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

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Top rated Windward Trail house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Robin did an amazing job!! She kept me updated and sent many photos. I came back home to a clean and organized place with all my animals very happy! I recommend booking Robin for any pet needs!”

About: I have been on Rover for over a year now and have fallen in love with pet sitting! I have several repeat clients who I love. I have always had dogs in my house and I am currently raising my puppy Roy! I feel as though pets have more feelings than humans so I make sure to give them special attention! I am a full time student at Clemson University and work a part time job so when i’m away from those i always make sure to spend time playing with my dog and taking care of him. I love to be around and let him hangout with me anytime I can since he’s so sweet and funny! I typically find myself watching a few pets every month! I always give pets as much attention as they will let me. I feel as though feedings schedules and daily walks and attention are necessary for animals. I also like to make sure they have clean food and water and plenty of it! I also make sure to pay special attention to their body language and can change my routines or anything they may need to make them more comfortable.
“We had a fantastic experience with Julie! She took care of our pups for 3 nights and kept us updated with texts and photos regularly. She was super easy to work with and our pups were happy upon our return! Would highly recommend!”


“Jamie really liked Kimberly from our initial meet and great visit. He was well cared for, Kimberly worked during the day, which quite a distance from my home but still came back every day to spend her lunchtime with him, to get him out and play. Jamie wasn’t feeling well one day and immediately contacted me. She stayed with him and worked from home that day to be with him. Kimberly communicated and sent pictures every day. We found a winner, and I will definitely call upon her again whenever I have to leave my precious boy, who is my world.”

About: I grew up having pets all my life, and after high school started doing pet sitting occasionally. My pets have ranged from a Jacksons Chameleon, a few farm animals, and of course, dogs and cats! Two of my current animals are special needs, one with only 3 legs and one with a seizure disorder, so I’m well versed in animals that need a little *extra* care! I currently work part time as a nanny, so I have more than enough time for drop-ins to take care of your pets and give them all the love, cuddles, and treats they may need! I care for pets in YOUR home and treat it as if you’re one of my nanny clients. I’ll follow your pets daily routine when it comes to food, walks, meds, etc and leave enough time for cuddles as well making sure the house is left clean from any pet accidents or pet messes.
“Amber was super communicative and flexible with our needs- we had 4 dogs with all different needs (senior dog, puppy, big & small) and she was the perfect person! She was able to do medications for one dog as well. We will definitely rebook & highly recommend if you're looking for a great person who cares about doing a great job!”

“Chris did an amazing job house sitting with our very emotional-velcro puppy. We never had to worry about our dog or any issues with the house. Chris was responsive and communicative, and it was obvious he enjoyed his time with Ozzie as much as Ozzie did with him. And, of course, our house was in better shape than when we had left. We will definitely be booking Chris for our future vacations!”

“Gracie has kept my 2 Danes a couple of times and they love her. She keeps me updated frequently with pictures and texts. We have searched for someone that we can trust to be in our home and who will love our big babies and we have found her!”

“Judy was great! Came and met our boy before we left. Showed her around. She came and took care of him, stayed most of the time with him. Sent photos, which made me feel better about leaving him. Met up with me at a convenient location to return our key. She was great and caring. Would hire again.”

“Olivia is a wonderful pet/house sitter. She goes above and beyond when she is with my 1 dog and 2 cats. My dog was recently sick, and she has helped by cooking his food and being on top of his new diet. She always sends pictures and stays in touch when she is sitting. I trust her completely and I am grateful to have found her here on Rover.”

About: I grew up with dogs and have been a caregiver on Wag! since 2022. At a doggy daycare, I managed large groups of dogs, ensuring safe, structured, and attentive care! I work full-time during the day, but pet care fits into my routine in the evenings and on weekends. I’m available for drop-ins, walks, and overnight care, and I make sure to plan my schedule so pets get consistent, reliable attention! I provide attentive, reliable care tailored to each pet’s needs in both my home and the client’s home. I follow their normal routine as closely as possible, including feeding schedules, walks, playtime, and comfort breaks. I prioritize safety, supervision, and communication, and I always provide updates and photos so owners feel at ease!

About: Hi! I’m Mayson, and animals have always been a huge part of my life. I have experience caring for dogs of all sizes, ages, and temperaments, including high-energy and anxious dogs. I also have experience with cats, farm animals, chickens, and other small animals. Along with pet sitting, I also have experience working with animal shelters, which has helped me become comfortable handling a wide variety of animals and personalities. I treat every pet like my own and always make sure they feel safe, loved, and comfortable while you’re away. I’m reliable, attentive, and love keeping owners updated with pictures and messages so you can have peace of mind while you’re gone! Pet care is a regular part of my weekly routine. I work morning shifts from 5:30am–1:00pm, but I still plan my schedule around the pets I’m caring for to make sure they get consistent attention, exercise, and care. My work schedule does not affect my ability to do overnight stays. I’m flexible and make time daily for feeding, walks, playtime, and check-ins depending on each pet’s needs and routine. I focus on keeping pets comfortable by sticking as closely as possible to their normal routine, including feeding schedules, walks, playtime, and any special instructions from the owner. I have experience from both pet sitting and working with animal shelters, so I’m confident handling a wide range of personalities and needs. In a client’s home, I also make sure to keep everything clean, respectful, and stress-free so pets feel safe in their own environment.
“Ella was wonderful with my dog Charlotte. Took her on a walk, pampered her and made sure that she was fed on time and pampered. She also went the extra mile and helped me with my two outdoor cats. I will definitely use Ella again. She is a rare find!”

“Michelle was amazing. She took plenty of pictures for me. She made sure to ask questions if she was unsure of something. The house was left clean and vacuumed! All my babies were taken care of!”

About: I’ve been caring for dogs for most of my life. At 13, I started a neighborhood dog-walking business for owners who were “too pooped to walk their dogs,” which quickly grew into in-home and overnight dog sitting. I got my first dog at age ten and trained her myself, and I’ve since attended multiple dog training classes because I genuinely enjoy working with dogs. Over the years, I’ve cared for labs, golden doodles, pit bulls, and more for families that I have worked with through high school and college. Now that I have my own home (next to a park) I’m excited to start again with plenty of space, structure, and love for every pup. Pet care fits naturally into my weekly routine. I’m an emergency nurse and work every Monday and Tuesday and every other weekend, which gives me most weekdays free and flexible for walks, drop-ins, and sitting. On my off days, I enjoy staying active with walking, running, and hiking, and I love including dogs in those activities for both exercise and enrichment. I plan my schedule carefully to ensure every pet receives consistent attention, timely care, and plenty of love. Safety and trust are my top priorities. As an emergency nurse, I have strong medical training and stay calm and attentive in all situations, including emergencies. I closely follow pet parents’ instructions and routines in both my home and theirs, ensuring a low-stress, loving environment. I provide supervised play, secure walks, and plenty of mental and physical stimulation. Living next to a park gives dogs safe space to explore, exercise, and enjoy structured outdoor time while always being carefully monitored.
About: I have a Bachelor's degree in Zoology, and Associates degree in Science and have cared for other peoples pets since I was 17 (August, 3 2026 I'll be 22) besides caring for my parents dogs and cats. I have expireance with special care needs like diabetic pets who need to be given insulin shots, elderly dogs with oral pills they would rather not take, and bouncing puppies who need to let out alot of energy. I also have owned many animals since I was little with minimal parental help. These animals include dogs, cats, snakes, mice, rats, fish, birds, spiders, and frogs. I have experience in highschool vet care and college lab and field experience in herpetology, ornithology, and ictheology. Your fur babies will love spending their time with me when you can't be there. I just graduated college and would love to make money doing somthing I'm good at; careing for animals. Since I just graduated and don't have another job currently I'm free at most times and would love to be of service to you. I will give my undivided attention to make sure your animal is happy and well cared for. I can take your dog to the dog park, and if you want I can bring my dog over for them to play. Dog/cat's needs and feed schedules can be precise. When I was caring for my aunts Diabetic cat I had to feed half of a 1/4 cup give him his insulin shot then feed the other half, this had to happen at 6am and 6pm exactly. The shot had to go into his opposite hip every time (left morning, right afternoon). I hope to offer your pet similarly the best care imaginable.
Windward Trail pet parents share their Rover experiences
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 Windward Trail is $50
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 Windward Trail 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 Windward Trail on Rover as of Jun 2026 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 Jun 2026, there are 745 house sitters in Windward Trail. 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, 86% of Windward Trail house sitters respond in under an hour.
House sitters in Windward Trail have an average of 19 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 Windward Trail.
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. Windward Trail 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.








