but I bring a lifetime of hands-on animal care experience. I currently care for and walk my two dogs daily, and I’ve also provided trusted dog sitting for many friends and family. Growing up on a farm and participating in 4-H taught me responsibility, attentiveness, and a deep understanding of animal behavior. I provide dependable, attentive care and treat every dog with the same level of respect and affection as my own. I currently work two part-time jobs and am saving to put myself through college. I’m available for walks anytime on Tuesdays and Thursdays, with flexible availability on other days as well. Feel free to message me to discuss scheduling—I’m happy to work with you to find a time that fits your needs! I care for every pet as if they were my own, following their usual routine to keep them comfortable and stress-free. In a client’s home, I make sure pets are fed on schedule, get plenty of exercise, and receive lots of attention and affection. I also keep the space clean and provide updates so owners feel at ease. My goal is to create a safe, reliable, and loving environment where every pet feels happy and well cared for.

Sitter Profile Image: Jasmin K.
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Jasmin K.
from
$75
per night
5.0 out of 5 stars
16 reviews
11 repeat clients
20 years of experience
The Colony, North Canton, OH, 44720

5 STAR ⭐️ Jasmin and her pup Thor took the best care of my deaf bulldog, Mouse while I was out of town for 3 nights. I was so worried when I saw that there would be extreme heat during my time away but when I reached out to Jasmin she asked great questions and listened carefully to how I usually handle hot weather to keep Mouse safe and comfortable. Jasmin provided great updates and pictures/video that made me feel able to relax and enjoy my vacation. Jasmin carefully followed Mouse’s complicated feeding and medication needs. I feel Lucky to have met Jasmin, she even provided some training for Mouse and I on a behavioral issue he was having.

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Amanda C.
Sitter Profile Image: Mikaela M.
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Mikaela M.
from
$50
per night
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Canton, OH, 44714

About: I’ve had pets most of my life & am a very caring person. My work schedule is very flexible and I love meeting new pets! I have a very flexible schedule at work with most weekends and evenings off! I can be available during the mornings and afternoons as well! I can adapt to your needs! I live in a multi pet household and know that not all dogs (even the same breed) are the same! I will love your pets as if they were my own!

Sitter Profile Image: Milo B.
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Milo B.
from
$60
per night
3 years of experience
Frazeysburg, OH, 43822

About: I have grown up around dogs and cats and I have always loved both very much, I have been house/dog sitting for over 3 years I have done everything from 1 year old golden retrievers to older dogs with ptsd, I live a active lifestyle so I don’t mind walking/playing with dogs, what ever you need I can do I am incredibly flexible I have a open schedule so I will have plenty of time to spend time with your pets and can move anything else in my schedule around to fit your needs I have been taking care of pets for my whole life, I will always make sure they are let out, always have water, are fed on time and well exercised

Sitter Profile Image: Katie W.
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Katie W.
from
$40
per night
5.0 out of 5 stars
4 reviews
1 repeat client
12 years of experience
Massillon, OH, 44646

About: I'm a very reliable, caring, and responsible dog lover! I have been pet sitting for friends and family for around 12 years (big and little dogs, high anxiety, nervous dogs, dogs with medical needs, dietary needs). I don’t own any animals currently and would take care of your pet like my own. I enjoy going on walks, going to dog parks, playing fetch, tug, playing with mind/strategy toys, and giving healthy treats to help train a certain trick or correct a behavior. I enjoy playing one on one with dogs, or several dogs at once. I look forward to working with you to accommodate any requests to make you and your pet/s comfortable. Dogs are part of a family and I hope you chose me to be part of their lives! I currently set my own work schedule, so I'm very flexible with what you and your pets needs are! I will follow your instructions so your pet is comfortable with their regular process of how they do things. I'm looking forward to working with you and hanging out with your lovely pets!! I am able to follow any instructions needed for your pets. I want them to be comfortable in their regular routine, especially with a new person taking care of them! Their comfort and the owners comfort are very important to me.

Sitter Profile Image: Taylor D.
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Taylor D.
from
$60
per night
5.0 out of 5 stars
5 reviews
10 years of experience
East Sparta, OH, 44626

Took great care of our fur babies. They are older and she did an excellent job overnight. Sent pics and asked questions when uncertain. We’ll use her again for services.

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Nicole C.
Sitter Profile Image: justin l.
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justin l.
from
$26
per night
10 years of experience
Uhrichsville, OH, 44683

About: I’ve had dogs my entire life and have been actively involved in caring for them from a young age. I’m experienced with daily routines including feeding, walking, playtime, and basic training reinforcement. I understand different dog personalities and energy levels, and I always prioritize safety, patience, and positive care. I treat every dog as if they were my own and make sure they feel comfortable and well cared for. I currently only work 2 days of the week, saturday and sunday, the rest of the week i am free, i go to the gym during week days, minimum time away from home is 2/3 hours on week days. i have a fenced yard, and 2 cats that are good with dogs, and if not i always have extra room else ware around the house, i actively feed, and change little, take on walls daily.

Sitter Profile Image: John G.
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John G.
from
$35
per night
5.0 out of 5 stars
3 reviews
1 repeat client
18 years of experience
Orrville, OH, 44667

About: I have been around dogs throughout my entire life and I love dogs very much! I know how to care, feed, play, clean and love dogs the proper way! I will make sure that I treat your dog with as much love and care as you treat them and with as much love and care as I treat my own dog! I am a teacher during the day, so I will be available to walk, play, or visit your dog any day starting at 5pm. If you need me to house sit for you and your dog, I can happily do that on the weekends at any time! I am an animal lover through and through and I hope I will be able to care for your dog, or dogs, soon!

Sitter Profile Image: Amanda E.
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Amanda E.
from
$175
per night
5.0 out of 5 stars
34 reviews
6 repeat clients
15 years of experience
Wallhaven, Akron, OH, 44313

Amanda was excellent! She knew just how to handle a shy little dog like Rosie. She took great care of her. I would highly recommend her and definitely use her again to watch our dog. Thank you, Amanda for making our trip more enjoyable!

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Terri F.
Sitter Profile Image: Jade F.
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Jade F.
from
$75
per night
20 years of experience
Dalton, OH, 44618

About: I’ve grown up with dogs as long as I can remember! I’ve studied dog psychology and pack behavior as a special interest. I can even do basic grooming for your fur baby. I look forward to meeting you and helping care for your beloved companion(s)! I currently have open availability! Weekdays and weekends are available. Please note that repeat clients get priority. Please message me and we can discuss your specific needs! On walks, I’ll be vigilant and try to make it fun. I always look out for good sniff spots and we can even work on any tricks or basic training if you want! I’ll treat your fur baby with care and respect, and follow your regular routines as much as possible so they’re at ease while you’re away.

Sitter Profile Image: Joanna R.
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Joanna R.
from
$26
per night
3 years of experience
Magnolia, OH, 44643

About: I have had lots of experience in the pet care field ,I'm there when needed and I love playing with them and I have worked at a animal shelter before I can do any day or anytime just let me know 2 weeks on advance , I can do pretty much anything ,just let me know ! I have a fenced in yard , I have a decent sized house ,my house is cat or dog proof and I love walking dogs any size

Sitter Profile Image: Vanessa V.
Verified Enhanced Background Check
Vanessa V.
from
$50
per night
10 years of experience
Massillon, OH, 44646

About: I’ve taken care of dogs of all kinds since I was 10 I would bathe my pets and friends pets and walk a lot of people dogs and mine and feed them all the time and spend so much time with them and make them happy 😊 I work full time everyday I have some days off and I work every other weekend I could walk and drop in anytime on week days starting at 4 or 5pm and on weekend 3:30pm I have a fenced back yard with 2 dogs one is friendly with other and the other one is scared but he won’t be around I can bring the dogs on walk and play at park or away from my dogs whichever you would choose

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  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 Winesburg 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 Winesburg 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 Winesburg 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 Winesburg 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 162 house sitters in Winesburg. 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, 85% of Winesburg house sitters respond in under an hour.

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 Winesburg.

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. Winesburg 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.