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Top rated Windsong house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Kaylie was fantastic! She came over for a meet and greet and then for my trip. She sent pics and stayed in touch. Dogs seemed great and came home to happy pups and a clean house. She’s great!”
“Ash was amazing with our two boys! We have a cane corso and a frenchie and we were super nervous to have someone new watch our pups and they loved her! She even left little treats, a handwritten note, and two beautiful handmade pictures of our pups! So thoughtful and she’s so professional and kind. Highly recommend!”
“Kristin took excellent care of our kitty and our home. We got updates everyday and she responded promptly to text messages. She clearly cares a lot about animals and gave our kitty lots of love.”
“My pets seemed to love her and she was very good at keeping us posted during her care. She stayed at our house for a few days while we were out of town and she was respectful of our things and would highly recommend!”
“Daniel is simply amazing! This is the second time he has watched over our fur children and he does a spectacular job. They are obsessed with him and we get daily updates. Not only that he leaves our house absolutely spotless. You would be silly not to book with him”
“Michelle was amazing with my boy and she kept in contact throughout his stay. She was very accommodating for both of us and I highly recommend her services. We will see you again in the near future!”
“Bri is incredible with our fur babies! This is our 2nd time using her and she’s great with giving updates and sending lots of pics! Our house was left clean and exactly the way we left it when we returned. Will definitely keep booking & would recommend!!”
“Our first time using Rover and was very pleased with Jake taking care of our dog Stella. He is very courteous and compassionate about making sure Stella was well taken care of. Kept us up to date and lots of great pictures!”
“Samantha was amazing, she took such good care of both Charlotte and Rocket! She was super flexible and understanding, I had to book so last minute because my last rover sitter cancelled with less than 2 days notice before my trip. She sent me adorable photo updates and I felt so relieved knowing she was taking care of them at the house. Looking forward to having her booked for future trips!”
“Desiree was great at communicating and sending us pics of our pups while we were away. The dogs seemed happy and chill when we arrived back home which is a very good sign. I would use her again and again.”
“Zach and Mariah were great with our dog! We loved the photos they sent, we could tell our dog was very happy with them! They also took excellent care of the house! Thank you again, we'd definitely love it if you could watch our dog again!”
“I cannot say enough good things about Ashley! She took care of our 12-year-old dog, Murph, for a week, and I can confidently say she was the best dog sitter we've ever had. From the moment we met her, it was clear that she deeply cares for animals, and she provided Murph with exceptional care. Ashley kept us updated throughout our trip, sending us regular pictures and updates on how Murph was doing, which gave us peace of mind. When we returned, our house was cleaner than when we left it, a testament to her thoughtfulness and responsibility. If I could give her a rating higher than 5 stars, I absolutely would—she deserves a full 10 stars! I highly recommend Ashley to anyone in need of a pet sitter and will definitely be contacting her again in the future. Thank you, Ashley, for everything! P.S. I'm pretty sure Murph is already missing you. :)”
“Carley was great. So responsive and friendly. As others have mentioned, we got daily updates and photos of the dogs. She’s a talented photographer so the pictures are great!”
“My boy George was obsessed with Marianne the minute he met her. I left town for a few days while Marianne was watching him and I got lots of updates and photos about the stay. If you have separation anxiety like I do while leaving my dog, he will be in great hands. I’ll be definitely booking Marianne back to back for future stays. I feel so lucky to find someone so good to my beloved pup, who is also so respectful to the property. Thank you Marianne, we love you :) Eva & George”
“Absolutely stellar pet sitter. I booked with William last minute since I had to leave town and my other sitter had fallen through, and he did such an amazing job with Fonzy. Consistent updates and photos, asked questions, and my place looked great when I returned. Highly recommend for others!”
“Scott watched my dog Birdie and my sulcata tortoise Bruce while I was out of town for four days, he was absolutely incredible. Very good at communicating and keeping me posted with everything that was happening at my house and with my animals.. he sent updates, text pictures and was absolutely fantastic. ! He even watered my plants and tidied up my house. I would highly recommend Scott if you were looking for someone, honest, dependable trustworthy, and a fantastic communicator.!”
“This is the first time we’ve had someone from Rover stay at our house to watch our pets (so naturally I was a little nervous about it being a crazy dog mom) so thrilled about how well it went! Maghi was super responsive and sent us multiple pictures of our animals during the two days she was at our house. Our cat typically never comes out when others stay at our house but she even let Maghi pet her! We moved here a year and a half ago and haven’t had a chance to explore the state yet because we didn’t have a pet sitter, but I’m so happy that we have one now 🙂 Your pets will be in great care with Maghi. She also left our house in perfect condition.”
“Rebecca was incredible. So kind and very communicative. My cat took to her immediately. She went over and above in her care. I definitely recommend Rebecca!”
“Shelly was fantastic! She visited twice before our trip to familiarize herself with our handicapped dog and his frequent diaper changes. Throughout our trip, she sent daily updates with pictures and maintained excellent communication. We will definitely use her services again.”
Windsong pet parents share their Rover experiences
Haley was great! We really appreciated all her help. Our senior dog needs love and attention and our younger rescue dog is very skittish. Haley made sure to cater her approaches to each pup individually. Haley worked hard at engaging with our dogs and making sure that she followed all our instructions to a tee. We knew that our dogs and home were safe and in good hands with Haley. And, that was beyond important to us while we were away. We would definitely recommend Haley for any of your pet sitting needs!
Jemimah was awesome! She sent me photos of Kobe twice a day and it is clear my kitty loved her! I am extremely cautious about who I let stay at my home with my sweet boy! As a former Human Resources leader I can read people well and quickly. I knew immediately once I met Jemimah that I could trust her completely! She’s the best😺.
We could not have found a better dog sitter than Samantha! I knew from her prompt responses, willingness to answer questions and meet with us early on that she was very responsible. I was super nervous about leaving our dog, Scout, with someone outside the family, but Sam's kindness and frequent updates reassured me. Her manner with us was professional, and her manner with Scout was gentle and fun. Scout has a chronic health condition and Sam administered her daily medication. Then, when Scout had a bump in the road with her health while we were gone, Sam really stepped up. She notified us right away. Then, she located the additional medication we had available for Scout and administered it carefully, updating me all the while. We returned to a happy dog who had been well cared for and gotten past her bump in the road. We took an overnight flight and I was exhausted upon our return and was not looking forward to changing bedding before napping. I was so surprised and delighted to find that Sam had washed the sheets! I was able to enjoy my vacation, knowing that Scout was in good hands. It's so important to have someone who will not only take care of your pet, but give them the love and attention they need. The best testament to Sam's care comes from Scout, who gave same a big hug with her paws when we said goodbye. We will definitely be using Sam in the future and we give her our highest recommendation! She is terrific!! Ten stars!
Hannah took incredible care of Ralph while I was out of state. She is professional through and through and will be my go to house sitter as long as she continues doing Rover. She provided many updates and photos throughout the long weekend which was much appreciated.
I am extremely impressed with Melissa. She followed instructions to a tee and went above and beyond to ensure everything was clean and presentable when I returned from my travel. My dog seemed to really like her and as an only pup, I think she really enjoyed the company of her dog, Zippy as well. Highly recommend Melissa and Zippy!
I can’t say enough great things about Lauren! She took such amazing care of both of my dogs while I was away. Not only were my pups happy, relaxed, and clearly well-loved when I returned, but my home was spotless. Lauren went above and beyond by cleaning the house and even washing all the bedding before I got back, which was such a thoughtful touch. What meant the most to me was the extra care she gave my older dog, who had an upset stomach during my trip. She was incredibly attentive, patient, and nurturing—truly treating my dog with the same love and concern I would have or even as if they were her own pets. It gave me so much peace of mind knowing my dogs were in such caring hands. I highly recommend Lauren to anyone looking for someone trustworthy, responsible, and genuinely compassionate with animals.
Taylor stayed in our home for 4 days while we were out of town. She took great care of our 2-1/2 year old Bernese Mountain dog. Booker is always excited to see Taylor. We get an update with pics at least once a day. Taylor is the best. We use her any time we got out for more than 4 hours.
This was my first time booking through Rover and having anyone but my family watch my dog so I was a bit nervous, but Haley was absolutely amazing! She went above and beyond when taking care of Judy and I felt extremely comfortable with her staying in my house and caring for Judy correctly. She sent so many updates and photos, so I felt reassured the entire time. I will absolutely be rebooking with her in the future and I highly recommend reaching out to her if you need anyone!
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 Windsong is $50
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 Windsong 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 Windsong on Rover as of Jun 2026 was about $50 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 4,412 house sitters in Windsong. 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 Windsong house sitters respond in under an hour.
House sitters in Windsong have an average of 15 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 Windsong.
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. Windsong 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.
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