House Sitting Winston
Find a loving house sitter to watch over your pets and your home.
Over 38 pet parents in Winston have booked house sitting
Winston, 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.
“Pennie was everything my dogs and I needed! From the first contact to the very end she was responsive and great to work with. She was able to handle my overly excited dogs when she arrived, her calm demeanor helped them settle quickly. Pennie kept their normal schedule and my dogs were completely content that I was away, this made my very happy and settled my nerves about leaving them. Pennie will be my go to for now on.”
“We couldn’t have asked for a better dog sitter! From the moment we met, it was clear how kind, reliable, and genuinely caring they are. Our dog was happy, relaxed, and clearly well-loved while we were away—which says everything. Communication was excellent, with regular updates and photos that gave us total peace of mind. We came home to a very happy pup and a tidy space, and it was obvious our dog had been treated like family. We would absolutely recommend them to anyone looking for a trustworthy, attentive, and compassionate dog sitter. We’ll definitely be booking again!”
“Danielle was great! When I got home the animals were very content and only my dog seemed to notice I had been gone. I loved the pictures and videos to know they were doing well while I was away”
“I can’t say enough great things about Abigail. She cared so tenderly for my senior pup and when my pup had a medical emergency during her stay Abigail jumped right into action seeing to it that my pup got to the ER and back home safely. She stayed in communication the whole time and went above and beyond. I highly recommend A+++.”
“Lyndsay was super communicative with me from start to finish. My flight got delayed and offered to stay a few extra hours past what we agreed upon. She sent me pics of my babies throughout the day and the entire weekend. I highly recommend her and trust her with my pups!”
“Elizabeth was great to work with. She was on time, followed instructions perfectly and most importantly my pups had a great time with her and were well cared for. Thank you!🙏 we will be happy to have you back.”
“Cathy is wonderful! My dog can be a handful but she was so sweet and kind with him. She sent several pictures and updates throughout the day. We came home to a happy doggy and two happy kitties. She’s definitely going to be our go to!”
About: I’m patient with all animals and love their energy they bring to my life. I’ve cared for animals since I was 2 years old and I’ve been connected with them ever since. I currently work a full time job that does allow me to have free time after work or weekends to care for cats and/or dogs in my free time. Although I don’t have a fenced area at my apartment complex I do have plenty of space to walk and we can always go to a park enjoying the scenery.
“Carly is an amazing dog sitter! She took the absolute best care of our dog, Diesel, and gave us so much peace of mind while we were away. It was clear how much she genuinely cared about him and made sure he was happy, comfortable, and well taken care of the entire time. Diesel absolutely loved her, and we feel so lucky to have found someone we trust so much with him. She also was great with communication and provided updates regularly, which was so appreciated. We cannot recommend Carly enough and would not hesitate to book her again!”
“Vonna was amazing. She kept me updated on her schedule, showed up when she said she would, and even tracked my flight to make sure my dog was safe in case I got delayed. She was so professional and well-prepared for anything. I really appreciated how thoughtful she was in letting me know how my dog was doing while I was away. I came home to a happy pup and a clean house. I highly recommend Vonna and will definitely be reaching out to her again for future trips.”
“My dog and I were very happy with Christian. Christian is awesome, very attentive and caring. He kept me updated throughout the day with comments, photos and videos. I felt very comfortable leaving my Scooby with Christian. I will definitely hire him again. Thank you for taking such good care of my Scooby prince.”
About: My fiancé & I have always had a deep passion for taking care of, loving on, and nurturing fur babies! I have always called her the "dog whisperer". We have always had one thing in common, and that is our LOVE for animals. My fiancé works from home and is also a FULL TIME mommy to our 3 year old{whom is ALSO an animal lover-- he got it honest😉} We have a VERY flexible schedule to accommodate your needs in someone giving the upmost CARE & LOVE for your fur baby while you are gone away and/or on vacation! You will NEVER have to worry while your furbaby is under our care, they will feel just like a part of our fam{iLy} while with us! We promise to provide the VERY BEST care and love for your furbaby♡ I am available 24/7 to care for all of your furbabies wants and needs. Available weekdays, as well as weekends. I am able to keep your pet overnight, for however many days/nights as needed. I am also very flexible and willing, IF NEEDED; to pick up AND/OR drop off and bring your fur baby to your home anytime (including EARLY PICK-UP/LATE DROP-OFF} for an additional $15.00-20.00 {depending on the distance that I would have to travel}-- if that option would be MORE CONVENIENT for you😊 I can provide references if needed! You may contact me AT ANYTIME day/night! {If you would like, we can FaceTime as well} You will receive plenty of pictures/videos, along with frequent updates on how your furbaby is doing while under our care! I have plenty of yard space for your fur baby to run around. He/she will always feel safe and loved under my care and supervision.
“Found Rosemary to be very reliable in taking care of our pets. She was attentive to our instructions and flexible to unexpected changes. She kept us informed and updated. We really appreciate not having to stress knowing the pets were being taken very good care of while we were away.”
“Miranda was absolutely amazing! Took really good care of my fur babies and the house especially at a last minute need. Very accommodating and flexible with her scheduling if able. I know my babies are looking forward to seeing her again. If you are in need of pet sitting, she is phenomenal and I highly recommend her to take care of your fur babies!”
About: I grew up closely involved with many kinds of animals and have always been a lover of nature and wildlife. Along with numerous family pets, we often fostered cats and dogs, as well as newborn kittens and puppies. In high school, I spent over a year volunteering for the Animal Welfare League in Port Charlotte, FL, caring for cats and dogs of many varieties. I currently have 4 cats of my own, all rescues which I love dearly! It would be an honor for you to trust me with the care of your pet, and I guarantee that I will love and care for them as if they were my own. I have experience with providing cats with basic, routine medical treatments such as pills, topicals, and injections. Communication is important to me, and I will gladly provide you with any updates or answer any questions you may have while I'm looking after your home or pet. I'm currently seeking more self-employment opportunities, so my availability for daily or weekly sitting services is completely open! If you're looking for regular walks/visits, we can work together to schedule according to your pet's needs. You can rely on me to treat your home and pets with integrity and respect. Ensuring the comfort and safety of your animals is my top priority! I will listen to your unique needs and concerns, and provide attentive care.
About: Experienced in day-to-day care, emergency situations, disabled animals (hearing/seeing impaired, as well as limited ambulatory abilities), and also post-operative care. I am available for drop-in potty break visits, walks, overnight stays, giving medication, and transportation. In addition to caring for the various animals I've had I'm my family over the years I've also been a volunteer at the SPCA since 2020, entrusted with the care of many dogs and cats during that time. I work full time from 7:30am to 4pm, Monday through Friday, however my schedule can be adjusted to accommodate early morning drop-in visits as well as overnight stays and transportation if needed. I see to my pets overall wellness, going beyond food, water, and bathroom breaks. In my mind their lives are relatively short compared to a humans, and it's important to me that animals I call family members are not only physically healthy but happy and stress free. I extend this same level of care to the furry, four-legged family members of those who entrust me with their care. I welcome the chance to visit your home and meet your pets to make sure it is a good fit before committing to my services.
The median cost per night for house sitting in Winston is $47
Pet parents share their Rover experiences - Winston
Megan was wonderful! We had a great first meeting, communication was great she was fast at responding and friendly. She sent us pictures of our pets while she was watching them and they were all happy when we got back home. I would definitely recommend her to anyone and I’d use her again.
Sia sat for our young dog at our home for a long vacation and she was wonderful! Teddy loved her, she provided regular updates and photos . She worked with him on playing fetch and taught him “Stop” while on walks. It was comforting to know our dog and our home were well cared for while we were gone. We will definitely use her again and highly recommend anyone else to use Sia if she is available.
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.
Meet local sitters who will treat your pets like family
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 - Winston
Select a filter and find qualifying sitters offering house sitting.Sitters in Winston average 3 repeat house sitting clients
FAQs for House Sitting - Winston
Frequently asked questions about Rover
The average cost for House Sitting in Winston on Rover is $44.4 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .
As of July 2026, there are 2,654 sitters on Rover offering House Sitting across Winston. 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 Winston 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 Winston 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 Winston 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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Winston. On Rover:
- 88% of sitters can help with special care needs
- 94% can help with giving oral medications or injections
- 98% 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
