House Sitting Windy Hills
Find a loving house sitter to watch over your pets and your home.
Over 1 pet parents in Windy Hills have booked house sitting
Windy 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.
“Lauran is an absolute dream of a companion, house sitter, fur baby manager and lover, and just overall great human. Lauran was thoughtful, responsive and responsible in every way. From sharing pics of our Simon and Molly with us, to asking questions of us as needed, to her bubbly and positive personality, to her attention to detail, she will be our go to person every time we need someone who we trust to spend time at our home and with our pups. We came home to a house nice Ethan we left it a two dogs that were clearly well taken care of while we weee away. Thank you Lauran for being such a great Rover sitter! Thank you Lauran for giving us such peace found and comfort as we traveled.”
“We couldn’t be happier with Kaitlyn! From the very first meet-and-greet, it was clear that she truly cares about animals and treats them like family. Shadow and Meeka immediately felt comfortable — which says a lot, because Meeka can be shy with new people. Throughout our trip Kaitlyn sent regular updates, photos, and even little notes about how the day went. It gave us total peace of mind knowing our senior dogs were getting attention, walks, and love just like if we were home. When we returned, they were calm, happy, and clearly well cared for. We’ve used other sitters in the past, but no one compares to Kaitlyn! Reliable, communicative, and genuinely compassionate — everything you could ask for. We’re so grateful to have found someone we trust completely and we’ve already booked with her again!”
“We are so grateful to have found Asher to watch our pets while we were out of the country. Our regular sitter wasn't available and we were nervous about finding someone new. Asher was amazing! She proactively communicated and shared updates and pics twice a daily, which gave us the peace of mind to enjoy our travels knowing our pets were being well cared for. The house was just as we left it. We highly recommend and are thrilled to now have two great pet sitters on our list.”
“Desiree is awesome! I greatly appreciate her being available last minute, working with my schedule for a meet and greet the day before, and taking amazing care of my 2 pups! The love and attention she showed them was exactly what I hoped for. Will definitely use her in the future.”
“Joanna was amazing! She's a great communicator, sent lots of pictures and took great care of the boys! She's neat and trustworthy and we will definitely have her back!”
“I am so glad Donai was in town and able to sit for Leo on such short notice. I had Donai sit before Rover and did an amazing job, Leo loves Donai and I was updated with pictures during the visits. I give 5 stars for sure! Highly recommended ❤️”
“Annie was perfect! First time Rover user and she answered all our questions timely. Consistent updates. We were never worried or concerned for our 6 day trip. Will certainly book again!”
“Julia was great with my dog, who takes medicine twice a day and is a very moody eater. She sent nightly photos and updates and kept her on her medication schedule. I highly recommend!”
“Kate was great! She was super communicative and sent us lots of pictures while we were gone. We could tell our pup had good exercise and was well taken care of while we were gone, and our house was just as we left it. We will definitely book Kate again in the future!”
“Katie is the absolute best! She took amazing care of our pup and our home. She goes above and beyond to provide plenty of updates and make sure your dog has a fantastic time. We couldn’t recommend her enough!”
“Jocelyn was great with our dog Winston. He's very nervous but he took to Jocelyn really quickly. Communication was excellent and we have already rebooked!”
“Ava was great! She is one of the best sitters I have had so far, she did exactly everything that I asked if her. I loved all of the picture she sent throughout the day and that made me feel at ease although I was 300 miles away. My apartment felt even cleaner than I left it! My cat was seemed happy and content when I came back - she wasn’t clingy at all like she didn’t miss me much lol. I would definitely ask Ava to sit my place again. Highly recommend her.”
“Tabitha did a great job again taking care of our cats and our home!!! We have slightly difficult, special needs cats and we always feel good about leaving them with Tabitha.”
“Paige is a wonderful person who truly enjoys spending time with my dog. She is punctual and dependable. I can tell how much she enjoys being with my dog, as I shows in her actions. Paige takes my dog on walks and sends me pictures while she is caring for my dog. I give Paige a Five out of Five rating!!”
“Jessi was great. My dog really enjoyed her and her sweet dog. She took good care of my dog’s toenail that had been torn off. She made sure he wore his sock and washed his foot when necessary. One day they got sick and she got there quickly to take care of them, even though she was working.”
“Lauren was great taking care of out young, energetic, and silly German Shorthaired Pointer. She showed up on time, followed instructions, asked questions when needed, and sent daily updates with photos. She also left the house organized and clean. We can tell our dog likes her too 🥰🐾🐕🦺”
The median cost per night for house sitting in Windy Hills is $50
Pet parents share their Rover experiences - Windy Hills
Madison was a great sitter! I knew from the moment I met her that she was a good match. She was warm, friendly, and funny and connected with my dog right away. While we were away she consistently checked in and sent adorable photos. She took wonderful care of our home and brought in our mail as requested. Upon our return, the left everything clean and turned on the outside light for us since we got home late in the dark. I’m very happy with our experience with Maddy and would not hesitate to have her sit for us again.
Stephanie is amazing! She not only took exceptional care of our two high energy pups but is also extremely in tune with pet behavior. She gave me knowledgeable insights into how the dogs act and play together which will help immensely with their training. I can't recommend her enough- you won't be disappointed!
I couldn't have asked for a better house and pet sitter than Madison! She took care of my home and dog for two weeks, and everything was absolutely perfect. Communication was seamless—I received timely updates and plenty of photos that completely set my mind at ease while I was away. Not only was my dog happy and in great shape when I returned, but Madison also went above and beyond, helping water the plants and tidying up the house. Madison is incredibly trustworthy, reliable, and professional. I would absolutely hire her again in a heartbeat!
This was my second time booking with Lauran, and once again she was absolutely wonderful! Having someone I can trust with my two cats gives me so much peace of mind while we're away. She kept me updated with photos and messages, made sure my cats were well cared for, and even managed to earn the trust of my very shy cat, which says a lot! It's clear she genuinely cares about the animals she looks after and goes above and beyond to make sure they're comfortable. I wouldn't hesitate to book with her again and highly recommend her to anyone looking for a reliable, caring pet sitter!
Asher was incredible! She cared for my pup, Leo, while I was away, and her care was simply outstanding. She was so thoughtful and engaged. She sent frequent updates, adorable photos, and left my home spotless. Knowing Leo was in such caring hands made my trip even more enjoyable. It’s clear she has a gift for this, and Leo adored her. I am immensely grateful!
Avery came to our home to sit with our 4-legged babies for a couple of hours. We don’t really leave them home alone but we both needed to be gone at the same time and other sitters we’d previously used were not available. It was pretty expensive for a few hours but we were grateful she could do it on just a few days notice. Avery was prompt in arriving, friendly, good with the dogs, and sent a pic during the time she was there. I would not hesitate to book her again if needed.
We were traveling in Louisville and needed someone to watch our two dogs at the hotel while we attended an event. Other than family, we have never used anyone or service to watch our dogs. When doing anything, I factor in how it will impact our dogs. Their well-being is the most important thing. To say I was nervous is a massive understatement. Brittany was absolutely wonderful! Our 11-year-old shepherd can be a little anxious in new environments, and our 8-year-old is usually cautious around strangers. Within minutes, Brittany had both of them relaxed and comfortable, which was such a relief. She not only cared for them with patience and kindness but also kept us updated with photos throughout the evening, which helped me stay at ease. It was clear that they were happy, safe, and well-loved in her care. We were thrilled with the experience and so appreciative of her attentiveness. I would highly recommend Brittany to anyone looking for a trustworthy, compassionate, and reliable dog sitter. She truly went above and beyond!
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 Hills
Select a filter and find qualifying sitters offering house sitting.Sitters in Windy Hills average 4 repeat house sitting clients
FAQs for House Sitting - Windy Hills
Frequently asked questions about Rover
As of August 2026, there are 749 sitters on Rover offering House Sitting across Windy 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 Windy 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 Windy 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 Windy 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 Windy Hills. On Rover:
- 97% of sitters can help with special care needs
- 99% 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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