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.
“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.”
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.
“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.”
“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: 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!
“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!”
“Vonna was a blessing! She spoiled my babies and left me feeling at ease while we were away. She truly loves animals and took extra time and energy to connect with my older dog who is slow to warm up to new people. She even hand fed him to make sure he ate. They were best friends after day one. She communicates well, and I got a lot of pictures and updates. My house was as clean as when I left it. I highly recommend her!”
About: When I was in high school I took 3 years of veterinary technician class and got my cva. I’ve worked at a vet clinic taking care boarding and hospital pets for 4 years. I’ve own my own dogs and even fostered some. I’m currently unemployed but I am a single mother so I have plenty time for any scheduling and time for your furry babies. At the moment I’m available for most times. I don’t have a fenced in yard and I have a roommate, who has a cat, and two young children so I won’t be providing any boarding services at my home.
About: I’ve walked dogs around my neighborhood for the past four years. I have lots of experience with animals— I personally have many different animals such as dogs, cats, and others! I’ve had experience in the veterinary field and want to pursue the veterinary field and become a licensed veterinarian! I am free for whenever is needed! I am hoping to head over to college soon but in the mean time work up some cash! I have been walking dogs around my own neighborhood around four years now. I treat the animals week, in which they are safe and happy!
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.
About: I’ve had dogs my whole life in which I’ve been apart of their care giving and love. I adore animals more than anything and would love to help out other’s pets! I’ve had my Bella since 2020 and that’s when I really became a big part of animal care. I’m an upcoming college student who loves animals more than anything, I have a flexible schedule and will do everything in my power to meet you and your dog’s needs! I will meet any needs your dog requires and I frequently check food, water, bathroom breaks, etc. to make your dog as comfortable and loved for as possible.
“Cathy was absolutely incredible! We returned home from 10 days away on vacation to three happy animals and a spotless house. Cathy provided frequent text and photo updates of how our fur babies were doing throughout the entire trip which to help to set our minds at ease. We will not hesitate to book with her in the future and your pets would be lucky to have her stay over. ?”
About: Although I don’t have professional experience as a pet sitter, I have always had cats and have also had dogs, so I’m very comfortable living with and caring for them. I have also cared for my friends’ dogs on several occasions. I’m a responsible, patient, and caring person. I believe every pet deserves attention, respect, and lots of love. I always make sure they feel comfortable, safe, and cared for while they are with me. 🐾❤️ Trabajo de lunes a viernes hasta las 5:00 p. m., por lo que estoy disponible para cuidar mascotas después de ese horario. Los fines de semana también tengo disponibilidad por horas, tanto en la mañana como en la tarde. Cuando cuido una mascota en la casa de su dueño, me aseguro de seguir su rutina habitual y las indicaciones de su familia. Me gusta brindarles compañía, cariño y atención, además de asegurarme de que tengan comida y agua fresca. También puedo jugar con ellos, sacarlos a caminar si es necesario y mantener limpio y ordenado su espacio.
“Christian is amazing with our 4 babies. We have an aggressive Great Dane and we needed someone to work with him and be patient with him. My dog loves Christian and I never feel bad or worried when I have to leave him or any of my babies.”
“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.”
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 for House Sitting in Winston on Rover is $44.4 per night (as of September 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 September 2026, there are 2,640 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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