House Sitting Winston
Find a loving house sitter to watch over your pets and your home.
Over 52 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.
“I absolutely adored Penny, she took great care of my animals but also knew I had a stressful day returning to my kiddos that she got the house ready for me and honestly it was amazing. I will forever only hire her for anytime I leave for another holiday.”
About: Hi! I'm a lifelong animal lover with years of hands-on experience caring for pets of all kinds. Ever since I was a kid, animals have been a big part of my life. My grandfather owned a farm, where I helped care for dogs, cats, horses, chickens, goats, and many other animals. Those experiences taught me patience, responsibility, and how to understand the unique needs of each animal. I believe every pet deserves to feel safe, loved, and comfortable while their family is away. Whether your dog loves long walks, playing fetch, exploring outside, or simply relaxing with companionship, I'll make sure they receive personalized care and plenty of attention. I'm dependable, responsible, and committed to keeping pet parents informed. You can expect regular updates, photos, and clear communication so you'll always know how your furry family member is doing. I treat every pet as if they were my own, with kindness, patience, and respect. My goal is to earn your trust by providing a safe, fun, and loving experience for your pet while giving you complete peace of mind. I look forward to meeting you and your best friend! Pet care fits naturally into my daily routine, and I make it a priority to provide reliable, consistent care. I have a flexible schedule that allows me to dedicate quality time to walks, feeding, playtime, and companionship. I plan my day around each pet's needs and routine, ensuring they receive the attention, exercise, and care they deserve. Whether it's a quick drop-in, daily walks, or overnight care, I'm committed to being dependable and making sure every pet feels safe, comfortable, and loved. Your pet's safety and well-being are always my top priorities. I take the time to learn each pet's routine, personality, and any special instructions so they receive the best possible care. Whether I'm caring for your pet in my home or yours, I'll maintain a clean, calm, and safe environment while following your feeding schedule, exercise routine, and any medication or care instructions. I always make sure pets have fresh water, plenty of attention, and a secure environment. During walks, I use safe handling practices and stay alert to my surroundings. I also provide regular updates and photos so you can feel confident and connected while you're away. My goal is to treat every pet with the same love, patience, and respect I'd give my own.
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.
About: I'm the guy who gets called when you get called in but haven't taken poor pookie out for a walk, the one who's there as you're planning your weekend get away, cats, dogs, birds of all sizes and personalities. Call me a day ahead for any inquiries to discuss distance and needs and I'll work on the time that they need for the best pet support. Communication is key and quite frankly unavoidable, I like to let the pet themself feel me out. You can pay me to come but only your pet can want to keep me around.
About: I’ve taken care of animals since I was little as 11 years old. I had two dogs growing up and two cats growing up. I also had a ball python in high school and love reptiles! I currently work from 7:30 am to 4:00 pm Monday through Friday with an hour for lunch at 11:30 pm. I have the ability to switch my lunch hour and work from home three days a week! This is perfect if you are looking for a house sitter as I can hang out with your animals throughout the day while working from my laptop! I currently live in an apartment complex and unfortunately cannot house other furry friends. However, I am willing to come to you instead! I am a happy cat owner :)
“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!”
“Elizabeth was absolutely amazing! She stayed at our home for a week and took the very best care of our four fur babies. From the moment we met her, we knew they were in good hands. She treated them like they were her own, giving them so much love, attention, and care while we were away. She kept us updated with messages and photos, which gave us such peace of mind and allowed us to truly enjoy our time away. We came home to four happy, well-loved pets and a home that was just as we left it. I honestly don’t think they missed us at all! Elizabeth went above and beyond in every way, and we couldn’t recommend her more highly. If you’re looking for someone who is trustworthy, compassionate, and exceptional with animals, Elizabeth is the one. We will absolutely be booking with her again!”
“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.”
“Stacey took wonderful care of our senior Boxer, Jingles, while we were away on an international trip. From the moment we met her, we knew Jingles would be in caring and capable hands. Jingles is an older dog with some special needs, including frequent potty breaks and a few age-related quirks, and Stacey handled everything with patience, kindness, and genuine affection. She kept us updated, gave us great peace of mind while we were traveling, and treated Jingles like she was her own. The biggest compliment I can give is that when we got home, Jingles spent the evening and the next morning walking around the house looking for Stacey. It's obvious they formed a special bond during the week, and that says everything about the love and attention Stacey gave her. We are incredibly grateful for the wonderful care Stacey provided and would not hesitate to book her again. If you're looking for someone who will truly care for your pet, I highly recommend Stacey.”
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 5 year old{whom is ALSO an animal lover-- he got it honest😉-- he is VERY GENTLE/CARING when it comes to animals} 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 FENCED IN (6FT)--yard space for your fur baby to run around and play. He/she will always feel safe and loved under my care and supervision.
“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!”
“Josh was FANTASTIC! Quick and clear communication when booking, even came for a meet and greet beforehand! Got pictures daily so we knew our pets were safe and happy - which is always a big relief when we have to travel. Our house was the same as we left it, clean! We'll definitely be booking with Josh again - it was well worth it!”
“Kim was an amazing caretaker of our home and pets. She communicated well, exceeded all expectations and allowed us to relax while away from home. I look forward to having her come again!”
“Olivia did great with our reactive and anxious pup in our house and left the house in great condition. She also communicated well throughout the stay keeping us at ease the whole time. Highly recommend!!”
The median cost per night for house sitting in Winston is $50
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 of House Sitting in Winston on Rover is $44 per night as of October 2026. Most bookings cost between $32 and $113 per night. 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 2,670 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 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 Winston. On Rover:
- 89% of sitters can help with special care needs
- 93% 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
