House Sitting Winston
Find a loving house sitter to watch over your pets and your home.
Over 42 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.”
“Lottie loves Danielle! She provides impeccable communication, lots of pictures, and an abundance of love for your pet. Thank you for another great experience!”
“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.”
“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!”
About: I've been around animals my whole life and genuinely love caring for them. I understand that every pet has their own personality, routine, and needs, and I take the time to make sure they feel comfortable, safe, and loved while you're away. I have experience caring for dogs of different sizes, ages, and energy levels, including puppies who need extra patience and attention as well as senior dogs who require a gentler approach. I'm comfortable with feeding schedules, administering basic medications, walks, playtime, and providing plenty of companionship. What sets me apart is that I treat every pet as if they were my own. I prioritize communication with pet parents by providing regular updates, photos, and messages so you can have peace of mind while you're away. My goal is to create a stress-free experience for both you and your pet and make sure they receive the same love and attention they're used to at home. I am currently working part-time but looking for a way to help out some people in the area with their furry friends! Available almost everyday. I prioritize each pet’s safety, comfort, and routine. In clients’ homes, I follow all care instructions closely, maintain a clean environment, and provide plenty of attention, exercise, and affection. I keep pet parents updated with photos and messages so they can feel confident their pets are in good hands.
“Elizabeth was fantastic! She sent pics and updates throughout the day while we were out! Our boy, Mav, was wiped out when we got home! He is about 3 1/2 yr old spoiled rotten Sheepadoodle! We would HIGHLY recommend her for your fur baby! She is kind and very patient - Mav took to her immediately!”
About: I’m a caring, dependable, and attentive pet sitter who will treat your pets like they’re my own! I have experience caring for dogs of different ages, sizes, and personalities, and I’m comfortable with walks, feeding schedules, playtime, and lots of cuddles. I’m patient with puppies who may need extra attention and consistency, and I’m also happy to provide a calmer environment for older pets. I understand that every pet has their own routine and personality, so I’ll always follow your instructions closely to make sure they feel safe, comfortable, and loved while you’re away! ’m a full-time college student, but all of my classes are in the early afternoon, which leaves me plenty of time in the mornings, evenings, and between classes to care for pets. I’m able to make time for walks, feeding, playtime, potty breaks, and lots of attention. I’m also happy to follow your pet’s normal routine so they feel comfortable and well cared for while you’re away. When caring for pets in a client’s home, I do my best to keep their normal routine consistent so they feel safe and comfortable. I follow all instructions for feeding, walks, potty breaks, playtime, and any other specific needs. I make sure they get plenty of attention and love while also respecting their space and personality. I’ll also keep their area clean and make sure they have fresh water and everything they need while you’re away!
About: I have had dogs of my own since I was 12. In their older years, I had experience giving them their medications and taking gentle care of them on walks and at home. I’ve walked dogs for neighbors and friends and will treat your pets as my own! During the year I teach middle school music, but I’m completely free for the summer! I have plenty of time to look after your pets. I can administer medications, go on walks, give baths, and take great care of your pets. I’ll make sure to spend the time they need with them to keep them happy.
“From day one Christian was professional and willing to work with our not so friendly boy. We got hourly updates with pictures on our animals. One of our animals got sick while we were away and Christian was great with extra cuddles and provided what was needed. We had no worries or hesitations about our kitties and dogs while we were away.”
“Cathy did a great job of watching Ollie for me while I was away at work. She made sure to keep me updated throughout the day with pictures. She also made sure to give him lots of walks and lots of cuddles and kept him happy. She is quick to respond as well which is awesome. I would definitely recommend her for your pup :)”
“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.”
“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.”
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.
“Abigal was very dependable and took great care of Finn for us from a Thursday to a Sunday afternoon. I was always able to get in touch with her with any questions I had. We hope she will be available for our next trip .”
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.
“Joshua was kind and patient with our pets … and sent us pics while we were gone. Even video chatting with us one night! We appreciate all he did with helping our pets feel at home while we were gone.”
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
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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 August 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 August 2026, there are 2,597 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:
- 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.
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