House Sitting Winston
Find a loving house sitter to watch over your pets and your home.
Over 1 pet parents in Winston have booked house sitting
Winston, Find top rated house sitting
About: When I was a child, I dreamed of becoming a vet. Nature, animals, and being active have always been a part of my life. I became a Fitness Professional who believes health & well-being are fundamental for humans AND for animals. I'm grateful for all LIFE and that shows in the way I embrace energy , the way I love to run & play myself, and that's what I provide to those that are under my care!! Security is a priority, water, food, a warm & comfortable shelter, a place to expand energy & many ways to stimulate interests are all I have to offer to your dog. I'm also patient - which I think is important because we all need time to learn & be understood.
“Sara is wonderful! Easy to communicate with, sent me plenty of pictures that showed not only that my baby was doing well, but that she was being her normal self and doing her normal routines. If your pet is your family you can trust Sara will treat them that way!”
“Valeria was amazing! Truly had the best experience with her. She was so communicative and had great attention to detail. Cannot recommend her enough! We will definitely book with her again ❤️”
“This was our first time using a pet sitting service and it was absolutely amazing! Aniyah is so sweet and kind and she treated our Kingston like her own from the very first time of meeting him. Aniyah sent us pictures and updates throughout the whole stay which made us feel so relieved and comfortable knowing our boy was being well looked after. If you're looking for a dog sitter we highly recommend Aniyah, she was the best!!”
“Alexia was a fabulous pet sitter for our menagerie! And she was a very courteous house guest/sitter as well. Pictures and updates were timely and our old old dog was happy. :). Will try and book her again!”
“We’ve used Genna a couple of times for housesitting our dogs and she has been great. Good communication and photos/updates which help make us feel more at ease while we are away knowing that the dogs are in good hands. Our dogs can be a handful around strangers, but both took to her quickly and she was very good with them. We would definitely use Genna’s services again.”
“I can’t say enough good things about Sahara! This was the very first time I left my dogs with someone outside of my immediate family, so I was naturally nervous. From the moment I left for vacation, she made me and my fur babies feel completely at ease. She was caring, reliable, attentive, and treated my dogs like they were her own. Thank you!!!!!!”
“Shirley did a great job with our zoo (2dogs and 4cats). They were comfortable with her. She also took care of our house while we were away. I would highly recommend her to watch your fur babies and your house. Thank you Shirley!”
“Jessica was very professional, mature, and thorough with updates. She made my dogs comfortable, while being very patient with them. She gave several daily reports and responded to messages quickly.”
About: I’ve always loved animals and understand how important it is to have someone you can trust caring for your pet while you’re away. I’m patient, responsible, attentive, and will treat your pets with the same love and care I would want someone to give my own! Whether your pet needs walks, playtime, feeding, bathroom breaks, or simply some extra attention and company, I’m happy to help! I know every pet has their own personality and routine, so I’ll make sure to follow your instructions closely and help your pet feel safe and comfortable. I also understand how reassuring it is to know your pet is doing well while you’re gone. I’m happy to provide regular updates and photos so you can relax knowing your pet is being well cared for. My goal is for you to come home to a happy pet and feel confident choosing me again! I currently work full-time, but I still have a pretty open schedule, especially on Mondays, Fridays, & Saturdays. I am also free most of the time after 5 pm on Tuesdays-Thursdays. I am always willing to try to make my schedule work to take care of your pet when you need! I will take care of your pets' needs as you request. I do not take this job lightly. As someone who has had pets my whole life, I know how important they are to us. That is why I will treat your pets like they were my own. Whatever you need from me to make this happen, I will do my best to make it happen so your pet can be safe, healthy, and in a good environment!
“This was our second time using Raniyah. She is so kind, gentle, and patient with our scaredy-cat dog and provides lots of playtime for the kitties. She sends tons of photos and interacts freely if she needs anything — which I appreciate. I’m so happy to have found her and hope to use her again soon. Highly recommended! 😊”
“Stephanie was a life saver. I had a short notice booking. She was able to fit in a meet and greet, which was very important because we have a high anxiety dog. She was sweet and calm with my dogs, and also playful for my high energy dog. And our high anxiety dog started to warm up to her after a day or so: She left our home clean and orderly. Would definitely recommend!”
About: I’m here to help! I’ve worked with dogs from puppies to seniors. But also worked with dogs with behavioral problems and overall shy dogs. Also have trained a few dogs as well! I’m always available on weekends but on week days I’m free after 4:30pm to walk and check up on any of your pets! And if it’s in the only on week days it would be anytime before 8:30am. I’m huge into following directions and having good communication with my clients. Making sure I know if there’s any triggers or problems your pets have before service.
About: I’m vigilant and will keep your pup safe on a walk, will make sure they have time to do their business, and allow them to stop and smell the roses along the way. I work from home and love dogs so this is perfect opportunity for me to earn a little extra money and give a little extra love. I am used to watching dogs that need constant supervision. My husky required constant supervision during his puppy months and is now potty trained and the best boy.
“Our pups were well taken care of! Great communication and made sure the dogs were loved on. We had no doubts or worries that our dogs were in good hands while we were away. would definitely recommend!”
“Destinee did an outstanding job she went above and beyond. She was conscientious about my senior dogs health and contacted me with any concern. The house was clean and neat when I returned .She will definitely be my first choice on my next outing.”
“Crissy is a knowledgeable and professional dog sitter. She was able to easily navigate our different dynamics, having a newly adopted dog who is still getting used to her new home & also an energetic fun-loving hound who can be a lot to handle. Crissy came and handled them with ease. Even took them on walks and sent plenty of pictures and updates. We are so glad we found her!”
“Amanda was great with all 3 of our large breed dogs! She provided frequent updates and our dogs seemed to really feel comfortable with her. We highly recommend her for your pet sitting needs.”
The median cost per night for house sitting in Winston is $50
Pet parents share their Rover experiences - Winston
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 - Winston
Select a filter and find qualifying sitters offering house sitting.Sitters in Winston average 4 repeat house sitting clients
FAQs for House Sitting - Winston
Frequently asked questions about Rover
As of October 2026, there are 3,356 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.
<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 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 , 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 Winston. On Rover:
- 89% of sitters can help with special care needs
- 94% can help with giving oral medications or injections
- 97% 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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