Dog Boarding Winfrey
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 64 pet parents in Winfrey have booked dog boarding
Winfrey, 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.
“This is the first time I have used Rover and I'm thankful this app is out there. Jocelyn B. was wonderful. I have one dog that is easy and the other can be a handful. I was thankful that I could leave for the weekend and not worry.”
“Whitney was wonderful! She made our pups feel right at home and eased their sitter/ boarding anxiety by taking great care of them and sticking to their routine. She accommodated our last minute booking request and sent updates so our minds were completely at ease while our 2 large rescue dogs were in her care. I highly recommend Whitney to care for your pups!”
“From the first inquiry to pick up, Julie made me feel so comfortable. This was my first time boarding any pet so I was incredibly nervous and she eased all of my fears. The photos, videos and text updates made my day and we will absolutely be using her again for an upcoming vacation. Thank you, Julie!”
“Heidi and Lemon had a great experience! They came back tired but happy and healthy. I couldn't ask for a better sitter -- I'd definitely recommend and will be using them in the future if we need someone to watch the girls.”
About: I have 20+ years of pet experience with dogs, cats, horses, goats, pigs, chickens, and more. I am available for dog boarding in my home for multiple dogs. I am comfortable giving medications. I can make multiple visits to your home while you are gone. Let me know what your needs are and we can find a suitable accommodation for your pet. They will be loved like our own. I am a stay at home mom who homeschools my children. Most of our days are wide open and I can easily accommodate taking care of other pets. I will look after your pets like I do my own. I will make sure they always have the proper food and water and are never left unattended. I can meet a variety of needs for many different pets.
“Richard and family took excellent care of our Daisy. It was her first stay with him and he sent us regular updates, photos and video. Was a huge reassurance that she was not only doing okay but playing and having an awesome time with Richard and his family. We will definitely book with him in the future!”
“Aubreyann was great! She took time with introducing our dog who tends to be nervous about other dogs to her dogs and provided us updates. She was also very adaptable and made the care of our baby so easy, thank you again!!!!”
“Heather was quick to answer messages and made the process very easy. My dog absolutely loved staying there and I will definitely be using Heather again when I need a dog sitter!”
“First time leaving our pup to someone and Rachel did an awesome job. Appreciate the photo updates daily. Our pup seems to have a good time, like he’s on vacation too! Will definitely use her service again.”
“Tara was wonderful! She was very easy to communicate with and you can tell my pup had a great time. I felt very much at ease leaving him with her and her family. All I can say is book with her, you won’t regret it!”
“Shelby was great. Very committed to ensuring Nova had everything he needed. Sent multiple updates and even had some dog friends and a great fenced in yard for him to play with/in. Would definitely use again!”
“Maria was wonderful to work with and took very good care of my male lab while I was on a four-day trip. I will book with her again on Rover and highly recommend her.”
“We booked Jessica to watch our two dogs in late October for a special trip we had planned and I am so glad we did! Her location was close and convenient, her home was warm and welcoming even for my pets and she was just great with them. Lots of walks and attention and I could tell from the pics she sent each day that they were loving their vacation too and they felt comfortable there. Made my vacation that much more enjoyable. I will definitely book with Jessica again.”
“Thank you so much, Riza, for taking care of Princess\ the photos you sent gave me peace of mind\. I truly felt that Princess was in good hands\. I really appreciate your kindness and the love you showed her\. I would definitely trust you to care for her again\. Thank you\!”
“Tina did such a great job watching our dog while we were out of town. She regularly checked in and if I messaged her she was prompted in response. I will definitely use her in the future.”
“Ligia took great care of our pup again! She was happy to play with her Ducky and I felt comfortable leaving her. She knows how to take good care and help the dogs feel at home. Thank you!”
“They had everything needed to care for our dogs. We only needed to bring food, they had plenty of beds and toys for them. There was tons of space for them to rub around, inside and out. Once we dropped them off, we felt comfortable that our dogs would be well taken care of. You could tell that they knew what they’re doing. When we went to pick them up, one was laying down outside and there was a bowl of ice water right next to him since it was warm out. Small things like that show they care and know how to take care of dogs. We’ll be using them in the future.”
“Love.love.love Kimmie, and so does Zeus. She kept him for 5days while I was out of town. She spoiled him and sent me pictures and updates. He played so well with the other dogs. Now that he is back home, he looks a bit sad. I think he prefers living w her than Us!! I highly recommend her for ur dog sitting needs!!”
The median cost per night for dog boarding in Winfrey is $45
Dog parents share their Rover experiences - Winfrey
Both our dogs stayed with Kristi for 10 days and she and her husband were wonderful with them. Kristi sent us regular updates with pictures and was great to communicate with. She also did not hesitate to dog sit our dogs even if one had epilepsy. I would highly recommend Kristi and will probably use her service again when the time comes.
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 - Winfrey
Select a filter and find qualifying sitters offering dog boarding.Sitters in Winfrey average 14 repeat dog boarding clients
FAQs for Dog Boarding - Winfrey
Frequently asked questions about Rover
The average cost of Dog Boarding in Winfrey is $44 per night as of November 2026. Most bookings cost between $33 and $53 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 392 sitters on Rover offering Dog Boarding across Winfrey. 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 Winfrey 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 Winfrey 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 Winfrey.
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 Winfrey. On Rover:
- 91% 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 Winfrey 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.
Connect anywhere with the Rover app
