Pet Sitting in Wintergreen
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Wintergreen pet sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Hannah helped my little family out tremendously when she agreed to help with our diabetic cat, Jasper, last minute. She was quick to respond and detailed in her communication with us. Although our cat was difficult and afraid, she was still able to administer his insulin injection and make sure he ate food with it. This was thanks to her training and experience with scared animals.”


“Kaylynn was great with our pups! She watched them at our home while we were gone for a weekend and sent updates on how they were doing. Great care and communication! Definitely planning to use Kaylynn again.”


“Jocelyn was wonderful with my cat Jocelyn was wonderful with my cat, Cayde, after surgery. She was patient, dependable, and handled giving meds with so much care. It gave me huge peace of mind knowing Cayde was safe and loved while I couldn’t be there. I’m so grateful for her help and highly recommend her!”


About: Looking to see if anyone is interested in pet sitting/ walking services? I will come pick your pet up and watch/walk them whenever you need me too! 🐶 I am a very reliable, patient, positive and energetic person! Looking to spend some time with animals in between my work hours! I am a part time bus driver, with pups of my own and 2 young kiddos 🙂 I'm just trying to make a little extra income. I have multiple years of experience with animals. I can help with sitting, walking, Boarding and Pet Transportation. With me, your pets will receive appropriate care, and I'm willing to do additional other tasks if requested. -I'm an organizer, planner, and multitasker, so I'm able to provide a supervised and safe environment for multiple pets at a time. This is not limited to just dogs… I’ve had bunnies, fish, and lizards. I’ll even watch your birds, if you provide a cage! I am a part time school bus driver. So I will have plenty of time to spend with your pet in between my routes! I am available any day / weekend. Just reach out when needed! I have two small children to entertain your pet, and 4 fur babies of my own to play with and keep company! (I will post a picture of them) I can also crate your pet or my own if needed. We have a large laundry room where my pups go when they need some solitary/nap time. I do not have a fenced in yard, but we do live a mile or more off the main road. Also, we have a large yard to play in, frolic around, and watch for squirrels .

“Meredith is reliable, consistent, flexible, and quick with communication. The dogs love her and I am always happy to know that they get to go out and play at lunch time each day. We got two new rescues at the same time that I got a new job, so having Meredith help us take care of them has been an unbelievable relief!”


“Hannah was able to help us out last minute and check in on our cat while we were out of town. So glad to know our boy was happy and loved while we were gone. Thanks for your help Hannah!”


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’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: I’ve owned and have taking care of pets for years. Would love to help folks out now that I’m retired. Reliable, dependable and own property and near trails. Retired and happiest around animals. Love walking, hiking and being outside. My home is clean and pet friendly. I have trails nearby and live on 2 acres I have 2 acres and trails. Or happy to give care in your home walking, visiting or staying over. I’m healthy and active and ready!

“Brittney was great!! Our dogs seemed to love her. Communication was awesome, and she sent plenty of pictures. This booking was well worth it, and I got the vibe from the start that our dogs were in good hands. Definitely hope to book Brittney again in the future :)”

About: I've had animals of all sorts all of my life. Dogs, cats, lizards, snakes and other types. I grew up on a farm, and have worked with many types of animals of all sizes. Right now I'm free anytime to help you with your needs. More than happy to help with any animals you have and for however long you need a hand. I will follow your instructions to the t. We have 2 dogs, and three cats in our house. We try to play with and keep them all happy as each of them have different personalities.

“Tyler is great! He was very professional and took Brewer on a long walk that drained all his energy. My puppy was much calmer that night as he got plenty of playtime in the afternoon. Due to work it can be difficult for me to spend a proper lunch break with my dog, so Tyler really helped in that regard. You can tell he loves animals and can connect with them on their level. I’d recommend others to book Tyler as well.”


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!

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.

About: Always owned multiple cats through out my life. Only have one now but have owned as many as 8. My kids love cats as they grew up with them. Retired Naval Officer and living in Nellysford. My chedule is wide open. Have a reliable vehicle and own our 3 yr old single family home. I will come to your house and visit and care for your cat(s). Visiting hours are flexible depending on number of clients at any given time.

About: I have a lot of experience watching dogs and cats. I have trained 2 of our puppies as well. I have 4 years of experience teaching as well. I would love to do this full time if possible. I have a baby but am very flexible on the weekends and evenings as well. I would pet the dogs and give them the same care I would give my own. I would give them food, water, treats, meds etc. anything the owner would like.
Loving pet 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.


Hannah H.Star Sitter

“Hannah helped my little family out tremendously when she agreed to help with our diabetic cat, Jasper, last minute. She was quick to respond and detailed in her communication with us. Although our cat was difficult and afraid, she was still able to administer his insulin injection and make sure he ate food with it. This was thanks to her training and experience with scared animals.”


Kaylynn P.Star Sitter

“Kaylynn was great with our pups! She watched them at our home while we were gone for a weekend and sent updates on how they were doing. Great care and communication! Definitely planning to use Kaylynn again.”


Jocelyn A.

“Jocelyn was wonderful with my cat Jocelyn was wonderful with my cat, Cayde, after surgery. She was patient, dependable, and handled giving meds with so much care. It gave me huge peace of mind knowing Cayde was safe and loved while I couldn’t be there. I’m so grateful for her help and highly recommend her!”


Angel B.
About: Looking to see if anyone is interested in pet sitting/ walking services? I will come pick your pet up and watch/walk them whenever you need me too! 🐶 I am a very reliable, patient, positive and energetic person! Looking to spend some time with animals in between my work hours! I am a part time bus driver, with pups of my own and 2 young kiddos 🙂 I'm just trying to make a little extra income. I have multiple years of experience with animals. I can help with sitting, walking, Boarding and Pet Transportation. With me, your pets will receive appropriate care, and I'm willing to do additional other tasks if requested. -I'm an organizer, planner, and multitasker, so I'm able to provide a supervised and safe environment for multiple pets at a time. This is not limited to just dogs… I’ve had bunnies, fish, and lizards. I’ll even watch your birds, if you provide a cage! I am a part time school bus driver. So I will have plenty of time to spend with your pet in between my routes! I am available any day / weekend. Just reach out when needed! I have two small children to entertain your pet, and 4 fur babies of my own to play with and keep company! (I will post a picture of them) I can also crate your pet or my own if needed. We have a large laundry room where my pups go when they need some solitary/nap time. I do not have a fenced in yard, but we do live a mile or more off the main road. Also, we have a large yard to play in, frolic around, and watch for squirrels .


Meredith B.

“Meredith is reliable, consistent, flexible, and quick with communication. The dogs love her and I am always happy to know that they get to go out and play at lunch time each day. We got two new rescues at the same time that I got a new job, so having Meredith help us take care of them has been an unbelievable relief!”


Hannah F.

“Hannah was able to help us out last minute and check in on our cat while we were out of town. So glad to know our boy was happy and loved while we were gone. Thanks for your help Hannah!”


Johanna S.

“Johanna is amazing! Great communication and very professional. She took great care of Reed and always let me know he was ok. I would highly recommend her service!”


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.”


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!


Jackie B.
“I highly recommend Jackie for pet sitting, walking, or drop-in visits! She is a lifelong animal lover (especially dogs, but not biased!) with an incredible ability to connect with and understand their needs. She has experience caring for puppies (including the ability to teach simple tricks!) and older senior dogs who may just need a comforting lap or companion. Growing up she taught me how best to care for animals by prioritizing their needs and exercising patience, compassion, and care. Whether hiking, playing ball, or simply providing comfort, she brings joy and energy to every pet she watches.”


Brittney P.
“Brittney was great!! Our dogs seemed to love her. Communication was awesome, and she sent plenty of pictures. This booking was well worth it, and I got the vibe from the start that our dogs were in good hands. Definitely hope to book Brittney again in the future :)”


Andrew W.
About: I've had animals of all sorts all of my life. Dogs, cats, lizards, snakes and other types. I grew up on a farm, and have worked with many types of animals of all sizes. Right now I'm free anytime to help you with your needs. More than happy to help with any animals you have and for however long you need a hand. I will follow your instructions to the t. We have 2 dogs, and three cats in our house. We try to play with and keep them all happy as each of them have different personalities.


Tyler C.

“Tyler is great! He was very professional and took Brewer on a long walk that drained all his energy. My puppy was much calmer that night as he got plenty of playtime in the afternoon. Due to work it can be difficult for me to spend a proper lunch break with my dog, so Tyler really helped in that regard. You can tell he loves animals and can connect with them on their level. I’d recommend others to book Tyler as well.”


Amy H.Star Sitter

“Very responsive. Pets loved her. Thank you!”


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.”


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.


Emma B.

“Friendly, dependable and available. My cats definitely enjoy her visits.”


Reese M.
“You can tell Reese loves animals. She got along instantly with my cat and was a very conscientious house sitter. It’s great to have someone you know you can rely on.”


Christopher C.
“Chris is a long time animal lover with over 50 years of experience. He has been able to care for a variety of pets and wild animals as needed, including cats, dogs, rats, rabbits, hamsters, fish, squirrels, turtles, and birds. This also included some minor health treatment (ex. giving/applying medicine, etc.) He has a calming presence for the shy animals and will always make sure your animal has received lots of attention and lots of treats! Great option for pet sitting, especially cats!”


Taylor M.
About: I have a lot of experience watching dogs and cats. I have trained 2 of our puppies as well. I have 4 years of experience teaching as well. I would love to do this full time if possible. I have a baby but am very flexible on the weekends and evenings as well. I would pet the dogs and give them the same care I would give my own. I would give them food, water, treats, meds etc. anything the owner would like.
Wintergreen pet parents share their Rover experiences
I was worried about my cat since her brother had recently passed and I had to leave for a week. Tyler spent time with her to make sure she wasn't too lonely. It was very nice to not have to worry about her while I was away! Most cat sitters do not stay for the 30 min, but Tyler made sure she was well taken care of. :)

Popular requests near you
Select a filter and find qualifying Wintergreen sitters!How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away3. 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 pet sitting in Wintergreen is $20
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 pet 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 7 repeat pet sitting clients
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Wintergreen on Rover as of Aug 2025 was about $20 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Aug 2025, there are 61 pet sitters in Wintergreen. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 74% of Wintergreen pet sitters respond in under an hour.
Pet sitters with repeat customers have an average of 7 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Wintergreen.
Rover makes it easy to find Wintergreen pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
There are 61 pet sitters in Wintergreen on Rover, so you’re sure to find the perfect match for your pet! We understand that each pet is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, all pet sitters on Rover have been background checked and screened for you and your pet’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet 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 pet 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 pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
