House Sitting Wintergreen
Find a loving house sitter to watch over your pets and your home.
Wintergreen, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Courtney was fantastic! She took great care of my dog, Max, followed all his care instructions, and provided photos and updates regularly. She also left my apartment spotless and was an extremely respectful house guest.”
“Words can not describe what an excellent pup sitter Leah is. My pup has special needs and Leah didn’t hesitate to make sure all needs were met. Not many would be willing to open a 50lb. dogs mouth and shove a pill all the way to the back of their throat on a daily basis. Kudos! Leah even helped me out with being available during her scheduled time to allow HVAC repairman enter my home to ensure pup didn’t go without AC. Walks, loves and so much more is what you get from Leah!”
“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.”
“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.”
“Kiley was great!! Chloe loved her! When I arrived she met us downstairs—I was pressed for time! I dropped Chloe off with her “day bag” Gave Kiley a brief rundown on the “Belle “ and was off feeling that she was going to be well cared for!! She sent me pictures throughout the day it was great! Highly recommend— and I am neurotic—super picky about who I let care for my fur baby—who BYW is never left alone !”
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: I'm a vet assistant that's worked in a clinical setting for 5 years. I've handled all types and sizes of dogs and cats. I also know how to care for small animals and horses. I'm a pet owner of 7 critters-3 dogs and 4 cats-and will take care of your pets as if they were my own. I take care of animals at work and at home. I work in a vet clinic and take care of animals daily, manage care plans and make sure animals are handled properly in a work environment. I follow pet parents' care plans that are left with me. Outside of that, I usually follow their pets lead and take them out or interact with them as they request.
About: Hi! I’m Mia! I’ve been dog sitting for 6 years now. I’m compassionate, kind and caring towards all animals. Over the years I’ve gained experience with all sizes of dogs, making sure they are loved, comfortable, feel safe, and get the attention they deserve when their pawernts are out of town. I’ll keep you updated and send pictures of your furry babies. From dog sitting to dog walking I’ll treat your furry baby like they were my own with quality time and give them all the snuggles and treats. I look forward to meeting you and your furry friends! I currently work at a daycare from 7-4 Monday- Friday. I’m available after 5pm for dog walking and anytime during the week for dog sitting in your home. I will ask what routine you have already set in place and follow that. To ensure your furry friends are comfortable, safe, and kept on routine. With additional snuggles and walks too :)
“John is awesome! My dog Bruno bonded with him immediately and he took great care of him, sending pics and updates every day. And I have to add…when I returned home, my house looked like no one had been there! HIGHLY RECOMMEND!”
About: I previously worked in a dog daycare and boarding facility, where I fed and watered dogs, managed medication, and gave lots of love! Giving oral or topical medication is no stranger and certainly not a problem for me. I am currently a part-time waitress working around 3 days a week. I have lots of time for the dogs, and I miss spending time with them! In a client's home, it would be ideal for them to tell me everything in need to know about their pup, such as medication time (if needed), feeding schedule, likes and dislikes, and personal quirks. At my home, my yard is not fenced in, however, it is 1 acre of land in the back of a neighborhood far from any main roads. Your pup with also be with my dog Manny. He is a black lab, German longhaired pointer mix. He is well tempered and plays well with all other dogs.
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!
About: I have been around all types of animals my whole life, especially dogs. I have house sitting experience and I have taken care of other people's animals previously just to help out. I’ve owned rats, and I’m no stranger to scaly friends if you have those as well. I have my own dog who is my best friend! My schedule is completely open right now because I do side gigs as needed. I’m hoping to eventually make this a long term full time gig! I love all animals and pet care is one of my passions. Any animal of yours I will treat like my own! I do not want you to have worry when you are away.
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
“Hannah stayed in my home with my dog and cat while my husband and I were on vacation for a week. I have nothing but good things to say! Hannah was so sweet and took excellent care of my babies and my home! She was very communicative and sent me several updates per day. I trusted her with my babies and I could tell they were so happy and relaxed in her care! We will definitely work with her again in the future!”
About: I have a very well happily trained service animal that helps other animals and people keeping everyone happy. My goal is to always keep the animal happy while being trained. Every walk is to bring happiness to the animal. Every drop in visit is to bring an animal a peace of mind an happiness. My hope is to always bring the owner a peace of mind along with the animal an a genuine happiness at the end of the day so that every animal and owner can feel at peace. Overnight stays I hope to just give peace at mind to Owners and animals, if there are every any concerns I will always send photos of the animals doing daily things at their usual times. I am currently in school for my bachelors and work a full time job. However, I always make time to take my pups on close to a mile walk a day. Along with 30 min of training on necessary manners and any tricks we are working on at the time. They get fed 2 times a day with appropriate vitamins and supplements for each of my animals! I always check with owners about any toys that they have along with any children toys in the home that I need to be aware of or smaller items they could choke on or get into.
About: Hello! My name is Neffy and I am 27 years old. I’ve been a vet tech/receptionist since 2021 and previously have experience working with animals in the humane society in Greenville. I love connecting with and providing the best service to not only you but your fur babies as well! I have loved animals of every sort my whole life and would love to meet and care for your baby as much as I care for mine! I would love it if you gave me the opportunity to care for your pet to brighten their day as well as yours! I am currently very flexible and have more time to provide enrichment and safe outdoor activities. This means I can be available during the day when your baby needs me most! I like to make sure the fur babies are comfortable wherever they may be. I am quick to locate any hazards that could cause injury and am mindful of what may upset or give them a scare.
The median cost per night for house sitting in Wintergreen is $40
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 house sitting
1. Search
Browse profiles of sitters near you who offer house sitting.
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 house sitting - Wintergreen
Select a filter and find qualifying sitters offering house sitting.Sitters in Wintergreen average 3 repeat house sitting clients
FAQs for House Sitting - Wintergreen
Frequently asked questions about Rover
As of October 2026, there are 335 sitters on Rover offering House Sitting across Wintergreen. Enter your ZIP code to see which available sitters are closest to your home.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Wintergreen walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Wintergreen maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
<b>Tip:</b> Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Wintergreen choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
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 .
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 pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet 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.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.
During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .
sitters on Rover set their own cancellation policy , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Wintergreen. On Rover:
- 94% of sitters can help with special care needs
- 94% can help with giving oral medications or injections
- 94% 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.
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