House Sitting in Windy Hill Farm
Find a loving house sitter to watch over your pets and your home.

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Top rated Windy Hill Farm house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Meredith has been absolutely incredible as our house and catsitter over a week-long trip. We have a somewhat complicated situation (some of our cats don't get along), and she's navigated that wonderfully. She provided many pictures and detailed summaries to help us understand how they've been doing and has been responsive to suggestions or requests along the way. Meredith really went above and beyond, and I would happily recommend her services and hope to work with her again in the future.”

“Joy was wonderful and thorough with my two boys! One is a senior and requires some extra/special care - Joy was wonderful. Lots of pictures and I came home to two happy dogs!”

“Alekx has stayed with our puppy twice now and was amazing! Very patient with puppy energy. We also came home to a pup who had been taught a few new skills and Alekx even gave our pup many hand me down toys from her own dog, some of which are our pups new favorites! Our dog hasn’t been alone yet, and Alekx was great about staying with her and even took her out to a park.”

“Kelly stayed at my house with my cat for 10 nights, and I honestly couldn't have asked for a better sitter. Super proactive in communication, sent pics and updates daily, left the house in great shape (I really couldn't tell anyone had been here!) and was flexible in the end when my travel plans changed due to weather. Oh, and I could tell she genuinely enjoyed hanging out with my cat, which makes it all the better. Hope to be able to hire her for future needs!”

“Chase and Clover had a wonderful vacation week with Jessica and Jonathan! We highly recommend them as conscientious and loving caregivers of fur babies. They were super receptive to our initial concerns that the separation anxiety might be a problem because we had not left our dogs for 5 years. From the initial meet and greet with Jessica and Jonathan, we knew Chase and Clover would be just fine. While we were gone, Jessica sent daily updates with pictures. It was clear from the pictures and daily accounts that both dogs were happy and having fun adventures with their new friends! Everything went smoothly and we enjoyed our own family vacation without having to worry about our beloved pets.”

“Salem was absolutely amazing for Oliver and did everything that we asked and more! She was very communicative and gave us total peace of mind while we were far far away from home!”

“Great Dogsitter all around! Really good communication, easy for meet and greet, updates all along the way, and very flexible with start time and end time. She was great & my dogs loved her!”


About: I grew up taking care of my family dog that we had for 13 wonderful years. I have been dog sitting for many years and have also volunteered at animal shelters in the past. My partner and I own a home in Hillsborough, where we have a large, fenced-in yard for our own pups, Reggie and Echo, to enjoy. Reggie is excitable and has a loud voice, and though he doesn't always know how to contain that energy, he's a lovebug who just wants to play with anyone and everyone. We've had a number of dogs here to stay with us, including a 12-week-old puppy, and he loves them all! We recently got him a little sister, Echo. After a 2-hour adjustment period, they were fast friends and snuggling as they napped! She's also a sweetheart and is working on learning good manners. Reggie and Echo spend most of their time traipsing around the back yard and napping in the sun. I work from home, so your dog can get plenty of supervised playtime! I can also send plenty of pictures during your little one's stay if you'd like! Let me care for your sweet pup when you are away from home! I work from home full time, so your dog and mine will have plenty of supervised care and time to play and explore the backyard! We live on an acre, and the back half is completely fenced in with a 5 ft fence to keep all pups safe and contained!
“Kassidy did an incredible job taking care of our dog and cat--and fish! She was a pleasure to interact with, super responsive, generous and flexible with last minute schedule changes, took our dog for long walks and kept us updated with great photographs and news about how the animals were doing-- and she even extended extra care, love and attention to the neighborhood cat who spends time on our front steps. It is clear that she loves animals and is a gifted caretaker. The pets were happy, calm and well when we got home and the house was in perfect shape when we got home. I can't say enough good things about Kassidy's care for our pets--I recommend her as a pet sitter as highly as it's possible to!!!!!”

“Rosa did an amazing jobs taking care of my girls when I reached out with a last minute request for an overnight stay. She was prompt, communicative, and I could tell the dogs were very well taken care of as well as my home. She provided plenty of updates and followed, feeding and medication instructions with attention to detail. Thank you so much for your help Rosa! The girls and I will talk to you again soon!”

“Melody showed such great care for my dog today! She was great about sharing photos and video updates throughout the day and that was so thoughtful of her. I can tell Nola had a blast with her today! Can’t wait until the next visit!”

“Claire stayed our home with 5 dogs, not an easy task, and did OUTSTANDING. Thank you Claire for watching our 2 dogs, and 3 foster dogs. We really appreciate your help, especially on short notice.”

“Avery was a phenomenal house and pet sitter for us! She took care of our dog, and three cats for the weekend, and I'd never had such peace of mind when leaving our fur babies. She gave an update per day, but was willing to give more if asked, and our house was clean and exactly the way we'd left it when we returned. We're definitely booking with Avery again!”

“Jonathan and Jessica are some of the best. They are extremely responsible, understanding, and do their best to take care of your pet. I felt very comfortable leaving my dog with them and highly recommend them to anyone with a pet that needs lots of love and care.”

About: My kind and caring nature is apart of every interaction with your pets and you! I am a clean person and ensure your pet and home will be in top shape. Whether your pet is a high energy dog or a shy cat, I’ll treat them like my own fur babies for the entire time you are away, making sure they get the love and care every animal deserves. I’m currently working full time with an in person job, however my schedule is often fairly flexible and I am typically able to leave the job-site if needed for any reason. When I had my own pets, pet care was apart of my daily routine because they deserve care throughout each day. That is something I apply to every pet I care for. When caring for your pet(s), I also ensure your home and space are respected and maintained. House sitting means taking care of the space just as much as it does caring for the pets-both which I take seriously. Cleanliness and respect for your home will always be apart of my services.
“As always, Nick does a great job engaging Niko. He is conscientious and takes care to send me pics and videos. I feel I can really count on him to care for my fur baby when I’m gone.”

Over 2 pet parents in Windy Hill Farm have booked house sitting
Windy Hill Farm pet parents share their Rover experiences
This was our first time using Sheila and we knew after the first time meeting her that she was the perfect person to stay with our dog, Milo while we went on a cruise. She sent us daily pictures and I felt completely relaxed knowing that Milo was in good hands. After staying in our house for almost two weeks, we could barely tell she had been here. Everything was in perfect order when we came home. My only concern with recommending Sheila is that she won't be available the next time we need her!

ShiLi was wonderful with our two babies. We waited until the last minute to find a pet sitter for Christmas, and I was really afraid we wouldn't have luck. But ShiLi came to our rescue. Our yorkie and malshi can be nervous when we leave them. ShiLi made them feel safe, and she was a professional all around. We highly recommend ShiLi!
Vanessa’s care for our dog Sadie was beyond wonderful! She was so attentive to Sadie’s needs from feeding to walking her and everything in between!! She gave us regular updates and even sent us pictures throughout her stay with Sadie. I HIGHLY recommend Vanessa!!

We are grateful to David, who, as always, was terrific with our 11 year old Border Collie and in taking care of our home. We couldn't be more satisfied with his 11 days stay while we were on the other side of the country and will invite him again when we next go out of town.

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 Windy Hill Farm 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 Windy Hill Farm 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 Windy Hill Farm 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 2,608 house sitters in Windy Hill Farm. 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, 89% of Windy Hill Farm house sitters respond in under an hour.
House sitters in Windy Hill Farm have an average of 15 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 Windy Hill Farm.
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. Windy Hill Farm 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.





