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.
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.
“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.”
“Five stars! I had such a great experience. Nahiara took amazing care of my dog and home while I was away. Communication was great. She kept me updated. She sent pictures, and everything was clean and well cared for when I returned. Highly recommend Nahiara and would absolutely use her again!””
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 :)
“Gavin was great! He came over to meet our dogs, one of which is nervous around strangers. He went slow, went on a walk with us, and Aspen warmed up to him very quickly. He provided updates and photos almost daily which was always reassuring to receive. I would hire him again.”
“Olivia was amazing!!! She took such good care are of our Nellie girl and even took her on a hike and left her some dog treats. She was very communicative and sent us pics / videos while we were gone. Highly recommend, we will definitely be using her again!!!”
“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!”
“Belle was a fantastic caretaker for our 12-year-old furry baby Scout. He can be a bit of a challenge since he is older and deaf. Belle sent us some pictures of him during our 6-night trip out-of-town. Scout looked happy, bright eyed and alert. Belle left the home neat, tidy and smelling clean and sanitized. I would recommend Belle without any hesitation. She will be first on my list to call when we need her to watch Scout in the future.”
“Kaylee was amazing and our dogs abolutely love her to death. She really showed them so much love and affection they were sad to see her leave and keep looking for her to play. She is awesome and really makes your away time less stressful when you see your animals happier than when you are home LOL! Our pups consider her part of their pack now, and she left our house immaculate and followed all the instructions. Our Rotty had a ear infection and her skill in helping him be comfortable was very reissuring and she knew exactly what to do. We love the way she cared for them and we will be inviting her back for our next trips and hope she never leaves Rover! Thank you Kaylee for being so special.”
“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!”
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!
“I have never used a pet sitting service before and I can honestly say that I couldn't be more pleased. Kenneth was the absolute best!! He kept me updated with daily text and pictures. He even washed the rug after Gidget had an accident and my house was exactly the way I left it. Kenneth will always be my first choice. If you want the best, then hire Kenneth. You will not be disappointed.”
“Arianna did such a great job with my pets! We felt nervous leaving our puppy and two cats for two weeks while on vacation, but having Arianna there put us at ease. She constantly sent me updates on how they were doing and did really well to follow my list of instructions. I highly recommend her, and we will definitely be using her services again!”
About: I’ve watched over 5+ animals and house sat for over 3. I have 3 pets of my own my dog Lexi, my cat Jinxy, and my newest cat itty bitty. I love animals and have been around them my whole life. I can’t recall a single moment i didn’t have a cat in my lap or playing outside with a dog I’m currently in school at Polk state until I’m out for the summer. But a typical day in the life if me includes me getting up, getting myself together, and getting my animals what they need. Mondays and Wednesdays I am more available Tuesday’s and Thursdays I have school ,until the end of may, and I’m available more in the afternoon to evening. Weekends I’m fully available. I take care of all pets as if they were my own fur babies. I make sure to let them out regularly, take them for walks to get some energy out, clean the litter DAILY, make sure they are feed, have water, and make sure to clean their bowls after use.
“Karla is amazing!!! We were nervous leaving our puppy for the first time and she put us right at ease. She is just so sweet and our Penelope loves her. She sent pictures and updates all of the time we were gone. So excited to have found her!!!”
About: I'm a certified pet sittier through Fetch Find and have over a decade of experience. I work with dogs, cats, and bunnies. I have experience with sick and anxious animals. My own senior cat is both and requires tender loving care to medicate. I'll bring the same love and patience to your animals that I bring to my own. I currently work from home full time. I have a semi flexible schedule and I'm available from 2pm-9pm for walks, drop ins, or anything your pets may need. I individualize my care based on what each client needs. That may look like giving your babies tons of attention or the space they need to feel safe. We can talk 1:1 to make sure your pets have what they need.
About: I’ve lived my entire life with dogs. I currently have a 8-year-old Australian Shepherd and live with a 5-year-old Golden Retriever. I enjoy walking all dog breeds and sizes, and can help leash train your dog. I currently work remote Monday-Friday 8am-5pm with a one hour lunch break and am fully free on weekends. This leaves plenty of time to take care of your furry friends during the morning, midday, and evening. I would need internet access and a desk or tabletop during weekdays. I am open for FaceTiming, calls, and communication whenever needed and am particular about following instructions provided by the pet parent. They know best about their furry family members! I am also very strict about proper and comfortable leashing on walks or any time outside without a fenced in yard.
About: Been taking care of all animals since the day I could walk! Also have at least 2 dogs and or cats since being on my own at 17! I'm the pet whisper! Also have 20+ years experience with English and French bulldogs! I just recently moved to lakeland to help my mom out! My goal is to let her stop working. While job searching I would love to be around pets and do something I love! My dogs are my kids! I care for them as if they are human! They are my 4 legged toddlers because at the end of the day they are my saving grace. They are my family just like your will be my family also!
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.
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 3 repeat house sitting clients
FAQs for House Sitting - Winston
Frequently asked questions about Rover
The average cost of House Sitting in Winston is $44 per night as of October 2026. Most bookings cost between $32 and $113 per night. On Rover, 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 2,637 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 , 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:
- 90% of sitters can help with special care needs
- 95% 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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