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

Winterset, 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.
“Tracy is a wonderful dogsitter! He’s always reliable and prompt with answers and pictures when I’m away from home. He takes great care of my 3 fur babies. You won’t be disappointed if you hire Tracy for your next dogsitting needs!”

“I cannot say enough good things about Rachel! Our dog got sick the first day we left and Rachel cleaned up and was able to get him the medication he needed. We were in Canada with very limited cell service and I trusted our 3 babes were in good hands!”

“Paris was wonderful and did a great job taking care of the two dogs. She went above and beyond to care for the dogs and communicated well the entire weekend about what was going on.”


About: I have been caring for pets of all ages, for 15 years. I have loved living with dogs and cats in the past. I currently do not have a pet so I’m excited to give yours all my attention! I work full time, from 8-5. I am free in the afternoons and weekends to either stop in or stay with them if needed. I will be diligent in following directions to try to keep them on their regular schedule as much as possible. I want to keep you and them happy and stress free!

“This was our first time using anybody to watch our dog and home other than family or a boarding center, so we were super skeptical about the Rover process and hiring a stranger to watch our fur baby. However, quickly after meeting Logan, we knew we would welcome her in our home! She was very responsive, friendly and obviously loved animals. These traits were still apparent while she watched our dog in our home for 10 days. She sent us 2-3 pictures or videos of our dog daily (but also stated she didn’t have to if we didn’t want to be bothered on vacation) and we loved getting those updates! When we returned, the house was nice and clean, including fresh laundry and an empty dishwasher. She also offered to water our flowers and they were surprisingly healthier looking when we got back so I know she spent time holding up that offer too. Overall, our dog seemed happy and well cared for and we were pleased with the level of communication she provided. We will definitely use Logan again and would highly recommend her to anybody needing a pet sitter! We just hope she doesn’t get too popular! Thank you Logan!”

About: Hi! I’m a caring, responsible, and trustworthy pet lover who would be happy to care for your furry family members. I understand how important it is to feel comfortable leaving your pets in someone else’s care, and I’ll treat them with the same love, patience, and attention I would give my own. Whether your pet needs walks, playtime, cuddles, feeding, or simply some company while you’re away, I’m happy to help! I’ll make sure your pet feels safe, comfortable, and loved while you’re gone. I also love keeping pet parents updated with photos and messages so you can have peace of mind. I look forward to meeting you and your pets! 🐾❤️ I currently have a lot of free time! I’m can give your pets the time and care it takes to keep them comfortable while you are away. Whether that is overnight visits or daytime drops in. I have the time and patience to give your pets the undivided attention they need to be comfortable. I can spend as much time with them as your request. :)
“Samantha was such a great house sitter!! She stayed with my two beagles and geriatric cat for a full week. She successfully managed their shenanigans and was very communicative the whole time, sending me pictures and updates. She also took great care of the house. I would definitely recommend her and use her again!!”

“Natalie was excellent with my dog! I left for a week vacation and she house sat for him. She came over before I left to meet him and immediately had my shy dog excited to play fetch with her. She kept me updated throughout the week and I came home to a healthy/happy dog! Would definitely recommend!”

“Judy did a great job with our dog. She was very responsive to texts and kept us informed during her stay at our house. She left the house as clean as when she came. We will definitely use her again when we are traveling.”

“Amara was great with our dogs, like always! We never have to worry when Amara is watching our dogs while we are out of town! She keeps us posted on how they are doing and always sends plenty of pictures!! Highly recommend Amara if you are looking for a dog sitter!! She is always great!”

“Mariah was amazing! She came to our house and watched our 2 dogs for 4 days and did a fantastic job! I got daily updates as well as pictures letting me know how the dogs were doing the whole time. She played outside with them and spent quality time with them! I knew they were in good hands while I was away. She listened to all of the directions and left our house very clean! I highly recommend her and will be using her again for future bookings! If you are looking for someone reliable and trustworthy, book with Mariah!”

About: I have been pet and house sitting for family and friends for a very long time and have been referred by many. I have taken care of all type of dogs with all types of personalities, health profiles, and needs. I have experience with administering medication, transportation, and behaviors of pups. I also have three cats of my own that I adore. I’ve always had a heart for animals and do everything in my power to keep them as happy and comfortable as possible while their owners are away! I am currently searching for a full time job, so I am almost always available for when you need a dependable sitter for your pets! I am able to spend morning, evening, or night spending quality time with your fury family member. If boarding in your home, I will follow any instruction you may leave behind. Crating, fencing, walking — whatever you feel most comfortable with in keeping your pet safe.
“Franki was great! My husband and both felt immediately at ease when we met her. She took great care of my dogs and the house looked great when we returned. I will definitely be using her again.”

About: I’ve taken care of dogs and cats as long as I can remember. Growing up we had multiple animals in our household and also pet sit as needed. I’ve taken care of friends pets whether they just need fed, let out, or just need company for a bit. I am currently available any time during the week. I can walk or even play with any dogs for them to get some energy out during the day I currently have 2 dogs and have a fenced in yard. I take my pups on walks and play with them all the time, whether it be fetch or hide and seek. They get plenty of love and treats and are the most spoiled
About: I've grown up with animals throughout my life and currently am going to school for psychology while working as a Vet Tech. I have been dog-sitting, cat-sitting, house sitting, play times, and dog-walking for the past 12 years for neighbors and family, as well as people from my mom's work and their neighbors. I have trained my dogs I currently have and have been through the puppy stages multiple times. For the time being I am available all day everyday for whatever you may need whether that be mid day walks or just a playtime visit I don't provide services in my own home due to my apartment’s dog policy but I will gladly go to your home so your animals are still having someone play with them and give them love.
“We came home to a happy and well taken care of pup! Katherine is friendly, responsible and flexible, and a pleasure to work with. We were pretty much 'helicopter parents' as this was the first time she stayed with our boy, and she accepted this with grace. We won't hesitate to ask her to stay with him again in the future!”

“Maddie was amazing with our dogs! She was caring, reliable, and kept us updated while we were away. Our dogs were happy and clearly loved spending time with her. We felt completely at ease knowing they were in great hands. We’ve booked Maddie multiple times and will definitely continue to do so! 🐾”


About: What sets me apart is my extensive experience with both dogs and cats, combined with a genuine love for animals. I've spent summers working as a dedicated dog walker and have years of experience dog and cat sitting for friends and family, so I'm confident in my ability to handle any pet care need. Your furry friends will receive personalized attention, plenty of playtime, and a safe, comfortable environment when they're with me. I am currently working part-time and have plenty of time for hanging around with pups! I also attend my local community college part-time. I do have a different work schedule each week but I am more than willing to arrange a schedule for your pups needs! Whether I'm looking after your pets in my home or yours, my top priority is creating a safe, comfortable, and fun environment for them. I follow your specific instructions for feeding, exercise, and any medications, ensuring their routine stays consistent. Plenty of playtime, cuddles, and attention are always on the agenda, and I'm quick to adapt to each pet's unique personality and needs, providing personalized care that keeps them happy and secure.
Pet parents share their Rover experiences - Winterset
Jonathon was great with my three large breed pups ranging from 2 to 13 years old. Two required meds and he was able to maintain that easily even with the stubborn one. My house was just as we left it. He sent many videos and photos keeping me informed and allowed me to enjoy our trip knowing my babies were so well cared for.

Alexa was a dream to work with! She is extremely responsive and was very attentive to our needs. She house sat for us for a few days and sent us a bunch of cute pictures of Hamlet and Marty while we were away. She left the house exactly as we left it. We will be contacting her for our next trip!

Sam was wonderful! She cleaned up after herself, communicated with us really well, and most importantly, loved and cared for our pup like we do. She was incredibly thoughtful and intuitive about his care, and I felt completely comfortable knowing he was in good hands with her. We would absolutely have her back!

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.
How to book house sitting

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
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