House Sitting in Wintergreen
Find a loving house sitter to watch over your pets and your home.

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Wintergreen house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“I have nothing but amazing things to say about Beth. I went away leaving my dogs for the first time not with family. Not only did she go above and beyond caring for them but I could see in all the photos she provided that my dogs were loved and happy. She has extensive knowledge of dogs and knows what is healthy for them and what isn’t. She even taught me many things I didn’t know but needed to know. Upon return you could tell that my dogs missed their Auntie Beth. If and when we go away again I will make sure it is only when Beth is avaliable!”
“Brittany is just awesome. My fur baby couldn’t be in better hands he loves her stays and it makes my time away less stressful knowing how well he is being cared for”

“Courtney was great! Our pets clearly loved her. All were happy and tended to and house was clean when we returned. Would definitely recommend her and plan to use her in the future if she’s available.”

“We were super anxious about leaving our dog and home but Liz made the experience as stress free as possible. We felt comfortable with here the moment she met us and Gizmo! She kept us updated with pictures of our dog and how he was doing throughout the day. I would recommend Liz to any one needing a house/pet sitter. ⭐️⭐️⭐️⭐️⭐️⭐️. Thank you Liz. You rock!”

About: I have been with animals my whole life from bunnies to lizards and of course dogs and cats I currently have 2 dogs that are old one is 13 and the other is 11 and I have a bearded dragon who just turned 1 I am currently not working and while I am looking for a new job I have open availability for rover and o have no schedule I will be taking care of your animals in your home they will get all of the loving and play time they want we will go outside and play too if we can
“Hailey was an amazing sitter. The dogs loved her and she took great care of the house. She followed instructions and sent photos and videos throughout the days she was there. She was available for a short notice booking and made time to have a meet and greet.”

“Katie did a great job with our curmudgeonly chihuahua! She handled his drama super well, stayed calm through the big ice storm that hit Charlotte while staying at our home, and helped trouble shoot our system when the thermostat went out unexpectedly. When we were delayed coming home due to the storm, she was happy to stay the extra night and left our home in great condition. I'll absolutely be reaching out to her again when our little old chi needs a sitter in the future!”

“Jennifer was on time for our meet and greet which says a lot to me regarding reliability! She sent photos and texts every day and made us feel rest assured that the pets were well taken care of. We plan to hire her in the near future and feel relieved to finally find someone we can rely on.”
“Could not be happier with Allie! We’ve never had so much peace of mind and comfort in leaving our babies until we found her. What a blessing. Not to mention the beautiful pics that she captures and the detailed updates. The world would be a better place with more Allie's in it.”

About: Hi there! I’m Z, and I’m a lifelong animal lover with a deep understanding of both cats and dogs. I’ve grown up with dogs and have a wonderful cat of my own. I also have years of experience caring for the pets of both my family and friends. Whether it’s playtime, cuddles, or ensuring your pet sticks to their routine, I treat every furry friend like they’re part of my own family. As someone who works part-time during the day, I have the flexibility to provide pet care in the mornings, evenings, and weekends. My schedule allows me to plan drop-in visits, walks, or playtime around your pet’s needs. Caring for animals is a natural part of my routine since I already care for my own cat. Whether it’s an early-morning visit before work or evening cuddles, I’m happy to adapt to ensure your pet feels loved and well cared for. When caring for pets in a client’s home, I focus on making them feel safe, loved, and happy in their familiar surroundings. I stick to their established routines, whether it’s feeding schedules, playtime, or walks, to keep things consistent and comforting for them. For dogs, that might mean exciting walks or outdoor play, while cats might prefer quiet companionship or engaging with their favorite toys. I make sure their environment stays clean and safe, and I’m happy to administer medications or meet any special needs. Along with meeting their physical needs, I give plenty of cuddles and attention to help them feel secure and loved. I treat every pet like part of my own family, ensuring they’re well cared for until their owner returns.
“Brittany is very sweet and took good care of our 2 big dogs in our home during the holiday. She provided pics and updates which made us feel at ease that they were in good hands. I will definitely request her services again. 😁”

“Dylan immediately understood our pets needs and required very little direction. He was very attentive during his week long booking and kept our pups very happy. I would highly recommend him and will definitely try booking him again in the future.”

About: I genuinely love animals and treat every pet like royalty, even the dachshunds who judge from across the room! I’m big on play time, cuddles, walks and making sure your pet is comfortable while you’re away! I do currently work full time, but am remote 3 out of the 5 days a week making it easy to check in on your beloved pets at any time! My 7 year old lab, and 4 year old dachshund are treated not as pets, but as my children. They are literal humans if you ask me!
“We usually have family take care of our dogs but being new to the area, we no longer have that option. We weren’t comfortable with leaving our dogs in a kennel so we found Laura. Not only was she affordable, but she came to our place so our dogs can stay where they are comfortable. Laura was great and we loved the updates and pictures. She was even able to accommodate another night stay when we decided to wait a day to come home. Will definitely be using her services again in the future.”

About: I’ve taken care of many dogs in my life. I worked as a vet assistant and I’m now working towards a certification of vet assistant. I have one cat and one lizard. I had 12 dogs before and took care of them all. Ranged from chihuahuas to pit bulls. I’m currently working in the military. And I live animals very very much. I have a cat named Gray and a bearded dragon named Shmoop. I would have to go to clients house to care for the animals, as I live in apartments at the moment. I would need to know how owner does certain things for the animals.
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
How Rover works

1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for house sitting in Wintergreen is $36
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 house 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.
Sitters in Wintergreen average 3 repeat house sitting clients
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Wintergreen on Rover as of Jun 2026 was about $36 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Jun 2026, there are 189 house sitters in Wintergreen. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 93% of Wintergreen house sitters respond in under an hour.
House sitters with repeat customers have an average of 3 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Wintergreen.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Wintergreen house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.






