Dog Boarding Winston
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Winston, Find top rated dog boarding
“Selena is such a great dog sitter. She is caring and super responsive. We really appreciate the frequent updates with pictures and videos of Rubin and August having a great time. Their dog, Lassie, and Rubin are officially best friends and August loves the outdoor and chill time. Selena plays with them and gives them plenty of cuddle time too. I highly recommend Selena to watch your dogs!”
“Kim is a wonderful sitter. Her backyard is like oasis. So much room to run around and it’s fenced. Inside their home is neat and certainly doggy approved! Lincoln loved Kim and Steve. We would love for them to watch him in the future. Thank you so much!”
“My pups were happy and exhausted when I picked them up from all the playing they did on the farm. Victoria was very sweet and knowledgeable. My 11 month old dachshund had really regressed in potty training and since Victoria is a certified trainer, she was able to give me some helpful tips on how to reverse that. I plan to keep in touch with her for private training sessions as well in the near future!”
“This was Lucy’s second time staying with Brooke and Jason’s family. We knew she was in great hands getting lots of attention and lap snuggles from everyone. We would recommend Brooke and Jason to anyone looking for a great sitter. So happy to have found them.”
About: I have 3 cats and 2 dogs of my own right now and have always had fur families - small to medium dogs, cats, and hamsters, young and old and anywhere in between. I train my puppies/dogs and kittens/cats for basic safety and helping them get used to being handled for grooming. I also do pee pad and/or outside potty training and crate training for puppies/dogs. I’m experienced with giving medicine to both dogs and cats as well as using diapers on senior dogs. I’m able to check on or walk your fur family typically after 5:30 p.m. during the weekdays. I’m available for boarding after 5:30 p.m. on Friday and through the weekends. One of my dogs particularly loves playing with other dogs to keep your dog company! We have a long leash that can be used for the dogs to run around in our big backyard. The neighborhood is very safe and quiet overall. I can also crate your dog as needed or to provide a quiet environment inside the house. I will do my utmost best to respect your wishes and prioritize the safety and comfort of your fur family. I love taking and sending pictures and updates!
About: Hi, I’m Kaitlyn! I’ve always loved animals, and pet sitting is the perfect way for me to earn a little extra while settling into my new full-time job. I know how important it is to find someone trustworthy to care for your furry family members, and I’d love to be that person for you! Whether it’s daily walks, feeding, or companionship, I’ll make sure your pets feel safe, loved, and well cared for while you’re away. I’ve had experience caring for pets of different sizes and personalities, and I understand every animal has their own needs and routine. Let’s connect—I’d love to meet your pet and provide the care they deserve! I work a full-time job at UK and im just settling in, so if you have a furbaby that's in need of caring for because of a busy summer schedule. Book with me and dont send them to a kennel or dog day care. I have a strict no dog policy at my house as I live at home rn and my parents have 3 huskies and its chaotic as is. Will up date if changes.
“This was the first time we had our dogs board at a Rover sitter's house. Allison was great! We got regular updates about all of the fun they were having. She gave us great piece of mind, and we will definitely book with her in the future.”
“Miranda is great! She took wonderful care of our dog, taking him on walks and playing with him outside. She sends pictures and updates throughput each day. Highly recommend Miranda.”
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, 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.
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 KY 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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