Dog Boarding Winston
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 83 pet parents in Winston have booked dog boarding
Winston, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Great communication and daily updates with photos were all greatly appreciated during Archie’s stay. It looked like he had a blast from all the photos. We were even running behind on our travel back due to unexpected traffic and Sydney was able to accommodate us which we appreciated greatly!”
“Matt and Nicole took the best care of my babies Russ and Delilah especially since I was in a very hectic time of my life. They loved my dogs as if they were their own. They got them personalized name tags and made Delilah a beautiful necklace with her name on it. They gave them baths, took them swimming, and walked them all the time. They stayed in contact and set my mind at ease knowing they were in the best hands possible. I would highly recommend Matt and Nicole to care for your furbabies because they really do treat them like family.”
“Angela and Jorge were so good with our poodle Bailey! They made us feel comfortable in their home and Bailey to feel welcome. The communication was superb and we felt she was well cared-for and happy. We will definitely use them again.”
“I would HIGHLY recommend Megan for your sitting and/or boarding needs 🤍 My husband and I had to go out of town for 6 days and our puppy is only 6 months old. I had left Charli with a sitter from Rover one afternoon, but wanted someone closer to our home and more experience. Megan is it! The anxiety we had of leaving her was quickly diminished by the photos and constant communication Megan provided. Charli was happy and socializing with other dogs, as she had not been exposed to many dogs previously as young as she is. Megan's property is well thought out with plenty of room to run and play also with a separate "house: for the dogs that can stay in crates to sleep. Charli had such a good time I may just pay to leave her for a play date one afternoon! Thank you, Megan and family! 🙏🏼”
“I am torn between telling you how fabulous Christian is and lying and telling you he is terrible…so he doesn’t get booked up!😂 Seriously, our two dogs had a great stay with Christian, he truly loves animals. He’s reliable, flexible, trustworthy and communicated wonderfully. We feel blessed that we found him, will definitely use him again.”
“Amy and Miller did an absolutely wonderful job taking care of Sipho! 🐾❤️ They spoiled him and showered him with so much love and attention, and it was clear that he was genuinely cared for while he was with them. They even comforted him during a storm, which meant so much to me knowing he was scared and had someone there to make him feel safe. The care and attention they provided were excellent from start to finish. Amy was also incredibly flexible and accommodating when I needed to add an extra day at the last minute, which I really appreciated. I felt completely comfortable knowing Sipho was in such loving hands. I would absolutely book with Amy and Miller again and highly recommend them to anyone looking for someone to care for their pet! 🐶💕”
“Skye is the best, my Neo took to her immediately and she made sure not only that he was well looked after but that he had so much fun. Got regular updates and pics and Neo giving her a goodbye hug was the sweetest. We were (almost) worried he wouldn’t want to come back. She also picked him and dropped him and gave him a bath, she went beyond what we expected so big thank you Skye!”
“When I tell your that Shelisha made me feel ao comfortable and reassured about my fur babies , she did just that. I was so nervous because I’ve never had my babies shave a sitter but she did her thing. Sent updates,photos, text messages videos. My babies were so happy with her & I love this for them. She is an awesome sitter. Did so well that I didn’t text so much and only one drop in visit . Your fur baboes will be in Great hands with her.”
“With Elke and Michael, our 14-year-old pup got her dream staycation and we received peace of mind and outstanding care for Maddie. Elke shared updates and photos every day we were out of town. Your dog will have the time of their lives...you won't regret booking Elke for any of your furbaby needs. She really is one special lady!”
“Cant say enough wonderful things about Cyd Gracie enjoyed her stay and was treated like a princess Will definitely recommend Cyd and will definitely use her services again in the future!!”
“She did very well with our dog. The communication was great with daily updates and pictures. She did everything she could to make our pet comfortable and feel at home. I recommend her and will reach out again for any future needs.”
“Kimberly did such a great job with Buster. She sent me lots of pictures and updates. Very good communication. He received lots of attention and was happy and tired when I picked him up! Would highly recommend and will use again!”
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.
About: All creatures in my home with be treated with respect, warmth, and feel safe. I am in tune to a pets needs especially when left in a different place. I will work to ensure all animals left in my care will feel safe, warm and loved. I am able to give prescribed medications as needed as I am a retired RN. I get up early and need to feel busy. Retirement is enjoyable but I am used to feeling needed. So, taking care of Dogs and Cats will full-fill this for me. Our home has a caged pool area with dog door. The large yard is fully fenced with area to run. My husband and I love to be outside and we have a safe neighborhood to go for walks. During fall, winter and Spring we walk with our dog frequently. Summer is too hot.
“Lia did such a good job!! I have a hyper pitbull and she handled him so well and i felt very comfortable with her. She kept us updated the whole trip with pictures and videos every day! If u need a trustworthy and caring sitter, Lia is your person!”
“Our sweet girl is not used to not being around us and we do not leave her often. Ania was the perfect person to take care of her!! She understood her little quirks and made her feel at home. I honestly think by the time Chloe left she felt like she was part of the family and she was only there for 3 night! I would choose her again anytime I need someone to look after our sweet girl. I can not thank her enough.”
“AAA++++AMAZING! 1st time using Devonee last week and I know I was Blessed to find our forever puppy sitter. This was a difficult time. We had to travel due to a family passing. We have 3 dogs. 2 with medical conditions. 1 of them a senior. As soon as we dropped them off at her house they were so comfortable and happy. She's very kind, professional and welcoming. She gave them their meds, sent us pictures of them daily. They stayed with her 5 days. We picked them up yesterday and they were so happy and running around like it was their home. I was beginning to worry that they wouldn't want to come back home with us?. We're forever grateful for Devonee and her mom.”
The median cost per night for dog boarding in Winston is $40
Dog parents share their Rover experiences - Winston
Kimberly was amazing! She communicated quickly and efficiently, sent us photo updates everyday, and overall made our dogs feel like they were her own. I can’t recommend her enough! It was so nice going out of town and feeling like we didn’t have to worry about our pups - we knew they were in great hands!
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 boarding
1. Search
Browse profiles of sitters near you who offer dog boarding.
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 boarding - Winston
Select a filter and find qualifying sitters offering dog boarding.Sitters in Winston average 11 repeat dog boarding clients
FAQs for Dog Boarding - Winston
Frequently asked questions about Rover
The average cost of Dog Boarding in Winston is $33 per night as of November 2026. Most bookings cost between $21 and $69 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 November 2026, there are 2,318 sitters on Rover offering Dog Boarding across Winston. Enter your ZIP code to see which available sitters are closest to your home.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
96% of sitters in Winston can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Winston home-away-from-home, we recommend packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Winston.
Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
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
- 94% can help with giving oral medications or injections
- 96% 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.
You and your Winston sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
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.
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in FL ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
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 dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog 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.
Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.
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