Dog Sitting Winston-Salem
Book a Winston-Salem dog sitter to watch your dog in your sitter’s home or yours.
Over 599 pet parents in Winston-Salem have booked dog sitting
Winston-Salem, 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.
“Elena was absolutely amazing. We contacted her the day of due to a death in the family and she was very responsive and made sure our dogs were taken care of. Thank you so much for your help!”
“Lynne was an excellent sitter! My dogs were well taken care of. She sent pics of our happy critters everyday. We will definitely book again with Lynne when needed. We appreciate her being so good to our little ones.”
“Lauren & Layla have looked after our sweet boy two times thus far - it’s been such an awesome experience. Communication and visit updates are the best, we’ve already booked our next visit and plan to work with them for the foreseeable future! Nothing better than peace of mind knowing our little guy is in good, loving care!”
“Kathryn was so gracious in accepting this assignment with short notice and communicated very well while I was away. She took the time to give my love-bug feline plenty of attention and sent photos from each visit. She followed my care instructions and asked questions when they were not clear. Would feel comfortable booking her again”
About: Hi my name is Elizabeth but everyone calls me Lily and I’m 26! I currently do rover as a part time job! I treat every pet like it’s my own and my pup is easy to get along with! Her names Stella and she’s a husky border collie mix. We love going on hikes and love having plenty of play time! My full time job involves taking care of animals so animals are my passion. I love going on a walk with my dog at the park and would love to have your pup(s) join us! When a pet stays in my home I treat it as my own. I give it just as much attention and love as I do my own pets!
“Conor was great taking care of our 2 German Shepherds. He was great at communicating with us and sending us cute pictures and updates as well as being flexible. He was also able to accommodate last minute medicine requirements and handled it with ease. Would strongly recommend Conor for all your dog watching needs.”
About: I have worked in the Veterinarian field for over 67 years. I love working with animals outside of work as well. I can assure you when your pet is with me, I will treat them as one of my own. If you have any questions feel free to shoot me a message :) prices can be modified. I currently work Monday Tuesday, Thursday, and Friday. On Tuesdays I get off early. I will only take clients close to the area so that I will have enough time to drop in during luches I have been a Veterinary Assistant for over 7 years. I will show love and treat your pets as my very own. I absolutely love spoiling my clients!
“Jasmin is kind, responsive, responsible and patient. My puppy is always happy to see her and it’s been a huge weight off my shoulders to know she’s being cared for while I’m away at work.”
About: I have always loved animals. Currently I have a small flock of chickens and 3 cats. It is fun to meet new animals and their humans! I am free before and after work and most weekends and holidays. I am available for overnight stays as well. I don't mind doing some light cleaning also. I have a fenced in yard and a screened in porch so my pets can get plenty of fresh air. I enjoy taking dogs on walks.
“Morgan is always professional, communicative, and tailors her time with my dogs to what they want/feel like doing. She is compassionate and detail-oriented, and I feel completely at ease leaving my girl with chronic bronchitis in her care. I cannot say enough good things about Morgan!”
About: I have a 11 month old puppy called Banjo :) I took care of my family and friends’ dogs since I was little and I had a cat for 4 years. I’m from Turkey we have dogs and cats in the streets everywhere so it’s hard to not love them 😄 Im vegan so I loveee all animals. I’m currently not working so I have plenty of time during the day! I have a 11 month old puppy we take him out twice a day I am very careful about safety and all the other things I used to be a full time nanny working with toddlers pratically similar to dog sitting haha.
About: I've had pets growing up my entire life. I love animals and just enjoy being around them and giving them love! I've taken care of several pets for friends and family and just want to continue to do that for others when needed. I have my own business so I have a very flexible schedule and can be available day or night to take care of your furr babies 😊 My own animals are so friendly and loving and my home would be completely safe for ur furr babies but at this time I won't be able to board any pets at my house. This may change in the future.
“Katrina did an amazing job at taking care of our kitty and sending us pictures to know she was okay! I would 100% recommend her to anyone and definitely reach out to her again for future needs!”
“Brooke was dependable and consistent and she made us feel at ease being so far away from our pups for so long. We have 2 large and loving fur babies, one very reserved and cautious, and they took to her immediately. 10/10.”
The median cost per visit for dog sitting in Winston-Salem is $20
Dog parents share their Rover experiences - Winston-Salem
Haley did an incredible job with our dog, Roti! We received consistent updates, great communication, and Haley was flexible with scheduling changes. Very professional, friendly, and intentional in approach, I’d certainly trust Haley with my pets for check-ins, walks, and stays!
Chelsea was awesome! She took great care of our dog and kept us updated with consistent messages and photos, which we really appreciated. Our dog can be reactive at times, and Chelsea was incredibly patient and understanding throughout his stay. We would absolutely recommend her and would trust her to watch our dog again!
I cannot even rave enough about Meredith. We last minute had a family member back out of watching our 2 dogs and 2 cats for our 4 day vacation. Scrambling to find an alternative, we hit the internet and found Rover. Which led us to Meredith. She was able to care for our pets for all four days including walking, feeding, playing, and cleaning after them. She kept us updated everyday and sent photos of all of the babies. We will be booking again!
Tara was great. Shadow and Angel both love to see her and seemed really excited when I got home from work. They even both had a little accident with one getting sick the first day, and I really appreciate Tara cleaning up as best she could so I didn't come home to too bad of a mess. Great communication and my babies definitely got great care.
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 dog sitting
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-Salem
Select a filter and find qualifying sitters offering dog sitting.Sitters in Winston-Salem average 6 repeat dog sitting clients
FAQs for Dog Sitting - Winston-Salem
Frequently asked questions about Rover
The average cost of Dog Sitting in Winston-Salem is $20 per visit as of October 2026. Most bookings cost between $13 and $36 per visit. 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 1,453 sitters on Rover offering Dog Sitting across Winston-Salem. 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-Salem 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 .
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.
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 .
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-Salem 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-Salem. On Rover:
- 91% of sitters can help with special care needs
- 94% can help with giving oral medications or injections
- 95% 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 , 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.
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