Dog Sitting Winston
Book a Winston dog sitter to watch your dog in your sitter’s home or yours.

Over 46 pet parents in Winston have booked dog sitting
Winston, Find top rated dog sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I have experience caring for pets through helping family and friends with walking, feeding, and overnight care. In addition, I work in hospitality at a pet-friendly hotel, where I regularly interact with guest pets in a professional setting. When appropriate and with owner permission, I provide treats and assist guests with pet-related needs such as waste bags and general support to ensure a comfortable stay. These interactions have helped me become very comfortable around dogs of different sizes and temperaments. Through both personal and professional experience, I’ve learned the importance of being responsible, attentive, and respectful of each pet’s individual needs. My goal is always to make pets feel safe, cared for, and happy while their owners are away. Pet care fits perfectly into my routine because I enjoy dedicating time in making sure pets are happy, healthy, and cared for. I am very organized and flexible, so I can easily adjust my schedule to meet the needs of both pets and their owners! I am very dedicated to providing a safe and comfortable environment for those I care for. I strictly comply with the pet owner's specific guidance when feeding, exercising, or taking care of any particular needs. I make it easy for pets in a their owners home to feel like themselves by keeping them on schedule, giving them companionship, and providing regular updates. Safety and comfort are priorities, and I'm always attentive to their needs!
“Charity is highly responsible. She ensured my cat was visited and fed every day within the timeline I preferred. It is a great relief to not have to worry about anything while away. She ensured my cat was well taken care of. Thank you Charity!”

About: My Personal Approach & Passion for Pets My genuine love for animals is what drives my pet care style. I am patient, trustworthy, and naturally observant, making it easy for me to connect with pets of all temperaments. For me, pet sitting isn’t just a task; it is about providing a warm, low-stress environment where your animals feel entirely safe, happy, and treated like family while you are away. What Sets Me Apart:I offer a highly adaptive environment for all pets and life stages, including dogs, cats, and puppies. I easily handle the high energy and training support needed for playful youngsters, as well as the gentle comfort, slow pace, and strict medication schedules required for senior companion animals. I customize my daily routine to mirror yours, ensuring your pet enjoys a seamless transition with plenty of interactive play, cozy naps, and affection. Pet care is the main focus of my daily routine because I work from home full-time. This flexibility allows me to provide constant supervision, frequent potty breaks every 2 to 3 hours, and interactive playtime throughout the day. My weekly schedule is highly consistent, meaning your dogs, cats, or puppies will enjoy a reliable routine with plenty of companionship and zero long periods spent alone. I create a safe, pet-proofed environment where your dogs, cats, or puppies are treated like family. They have full access to comfortable resting spots, fresh water, and supervised play. I follow your exact feeding schedules, crate routines, and potty windows to keep their days consistent and stress-free. In Your Home (Drop-Ins/Sitting): I respect your space while prioritizing your pet's comfort. During visits, I handle feeding, refreshing water bowls, cleaning litter boxes, and administering any required medications. I make sure to include plenty of quality playtime or belly rubs, and I always send you photo updates so you know they are safe and happy.
About: I have been taken care of dogs since I was little. I have helped neighbors and family with their dogs. I have taken the dogs on walks, played with them, and feed them. I am a stay at home mom so I am home full time. The only time I would leave the dogs alone is to go to the store. I would be able to take the dogs on walks, play with them and anything else that is required. I have a fenced in yard and three dogs to keep the other dogs busy. They have plenty of room to run around and they have room to play inside as well.
About: Hi there! I’m a proud dog mom to Millie, my 4-year-old German Shepherd mix, and I bring over 15 years of experience in pet care. I have a natural connection with dogs and cats and truly love all animals. What sets me apart is my flexibility—I work remotely, so your pet will have plenty of attention, care, and companionship throughout the day. Whether it’s cuddles, playtime, or following specific routines, I treat every pet as if they were my own. I can’t wait to meet your furry family members! I currently work remote so I have plenty of time to care for pets. That also makes me available on the weekdays and weekends for boarding Whether in my home or yours, I strive to provide a safe, loving, and stress-free environment for your pet. I provide walks around the neighborhood and stick to a schedule when needed.
“We are so thankful we found Linque! She was reliable, compassionate, and took wonderful care of our shy girl Sisi. Knowing Sisi was in good hands gave our family peace of mind while we were away. Thank you, Linque! We are so grateful for your kindness and exceptional care. ❤️”


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: Hello! My name is Jackie. I have been surrounded by animals all my life. I am 25 years old. I got into more experience with handling animals around 15 years of age. I’ve fostered four litters of kittens while finding them new homes. I have experience with bottle feeding. I have looked after friends and family’s dogs as well. I’ve taken dogs for walks, bathed them and other necessary things they needed such as medications. I would like to provide you with the comfort of knowing that your pet is in good, loving care! Pet care fits well into my routine because I currently attend school only twice a week. This allows me to have a flexible schedule for walks, drop-in visits, and house sitting. I’m able to plan my days around the pets I’m caring for to make sure they receive consistent attention, exercise, and care throughout the day. Even on school days, I make sure to schedule visits and check-ins so pets stay on their normal routine. My goal is to keep pets comfortable by following their normal routine as closely as possible. I provide walks, playtime, feeding, and lots of attention while making sure they feel safe and relaxed in their own environment. I currently care for pets in the client’s home through drop-ins, walks, or house sitting and do not bring pets into my own home. I always send updates and photos so owners know their pets are doing well.

About: I love taking care of dogs I have had dogs since I was little they are the most precious animals ever taking care of them is the most precious thing ever. I’m currently working but I get off my current job early I’m available to take care afternoon provide the care and love for them let them out feed them sit with them caring for fur babies. I have a fence in back yard and have a beautiful fur baby that can run in and out and play and loves to lay on the deck and watch me
About: I have been an aanimal lover my entire life and a proud dog owner for over 50 years. I treat every pet like family. Whether we are going on long walks or cuddling on the couch, your furry friend will get my full attention and care. I have experience giving oral medications and handling special feeding routines. I will give daily text updates, including photos, during every visit. You can rest comfortably while you are away. I am an early retiree and have a lot of flexibility! I can do droop-ins for feeding time and walks, in addition to doing overnight stays. I do not currently pet sit in my home, however, I’m available to care for your pet in their own home environment with little to no disruption to their normal routine.
“Taylor provided amazing caring for our pet family. She is very reliable and provided detailed updates and pictures on every visit. She gave everyone special attention and made sure their individual needs were taken care of. She even went the extra mile by picking up our dog’s new RX when our vet changed our dog’s medication while we were out of town. This helped maintain the treatment for our dog without interruption. We will definitely book with Taylor again and highly recommended her!”
About: I am a flight attendant with a flexible schedule, allowing me to provide the best care and cuddles for your pup! I have been taking care of animals for over 7 years and wanted a pet squirrel growing up! I am a flight attendant so I have a flexible schedule every month allowing me to offer the best and most care to your pup! I have 2 beautiful dogs at home. A 1 year old pup and a senior 13 year old pup! I have retractable and non retractable leashes for pups if needed, travel bowls, and the best pooper scooper! I will follow owners needs for their animal and always give the most love to each pup/cat!

About: Hi! I’m Antonio, and I’ve had dogs for all 29 years of my life. Caring for dogs isn’t just something I do—it’s something I’ve always loved. My best friend is Boss, my 6-year-old Pit Bull. Raising him has taught me the importance of patience, consistency, and understanding that every dog has their own personality and needs. I’m returning to Rover after taking a few years away, and this time my goal is different. I’m building a professional pet care business that I plan to grow into my full-time career. That means every booking matters, and every dog in my care is treated like family. My home offers plenty of space for dogs to feel comfortable, and I have a large yard where they can safely enjoy supervised playtime, exercise, and fresh air. Whether your pup is here for daycare, overnight boarding, a walk, or a drop-in visit, they’ll receive plenty of attention, affection, and care. I know how difficult it can be to leave your dog with someone else, so communication is a priority. I’ll send regular photo and video updates so you can relax knowing your pet is safe, happy, and having a great time. I can’t wait to meet you and your pup! Pet care is a natural part of my daily routine because I genuinely enjoy being around dogs. My mornings begin after I drop my son off at preschool, giving me plenty of time throughout the day for walks, playtime, feeding, potty breaks, and one-on-one attention. In the afternoons, I’m away for about two hours while coaching football nearby, but I’m less than 10 minutes from home and plan my schedule to ensure every dog is comfortable and well cared for before and after practice. My evenings are dedicated to spending time with the dogs in my care, making sure they get plenty of exercise, affection, and a consistent routine. I take pet care seriously and make it a priority every day. I provide every dog with the same level of care and attention that I give my own dog, Boss. I follow each pet’s normal routine as closely as possible, including feeding schedules, potty breaks, walks, playtime, and any special instructions provided by the owner. In my home, dogs have plenty of space to relax indoors and enjoy supervised time in my large yard. I make sure they always have fresh water, a clean environment, lots of attention, and a safe, comfortable place to rest. I never leave dogs unattended outside, and I monitor interactions carefully to ensure everyone stays safe and happy. For drop-in visits and walks, I respect my clients’ homes while making sure their pets receive the care, exercise, affection, and companionship they need. I’ll also send regular photo and video updates so owners can feel confident that their pets are being well cared for.
About: I’ve had pets my whole life and i enjoy being around them! I petsit full time so I will most likely always be with your fur baby! I’m a loving and caring home for your fur baby while you’re away! I provide daily cuddles, exercise, and play so that your fur baby is as comfortable and happy as possible! I communicate daily with the families so that they are comfortable and stress free! Use my code GENNAB54170 to save $20 on your first booking with me!😊 https://www.rover.com/sit/gennab54170 This is my full time job as well as being a host on the car rental platform turo! So I have a bit of extra time on my hands and energy to give to the fur babies. I love animals so i figured why not help out family’s who need pet care and don’t want to put their fur babies in a kennel for vacation. They can stay at a nice home and feel comfortable! I have a very spacious home with a decent sized backyard yard. Fur babies always get their own room in my home so they can have space and feel comfortable. My neighborhood is great for taking long walks. Any dog would love it! Plenty of room in the home for the fur babies to play.

“Alyssa did a great job taking care of my pups while we were out of town. They can be challenging at times but she handled them perfectly. I definitely recommend her and will keep her in mind whenever we need someone to care for them again. Thanks so much!”

About: I have been owning pets since I was a little girl, I have always loved their company, in fact when I was younger and my parents divorced my mom got me a cat to keep me company . At my house I have two pugs and I’m pretty much the one that takes care of them because my parents work all day. I started dog sitting for some clients right before covid and I love getting to take care of other people dogs like my own. I’m not afraid of big dogs and I love to watch television with them and cuddle. Also I love to go on walks with them and get them some exercise and myself. I decided that when i get my own house I will get a couple of dogs because I love being around animals. One thing that makes me really happy is to come back home after a busy day and to cuddle with my dogs. I'm currently studying to become a flight instructor and I can adjust my schedule to fit bookings, also I able to bring my books with me while I'm taking care of the furry babies. When I take care of my own pets or clients pets, I always make sure that they are fed, have fresh water, they get a walk to go potty. Also that they get some play time and cuddle time
About: I’ve taken care of dogs since I was 20 I've had my own pets and I have experience caring for dogs of all different sizes and breeds. Family members have put trust in me to take care of their pets. I’m a lover of all pets, young and old. We can do so many fun things I am sure I will pamper your pooch. I live in a house with a fenced yard and friendly neighbors! I live in a house with a fenced backyard. Many of my neighbors own dogs and you can see them walking their dogs in the neighborhood. My home is clean, fun and lovable.
The median cost per visit for dog sitting in Winston is $20
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 dogs like family

1. Search
Browse profiles of sitters near you who offer dog 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 dog sitting - Winston
Select a filter and find qualifying sitters offering dog sitting.Sitters in Winston average 7 repeat dog sitting clients
FAQs for Dog Sitting - Winston
Frequently asked questions about Rover
The average cost of Dog Sitting in Winston on Rover is $22 per visit as of October 2026. Most bookings cost between $18 and $31 per visit. 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 5,066 sitters on Rover offering Dog Sitting across Winston. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
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!
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 .
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.
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 .
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Winston with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Yes, you can find sitters who have experience with handling special pet needs in Winston. On Rover:
- 93% of sitters can help with special care needs
- 96% 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.
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.



