
Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Windwood house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Sara did an amazing job taking care of my puppy! She took the time to do a meet and greet before watching my furbaby, which definitely helped put my mind at ease. She sent multiple pictures throughout the day to give me a check in on my boy. Will definitely continue having her watch my puppy!”

“We had to go out of town for our daughter's wedding and did not have to worry at all about our fur babies. They were all well loved and taken care of. She even did some house cleaning that I did not request or expect! I could not be happier with our experience with her.”

“Lauren has watched River several times and she’s the best: quick to respond, so kind and caring with my pup and always reliable. I can’t say enough good stuff!!”

“I can not say enough about how awesome Julie was! She kept my pups busy while we were away and we even came home to a clean house. She updated me frequently on how they were doing. I will definitely be having Julie back to watch my pups soon!”


“Mackenzie was nothing less than perfect! Our pups loved her! She went above and beyond while staying at our house and watching them. We came back to happy, healthy, calm, and well loved pups! Her kindness, professionalism, and responsibility are top notch! I can’t recommend her highly enough!”
“Aaron was wonderful and truly loved spending time with Gracie and Roxie! Aaron sent pictures and updates daily, which was greatly appreciated! He let me know that Roxie took a little bit of time to warm up but then was herself with being a big snuggler, and that Gracie did great on her walks. Last time we had made this trip we had an 8 hour delay, and asked Aaron ahead of time if something like this happened again could he stay, and he said he could. Luckily all went well and we were able to arrive home on time to two very happy and very well cared for pups! Will definitely use Aaron again!!”

“Julie was excellent! Our girl Moxie suffers from separation anxiety and Julie knew how to support her while we were gone. In addition, our house was so clean you wouldn’t have known anyone else had been there. Thank you, Julie!”

“We would highly recommend Cheyenne to anyone. A lot of her previous reviews mention how she goes above and beyond and there’s no better way to describe the job she does while watching your pets. She was very understanding, flexible, and cared greatly for our furry family member. We will most definitely be contacting her again when we need a sitter.”


“Aby was so amazing to our dog when we went out of town for a long weekend. He required daily medication after a last minute emergency vet visit, and she went above and beyond to keep him comfortable as well as keeping me informed. Aby took great care of the house and was so respectful. Everything was clean and tidy when we arrived back at home. She followed all instructions to a T, and sent photos and messages frequently! Will definitely be a repeat client of hers, and you should be too!”

“Raven was amazing! This was my first time using a service like this, and she definitely put me at ease and was very easy to work with. She sent pictures and kept me updated while I was away. I will definitely be using her in the future, if we need to go out of town again.”

“ZaNayah has done such a wonderful job sitting for our 3 fur babies. She has gone above and beyond!! We received lots of photos and videos, communication was on point, My fur babies were. Very happy, she shown them lots of attention and lots of Love!! I couldn't ask for a more better Sitter than Nayah!! She covered us the last minute for a Thanksgiving trip, and I got to say.. This Thanksgiving we are are definitely Thankful and grateful for Her!! The home was clean, everyone was happy and We will definitely Book with Nayah in the Near future!!”

“Anais was such a great sitter for our Doberman pinscher! We had her boarded in our home. She came and did such a great job with her. In all the pictures Mazikeen showed her playful and sassy self and was so happy to see Anais. She went over and beyond when in our home and did things that exceeded our expectations. We will definitely use her again and highly recommend her for anyone looking for someone to care for your pets! Thank you Anais! You are always welcome in our home with our fur baby 💕”

About: I have had dogs all my life I grew up with a chocolate lab and know have 3 family dogs I can help with simple training and I have experience with senior dogs as well I treat all dogs as they are your babies Because i know they are far babies I work part time i am a nanny so depending on the family I am normally available later in the day and night and weekends but if I don't have a nanny family I am available anytime I make sure they stay on a schedule as you would have make sure they go out every 2 to 4 hours depending what you need so can be before or after I make sure to stay a while if it's a check in to play with them and give them love feed and make sure they have water as well as any medication they would need
“Isis was extremely patient with our temperamental dogs. When one would not tolerate his harness being put on by a "stranger," she problem solved and used his collar while also communicating to us what was happening. She would send photo updates every day to show how the dogs' comfort levels improved. To top it off, we came home to a house that was cleaner than we left it!. Isis is amazing and wonderful!!!”

About: I’ve been surrounded by various dog breeds and ages my entire life and learned to love senior dogs as my childhood dog grew older. I have experience with infant puppies to the late stages in life. I love to spend time with other people’s dogs because I 1) enjoy helping other people out but 2) can’t have a dog of my own right now and need somewhere to give all my love!!! I see clients throughout the week at various times, usually virtually, so my availability is pretty open! Fridays work a little differently, but I will also make sure to update you on that! I am free for check-ins, but also LOVE sitting at home with the dogs when I can - especially since I can use remote platforms! I will mostly stay overnight for people in their homes and take care of their dogs + give lots of snuggles while families are on vacation. I will feed the dogs, give them medications if needed, make sure water is kept clean and full, play in the yard (if available), take on walks, snuggles, etc :)
“This was the second time we had Jennifer house sit our puppy for a few days. She was as wonderful this time as she was the first. I can’t say enough good things about her care for our puppy and our home. She kept us updated and sent pictures. She even tried creative new strategies to help our puppy at meal times because we had been having some struggles. I could tell that our puppy clearly loved Jennifer in the way she interacted with her when we arrived home. Also, the house was clean and she took out the trash. We are so glad we have someone we feel comfortable with for our sweet puppy when we’re out of town. We highly recommend her.”


About: I have taken care of dogs since I was a small kid and love all animals. Will make sure they are happy but also most importantly make sure they are safe! I have dog sat for all my friends and family’s pets for years. I enjoy it. I just moved here and have been looking for a job I can make my own schedule so I feel like this will be perfect for me while I get used to the new area. Make sure they have plenty of playtime but also time to relax. And NO accidents inside. I am a clean freak so I always want to make sure everything is exactly where it needs to be before I leave and when I get back somewhere
“Alexis was so amazing with our girl Prima! She communicated great and sent pictures. We knew she was taken care of and we had no worries at all! Would definitely recommend her to anyone and will ask her again to watch out Prima! :)”

“BECKY WAS AMAZING! as an mom of an older dog you seems to worry a little more than most. Becky did a meet and greet and put me at ease. She was very communicative and provided pictures. I will definitely be using her again! Thank you Becky!”

Windwood pet parents share their Rover experiences
We were out of town for the weekend, and Miss Ashlyn took wonderful care of Fallon. She followed all of Fallon’s feeding and medication instructions, took her on walks, and kept us updated with messages and photos. It gave us great peace of mind knowing Fallon was in such caring and reliable hands. We came home to a happy, well-cared-for pup! We highly recommend Miss Ashlyn and would gladly trust her with Fallon again.

Aby was so amazing to our dog when we went out of town for a long weekend. He required daily medication after a last minute emergency vet visit, and she went above and beyond to keep him comfortable as well as keeping me informed. Aby took great care of the house and was so respectful. Everything was clean and tidy when we arrived back at home. She followed all instructions to a T, and sent photos and messages frequently! Will definitely be a repeat client of hers, and you should be too!

We had to go out of town for our daughter's wedding and did not have to worry at all about our fur babies. They were all well loved and taken care of. She even did some house cleaning that I did not request or expect! I could not be happier with our experience with her.

Nya is wonderful! I have a 9 week old German shepherd puppy as well as a 5 year old German shepherd and they had such a great time with her. I’m really glad I found Nya as a provider and I already have my next service booked. She is communicative, caring, and if you’ve met GSD puppies, you know you need patience which she also has. I would recommend her to anyone looking for a great provider!

Julie house sat for us this past weekend for the first time. Everything was perfect and seamless, starting from the interview process, booking and the entire stay. Julie gave immediate responses and was direct in communication which I appreciate so much. I’m a bit anxious when away from my fur kids and immediately felt at ease with the first update. All the pictures and I knew she got to know each of their personalities and quirks on the first night. Highly recommend Julie for the anxious dog mama like myself! 10/10 will rebook.

Dyana was wonderful! She took great care of our dogs while we were out of town. One of our dogs was sick so she administered medication when needed and kept a close eye on her for me. She was also great at communicating with us each day. I felt very comfortable leaving our dogs with her. I will definitely hire her again.

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 Windwood 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 Windwood average 3 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 Windwood 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 1,615 house sitters in Windwood. 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, 88% of Windwood house sitters respond in under an hour.
House sitters in Windwood have an average of 16 years of experience. House sitters with repeat customers have an average of 3 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 Windwood.
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. Windwood 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.








