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Top rated Winndale house sitters
“Kory was open to Emmy’s “quirks” and lovingly handled them. Prior to sitting, Kory provided information, level set her personal schedule so that we knew what her time looked like, and kept us informed. I would definitely ask Kory to sit again. ?”

“Kelly did a great job caring for Mila. Mila was very comfortable with Kelly. Kelly left our place clean and like we left it. Thank you Kelly. I would certainly use Kelly again in the future.”


About: Your pet will be like one of my children we will run , play and watch tv together and most importantly snuggle time is my favorite we have plenty of dog/cat toys and treats for your furry family member there will be no worries while I have your pet with me I have a huge yard ! Where they can get plenty of exercise . I have a big home also where they can also run around and play all day we love pets here at the Lewis house so no worries while i provide care for your pet and I will take and send you plenty of picture while we have our time together. Since I work from home on my own schedule I have nothing but time ! Your pet will have a great time with me ! Our whole house is partially fenced so it’s plenty of space for your fur baby to run and play with our fur baby and have fun.
“Wonderful stay for our little guy in our home! Samantha did so good with our puppy and on such a short notice. He was just training and she was understanding with him. We appreciated that he did not suffer any regression with his new training and actually was progressing right along as would be hoped. Definitely would love to have Samantha stay for us again, and would recommend highly!!”
About: I have years of experience caring for a wide variety of dog breeds, as well as cats. From high-energy playtime and daily walks to providing the gentle, attentive care that senior dogs need, I know how to keep pets safe, happy, and comfortable. Neighbors, friends, and family have always trusted me to feed, walk, and look after their furry family members. I maintain a flexible part-time routine, which gives me plenty of dedicated time to focus on your pets! I am fully available for weekend boarding, and on weekdays, I am ready to step in for walks, playtime, and companionship anytime after 2:00 PM. Because my schedule is highly predictable, you can count on consistent routines and timely updates for your furry family members. Keeping pets safe and comfortable matters most here. A spacious, completely enclosed yard offers plenty of room for supervised outdoor activity. The household runs quietly, adjusting smoothly to each pet’s habits. Crating happens when preferred by the pet or requested by you. Every detail, including feeding schedules, medications, and special directions, is followed exactly as given.
“I got home to two pups who were excited to see me, but otherwise calm and happy. Dylan is a kind, chill presence and it seemed that Rocko and Hazel took their cue from that, and followed suit. They were obviously well cared for. The ability to remain home, for these two anyway, went a long way in giving me the peace of mind to be away for a few days. I would not hesitate to recommend Dylan to friends, neighbors or family needing care for their pets, nor will I hesitate to place Rocko and Hazel in Dylan's reliable hands in the future. Thank you so much, Dylan!”

“Cindy was so great with Kelsey. He’s very anxious and skittish with people he’s not familiar with, but he took to Cindy right away and she was very patient with him. Before we knew it, he was going to her first snuggles, which is very rare with someone he doesn’t know. And she treated my home as her own, very respectful. I would not hesitate to use Cindy again. And hopefully when she has her grooming business going, I can start sending people to her.”

“Rachel took great care of our dog and of our house while we were away. She made us aware of any pet or house concerns that came up right away. Our home was the same as we left it and our dog was well cared for and loved while we were gone. We would recommend her to others looking and we will use her again in the future!”

About: Growing up with dogs, having two family dogs of my own, and living with 3 cats in my college house given me a lifelong love for animals. With 4 years of pet care experience, I’m comfortable caring for dogs of all sizes and personalities and will make sure your pet feels safe, loved, and well cared for while you’re away:) am available throughout the summer with the exception of a few weekends. My schedule is very flexible, and I can accommodate morning, afternoon, evening, and overnight care as needed. I am happy to work with your pet’s routine. I always make pet safety my top priority and will follow any instructions you provide to keep your pet comfortable and happy. I respect your home, maintain a clean environment, and make sure pets receive plenty of attention, exercise, and care. I also provide regular updates and photos so you can feel confident while you’re away.
“Amanda was great! I was worried about my dog because she’s older. But she was very well taken care of and Amanda made sure Reese’s was in good hands! I will definitely rebook with her.”

“Jackie was great with our cat and our home while we were away. She was able to recognize signs of stress and adjust the care she provided to make sure our cat was happy and comfortable (he is typically on the skittish/nervous side as it is, so we wanted to make sure he was in good hands while out of town). She also sent us photos and updates while we were away. She was very kind and respectful. We will definitely use her again in the future!”
“This was my first time using Taylor for house/dog sitting. She communicated often with texts and pictures and my home and furry children were well cared for! I highly recommend Taylor and look forward to working with her in the future.”

About: Hello! Thank you for considering me to be your pets caregiver (and friend!). Growing up with pets and now having them as an adult has allowed me to see the many aspects of being a pet parent. From the pure joys to the difficulties, I truly understand all that goes into loving a pet like they are one of the family. I guarantee that I will treat your pet(s) as I would my own fur-babies. My drop-in availability is generally weekday mornings anytime before 11:30am, except for Wednesday’s where I am available anytime after 4:00pm, as well as Saturday and Sunday all day. For house sitting, my availability is from about 10:30pm to 8:00am on Friday, Saturday, and Sunday nights. I can be flexible at times, so please reach out to see what we can make work! The care I provide will always be top notch and catered to your pet(s) needs. Your space and your pet(s) will be treated with the utmost respect and care.
“Had a few bumps and adjustments, but Jessica was very responsive and took care of my pups and home while I was away. I have two senior dogs and Jessica was great in ensuring they got their medicine in time and had plenty of potty breaks. They enjoyed her stay!”

About: I have grown up with animals and am comfortable caring for tiny kittens to giant dogs. I have experience in training animals and better yet giving them love and care. Just let me know a little bit about your pet and I will cater to best fit their needs whether they want to be lazy around the house or go for runs or just need some belly rubs I'm here to make them happy! I have a flexible schedule to walk and/or do house visits frequently. My schedule also allows me to give nearly constant care and attention if needed for your pets. I believe every pet should get shown as much love as possible and I'm here to help!

About: I’ve been pet/house sitting for the last couple of years. The most animals I’ve worked with at one time is 4. I’m great with a schedule if your pet needs it. I love all pets and I can’t wait to get to know yours! I’m available most of the time I’m not working right now so the only time I won’t be free are for personal matters. I am looking for new work so this may change. I have worked with both larger and smaller dogs. If they are still working in training I can continue to work with them on what they know. I have helped train in the past but I haven’t done any primary training myself.
“Janelle was great with my boys! When we got home, we found super happy dogs and a very clean house! She is easy to communicate with and kept us very informed on our dogs/house while we were away. We will definitely book her again!”


About: I've been a dog lover all of my life. I also know how to deal with cats having owned two for over 15 years. I train all my animals to be sweet, obedient, independent, and spoiled! I'm a college educated man that can care for animals just about any time. I'm good at gaining trust with animals and building a relationship with them that makes care much easier. I prefer to go to clients home just because I have a little dog at home that's only 10lbs. Since most dogs outsize him, I'm not particularly comfortable bringing other dogs or cats into his domain. However, I am more than happy to give your pet the care they need at their own home so their lives are as undisturbed as possible. I will always view myself as a guest in their domain. I seek not only to serve you the owner as a customer, but the animal as well. I have a great love and respect for all our little family members!
Over 1 pet parents in Winndale have booked house sitting
Winndale pet parents share their Rover experiences
Lexi did a great job watching our pets and home while we were away. She was very communicative, kind, and made sure both animals were well taken care of. Everything went smoothly and we felt comfortable knowing our pets were in good hands. We’d definitely trust her to watch them again!

This is the second time Jasmine has stayed with our pets in our home, this time for a full week. Everything looks just as it was when we left, mail and packages are stacked neatly by the front door, and the pets were clearly well taken care of. We communicated throughout the week, and I received several photos of each “kid.” I am so happy to have found someone like Jasmine, as I can now travel with the peace of mind that my pets are in excellent hands.
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 Winndale 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 Winndale average 4 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 Winndale 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 3,739 house sitters in Winndale. 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 Winndale house sitters respond in under an hour.
House sitters in Winndale have an average of 14 years of experience. House sitters with repeat customers have an average of 4 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 Winndale.
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. Winndale 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.




