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Top rated Winesap house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Anna house sat and pet sat for my 3 cats. She did a great job, and even my very shy cat made more appearances than usual. The house was clean, the cats were happy, and I felt that I had a very responsible person that I could depend on.”
“Mercedes was awesome with our dogs Koda and Parker. They loved going on walks with her and just hanging out. She kept us up to date on how things were going and was able to extend her stay when our plans changed. She even washed the sheets and tidied up the house so when we got home we could get right in bed! Highly recommend her to anyone looking for a dog sitter.”
“Alainna was very friendly, enthusiastic, communicative and thorough as she prepared to meet Makkachin for the first time. She sent me photos and updates throughout the day. She was friendly to Makka and such a dog person, and offered play and walks, though Makka was more interested in a chill, sleepy day as she often is during first meetings. Alainna respected that too. Would definitely use her again!”
“Ainsley was amazing! She took great care of our cat while we were out of town, sent us pictures, and even washed our sheets and vacuumed before we returned. It is so great not having to worry about Ollie while we are out of town. Would definitely recommend Ainsley for any pet sitting you need, she is great!”
About: As a pet parent myself, I treat every pet like family not just a job. I know how important it is to have someone who genuinely cares. “I send consistent updates, pics, and videos so you always know your pet is safe, happy, and in good hands.I take time to learn your pet’s personality, quirks, and routines to give them care that feels like home.Whether it’s cuddles, playtime, or just being calm company, I adapt to your pet’s energy and needs not the other way around. I also help with my mom's pet transport business so Ive been around all breeds and know how to care for them. Pet care is naturally part of my everyday life ,I'm a pet parent myself, so my days already revolve around feeding, walking, playing, and giving lots of love. Adding other pets into my routine just feels like expanding the family In My Home When pets stay in my home, they’re treated like family. I make sure they have a cozy, stress-free space with plenty of playtime, walks, and cuddles. I stick to their usual routine,mealtimes, potty breaks, and sleep schedule to help them feel at ease. I also keep my home clean, pet-friendly, and safe, with lots of toys and comfy spots for relaxing. In Your Home (house sitting/drop-ins): When I’m in your pet’s home, I aim to keep things as close to their normal routine as possible. I follow feeding instructions, walking times, medication needs, and any quirks that make your pet feel secure. I also make sure your home stays clean and respected:mail brought in, lights managed, and your pet loved on every step of the way. I’m big on communication, so you’ll always get daily updates, photos, and any notes on how things are going. Whether your pet is playful or more low-key, I match their vibe and make sure they’re comfortable and cared for.
About: Hi! I’ve had my own dog for 5 years and know how important it is to find someone you trust. I treat every pup like family, whether it’s for a walk, playtime, or cozy hangouts. Your dog will be in loving, reliable hands! And I will send you lots of pictures of your dog while you are away! <3 I am unemployed currently and am mostly just busy for a period of time in the morning, so I will be free to visit your dog most of the day! I walk my dog everyday and am committed to caring for her the best way I possibly can and it is no different for my clients dogs. I love dogs so much and enjoy being around them!
About: Hey y'all, my names Maverik and I've been pet sitting for roughly around 5 years now and I absolutely love it. both cats and dogs love me and I love them too. I have a lil kitty myself so I'm very familiar with animals and what they need, which is lots of love and care. That's where I come in, with me, aka (woof meow and beyond) I ensure your adorable pets get the care they need and the love they want, thus insuring your pets will be well taken care of. I currently live on a big farm as well so I have a ton of experience with farm animals and indoor/outdoor pets such as chickens, goats and horses. I absolutely enjoy taking care of dogs,cats, chickens,cattle and more and would love to expand my passion to working with your beloved fury family. Ive spent quite a few years working on local farms and currently live on a big farm. im also a great house sitter as well and have had great experiences with many clients and their pets too. I have a little kitty at my home and keep him inside safe so he won't get attacked by other cats or dogs. So I make sure to ensure the same safety and care for your fury loved ones as well
About: I’ve been taking care of pets for as long as I can remember. There was always a pet at home. My best friend in elementary school was my cat, but we had wonderful dogs as well - I grew up with greyhounds. I’ve had a Great Dane, and cared for a Malamute, so size is no issue. If your baby has fur, I already love it. (And if your baby is hairless for whatever reason, I still love it!) At this point in my life, my schedule is entirely my own to command, so I’m able to open it up. My routines are flexible and I can do what’s needed. I’m happy to maintain whatever routine your pet is used to. Walking, crating, however you and your pets live life, I can support and continue.
“Naomi has done drop in visits and also house sitting for us several times and our fur babies always seem very happy and well taken care of. Can’t say enough nice things about her!”
“Sophia is a jewel. She was great with Lovey my mini Sheepadoodle. Lovey’s used to a lot of attention and is a little on the skiddish side. But they did great together. Sophia is responsible and very engaged. I returned home after 5 days and she had gotten my mail, met up a plumber I had to call and most important Lovey was happy . No issues at all. She ate every meal from day one which never happens. I will absolutely be calling Sophia again!!”
“BOOK HER! Amber was very nice and took great care of my 3 cats while we were on vacay for a week. She brought in my mail, packages and left my house as clean as it was when I left. I will definitely book her in the future. She also communicated quickly and took pictures! Thank you, Amber.”
About: I have taken care of animals since I was 10,family friends and neighbors have trusted me and I love animals I treat them just like big babys!! I have a dog of my own and also 3 ducks who we love dearly ❤️ we have a large yard for our animals to run around in. I love all types of animals❤️ I am a very well trusted person. I am 25 and I am married. I also who have a daughter is who is almost 3 and she is very much an animal lover too. I am also in school to become a teacher! Since I am going to school and am a stay at home mom I am pretty much available anytime ! I can also house animals in my home. I will do whatever request the owner ask! I love all animals all sizes. I have a lot of experience with animals. Growing up my family and I fostered and rehoused dogs all the time so I am pretty knowledgeable about animals and their needs.
About: I don’t just care for your pets, I strive to make them see me as part of the family! Also love to clean, so you know you will return to your house with it being just as clean as you left it. Ample training with young pups as well as caring for older animals. I work a job where I make my own hours, so I can fit whatever requirements into my schedule. No need to worry about long stretches without your loved one being checked on! Multiple walks are given each day (depending on their needs), with the option to run with them if they are high-energy dogs. All for the cuddles and playing inside for those that need either or both instead!
“Jadyn was AWESOME!! She came in very last minute and was super flexible with timing. She opted to stay overnight with my pets, seeing as our dog is hyper and cat had recently suffered a stroke. She took care of them so well, I felt very comfortable! She went above and beyond, making sure they were not only cared for, but having a good time! Highly recommend having her petsit for you, the daily pictures and videos were an added bonus (communication was stellar), will book with her again!”
“Excellent experience! Pups happy and exercised. Everything taken care of as requested. And house clean and organized. Will be requesting Kelsie for all our babysitting needs!”
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.
Megan E.Star Sitter
“This is my second time booking Megan and certainly will not be my last! She is wonderful with my three girls and always keeps me updated. I’d recommend her to anyone!!”
Anna O.
“Anna house sat and pet sat for my 3 cats. She did a great job, and even my very shy cat made more appearances than usual. The house was clean, the cats were happy, and I felt that I had a very responsible person that I could depend on.”
Mercedes S.
“Mercedes was awesome with our dogs Koda and Parker. They loved going on walks with her and just hanging out. She kept us up to date on how things were going and was able to extend her stay when our plans changed. She even washed the sheets and tidied up the house so when we got home we could get right in bed! Highly recommend her to anyone looking for a dog sitter.”
Isa A.Star Sitter
“Fantastic job taking care of our dog and cat. Both for walks and overnights. Followed our instructions and pets look well cared for. Definitely recommend.”
Madison K.
“Madison is excellent she sent us daily photos and interacted with the pups all day. She came back and forth without missing a beat we will use her again for sure.”
Alainna S.Star Sitter
“Alainna was very friendly, enthusiastic, communicative and thorough as she prepared to meet Makkachin for the first time. She sent me photos and updates throughout the day. She was friendly to Makka and such a dog person, and offered play and walks, though Makka was more interested in a chill, sleepy day as she often is during first meetings. Alainna respected that too. Would definitely use her again!”
Ainsley A.
“Ainsley was amazing! She took great care of our cat while we were out of town, sent us pictures, and even washed our sheets and vacuumed before we returned. It is so great not having to worry about Ollie while we are out of town. Would definitely recommend Ainsley for any pet sitting you need, she is great!”
Aramis R.
“So much to say about this young man. My Jessi adored him and he treated her like a princess. I didn't even have to text for updates since he was sending them constantly. 1000% perfect recommend. The whole family does dog sitting and it's great to know my jessi is in good hands when she's with Aramis.”
Marian S.
“Shannon is one of the best people I know interacting with animals. They have a special connection with them and are very caring. They are also very thorough and detail oriented, so I know they will take the absolute best care of any pet. Their own dog Bailey is a perfect example of this- she is one of the most loved and cared for dogs I have ever met!”
Maverik C.
“Maverick was professional and friendly with us and our two furbabies. He sent us update pictures via Rover.com which we greatly appreciated. He left our home just as he found it. Our pups were well taken care of while we were away. We will definitely seek future bookings with Rover.com and espressially Maverick.”
Madeline H.
“Madeline LOVES MY PETS, and they love her! I never feel bad leaving my cats and dogs behind, because it’s a treat for them to spend time with them. I strongly recommend her service. You won’t regret hiring her, but please, don’t take all the availability! Leave some dates for me!”
Naomi K.
“Naomi has done drop in visits and also house sitting for us several times and our fur babies always seem very happy and well taken care of. Can’t say enough nice things about her!”
Sophia M.
“Sophia is a jewel. She was great with Lovey my mini Sheepadoodle. Lovey’s used to a lot of attention and is a little on the skiddish side. But they did great together. Sophia is responsible and very engaged. I returned home after 5 days and she had gotten my mail, met up a plumber I had to call and most important Lovey was happy . No issues at all. She ate every meal from day one which never happens. I will absolutely be calling Sophia again!!”
Arabella & Dylan R.
“They were amazing to work with!”
Amber B.Star Sitter
“BOOK HER! Amber was very nice and took great care of my 3 cats while we were on vacay for a week. She brought in my mail, packages and left my house as clean as it was when I left. I will definitely book her in the future. She also communicated quickly and took pictures! Thank you, Amber.”
Hannah B.
About: I have taken care of animals since I was 10,family friends and neighbors have trusted me and I love animals I treat them just like big babys!! I have a dog of my own and also 3 ducks who we love dearly ❤️ we have a large yard for our animals to run around in. I love all types of animals❤️ I am a very well trusted person. I am 25 and I am married. I also who have a daughter is who is almost 3 and she is very much an animal lover too. I am also in school to become a teacher! Since I am going to school and am a stay at home mom I am pretty much available anytime ! I can also house animals in my home. I will do whatever request the owner ask! I love all animals all sizes. I have a lot of experience with animals. Growing up my family and I fostered and rehoused dogs all the time so I am pretty knowledgeable about animals and their needs.
Cody G.
About: I don’t just care for your pets, I strive to make them see me as part of the family! Also love to clean, so you know you will return to your house with it being just as clean as you left it. Ample training with young pups as well as caring for older animals. I work a job where I make my own hours, so I can fit whatever requirements into my schedule. No need to worry about long stretches without your loved one being checked on! Multiple walks are given each day (depending on their needs), with the option to run with them if they are high-energy dogs. All for the cuddles and playing inside for those that need either or both instead!
Jadyn D.
“Jadyn was AWESOME!! She came in very last minute and was super flexible with timing. She opted to stay overnight with my pets, seeing as our dog is hyper and cat had recently suffered a stroke. She took care of them so well, I felt very comfortable! She went above and beyond, making sure they were not only cared for, but having a good time! Highly recommend having her petsit for you, the daily pictures and videos were an added bonus (communication was stellar), will book with her again!”
Britt Michael G.
“He was fantastic! Super good with our pets, and gave lots of updates and pictures. We felt safe and comfortable with him caring for our animals and being in our home.”
Kelsie K.
“Excellent experience! Pups happy and exercised. Everything taken care of as requested. And house clean and organized. Will be requesting Kelsie for all our babysitting needs!”
Winesap 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 Winesap is $38
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 Winesap average 2 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 Winesap on Rover as of Aug 2025 was about $38 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 159 house sitters in Winesap. 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, 88% of Winesap house sitters respond in under an hour.
House sitters with repeat customers have an average of 2 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 Winesap.
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. Winesap 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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