Dog Boarding Wintergreen
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Wintergreen, 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.
“Kathryn was great with our 7 month old cavalier mix. You can tell she loves what she does & I immediately felt safe leaving her. I highly recommend her & will be using her going forward for any overnight stays in the future!”
“Dev had a great setup for my wild puppies with options to allow them to get their zoomies out. Deb was an experienced dog owner who was able to be patient with my 5 month old pups. She sent updates at all the right times during our trip when we needed them at times we were missing our fur family. I know they are a handful so I am very grateful for Deb's willingness to take on such a crew even after meeting them.”
“Second visit for my dog, he was excited to return and enjoyed his stay. I got notes, videos, and pictures everyday to see how he was doing which is comforting.”
“Riley is simply the best dog sitter you can search for. She is conscientious, organized, responsive, and she loves dogs. Her way with dogs is special; she paid attention to our dog for the week we booked, and the entire time we were away, we were at ease knowing our dog was cared for like family. It is without reservation that we give the highest rating for Riley - again, simply the best!”
“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!”
“Margaret was wonderful! She took great care of my senior girl and gave her the love and attention she needed while I was away. She was easy to communicate with and provided pictures. I’d definitely book with Margaret again the next time I’m in the area!”
“Jenny was so helpful: she took great care of Connan and sent plenty of pics. He got to run around on her farm and play with her pups. I think he had a great time. He’s wiped!”
“Erin was wonderful. This was our first time using Rover and it was a very positive experience. Communication was great, location is in a beautiful suburb that's convenient to 81, and our black lab seemed quite happy and well cared for when we picked her up.”
About: I have my associates degree in animal sciences and have been tending to animals of all kinds since I was very young. I have experience with farms along with typical house pets. I am a stay at home mom who loves to spend her days loving on animals and enjoying nature. We go on walks and enjoy each others company! I have 1 dog at home, which can be kept separate from other pets. I have an indoor/ outdoor cat. I have an extra large crate for those in need. I have a spacious yard, and leashes for those who need them.
“Montana was great! This was my pups first time away from the family and she did amazing. Our dog requires medication with each feeding, and Montana kept her on track. For her time being away, I was amazed at how at ease she was when I picked her up. No doubt this was due to all the love and comfort she received. Montana provided updates and sent photos which put my mind at ease. Drop off and pick up were smooth and easy. Will definitely use again!”
About: I’ve had dogs ever since I can remember. From a golden retriever, Chocolate lab, Chihuahua to an American Bulldog. We lost our Poe (American Bulldog) several months ago and instead of getting an new pup I want to love yours! I am active and will take your pup on walks and they will get the best care and attention while you’re gone. We have a doggie door so they can get out whenever they need to and be in our enclosed backyard. I currently work from home with lots of flexibility!! I might run to the gym or to the store but your pup will be covered. My husband and I are a team and love animals! We live on 11 acres. So plenty of space to roam with several fenced in kennel areas as well as wide open area to play and run.
About: Hello, I am excited to meet you and your pup. I have worked professionally in clinic and in behavior for the last 21 years. I am a positive reinforcement based trainer for Good Pup. I have 3 personal fur babies and I foster with Save Rocky The Great Dane Rescue. I am currently working part time time so I have time in my schedule to devote to your fur kids. I have a doggie door for the emergency potties and I enjoy training so that can be part of the routine. I have a fenced in yard and I am able to provide mental enrichment as well as physical walks/Sniffari adventures and I have personal pups to keeps your busy! I have the ability to crate and even do drop bys at your house if needed.
About: I love all animals! I don’t have any because of my housing rules so I want to take care of your fur babies to get my animal fix! I am extremely flexible and caring. I take instructions well and am a fast learner. I am very observant, I will care for your home and pet like it was my own. I am also skilled in American Sign Language, as I am hard of hearing, and can teach your pet to respond to signs. I am also quick to respond with text in case of emergencies. I especially love puppies and kittens and am willing to clean up any messes. I am flexible on long term stay rates if you go on several day vacations. Thank you!
“Tina cared for my dog while I was away for two days. She provided many photo updates during the stay and my dog was extremely happy at her place. She is a gem and worked hard to ensure that my dog felt at home.”
Dog parents share their Rover experiences - Wintergreen
Gretchen was incredibly responsive, supportive, & communicative — especially for a last-minute request. If I’m in the area again and need a dog sitter, I will definitely reach out; the care from her community of neighbors was incredible! I particularly appreciated their transparency & consideration for Bugs’ needs.
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 - Wintergreen
Select a filter and find qualifying sitters offering dog boarding.FAQs for Dog Boarding - Wintergreen
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 Wintergreen 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 Wintergreen.
<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 Wintergreen 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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