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.
“Olivia was amazing! We left our 7m kitten with her, and we couldn’t have asked for a better sitter. She sent us daily updates and pictures, which made us feel so comfortable knowing he was happy and well taken care of. He absolutely loved staying with her! He got along so well with her male cat and even had fun with her two kids. Olivia was so sweet, caring, and attentive, and we could tell our kitten was genuinely happy and comfortable with her. We would 100% recommend her and will definitely book with her again!”
“Rob was great with our girls. This was an acclimation visit to familiarize. This family is very understanding of special needs & requests. Our pups were well taken care of. We believe we have found our care team.”
About: I have owned pets for the last 15 years. My pets are a part of our family. The sleep with us in our Alaskan king sized bed. I’m a retired teacher and have time to care for your pet. I am available any day of the week and weekends. My husband also loves pets. I have a large fenced in yard where my dogs enjoy playing and sunbathing. Your pet will have food, water, and toys available for them to enjoy.
“Madison took such great care of Indy. They went to the park and took several rides in the car!! Madison sent plenty of pictures and updates throughout the week. Indy had such a fun time with Madison and her pup Benji!!”
“LOVED the care that Flora gave to my Yorkie - she provided excellent care, plenty of photos/videos to keep me updated, and I loved meeting her family as well. Will definitely be contacting her again!”
About: Hi! I am Christy! I’m married to Jefrey, and we have 3 lively, happy children who love dogs! We currently have no dogs ourselves but we have do have chickens in a coop. I’ve grown up with dogs and provide care for friends pets when they need. We love to provide people with trustworthy, loving care for their pets and know how important that is. I am comfortable with daily medication giving. Although I will be the only one responsible for caring for your pets, we do ask that all dogs be friendly with children and we make sure our children respect dog boundaries. We have a large 6ft privacy fence in the back yard with the front and sides of the fence being privacy fence, and the back part of the fence is chain link. The dogs will be free to go in and out throughout the day as they please. I recently had to leave my job to stay home and care for my children, so I have plenty of time to be home and take care of your pets while you are away! In the morning, we would get up and let the dogs outside to go potty and get some fresh morning air. They will have plenty of opportunity for cuddles or playtime throughout the day, and will be able to go in and out as they please. I have three children who love animals. All dogs must be child friendly, and I will make sure that my children are respectful of the dog's boundaries. We have a fenced in back yard and plenty of space for them to run and play.
About: Ive taken care of all kinds of dogs since I was 14. Neighbors and friends have trusted me to walk, feed, and stay with their dogs. I’m a current student at ECU so I am a part time sitter. I am available weekends (including Fridays), Tuesdays and Thursdays any morning or after 2 and Mondays after 2 I have an apartment that is fenced in and a lot of green area for dog walking. I have 2 roomates who would love company from a dog
About: I have experience working at a kennel, caring for all breeds and sizes of dogs. I have experience with administering medication orally, and by injection. I have experience keeping pets overnight and helping them To adjust to new surroundings. I have been working to rescue and rehome cats and dogs for over 15 years. My experience working in a kennel taught me the proper way to groom, feed, and walk dogs. While in my care, you can relax knowing that you will get plenty of photos and videos, and you can rest assured that your fur baby will receive lots of cuddles, and lots of time to run and exert energy. I will show your pets the same love and care I show mine. I am happy to provide photos/ videos during the day. I have cared for pets while living in NYC, VA and now in NC. I am happy to provide the following services: In home daytime care, overnight care, pet walking/ drop in. I work from home and am able to provide daytime services from 7am- 6pm, and overnight services. I have a fenced in yard for pets to free roam, all animals must be up to date on vaccines. I feed 2x per day but could provide an extra feeding if needed and am able to administer meds. I have a fenced in yard, am able to walk pets, and have the ability to keep pets in separate rooms if needed. Generally though my animals free roam in the home or fenced yard.
“Cynthia was amazing! She was very loving and played with Prada, she introduced Prada, her boxer and son they all had a great time. She sent me photo and text updates. i would recommend Cynthia to anyone one.”
“Candace was wonderful. She helped me out last minute over thanksgiving. My dog came home calm and happy. She loved Candace’s dogs and I received lots of updates. We will definitely use her again!”
About: All animals will be well taken care of and treated as if they are my own. I even have some experience with animals needing medications. I am currently a part time college student but my school schedule allows alot of flexibility on most days. I tend to be free in the afternoons on multiple days. I am also free for mornings on weekends most of the time. Animals are allowed to free roam in my apartment. I have 2 friendly cats that love to meet new friends. I can crate pets if need be.
About: I grew up with dogs and cats my whole life. I still have my old is cats. I love being around animals. I love to go on walks. I currently work part time. I can do daily or weekly routine with the dogs. I’m available all day Tuesday Wednesday Thursday I’m available Friday through Monday after 3 PM for evening walks. I have one indoor cat. I have two outdoor cats. My dog is indoor and outdoor. He has a cage inside. He sleeps inside. he’s outside on a leash because I don’t have a fenced in yard.
About: My name is Star I love animals one day I want to be a vet. I love taking care of animals it has always been my thing to do. Animals are just like people they need to be loved and taking good care of. I volunteered at animal shelters and animal hospitals since I was 10 years old. I work with professional veterinarian I help do surgery and give dogs they shots and medication they needed. I sometimes watch my neighborhood dogs for free because I just love helping out and playing with their animals. I'm also a dog owner I have a pitbull. I had too pitbulls but my female died 2 years ago because animal shelter shot her for trying to protect her puppies. I will love and take care of all your animals if you will give me a chance to. it fix perfectly i combine all my schedules together to make sure they can all fit so I can do everything i need to do I go to a University that allow dogs in your room and in different buildings with a lot of space and nice fields for the dogs to run around and play
The median cost per night for dog boarding in Wintergreen is $35
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.Sitters in Wintergreen average 9 repeat dog boarding clients
FAQs for Dog Boarding - Wintergreen
Frequently asked questions about Rover
As of November 2026, there are 212 sitters on Rover offering Dog Boarding across Wintergreen. 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.
96% of sitters in Wintergreen 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 Wintergreen 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 Wintergreen.
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 Wintergreen. On Rover:
- 91% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 96% 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 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 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 NC 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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