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

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Windy Hills house sitters
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“We look forward to booking with Gino again! He was super communicative and responsive throughout our messaging and while we were out of town. He handled our big, high energy dogs with calm and care, including one who is finicky about food and needs some extra attention. He was also great about checking in on our chickens.”


“As a first time Rover user I was nervous but Ashlee was great and sent updates and photos throughout the day. Louie gets anxious when he’s alone so we needed someone who could be with him the majority of the time and Ashlee made that happen. We will definitely be booking Ashlee again! Louie said 5 stars.”

“Erica took good care of Thor and was respectful of our home. She was very communicative and shared pictures of Thor on a daily basis. We would definitely like Erica to stay with Thor again.”

“Jessica was a wonderful Dog Sitter and cared so much for our little girl. She’s gentle and loving. A wonderful person for pets. Look forward to using her again as our Dog Sitter. Thank you, Jessica.”

“I couldn’t be happier with the care Lauryn provided for Bulka and Stalin while I was away. She truly went above and beyond — sending regular updates, photos, and even doing thoughtful little things I didn’t expect. She followed every single detail I left, and it was clear the dogs loved her from the start. It was such a great experience and gave me total peace of mind. I’ll definitely be using her again. Highly recommended!”

“Jordyn was so great and patient with our dog who doesn’t like strangers (and our other two pets who loved her instantly!). We weren’t worried at all leaving them in her care! Thank you, Jordyn!”


“I cannot say enough good things about Brice. My husband and I had to travel to see my father as he’s in hospice and she made us feel so comfortable knowing our two girls were well taken care of. I would recommend Brice over and over, you will find no one better.”

“Hannah stayed with our dogs while we went on a trip and took amazing care of our dogs & home. She sent loads of pictures which I super appreciated. Also very impressed she can walk all three of my dogs together.”

“Brianna and Sam were terrific from start to finish! Our two goldendoodle pups had a great time getting lots of head rubs, retrieving balls, and playing tug-of-war in the back yard. Brianna sent pics and updates daily, which were much appreciated! Her communication was excellent and it was great to go away for over a week and feel certain our home and the pups were in good hands.”

“Shelby was amazing! Great attention to detail during the meet and greet to make sure it was a good fit for both parties, great communication leading up to the sitting with time confirmations, great messages and updates while sitting (we could tell the pets were enjoying her staying over by the pictures), and she shoveled my walk and drive before she left so we could easily get back in the house. Our pets were happy and healthy when we got home and we had no stress during our trip about the care they were receiving. We'd definitely book with her again!”

“Maycee was great with our 10 month old Berniedoodle. She kept us informed of her activities and sent pictures. Will definitely have Maycee take care of Murphi again when needed.”


“Rebecca is the best at home pet sitter we have ever had! She is meticulous in her preparation, detailed in her status updates & provided plenty of photos. Even when one of our "tough to manage" pups gave her some attitude, she handled it like a true pro. We have peace of mind the whole time we were out of state. Upon return, our house was clean and our pups were happy. I would highly recommend her ... & already have! We will definitely use her again. All that being said, she is genuinely the nicest person! :)”

“Jonathan was great! On time, reliable and concerned about my pets. He did a great job administering medications for one dog and extra TLC for my other geriatric dog. I’m a happy first time Rover.com user.”
“Ciara watched our small 2 yr old golden doodles for a few days and nights. She is sweet, caring, bubbly, patient, and you can see that she loves dogs. They absolutely loved her which made us feel secure that our two pups were in good hands while we were out of the state for a family funeral. We left her plenty of puppy instructions and seemed she followed them. She sent photos of our fur babies during our time away. She definitely took great care of them. We would definitely use her again for puppy sitting.”

About: I didn’t grow up around dogs, but I’ve made up for lost time. I spent about 8 years working in various veterinary offices; first as a receptionist and then as a vet tech. I have plenty of experience in care for special needs pets, so you can be assured that all meds will be properly administered. I’d love to come meet your best friend! My schedule is super open and I’m even happy to take last minute clients. Just let me know what works best for you and I’ll do my best to make it happen! All of my children are grown or almost there, and my own pets have others to care for them. Unfortunately, I’m not able to care for any pets in my own home. However, I’m happy to come take care of your pet in the environment that they’ll be happiest in anyway…their home. I’m open to overnights, weekends, and some holidays.
“Johnae exceeded all expectations! She watched our dog Roscoe and was so professional and kind. Our dog is a senior and she was so sweet, caring and patient with him. Highly recommend Johnae for all your pet needs.”

Windy Hills pet parents share their Rover experiences
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 Hills is $55
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 Hills 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 Hills on Rover as of Jun 2026 was about $55 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 5,292 house sitters in Windy Hills. 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 Windy Hills house sitters respond in under an hour.
House sitters in Windy Hills have an average of 14 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 Hills.
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 Hills 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.






