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!”
“Deb and Ralph do an excellent job. This is our boys second stay with them. He’s a high energy lab. They make him feel right at home and gives us peace of mind being away from him. They communicate with us as needed and are quick to reply to texts. I’d recommend them for your dog watching needs.”
“This sitter literally saved me! Another sitter canceled right before my flight and in a matter of minutes they have responded and took my pet in with welcoming arms! They communicated efficiently, updated me every day throughout the day, and most importantly my dog was himself around them. Heaven sent family ! Don’t waste your time and book now!🩷”
“Alexandra and Logan were wonderful with my (sometimes overly) curious terrier, Eddie! I am always concerned about Eddie escaping to chase an animal, and they took my concerns seriously and took steps to ensure that wouldn't happen. Their fence setup was great too - the fenced-in yard wraps all the way around the house, so even if a dog slipped out of the house, they would still be in the yard. On top of that, they sent lots of pictures and were so kind to Eddie. He didn't want to leave!”
“Tiffanie is amazing, and cared for my dogs as if they were her own, she went above and beyond assuring they had a fulfilled wonderful day. I'm looking g forward to Tiffanie taking care of my dogs in the future!”
“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!”
“Thanks to Reyna, I knew my pup was well cared for and loved while I was away. She updated me frequently with photos and comments on their day. She even did "spa time" with my pup, brushing her and making sure she felt at ease. I will definitely call Reyna in the future. It's good to have someone reliable to call to care for my pup.”
“Julie is great. I feel like she and her family treated my dogs like they were part of the family. She was good about sending me pictures and updates. I highly recommend her and plan on having her keep my dogs whenever I go out of town.”
“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 owned both dogs and cats and have cared for several family members’ pets for over 20 years! I’m a huge animal lover and miss having one of my own. I’m a stay-at-home-mom of 3 kids so I have plenty of time to walk and play! My schedule is extremely flexible and I’m available on weekends. I have an unfenced yard and live 20 feet from the Crozet trail system, right next to Claudius Crozet Park. We don’t have any pets of our own but my three kids (ages 4, 5 & 6) are very active and will play all day with your pet. My sister is a vet at Dominion Animal Hospital so I have immediate access to professional help if needed!
“Izzy did a great job watching Sulley! He had a great time playing with her dogs too. She was so kind giving me updates on how he was doing and even bathed him at the end!”
“Yana is amazing! She took such great care of my dog and sent daily pictures and updates which gave me peace of mind that he was happy and healthy while I was away. Highly recommend her!”
About: I'm very familiar with the whelping process, having successfully assisted several mothers through labor and delivery. I have extensive experience training and raising puppies all the way from eight weeks old into well-behaved adults. Even though I have a part-time job, my hours are incredibly flexible. I am ready to help starting at 6:00 AM, but I am not strictly limited to the mornings. I am fully open for daytime watching, evening care, or overnight boarding, ensuring your dog gets attentive supervision whenever they need it. I offer a secure, pet-friendly environment with a fully fenced yard where dogs can safely play. I have one friendly resident pet to keep your fur baby company, and I am highly experienced in managing introductions properly. Because of my background in whelping, puppy training, and full-lifecycle care, I prioritize constant supervision, follow your exact feeding routines, and can easily provide crate training or separate spaces if your pet prefers their own quiet time.
“Ashley was awesome! I got lots of great pics and videos and Bella seemed to have an amazing weekend with Ashley! I’ll definitely be using her again when we go out of town.”
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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