Dog Boarding Winegar Mill
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Winegar Mill, 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.
“Carly was amazing with our dog Cece. She took our booking pretty last minute and was super accommodating with drop off and pick up times. Cece loved running around in her backyard!”
“This is our second time leaving Kiddo with Mikayla and Skyler. They took really good care of our little boy. We surely got back a happy and tired pup. I would totally recommend them.”
“Alyson was very professional. I truly believe she took care of my Blake as if he were hers. Her communication skills were superb. She sent me pictures because she knew this was my first time doing this. I would recommend her to anybody. I would absolutely book her for Blake again.”
“Ashley took great care of our boy for five days. She kept us informed with daily photos and updates. She and her husband are very kind and welcoming; and they provided a safe home and environment. We are very glad we found them! We will definitely book again.”
“She is the best! I wouldn’t leave him anywhere else!!! Has a big back yard! Which he loves to run!! She takes them on hikes! (Which I’m totally impressed with!). Keeps him busy! I’m afraid he’s not going to want to come home!”
“They are so great, they care for our boys like their own. They understand their different personalities and cater to them. We were running out of town and forgot a couple things but they were so accommodating. The boys always come back healthy and well care for. We are already booking our next trip out of town and will use them again :)”
“Outstanding experience. We left our two 5yo labs with Rita. She is attentive, thoughtful, and kind. We received lots of pictures and videos throughout the stay. Wonderful environment. Highly recommend!”
About: I have been an animal lover my entire life and understand how important pets are to their families. I am committed to providing dependable, compassionate, and attentive care, treating every pet with the same kindness and respect I would give my own. As a retiree, I have a flexible schedule that allows me to provide dependable, attentive pet care and accommodate your pet’s individual needs and routine. Your pet’s safety, comfort, and well-being are my top priorities. I will carefully follow all instructions regarding feeding, medications, exercise, and daily routines. I understand that every pet has a unique personality and individual needs, and I will provide patient, loving, and attentive care. I will also respect your home and keep you updated so you can feel confident that your pet is safe, happy, and well cared for while you are away.
About: Managing multiple dogs from different breeds at one time by providing leashed walks and other play-time exercises in nearby parks Using positive training techniques during walks, teaching obedience to aggressive pets and educating client about their pet's behavior Following proper dog walking schedules, and conducting leashed walks for the time recommended by the owner Taking dogs for walks for 20 minutes to 1 hour as suggested by clients, and cleaning dogs after bringing them to the center Managing pick-ups and drops from the client's homes, and offering at-home services for new clients to adjust to the pet's known surroundings Conducting walks for 5-10 dogs in groups or private as needed, and monitoring behavioral changes in outdoors Providing a range of pet services like socialization, over-night care, grooming for daily, weekly or seasonal clients as per requirements
About: I have taken care of dogs & cats since I was a child. I’m 30 years old, & I work in Dentistry Monday-Thursday 8-6, so I will be the only person in my home that can look after your animals anytime Friday-Sunday! I work full time in a Dental office Monday thru Thursday 8am to 6pm, so I would be available after 6pm until the next morning. I’m available anytime Friday thru Sunday. I have leashes in our yard. It is a 2 year old home & I have not saved up for a fence yet. I have 2 friendly male dogs. I have cats in our home as well, so if your animal doesn’t do well with other animals I have a large crate in our garage it can sleep in, & I can keep our animals separate.
“Kelley was great! She was very responsive in communicating with me, sent me numerous updates and pictures throughout the day. My dog was very well taken care of. Kelley has a great backyard with a high secure fence. She introduced her pups to Chance and they all had a blast. I highly recommend Kelley, could not have asked for more.”
About: Hi! I’m a teacher and lifelong animal lover who enjoys caring for pets of all kinds. I’m a reliable pet sitter who provides daily walks, playtime, and lots of attention so your pet stays happy and comfortable. As a teacher, I’m patient, responsible, and attentive to details—qualities that carry over into how I care for animals. I always follow your pet’s normal routine and make sure they feel secure while you’re away. I also send regular photo updates and messages, so you can relax knowing your pet is safe and well cared for. I treat every pet as if they were my own, and my goal is for them to feel loved, comfortable, and stress-free until you return. As a teacher, I have a very structured and reliable daily routine. During the work week, I go home every day on my lunch break to let my own fur babies outside, check on them, and give them some attention. Because I already make time for my pets in the middle of the day, it’s easy for me to incorporate caring for other pets into my routine as well. My schedule allows me to provide care before work, during my lunch break, and again in the afternoons and evenings. This makes it easy for me to handle walks, potty breaks, feedings, and playtime throughout the day. Caring for animals is something I genuinely enjoy, and I’m used to making sure pets feel comfortable and cared for while their owners are away. Since I already prioritize my own pets’ routines, adding another furry friend to my daily schedule fits very naturally for me. When caring for pets, my goal is to keep them as comfortable and relaxed as possible by following their normal routine. I always make sure pets have fresh water, are fed according to their schedule, and get plenty of exercise, playtime, and attention. In my client’s home, I respect the pet’s familiar environment and follow any instructions the owner provides, including feeding routines, medications if needed, walks, and preferred play activities. I also make sure pets get plenty of affection and companionship so they don’t feel lonely while their owners are away. In my own home, pets are treated like family. They receive lots of love, supervision, and a safe, calm environment. I make sure they get regular potty breaks, exercise, and comfortable places to rest. Communication is very important to me, so I send regular photo and message updates so owners can feel confident their pets are safe, happy, and well cared for.
“We left Bella, our 6 month old pit mix with her and she did absolutely amazing! We got daily pics and updates of Bella and she would always text back right away! Bella had so much fun and we will for sure be having Kristy dog-sit next time we go out of town! Thank you Kristy!!”
About: A little about myself, I am currently a teacher at John Battle High School. I can work most days and weekends but sometimes days conflict due to my work schedule. I have always been around pets my whole life and love interacting with them! I work well with all animals and have the most experience with cats and dogs. I offer the follow offers: drop in visits, walks, or in home sitting due to have two of my own dogs. I am looking forward to helping and becoming friends with your pets! They will be treated as if they are my own! I can make sure your pets are well taken care of. I have two of my own that will love keeping yours company and playing. I have two friendly dogs to keep yours company. Everything that will be needed for your dog will be sure to be taken care of.
“Jacades was wonderful to choose for Cody. He literally slept from the time he got back in the car. (That tells me he played all day) … That’s amazing! She was very tactful and communicative. I definitely will be using her for Cody’s future sitter!”
About: I’ve taken care of dogs for over 16 years. I have two beautiful girls with lots of energy and personality, we roof walks! And doggy parks I currently own a business and have the flexibility with my schedule to watch or walk your pup during the weekend. I like to walk and keep the pup exercising throughout the day. I unfortunately do not have a fenced yard, but I can walk your pup many times around the yard and be sure they get the well deserved attention.
The median cost per night for dog boarding in Winegar Mill is $36
Dog parents share their Rover experiences - Winegar Mill
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 - Winegar Mill
Select a filter and find qualifying sitters offering dog boarding.Sitters in Winegar Mill average 10 repeat dog boarding clients
FAQs for Dog Boarding - Winegar Mill
Frequently asked questions about Rover
As of November 2026, there are 107 sitters on Rover offering Dog Boarding across Winegar Mill. 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.
97% of sitters in Winegar Mill 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 Winegar Mill 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 Winegar Mill.
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 Winegar Mill. 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.
You and your Winegar Mill 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 VA 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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