House Sitting Windsor Hills
Find a loving house sitter to watch over your pets and your home.
Over 63 pet parents in Windsor Hills have booked house sitting
Windsor Hills, 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.
“Allison was great with my frenchie. She was knowledgeable about caring for French bulldogs which made me feel comfortable. She kept me updated daily and was responsive.”
“Sabrina is such a fantastic pet sitter, a true God send! It was the first time we have ever left our boys alone with anyone and she was just fabulous!! She sent so many pictures, and kept us posted the entire time we were gone. She even took care of our lizards and fish for us. So reasonably priced and worth every penny. We will definitely be using her again and again and again!!!”
“It was not easy leaving my dogs but I knew they were in good hands the minute I met Meghan. She took great care of my dogs and sent me detailed updates. I highly recommend Meghan and will definitely use her again!”
“Crystal was AWESOME, and I was so appreciative of her taking my very last minute booking. She was so professional and did such a great job with my dog and my home. I came home to an organization house and a very happy dog. I would definitely hire her again!”
“Monique’s and her husband Daniel do an amazing job taking care of our Vizsla Skye! We have hired them many times and feel so comfortable leaving Skye in their care. Skye recently tore her ACL and we knew that she was in great hands. From the moment that we met Monique and Daniel we knew we found a great team.”
“Hana was an excellent sitter! She is very easy going and my pup instantly connected with her. She also communicated very well when I did a check-in! I will definitely be using her services again!”
“We were looking for someone to house sit for while we were overseas for a few weeks. From the moment we met Oli we knew our pets and home would be in good hands while we were away. Before our trip Oli took the time out to meet our pets and was happy to have all the detailed info about how to take care of them. Last minute our dog needed almost daily meds given while we were away and Oli didn’t hesitate to step up. She sent us multiple pictures and updates throughout the day which is as such a relief! When we came back our house was even cleaner than before and our pets barely greeted us. Which means they had an amazing time with Oli! Thank you so much Oli for your help and if you’re looking a reliable, communicative sitter, she’s your girl!”
“Jenni was a great choice to watch our fur baby overnight because of a last minute trip my partner & I had to take for a funeral. Due to our unexpected time constraint beforehand, she came over the same day of the booking and met our dog Hank & learned his routine. While we were away, she sent lots of pictures & gave us updates every so often so we were always in the know. We would definitely have Jenni watch Hank again in the future and highly recommend her for the pet sitting needs of other folks too!”
“I can’t say enough great things about Melanie! She took such amazing care of my Frenchie while I was away. From the moment we met, I could tell she genuinely loves dogs and knew exactly how to handle my pup’s quirky personality and needs. I received regular updates, photos, and videos, which totally put my mind at ease. My Frenchie came back happy, relaxed, and maybe even a little spoiled—in the best way! I’m so grateful for the love and attention they gave. I’ll absolutely be booking with them again!”
About: I’ve been around animals my entire life. My oldest fur baby (cat) will be turning 20 this year. I also have two small dogs that are 15 and 11 years old. I love animals. I’m currently a full time student. So I can come and love on your fur babies for you while you are away on a trip or at work. Pets are welcomed in my home and are treated with respect. All animals deserve love and attention. I can love on them for you while you are at work or on a trip.
“We are so grateful for Isaiah! We had to leave town last minute, and he worked with us every step of the way. He came by beforehand to meet our dogs and has a lot of experience. One of our dogs is a new adoption, and she really only likes me, but he was able to get her to a place where she was comfortable and not stressed around him. That alone says a lot about how good he is. He was accommodating to whatever we needed during the sit and was respectful of our home. When we got back, our pets were happy, relaxed, and acting completely like themselves. We’ve had experiences in the past where you could immediately tell the level of care they received, and this was the opposite. It truly felt like they had been cared for the way we would care for them. Isaiah was that person. We will definitely be reaching out to him again in the future.”
About: They will be cared for well, with respect and plenty of fun throughout the visit! Thanks for the opportunity to serve your pet and family. I will dedicate multiple hours a week to this outside of my training and coaching. When I’m with them they will be my top priority. They will be cared for well, with respect and plenty of fun throughout the visit! Thanks for the opportunity to serve your pet and family.
“Kayce was amazing! She took care of both our baby and the house. She sent us updates every day and Caliber was so happy (not stressed) when we got home. That’s what we had hoped for. Caliber enjoyed walks around the property and cul de sac and had plenty of attention. Our house was immaculate and she even stripped the bed, washed the linens and had them in the dryer for us. We will ask Kayce to watch Caliber anytime!”
“Linda did a fabulous job taking care of my two dogs, one of whom can be a bit tricky with people he doesn't know. From the start, I appreciated Linda's professional yet laid-back manner. Communication remained top-notch before and during our trip. It was so nice being able to relax knowing our dogs were in great hands. We absolutely hope to use Linda again!”
“Emma was amazing with our home and our pups!! At first I told her she didn’t need to sleep here but with bad weather coming she was more than willing to do so. She came beforehand for a meet and greet to get to know our 4 dogs and asked really good questions. She was very responsive, sent pictures of the dogs throughout her stay, and was very respectful of our home. I highly recommend her and will definitely use her again!!”
“Mandy was perfect! She gladly met us before our trip so we could introduce ourselves. She house sat and watched our golden retriever and German shepherd.. 2 big dogs that be a lot to handle. She was great all around- responsible, friendly, trustworthy.I would highly recommend her!! We look forward to booking her again soon!”
“Michelle was great to work with! She was very communicative, sent lots of pictures, and took amazing care of the house. We came home to two very happy and well cared for doggies :)”
“Lilliana was fantastic! She took care of our 4 wild pets while we were away and left everything just as clean as she found it. I would highly recommend her to anyone looking for a sitter!”
The median cost per night for house sitting in Windsor Hills is $50
Pet parents share their Rover experiences - Windsor Hills
Cassidy is the best! She took care of our girls like her own, and was more than willing to help with an impromptu vet visit when it looked like one of our dogs had a UTI (she didn’t she was just being a weirdo). We will definitely be reaching out to her again. The communication and picture taking are a 12/10. :)
Fantastic house/pet sitter for our cats, dog and chickens! Brenda was so friendly and communicative - we've had some bad pet sitters in the past but Brenda was great from beginning to end and we felt safe with our fur babies in her care! Highly recommend - will use her again!
Linda did a fabulous job taking care of my two dogs, one of whom can be a bit tricky with people he doesn't know. From the start, I appreciated Linda's professional yet laid-back manner. Communication remained top-notch before and during our trip. It was so nice being able to relax knowing our dogs were in great hands. We absolutely hope to use Linda again!
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 - Windsor Hills
Select a filter and find qualifying sitters offering house sitting.Sitters in Windsor Hills average 4 repeat house sitting clients
FAQs for House Sitting - Windsor Hills
Frequently asked questions about Rover
The average cost for House Sitting in Windsor Hills on Rover is $38.85 per night (as of September 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 September 2026, there are 1,504 sitters on Rover offering House Sitting across Windsor Hills. 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 Windsor Hills 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 Windsor Hills 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 Windsor Hills 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 Windsor Hills. On Rover:
- 95% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 99% 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.
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