House Sitting Winterstown
Find a loving house sitter to watch over your pets and your home.
Over 3 pet parents in Winterstown have booked house sitting
Winterstown, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“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.”
“Tristan did an awesome job with my girl. She is fearful of new people but she liked Tristan right away. She also has medical issues and needs medication twice per day and Tristan handled it like a pro. I will definitely use him again.”
About: I am a registered nurse and have a lot of experience(13 years) with medication administration,IV fluids and injections because I have had four sick cats that required medications.I treat all animals as if they were my own and my rates are negotiable. I have 3 full days and night off a week and I am also available few hrs on days I work.I am an overnight nurse and work 12 hours shifts so would be also available in between shifts if need be.I also make my own work schedule so depending how far in advance notice you request my services,I could be Available more. For safety I only enter one door in my house. That way the cats don't have multiple access to get out the door by mistake. I'm super safe in everything I do with my animals because I'm a nurse, I'm used to safety First. I have a huge fenced in yard with a privacy fence for any dogs. I also have multiple extra rooms,and If your dog stayed at my house I have a few other rooms or basement, my cats could stay in if you needed to separate them from my cats.
“Bria was AWESOME with our dogs! She stayed at our home for a long weekend and took amazing care of both of our dogs and our home as well. She sent us pictures and kept us updated on how things were going. It felt good knowing they were in good, loving hands while we were away. THANK YOU BRIA!!! :)”
About: What sets us apart is our dynamic as a dedicated sitters duo. With two pairs of hands, your pet gets double the attention, playtime, and walks. Because we don't have our own pets yet, your furry family member receives 100% of our focus and undivided love. We treat your home and pets with the ultimate care, ensuring a safe, personalized, and incredibly fun stay every single time. I currently work in a pet friendly office or have the flexibility to work from home if needed. I typically get home from in office work days around 5:30-6pm but that can be flexible if needed. I’m home most weekends and can care for your furry friends throughout the duration of the weekend. I live within a community that is within half a mile of a very large park! I also can travel to your home and have a ton of flexibility with whatever care your pet(s) need!
“Gabbie was great at communication leading up to the dates for staying with our two dogs while we were out of town. She came for a "meet and greet" and carefully took the instructions, asking thoughtful questions. She was reliable and responsive during her stay. Our dogs were well loved and the house was in good shape when we returned. We will definitely ask for Gabbie again!”
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
“SO AMAZING! Jaclyn was amazing! I received multiple pictures daily and I know Ghost received constant attention and love. I will DEFINITELY be booking her when she is available for my trips. I have no doubt my fur baby was well taken care of!! Thanks again so much!!”
About: I’ve been dog sitting for 4 years now. I have three pups of our own and come from a family of pet lovers! Love spending time with pups and helping them keep comfortable in the comfort of their own home. I work full time in a flexible and hybrid environment. Whether the pups are with me or I am staying with the pups in the owner’s home, I make sure they are comfortable and getting all necessary activities. I will work with each pet family’s care guidelines to make sure they are getting the best and stress free care! For us, we have a fenced in yard which helps us with ongoing activities.
“KIAH. Was awesome. She was so great with our pup. She sent me period pictures of what they were doing. It was great. I will definitely use her in the future. Totally recommend this girl!!!!”
“Tabbz was amazing! She helped us out with a last minute booking so we could attend family birthdays out of state. She was wonderful with our girl Athena and her special needs and schedule! She went above and beyond for us! Knowing how worried we were leaving our girl, she sent photos and videos every day and made sure everything was good. Athena absolutely loves her and is currently sulking because her friend left lol We can't thank you enough and will definitely be booking with you again!”
About: I’ve grown up surrounded by dogs of all kinds and know firsthand the love and attention they need. From my first dog, Francis—a loyal Cocker Spaniel/Beagle mix who was part of the family for 16 years—to Olivia, a playful Boxer mix who brought joy for 9 years, I’ve learned how to care for dogs with different personalities and health needs. Now, I’m lucky to share my life with Lulu, a 3-year-old Staffy and Pitbull mix. I treat every dog with the same love and care I give my own, making sure they feel safe, happy, and well-loved. Taking care of pets is just part of my everyday life. I make sure there’s time for walks, play, meals, and plenty of love every day. I’m used to paying attention to what each dog needs—whether it’s some extra energy to burn or just some chill cuddle time. Basically, I fit pet care into my routine because I genuinely enjoy hanging out with dogs and making sure they’re happy. I live in a quiet apartment with my dog Lulu, which provides a calm and safe environment for pets. I’m also close to several parks with plenty of space for walks and playtime, so your fur baby will get lots of exercise and fresh air. Whether I’m caring for pets in my home or during in-home visits, I always make sure water is available and follow feeding routines tailored to your dog’s needs. I take pride in giving attentive walks, regular potty breaks, and plenty of love to keep your dog happy and comfortable while you’re away.
About: I have been watching dogs and cats full time since 2016. I am a housewife with 17years experience caring for my own dog. My children are animal lovers too. Right now we have a Central American Wood Turtle, a Leopard Gecko and Hermit Crabs. Also, in college I studied animal behavior. I love all animals and have had many different kinds of pets. I can watch farm animals such as chickens, ducks, goats,rabbits, and pigs. In addition, I can watch your pet at your place. I am trust worthy and neat. Finally, I am responsible and I will treat your dog like it is my own. Right now I am currently open from 5:40 to 9 pm. Please ask if you need to schedule a different time which most of the time I can be accommodating. I have a high fenced in yard that we check frequently. I can easily crate your dog if I go to walk other dogs or do drop in visits.
About: I have several years of experience caring for a wide variety of animals. I am currently pursuing my education to become a Small and Large Animal Veterinarian and specialize in Animal Psychology and Internal Medicine/Oncology. Through my experience, I have developed strong knowledge and skills in pet training, dog walking, proper nutrition and feeding, and medication administration. Pet care fits naturally into my daily and weekly routine. I currently work a part-time job on Mondays, Wednesdays, and every other Saturday from 2:30 PM to 8:30 PM, which allows me to maintain a flexible schedule for my pet care clients. I keep my Rover calendar up to date to accurately reflect my availability, though occasional changes may arise. If you don't see the dates or times you need, I encourage you to reach out anyway—I’ll always do my best to accommodate your schedule and provide exceptional care for your furry family member! I do not offer in-home boarding, but I am happy to provide care in your home. I strive to maintain your pet’s normal routine to keep them comfortable and stress-free. When possible, I am available for extended stays, which can provide added consistency for your pet’s care and fit well with my schedule. I also recommend that clients leave detailed care instructions, as every pet has unique needs, routines, and preferences.
About: I've had cats since I was 2. Then we got a dog when I was 10. I take him for walks and throw a ball in the yard for him too play. I did go to my friend's house and take care of their dog while on vacation. I bathe and feed him and everything else. I also watched my grandma's dog when she went on vacation. I work Monday-Friday 7am-3pm. I have weekends off. If I have a baby sitter I wouldn't mind doing a weekend shift and a night shift We have a fenced in yard. They have food and water at all times. We have lots of toys for them to play with. We play all the time.
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.
About: Are you and your fur baby looking for a relaxed, safe and fun place to board him/her? That’s what I offer in my home. I treat all pets as if they were my own. I have experience w/senior dogs & puppies. I have been taking care of dogs for over 38 years. My dog Lizzy welcomes your fur baby. I’ll be sure to keep your fur babies tail wagging. Are you ready for your walk? Pet care is full time here. I keep a routine to get the doggies up early for potty breaks and feeding. We play outside, visit the park. We often hit Starbucks for a “Pup Cup” I have a large enough space so if caring for multiple doggies, I can separate all of them if needed. We love to go on walks and get the fur babies plenty of outdoor exercise. Your fur baby will love it here😊🐶 I care for your pets as of they were my own. I try to provide a fun and safe environment. I try to respect the owners wishes as far as food they can or cannot eat, and exercise time. In their home, I treat it with respect & don’t allow the fur baby to eat or chew on furniture.
About: I’ve always owned lots of pets. Currently own 4 dogs. I love animals of all kinds. I work full time and am only available afternoon/evenings and weekends. Looking for evening and weekend dog walking or dog sitting. I work full time during the day depending on location I could possibly do drop ins during the day. I do not do care in my home due to my own dogs. I do everything I can to make your pets as comfortable as possible while in my care.
About: I have had dogs and cats my whole life... currently I have 4 cats a dog two fish tanks and a lepord gecko... I love all animals and cane take care of all their needs! I work from 7-430 but am able to stay at houses for the night since my wife can take care of our pets if I am not there... willing to stay at the house full time I can take care of all animals in any environment that they are in no matter if it is fenced or having to walk them
The median cost per night for house sitting in Winterstown is $50
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- 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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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your 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.
How to book house sitting
1. Search
Browse profiles of sitters near you who offer house sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for house sitting - Winterstown
Select a filter and find qualifying sitters offering house sitting.Sitters in Winterstown average 4 repeat house sitting clients
FAQs for House Sitting - Winterstown
Frequently asked questions about Rover
The average cost of House Sitting in Winterstown is $44 per night as of November 2026. Most bookings cost between $36 and $53 per night. 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 2,212 sitters on Rover offering House Sitting across Winterstown. Enter your ZIP code to see which available sitters are closest to your home.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Winterstown walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Winterstown maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Winterstown choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
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.
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.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
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.
Yes, you can find sitters who have experience with handling special pet needs in Winterstown. On Rover:
- 90% of sitters can help with special care needs
- 94% can help with giving oral medications or injections
- 96% 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.
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