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

Over 2 pet parents in Windy Hill Farm have booked house sitting
Windy Hill Farm, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Meredith was great staying with my cat and housesitting for 3 nights! I got regular updates, both pics and video, and I could tell she liked hanging out with him, which was nice. Came home to a clean house. Would definitely (and hope to!) book her again.”

“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.”

“Kim is one of my top petsitters - I consistently get tons of updates and lots of cute photos of my furry bestie. The first photo I got was of her pooping - 10/10, would recommend :)”

“Carmack is a mature and very competent pet sitter. He was great with my very shy mini dachshund, Daisy. We had 2 meet and greats to help her overcome her anxiety. Carmack knew what to do to calm her. He was incredibly patient with her. He’s very knowledgeable and confident with dogs. He took very good care of our place and left it cleaner than it was when we left. I highly recommend him.”

“Kelly was so great. She helped us out when we were in a bind for an unexpected doctors appointment, and could not have been nicer or better with Zorro. He loved her right away. Hopefully she can stay with him 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.”

“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!”

“Alessandria did a great job keeping my dogs safe and happy. I appreciate that she was able to be flexible on times as I wasn't sure with the weather if we were going to make it back on time. The house was left neat and tidy, and she helped prepare for a bad winter storm coming.”

“Katrin was absolutely great with Daisy! We felt so much better knowing Daisy was being cared for, and we felt very lucky to have her watching Daisy in our home. Especially with Daisy still being a puppy, we didn’t want to move her around, so having someone stay with her made a huge difference. Katrin was wonderful about sharing updates and videos throughout the stay, which gave us a lot of peace of mind. Daisy loved playing with her and was genuinely sad to see her go. We would highly recommend Katrin to anyone looking for a caring, reliable pet sitter!”

“If I could give Melody 10 stars, I would! She house sat for me while I was away for a wedding and took wonderful care of my dog and my place. She was so great as at sending photos and sharing what they were up to each day. I loved that we stayed in touch while I was away. Thank you for loving my pup like your own!”

“I had such a great experience with Kassidy! She was incredibly communicative and sent regular updates and pictures, which gave me so much peace of mind while we were away. When we got home, I could immediately tell our dogs were happy, relaxed, and very well taken care of. I would absolutely book with her again and highly recommend her to anyone looking for a trustworthy sitter.”

“I want to gatekeep Ria because she is the greatest, but I won’t! She is a skilled caretaker of dogs, kind and reliable, gentle on our animals and our home, easy to communicate with and overall highly recommended. Am already rebooking her for our next trip. Thanks Ria!”

About: I’ve had animals ever since I can remember: Dogs, cats, guinea pigs, and even a pony! I have experience in administering medicine, caring for animals with anxiety, and even snapping the perfect picture of your fur baby while you’re away. I work early mornings and am available until mid evening! Shoot me a message and let’s work something out! I work early mornings, so anything after 3 works for me! I prefer to keep Sundays to myself and my cat. Otherwise I’m pretty flexible! I care for the pets in my home by fostering a loving and stimulating environment. My cat Tarot has plenty of cuddles and things to play with. I’ll be sure to do the same with your pet!
“Rose took great care of my pup in my apartment when I was on vacation for 11 days. She sent me daily updates and pictures. I have every confidence in Rose's ability to handle any situation that comes up. I highly recommend her.”

“Amanda was great! She came by and met our animals on short notice and followed our instructions perfectly. She sent us pictures of our babies while we were gone and kept us updated. Definitely will book again!”

“You’ve never left your dogs and cat alone and you’re afraid of someone in your home? Kay is calming, efficient, understood what I do daily for them and wanted the best for them. She went way beyond what I thought this service would do. Would definitely recommend her as she has a love of animals, spoils them with walks, cuddles, and followed every direction I gave. Will definitely have her stay at my home again- beyond what I thought”

The median cost per night for house sitting in Windy Hill Farm is $50
Pet parents share their Rover experiences - Windy Hill Farm
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.

Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 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.
Meet local sitters who will treat your pets like family

1. Search
Browse profiles of sitters near you who offer house sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for house sitting - Windy Hill Farm
Select a filter and find qualifying sitters offering house sitting.Sitters in Windy Hill Farm average 4 repeat house sitting clients
FAQs for House Sitting - Windy Hill Farm
Frequently asked questions about Rover
The average cost for House Sitting in Windy Hill Farm on Rover is $46.62 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .
As of August 2026, there are 2,690 sitters on Rover offering House Sitting across Windy Hill Farm. Enter your ZIP code to see which available sitters are closest to your home.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Windy Hill Farm walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Windy Hill Farm maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Windy Hill Farm choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Windy Hill Farm. On Rover:
- 90% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 96% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.






