Dog Boarding Winston
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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!”
“Danieris and Julian are a wonderful and kind couple. They welcomed my dog and communicated regularly about his stay and questions. I would absolutely use them again.”
“Angie was delightful to work with. She responded quickly, communicated well, and was very comfortable with our 10 pound poodle and her quirks. Price was very fair. She is definitely our go-to person in the future.”
“I boarded my two dogs with Skye and I couldn’t recommend her more. She treats your dogs like family, and gives you daily updates and photos. If you want the peace of mind while you’re away that your dogs are happy and I’m good hands, book Skye. Your dogs will thank you.”
“Mary was wonderful! First time our dog was without us and first time with other dogs. Cali had so much fun. We got pictures and updates. She was well cared for. Will absolutely choose Mary again.”
“I’m so happy my baby Toby had a great time! He was very cared for and got lots of love. We constantly received pictures which was great to see how he was doing! Will definitely book again.”
“Lulu loved her visit with Iris! I definitely recommend using her she loved my baby like it was her own! Iris sent me videos and pictures every day while I was gone which was amazing and she updated me on how Lulu was doing and everything! We will definitely use Iris for future trips ❣️”
“Elke and Michael always provide exceptional care for our Benny. We get daily updates of his antics and can tell by the pictures and videos that he’s relaxed and happy. Our minds are at ease when Benny is with them. As always, they have our gratitude.”
“Luz was awesome. She sent no less than three pictures of our dog every day while we were on vacation. Our dog requires medication three times daily and putting our trust in Luz to administer those doses worked out real well. Next time we need a dog sitter, you better believe we’ll reach out to her again.”
“Jean (Charles) and his wife are absolutely amazing with Luna! She is always so excited to stay with them, and I peace of mind knowing she’s getting the absolute best care possible.”
“Highly recommend! From setting up a meet and greet before we left to sending pictures and updates while we were gone. It was such a relief while we were out of state to know our babies were being loved and taken care of.”
“Deanna is fantastic! She is very kind and really cares about the dogs she sits. I really liked that she wanted to meet our dog Charlie before her stay to ensure she is a good fit. Charlie had the best time with Deanna and her pups. Deanna sent lots of pictures and updates and even helped work on Charlie’s puppy school homework. We cannot thank Deanna enough, Charlie misses you!”
“Thank you so much for taking great care of Lilo. When I picked up my Lilo she wagged her tail and it gave me a sigh of relief because I knew she had a great time. I will be using them again for any occasion if Lilo needs to be taken care of. I’m happy I chose you. Thank you!”
About: Hi, I’m Taylor! 🐶 I’m here to provide plenty of love, walks, playtime, cuddles, and attention while you’re away. Your pup’s happiness and comfort are always a priority! I’m a dependable, caring dog lover who enjoys walks, playtime, belly rubs, and making every pup feel safe and right at home. I work from home three days a week, giving me plenty of flexibility and time to give your pup attention, companionship, and care throughout the day. I’m happy to follow your pet’s routine and make sure they feel comfortable, loved, and well cared for while you’re away! I have a fully fenced-in yard and a doggy door, giving your pup the freedom to safely go in and out whenever they please. 🐾 Outdoor time is always supervised, and I prioritize keeping every pup safe and secure. I work from home three days a week, so I’m able to provide plenty of companionship and attention throughout the day. I’ll follow your pet’s normal feeding, walking, and bathroom routine, while making time for playtime, cuddles, and plenty of love. I’m also happy to send regular photo updates so you can see how much fun your pup is having!
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.
“Holli is amazing!! She took care of our mush like she was her own and our pup has come home happy and healthy! Holli sent me daily pictures and updates to make sure we were aware of how settled our pup was…. And she certainly enjoyed her time with Holli and her family! I will definitely be rebooking Holli in the future and now class her as our families officially sitter for our girl! Highly recommend to anyone who needs a sitter for their beloved dog!”
“My Chihuahua has stayed with Ania twice now and she has done an amazing job. I can tell that he is happy and well cared for and Ania responds quickly to messages and sends great photos. Thank you Ania, we appreciate it!”
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.FAQs for Dog Boarding - Winston
Frequently asked questions about Rover
Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.
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.
Depending on the sitter, their home environment, and your dog’s needs, daily exercise 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, 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.
<b>Tip:</b> You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
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 , 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 .
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.
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