House Sitting in Winchester
Find a loving house sitter to watch over your pets and your home.
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Loving house sitters in your neighborhood
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1. Skylar S.
“Skylar was so helpful and amazing with our pups! She made sure to update me frequently and had consistent communication with us. She is so sweet and the pups loved her❤️”
2. Caleb & Sara S.
“It is special to be able to leave Flint and have him taken care of so well. Thank you for the special gift and treats. Flint loves the treats and is playing with the ball not! Thank yoi”
3. Chase S.
“Chase was the best dog sitter I have had!! She sent tons of pics and videos where I wasn’t worried at all if they were being taken care of. I highly recommend her , I will be hiring her again next time I need a sitter!!!”
4. Alysa S.
“Alysa was great with our two dogs that have only recently met. Plus we had a power outage so she had work with that. The dogs loved her and got along with each other. We’ll definitely have her sit for us again!!!”
5. Ariel C.
“Ariel was great! She meted all our expectations. We got updated pictures and she is very clean and professional. I will definitely use her again.”
6. Rebecca L.
“Rebecca was a great sitter for my pups! I could tell the dogs were happy with her. She sent us pictures and communicated with us throughout her stay. Would definitely recommend her!”
7. Charles W.
“Charlie has been a wonderful help with caring for my Boston terrier and French bulldog! He keeps them fed on schedule, gives them plenty of playtime, and they absolutely enjoy having him as their sitter. I highly recommend Charles for anyone looking for a responsible and caring pet caregiver.”
8. Vanessa C.
“My boy Deebo loved her. He has been looking for her ever since she left. I look forward to working with her in the future! Thank you for giving my boy all the love and care he deserves!”
9. Maria Amparo A.
“Maria did amazing with Daisy and kept us updated the entire stay. She was very friendly and kind upon meeting which was reassuring! We can’t wait to book her again for our next trip.”
10. Maegan W.
“It was so nice to find someone that we could leave our dogs with and feel confident they would be well taken care of. Maegan went above and beyond! We will definitely have Maegan back to dog sit for us again!”
11. Malissa S.
“Malissa is the absolute best! She loved our ”kids” just like they were her own and always made us feel safe with little updates and pictures! Will definitely recommend her to anyone!”
12. Hayley S.
“It was a real comfort to have Hayley house and dog sitting for us while we were all the way across the country. She sent pictures and answered messages very quickly. She also went the extra mile and even watered plants on hot days. Most importantly, we returned to two happy and healthy dogs. Will definitely call Hayley next time we're out of town.”
13. Eve Marie B.
“Eve is so lovely! Such a nice human and really cared about our bulldog babies, which is all we could ask for while being out of town. She was very attentive towards them, gave them cuddles/attention and stuck to their strict schedule, which has kept them very happy pups. Thank you so much, Eve, and look forward to having you watch them again in the near future!”
14. Aleksandra C.
“Amazing professional dog sitter who took excellent care of our Siberian Husky and all the demands of such a high-energy breed. We especially needed a sitter on short notice and were thrilled with the flexible provided. They went above and beyond with our expectations. Thank you Aleksandra!”
15. Brittany C.
“Brittany is absolutely amazing with my cat, Gizmo, when I’m out of town. She always makes sure he gets the attention he needs, that he’s fed on time and that he always has fresh water. Brittany has also been reliable when Gizmo needs medication for his health issues, making sure he gets his dosages at the right time. Gizmo loves when Brittany watches him because she spoils him rotten with lots of treats and cuddles!”
16. Renee B.
“Renee was so nice and reliable. We had to book a last minute emergency dog sitter and she came to our rescue. I felt nervous never meeting prior (like we normally do) but she immediately made us and our pooch feel cared for allowing us to concentrate on our emergency knowing our dog was being well cared for. Angel ? truly.”
17. Cindy C.
“Cindy did a wonderful job caring for our4 fur babies. We were gone for 2 weeks on vacation and I was so relaxed knowing they were being loved Cindy sent lots of pictures of our babies and was always quick to respond to any text or phone calls. I would highly recommend hiring Cindy to care for your pets. Thanks again Cindy.”
18. Sabrina G.
“We just moved to the area and needed someone to watch our 2 spoiled dogs. We are so happy that we found Sabrina. She did such a great job and the dogs loved her. We will definitely call her again. Thank you so much!”
19. Madison C.
“Madison demonstrates a clear responsibility when tasked with caring for the needs of pets. It’s hard being away from my animals but Madison has taken that stress away when she cares for them; I know they are in good hands when in her care.”
20. Mikayla M.
About: I’ve been in the vet field for over 5 years and currently still working at an animal hospital. I have been around animals my whole life! I am more than happy to attend to any of your pets needs, including medical needs As of right now I am working part time but I am more then happy to accommodate to your pet needs on a short notice! At home visits will be done exactly how you ask! Down to the feeding time, taking them out, and feeding. I will do everything asked, I know pets can be on a strict schedule! I send updated pictures as much as I can so you know your baby is safe
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 Winchester on Rover as of Jul 2024 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 Jul 2024, there are 948 house sitters in Winchester. 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, 87% of Winchester house sitters respond in under an hour.
House sitters in Winchester have an average of 16 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 Winchester.
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. Winchester 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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