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.
“Juliana and Celeb did a wonderful job at carrying for our two dogs. Our pups feel in love with Juliana. And she showed them so much love and attention while we were out of town. They didn’t even act like they missed us, hahaha. We will definitely be using them again. They took excellent care of our home and even made sure our plantings were watered in this record breaking heat. My husband and I felt so good while away knowing our babies were being cared for by two people who love dogs and are very good with them. Thank you both for being so awesome with Bandit and Boone.”
“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.”
“Louis was great with our high energy Labs he sat with for the week.They were always happy in the pictures he sent . House and yard were just as we left it. Thanks Louis for a amazing job!”
“Treanne sat overnight for our 15 year old dog, Fox between June 30th - July 5th. I was so happy with our experience- she was so attentive to our guy especially with his age and neighbors shooting fireworks over the 4th. She sent daily pictures and updates with him. I had a peace of mind while being away. If we go away again, I would not hesitate to book Treanne again.”
About: As a lifelong dog lover and owner of a friendly mini golden doodle, I specialize in dog walking, pet sitting, feeding, and care. With experience caring for dogs of all sizes, I provide a safe and welcoming environment for your furry friend. Pet-friendly and full of love, I'll give your dog the attention and care they deserve! I'm currently working full time but Monday-Friday I'm available after 5. Depending on how early, I can do the morning on weekdays too. I’m available all day and night on weekends. When I am with your pet, it will be loved all the way until you return. There are already dogs that live with me, and they will learn to love your dogs. There isn't a fenced in area, but I always have the dogs on a leash and watch them carefully.
“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!!”
“Olivia was amazing! We are in town visiting and she was willing to come stay with our pups in our Class A motorhome. She came for a meet and greet beforehand, took pictures during her stay, and gave regular updates. She made me feel very comfortable leaving our 2 dogs in her care and we will definitely use her again when we are in town!”
“This was our first time using Rover. We chose Kiah based on her experience and great reviews. She did not disappoint. Had a great first meet and greet with her before our trip. She made a great first impression, took to our pups immediately and was very knowledgeable. She showed up for house sitting at the time requested and messaged us right away putting us at ease that she was at our house and with our pups as we were on our plane. All vacation long she was in touch with updates, questions if necessary and just a photo or two of our boys to make us smile knowing they were ok. We enjoyed our vacation without much worry knowing they were in our home rather than a kennel and being taken care of. We returned home a week later and the house was as we left it and our boys were safe and happy. Would absolutely recommend Kiah and will book her again in the future when the need arises.”
About: I have been blessed with taking care of my two senior dogs; my labrador, Bentley, and my puggle, Lilly. As well as my puppy, who is also a Labrador, Toby! I have also pet-sat and walked my sisters GSP from when he was just a tiny, little guy! He’s a lot bigger now, and still has the same puppy energy! Either way, I am ready to care for your furry family. :) I currently work full-time as a barista. On average, I am at the cafe 4 days a week. Unfortunately, I do not have a set-schedule; however I am off every Sunday! Through the years of taking care of my three dogs, I can confidently say that I can take care of your fur-babies in many cases, whether they need to be let out to potty, need a play-mate, walk, etc. Growing up and having two labs, a puggle, and taking care of my boyfriends 2 Great Danes, and my sisters German Short-haired Pointer, I have knowledge on both smaller and larger dogs!
“Ashton was great with our two dogs! They warmed up to him almost immediately and he was very thoughtful in their care. He was very responsive and prudent with being on time and keeping them on a schedule. Also left the house exactly how he found it which was a huge relief being able to come home to a clean house! Would absolutely recommend!”
“Melinda was great, she did housesitting and watched and loved my two boys. She communicated any questions and concerns she had and also sent pictures that made me feel comfortable being that this was my first time using rover. I will definitely be using her again in the near future”
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.
“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!”
“Yana did an incredible job! Our house was left cleaner than when we left. She washed the sheets and towels. Koda can be a difficult old lady but she’s out world and Yana took excellent care of her. We felt comfortable with her in our home. Very responsible. We would 💯 use her again and would recommend her for overnight stays!”
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!
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.
“Sarah was amazing! I got frequent updates on how my fur babe was doing, I felt comfortable having her in my home and will definitely book again in the future… highly recommend!!!!”
About: I have loved animals my entire life. At 8 years old, I got my first kitten and have been caring for animals of all kinds since then. I've even successfully hatched praying mantises! I have handled special needs animals, including cancer patients, and I am a quick learner. Happy to administer meds and do basic grooming as well (brushing, nail trims) if your animal is cooperative. I love cats, dogs, bunnies, and reptiles and am open to sitting for most any creature. As an entrepreneur, I am super flexible, so I can almost always work with your scheduling needs unless I'm traveling for an event. I can even make multiple visits per day or do overnight pet/house sitting. I am an avid cuddler and will be your pet's ultimate companion while you're gone. I am highly empathic and am currently studying feline reflexology. Your animal's comfort and serenity are as much of a top priority to me as their physical needs. I will love your baby as much as you do and will do my absolute best to keep them happy and safe for you. After all, animals are family. 🫶🏼
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?
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 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 October 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 October 2026, there are 2,214 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.
<b>Tip:</b> 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 , 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 .
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 .
sitters on Rover set their own , 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.
Connect anywhere with the Rover app
