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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.
“Danielle did an amazing job taking care of our very new puppy! She handled everything that a new puppy throws at you very well. Our home and new family member were in great hands with Danielle.”
“Jack did a great job house sitting our dogs as always! He was able to accommodate us with a last minute request and we appreciate his flexibility. We definitely recommend Jack to take great care of your fur babies.”
“Amanda was a wonderful sitter for our doodle Henry. He loved having her and she really took great care of him. He had walks and playtime and she sent frequent pictures showing us how much fun Henry was having. I was completely at ease knowing she was at our house with him. She also left the house impeccable. We highly recommend her!!!”
“Highly recommend Star! She's worked hard to make friends with our shy pup and kept us updated on the progress during this booking. We'll definitely use her again!”
“Jordan went above and beyond as a dogsitter at our house! She was so great with communication, we did not have to worry about anything. We returned to our house even cleaner than how we left it. I would recommend Jordan to anyone, and I definitely hope she is available next time we need a sitter!!”
“Emily was fantastic! Sent plenty of updates and shared concerns so I could help guide which was important to me with my senior dog. Kept the house clean and dogs were super happy when I got home. Would recommend to anyone!”
About: My dog-sitting history is primarily dogs with a variety of health issues and idiosyncrasies. Does your dog have special needs or odd habits? I've got it covered! Normies welcome too. ;) I work full time during the week, so I'm available weekends if you need me during the day or I can lend my services on weekdays evenings/mornings depending on proximity. I'm religious about monitoring doors and making sure everyone is appropriately harnessed/leashed. I have experience administering topical and oral medications and can maintain time-sensitive care schedules.
“Kaylynn was wonderful! Our dog doesn’t love new environments, so she stayed with him at our house. It was obvious from the minute that she walked through the door how much she loves dogs and how much Sancho would love her. We had zero concerns leaving him in her care and will absolutely book again!”
About: I’ve taken care of pets for neighbors, friends, and family. I love taking pets on walks, I can drop in and feed and take them out as needed :) I’m current working part time so I have plenty of time to take care of your pups! I work early morning and early afternoons so I have plenty of time to play with them during the day and at night! I have a fenced in backyard and a friendly neighborhood that your pup would love to adventure! I have one small dog in my home that would love to be friends but can also separate them as needed!
About: Hi, I’m Leanne! Dogs have always had a special place in my heart, and caring for them is something I genuinely love. I’ve spent years looking after dogs of all breeds and sizes, from growing up with family pets and fostering for a local rescue to caring for my own beloved Goldendoodle, Remi. She was with me for 10 wonderful years and taught me what it truly means to care for a dog like family. I understand how important it is to find someone you can trust completely with your dog- not just for feeding and potty breaks, but for companionship, affection, and consistent care. I treat every dog I look after as if they were my own, offering patience, attention, exercise, and support for any medical needs. Whether it’s a walk, a drop-in visit, or overnight care in your home where your dog feels most relaxed, I’m here to help keep their routine smooth and stress-free. My schedule is flexible, and I’ll do my best to accommodate your needs. If you have any questions or just want to connect before booking, I’d be happy to chat. I look forward to meeting you and your pup soon. My schedule is flexible and I never leave the dog unattended for long periods of time if I’m dog sitting for extended periods of time. I care for each pet as if they were my own, always staying mindful of their unique needs, sensitivities, and any triggers they may have at home, outside, or around others.
About: I grew up with dogs, cats, hamsters rats, guinea pigs, ferret. Well-versed in pets and having to interact with them and give them love that they need whether it’s an hour day or all day and overnight. Currently doing this as a side gig, but I would like to do it full-time. Available Thursdays to Saturday anytime. Sunday to Wednesday by appointment. Currently in an apartment doesn’t allow pets, but I have a vehicle and I am able to transport your pets to a park or go to your house and give them love
“Tyler was great with our dog Saxon. They seemed to really enjoy each others company. We would gladly have Tyler house/dog sit again. He was very pleasant, left the house in good shape and Saxon seemed sad to see him go.”
About: I’ve had a dog my entire life except for a few very lonely months in 2020 after I lost the love of my life, Romey, the naughtiest lab with the best sense of humor. I grew up with labs (mostly ) but now have Gizmo, a labrodoodle , who will soon become BDE (best dog ever) if he can finally learn how to not jump like a kangaroo when he sees his dog friends. I’ve taken care of dogs of every kind since I was young. I’d walk, feed and love on my neighbors and friends pets. I hope I will be the one you call and who you can trust with your furry BFF. Whether you have a long day at work or a weekend vacation, I’ll be there for you! I work part time on the weekends up on the mountain and have lots of time during the week to help out with your dog! I have a fenced in play area in my back yard and crates, dog beds and a designated “dog room” where your pet can relax in solitude or with Gizmo!
About: I have had dogs in my family since I was little. My own dog I got when I was 16 was a husky and we have two other dogs as well! I’ve worked with dogs for families of all sizes and love taking them for walks or just spending time with them in general! I am currently staying home with my newborn and of course my fur baby. We love going outside and walking so I’m just looking to help out any families that might have fur babies that want to do the same! My goal is to always treat your babies as my own and provide whatever services you may need! I can accommodate to whatever they may need!
“Michael was great with our dogs (one very high energy)! He was responsive and thorough even though I had limited cell service on our trip away. We will definitely book Michael again! Thank you!”
“Brittney and Steve are absolutely fantastic. Before them, I was constantly checking my phone to see if our dog, Gracie, had been checked on. Not once on our trip did I have to worry. Our Gracie also just went through hind limb amputation due to cancer, and their diligence is just amazing. They made sure to take extra time with us to go over her new routine. Gracie can be a bit of a princess, and it was just calming to know that there was someone taking extra time with her. The text updates and pictures made us smile while on vacation. Definitely an amazing choice! If I could give more stars I would!”
“Isa did a wonderful job watching our fur babies!! The dogs and cats could not stop talking about her and want her to come back Isa also sent pictures of the animals which we really appreciated. We do plan on using her again.”
About: I’ve cared for dogs my whole life. From training puppies to comforting senior dogs, I’ve loved them all and will continue to love&care for all those in the future💕 I work full time day shift on weekdays but I will have ample time in the morning, evenings, and weekends to provide for all of your pets’ needs I will treat your pets like my own and will treat them&your home with the utmost care and respect. Anything your pets need, I can provide.
Loving house sitters in your neighborhood
Search Results
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
Danielle C.Star Sitter
“Danielle did an amazing job taking care of our very new puppy! She handled everything that a new puppy throws at you very well. Our home and new family member were in great hands with Danielle.”
Jonathan S.Star Sitter
“Jack did a great job house sitting our dogs as always! He was able to accommodate us with a last minute request and we appreciate his flexibility. We definitely recommend Jack to take great care of your fur babies.”
Amanda W.Star Sitter
“Amanda was a wonderful sitter for our doodle Henry. He loved having her and she really took great care of him. He had walks and playtime and she sent frequent pictures showing us how much fun Henry was having. I was completely at ease knowing she was at our house with him. She also left the house impeccable. We highly recommend her!!!”
Dawn "Star" C.Star Sitter
“Highly recommend Star! She's worked hard to make friends with our shy pup and kept us updated on the progress during this booking. We'll definitely use her again!”
Jordan B.
“Jordan went above and beyond as a dogsitter at our house! She was so great with communication, we did not have to worry about anything. We returned to our house even cleaner than how we left it. I would recommend Jordan to anyone, and I definitely hope she is available next time we need a sitter!!”
Emily S.
“Emily was fantastic! Sent plenty of updates and shared concerns so I could help guide which was important to me with my senior dog. Kept the house clean and dogs were super happy when I got home. Would recommend to anyone!”
Chloe H.
“Chloe is a dependable, responsible adult who is super caring with all animals. She is kind hearted and loving with pets. She has cared for our dogs several times and they love her and she loves them. She is very trustworthy and your pets will be well cared for with her.”
Kaylynn P.Star Sitter
“Kaylynn was wonderful! Our dog doesn’t love new environments, so she stayed with him at our house. It was obvious from the minute that she walked through the door how much she loves dogs and how much Sancho would love her. We had zero concerns leaving him in her care and will absolutely book again!”
Hannah F.
“Hannnah was awesome - she made sure to keep us updated and shared lots of photos of our pups while we were away. Took good care of our home, would absolutely recommend!”
Amanda C.
About: I’ve taken care of pets for neighbors, friends, and family. I love taking pets on walks, I can drop in and feed and take them out as needed :) I’m current working part time so I have plenty of time to take care of your pups! I work early morning and early afternoons so I have plenty of time to play with them during the day and at night! I have a fenced in backyard and a friendly neighborhood that your pup would love to adventure! I have one small dog in my home that would love to be friends but can also separate them as needed!
Leanne N.
“Leanne's love for dogs is like none other! Anything involving a dog has her name all over it whether its going to the dog park, on a walk, throwing the ball, or just lounging around together. Sometimes I am pretty sure my five year old lab mix likes her more than me. He loves when he gets to see Leanne! She is an excellent dog owner and dog caregiver. I don't trust anymore more than her with my precious pup.”
Meredith B.
“Meredith took very good care of our home and our pups. We enjoyed our travel mostly because we had such confidence in her. We look forward to having her again.”
Robert S.
“Robert cared for my pets when i was gone on a trip and spent two weeks at my house overnight watching Fiona my cat. He really likes pets and will do a great job taking care of your pets if given the chance.”
Tyler C.
“Tyler was great with our dog Saxon. They seemed to really enjoy each others company. We would gladly have Tyler house/dog sit again. He was very pleasant, left the house in good shape and Saxon seemed sad to see him go.”
Gretchen R.
“Gretchen is great, she hass watched my dog multiple times. No issues. Trustworthy and very friendly. You can tell she absolutely loves animals especially dogs.”
Alexis S.
“Alexis is great with dogs and cats. She has three dogs of her own and has house/ pet sit for several families. Would highly recommend her for pet sitting.”
Michael M.
“Michael was great with our dogs (one very high energy)! He was responsive and thorough even though I had limited cell service on our trip away. We will definitely book Michael again! Thank you!”
Brittney P.
“Brittney and Steve are absolutely fantastic. Before them, I was constantly checking my phone to see if our dog, Gracie, had been checked on. Not once on our trip did I have to worry. Our Gracie also just went through hind limb amputation due to cancer, and their diligence is just amazing. They made sure to take extra time with us to go over her new routine. Gracie can be a bit of a princess, and it was just calming to know that there was someone taking extra time with her. The text updates and pictures made us smile while on vacation. Definitely an amazing choice! If I could give more stars I would!”
Isa C.
“Isa did a wonderful job watching our fur babies!! The dogs and cats could not stop talking about her and want her to come back Isa also sent pictures of the animals which we really appreciated. We do plan on using her again.”
Bessie M.
About: I’ve cared for dogs my whole life. From training puppies to comforting senior dogs, I’ve loved them all and will continue to love&care for all those in the future💕 I work full time day shift on weekdays but I will have ample time in the morning, evenings, and weekends to provide for all of your pets’ needs I will treat your pets like my own and will treat them&your home with the utmost care and respect. Anything your pets need, I can provide.
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!
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.
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 Aug 2025 was about $50 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 Aug 2025, there are 173 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, 89% of Wintergreen house sitters respond in under an hour.
House sitters in Wintergreen have an average of 17 years of experience. 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.
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