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.

“She was really great with my Emi and kept me updated by sending pictures everyday. She also took her on walks and paid attention to how hot it is outside so that my puppy doesn’t overheat. She was very attentive and would definitely book again!”

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!

About: I used to be a dog mom to a mini poodle, unfortunately he passed away at 17 years 🥹. I have experience managing reactive dogs. My fur baby was a rescue. I love my time with dogs because they are just pure joy! I work from home 4 days out of the week (7am-4pm). I typically commute to work on Wednesdays. My job is pretty relaxed and allows me to tend to any additional needs. I’m pretty flexible overall just need notice ahead of time. I am very trustworthy and customer service oriented. I like to ensure I know everything about the household I’m going to and any details about the fur baby that I should be aware of. My goal is to keep the fur baby safe and the owner happy.

About: I’ve been pet/house sitting for the last couple of years. The most animals I’ve worked with at one time is 4. I’m great with a schedule if your pet needs it. I love all pets and I can’t wait to get to know yours! I’m available most of the time I’m not working right now so the only time I won’t be free are for personal matters. I am looking for new work so this may change. I have worked with both larger and smaller dogs. If they are still working in training I can continue to work with them on what they know. I have helped train in the past but I haven’t done any primary training myself.
“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: Hi, I'm Amy! I have been taking care of animals my entire life. I have personally owned cats, dogs, rodents, amphibians, fish, horses, and goats in my lifetime. That is not the limit though as my knowledge extends to cattle, reptiles, and birds as well. As a teenager, I even trained horses from birth to a year. I have volunteered with the San Francisco SPCA and obtained my Veterinary Assistant Certification from CSU Hayward. I started the Veterinary Tech program in Portland, Oregon and adopted a pit bull from the local rescue. Four years ago, I lost my rescue dog to cancer after a long treatment with chemo. Before she passed, another pit bull puppy just about fell into my lap, so it's just me and my dog Hustler now plus a couple of semi feral cats that found their way to my house. For nearly forty years I have been trusted to pet sit for others. This has been ever constant and always welcomed…from Scotties to Huskies to Ridgebacks and everything in between! I have experience with large, powerful breeds and also the smallest Chihuahuas with an equally powerful personality ;). I have also worked extensively with cats, so I'm ready to care for them whether they want my entire attention or just want to be left alone. I would love to meet with you and your animal(s) to see if we are a good fit. One thing for certain is that I will care for yours as if they were my own, and every instruction given to me I will follow to ensure the happiness, comfort, and safety of your pets. I have a flexible schedule and can work with medication, feeding, potty break, and exercise times as needed. Please feel free to ask about farm services! I look forward to the opportunity take care of your cherished family members! I have been pet/house sitting part time for years and am now looking to make this my full time job with the Rover service. I am available weekdays, weekends, and holidays! Your home is your sanctuary and your pets are your family. I respect other's spaces as I would my own. You will come home to a happy pet and a clean house. If any bedding or dishes need to be washed, or flowers watered, I am more than happy to accommodate your requests.
“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!”
“Stephanie was phenomenal! You can tell that she loves what she does! She checked in daily and sent a picture each day! I will definitely book with her again! She was just way going and made sure our babygirl was doing well! ❤️”

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: As a proud dog mom to two amazing pups a playful 1-year-old German Shepherd and a sweet 3-year-old Poodle I truly understand the energy, patience, and love dogs need at every stage. Caring for my own dogs has taught me how to handle big personalities, different temperaments, and unique routines with ease. I treat every dog like my own, making sure they feel comfortable, safe, and loved while you’re away. Whether it’s long walks, playtime, or quiet snuggles, I tailor each day to your pet’s personality. My goal is to give you peace of mind knowing your pup is in caring, capable hands not just being watched, but genuinely cared for. Pet care fits perfectly into my stay-at-home routine, which offers me plenty of time and flexibility. I’m home often, take daily walks, and love spending my breaks giving pets extra attention. I’m a stay-at-home mom with experience caring for my two dogs a one year old German Shepherd and a three year old Poodle. I provide pets with love, attention, and a safe, comfortable environment. Walks, playtime, and enrichment activities are part of their daily routine, and I always ensure they are fed, groomed, and happy. I treat every pet like part of my family and enjoy making their time with me fun and stress free.

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: 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: 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 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: I’ve taken care of dogs since i was young, i will love to take them on walks , feed them, and love giving them love ! I have plenty of time on my hands , looking for a little gig to help me with college and just to enjoy little things ! I have a fenced yard with a lot of room to play, neighborhood is safe ! If i’m in the owners home , i would love to help around the house while watching the pets .
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.
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.
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: 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
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?
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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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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

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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 Drop-In Visits - Winston
Frequently asked questions about Rover
The average cost for Dog Sitting in Winston on Rover is $22.2 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog 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 Dog Sitting. For more information on service fees, click here .
As of September 2026, there are 5,130 sitters on Rover offering Dog Sitting across Winston. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Winston stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
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 short introductory meeting between you, your dog, 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.
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 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.

