House Sitting Winstead Park
Find a loving house sitter to watch over your pets and your home.

Over 103 pet parents in Winstead Park have booked house sitting
Winstead Park, 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.
“Sarah did such a great job! Our dog had some dietary restrictions and she was careful to follow the instructions and took such great care. The house was immaculate when we got back from a 6 day vacation. Couldn't have asked for more.”

“Originally, I was worried about leaving my dog with anybody else, other than family due to his separation anxiety. But Phedre phenomenal job! He really enjoyed his time with her.”

“Skylar is a great dog sitter to our sometimes reactive and protective dog. She is very responsive, proactively lets you know how your dog is doing and administers drugs right on schedule. Highly recommend.”


“Our experience with Brittaney exceeded ALL our expectations! The house was most definitely cleaner than we had left it and the dogs were happy, well fed and taken care of! Brittaney let us know each day via photos and messages how the dogs were doing which was very comforting. Brittaney is a very loving person and well educated in animal science. After our initial meet and greet, one of our more aloof dogs showed immediate affection towards Brittaney! After meeting Brittaney, we felt confident the dogs would be happy and well taken care of and we proceeded to have a carefree vacation! Yay! We will most definitely ask Brittaney back again.”

“Michael preformed as promised. He arrived in a timely manor. He was attentive to the dogs and gave them their eye drops without issue. Michael left the house clean and even washed and changed the sheets.”

“Cynthia was amazing. She took such good care of my furry friend, and left my home completely untouched. She made sure my dog was walked regularly and sent photos as well. I could tell my pup was content while I was away and that was a huge gift.”
“Emily was caring and loving the minute she walked through the door. She gave our puppy Kota so much love. She kept in contact leading up to our booking and she sent pictures while we were gone. She was attentive and mindful of our older cat adjusting to a new puppy and made sure she could access her food and water when puppy was sleeping. We are so grateful for Emily.”

“Liz was really great with all our animals! I appreciated her responsiveness and the regular photo updates. It really put our mind at ease while we were away. I would definitely book with Liz again.”

“Rain did a great job taking care of our two dogs and chickens while we were gone! She ensured they were comfortable and got plenty of play time. The house was clean and tidy after her stay and she cleaned up the yard too!! We will be using her services again forsure, highly recommend.”

“This woman is an incredible dog walker and person. Immediately felt comfortable with her after meeting and the animals LOVE her. Polite, progressional, empathetic and an animal lover. Would recommend to any pet owner for dog walking or house sitting.”

“Daniel took AMAZING care of my pets and my home!! I have chickens, an indoor cat, & a 12 month old Great Pyrenees, who is pretty difficult. He is either high strung or napping… there’s no middle ground. Daniel’s calm demeanor was just what was needed to create a successful stay with my dog! He took him walking with other dogs which was great & Daniel seemed to have managed quite well. The hens and kitty appeared to have also been taken care of perfectly! I hope to have Daniel come back and stay for my next getaway! HIGHLY RECOMMEND!!”

“Maria was so dependable and responsive to our questions before our trip, and stayed in communication with us while we were gone (at a comfortable rate, sending us photos of our cat & dog nearly every day). When we returned, our house and pets were all in great shape. We would definitely recommend Maria!”

“Anna gave my two big dogs nonstop attention and pets! They adored her. She was able to handle both while on walks, which equals 185 pounds of golden retrievers. I will definitely be using her again because of how she took care of my dogs and the house.”

“Jenn was FANTASTIC! She was confident that she would be best pals with our babies and she was not wrong! Our two kitties loved spending time with Jenn while we were away, and knowing that our fur pals were receiving the love and care they deserve, enabled us the piece of mind to be fully present during our 2 week vacation. Jenn is a great communicator, she is gentle, thoughtful, and loving, and she will make a GREAT pet sitter for anyone looking for exceptional at home pet care. THANKS AGAIN JENN! You’re amazing 🫶”


“Atticus did a wonder job housesitting and caring for my dog Hazel. She kept me updated with pictures and reports of their days together. Hazel seemed happy and well cared for and my house was as neat and clean as when I left. I highly recommend Atticus and I look forward to having her housesit for me again!”

“They did such a great job watching my moody, territorial pup! He’s not always the easiest to deal with, but they were super patient and made him feel comfortable. I received daily updates and was awesome hearing the progress he made feeling comfortable with them.”

The median cost per night for house sitting in Winstead Park is $50
Pet parents share their Rover experiences - Winstead Park
Anna was amazing with Boo and Sissy. They are used to a lot of attention and a pretty set schedule and Anna worked with that beautifully. When she came by to visit the day after I returned, they were climbing all over her, so happy to see her, which is the best evidence that they felt secure and happy with her. The house was spotless, the yard was cleaner than I leave it, and overall it was a perfect experience. Also, Anna is a great communicator and I really appreciated that she could tell me what she needed to feel comfortable in my home. I would not hesitate to book her again!

This was our first time using Rover. We had a wonderful experience even though we were nervous about leaving our aged dog. We arranged a meet and greet with Ciera and James before our trip and felt confident that our 15 year old dog was going to be well taken care of while we were away for 10 days. Ciera and James kindly took care of Kiki and exceeded our expectations by sending pictures and assuring us, every couple of days, that things were going well. The communication was great and they were very respectful of our home. Everything went well while we're away and Kiki was herself when we returned. Of course Kiki was excited to see us, but not stressed, and we are so thankful for the compassionate care they provided, we highly recommend Ciera and James!

Cynthia is the absolute best! This is the 3rd time we have used her to watch our home and pets. We are always thrilled to come home to happy and well cared for fur babies, and an immaculate home! Cynthia keeps in touch daily with updates and wonderful pictures. We are so lucky to have found her, and if there was a 10 star option, she would get it!

Rain did a great job taking care of our two dogs and chickens while we were gone! She ensured they were comfortable and got plenty of play time. The house was clean and tidy after her stay and she cleaned up the yard too!! We will be using her services again forsure, highly recommend.

We had a wonderful experience with Suzanne! She took great care of our dogs and our home while we were away. Our Boxer was on activity restrictions, and Suzanne was very attentive to those needs and made sure she followed the restrictions. Our other dog is very anxious and high-strung, and she was incredibly patient and understanding with him as well. When we came home, the house was clean and tidy, and both dogs seemed happy, relaxed, and very well taken care of. We also really appreciated that Suzanne stayed a little later with them, which gave us extra peace of mind. It’s clear that she genuinely cares about the animals she looks after, and we felt completely comfortable having her in our home. We will absolutely book with Suzanne again and highly recommend her!

Kara was an amazing cat and house sitter! Both of my kitties take medication and love when people stay with them. They have a very detailed routine and Kara took great care of them. I trust Kara to take care of any home and any animal that she is taking care of. She sent pictures while we were gone and the kitties were so content when we came home. Book with her for any of your trips and you won’t be disappointed!!

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- 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?
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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
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