Dog Boarding Winesap
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Winesap, 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.
“Jessica did an excellent job caring for my dog Rupi. She took Rupi on long walks every day and sent pictures/updates regularly. I would highly recommend Jessica.”
“Love Kari! So glad I came across her profile! My dog was so comfortable with her from the moment we walked in, that I knew she would be in good hands while in her care. Will absolutely be using Kari again for future care. Thank you!”
“Bella had a fabulous time with Brenda. She looked so happy when we picked her up. I loved getting all the pictures of what Bella did while we were gone. She really enjoyed her stay.”
“Our two Golden Retriever boys had a blast at their 4day sleepover at Alliyah’s! She kept us in the loop on how they were doing and was accommodating and flexible when we were able to get back into town and pick them up at an earlier time. We feel good having a great place to send our pups when they can’t join us!”
“I have so many beautiful things to say about Mary and her family! You can see the love in that house from the start, and she was so understanding about the personal needs of my dog. My dog was a rescue and can be easily intimidated, which makes her a little edgy, but she was given the space and love she needed, and seemed to thrive at their home. She sent photo updates and kept me in the loop the whole time, which allowed me to relax and enjoy the trip I was on. When I got back, my dog didn’t even seem like she was anywhere but home. She was such a happy girl. I’m so so so so grateful I found Mary!! I’ll be taking a trip next month and will definitely use her again. Really can’t say enough about her. Such a positive experience! ❤️”
“Absolutely awesome! Jolene has been awesome to work with and she has been flexible with drop off and pick up times if anything unexpected comes up. She’s so kind and took great care of my pup! I really appreciate her!”
“Our dog thoroughly enjoyed Wendy! She has the perfect doggy hotel including a large fenced in yard. Wendy sent updates and pictures. We will definitely use her again.”
“Marketa and her family were so sweet to Snickers and treated him wonderfully. He came home happy and healthy! I loved all the pictures and updates sent throughout the week. Definitely will use again in the future!”
“We are so happy to have found Emily- I am no longer concerned about leaving our dog when we go out of town, because Emily sends regular updates and pictures, and we know she's in great hands! Drop off and pick up are a breeze, and our dog wags her tail every time we pull up to the house.”
“Kasalyn was great! She took excellent care of my dog, kept me updated, and made the whole process easy and stress-free. I felt completely comfortable leaving my dog with her and would definitely book with her again. Highly recommend!”
“I was very happy with Casey watching my puppies. She and her family were all very sweet and very competent. My puppies had a great time from what I can tell. I appreciated her promptness and reliability and care of the dogs. I also liked that she sent me pictures throughout the long weekend of how they were doing with little comments. I highly recommend!”
“Layna and her family did a great job taking care of our dog. We will definitely recommend and use again when it’s time for another trip. Appreciated her good communication and daily updates she sent.”
“My husband and I have 100% confidence in Chantal. She always provides great updates, is very flexible around drop off and pick up times— which is especially important when a train or a flight is delayed — and our dogs are treated as if they are her own, with lots of snuggling and play time. We have no anxieties about them while we’re gone. Highly recommended!”
“We cannot say enough about these guys! Their property is amazing! 24 hours after pick up and our dog is still exhausted from swimming and playing! We will definitely utilize them again!”
“Hillary and her family were great with my puppy Panther. I highly recommend my dog felt like part of their family and they welcomed Panther with open arms. Hillary was also great with communicating and always playing with my dog. When I picked up my dog I could tell he had such a great weekend.”
About: I have grown up with cats, dogs and many other animals, and have been trusted to care for neighborhood pets since highschool. I have experience with senior, and energetic breeds, and even trained my border collie in agility. I am currently in a season ample time to dedicate to your pet. I am flexible and can provide excellent pet care whenever you need. I have a yard and a large park next to my home with space for walks. I also have a dog and am currently fostering a cat.
Dog parents share their Rover experiences - Winesap
Kasalyn was absolutely wonderful. She took great care of Addyson and Addyson had a great time. Kasalyn was very kind, made me feel comfortable and eased my mind about leaving my baby. She also send lots of awesome pictures and updates. Thanks for all you did Kasalyn😊
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 - Winesap
Select a filter and find qualifying sitters offering dog boarding.FAQs for Dog Boarding - Winesap
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 Winesap 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 Winesap.
<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 Winesap 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 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.
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