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Top rated Winterset house sitters

“We left for a full week. I was really nervous to leave my 2 dogs and cat with a “stranger” but Allison provided us with a visit before our trip to make sure that we felt comfortable with her as well as the puppies. The day we left she show up on time as scheduled and she make me feel really good before we left assuring me that everything will be okay. Every day she send me pictures of my puppies and she gave me constant updates. My dogs absolutely love her, and even the cat that really doesn’t like anybody, warm up to her. If you are looking on someone reliable and loving to take care of your best friends I should absolutely recommend Allison.”


“Yasmin is amazing! We are from out of town and needed care for our two dogs while we attended a family wedding. Yasmin patiently stayed for 8 hours at our rental walking, feeding, playing, and babying our fur babies. Our Sr. Lab has a multitude of phobias and can be challenging but Yasmin was patient and kind. All while dealing with our 1 year old Mini Aussi. I can’t wait to visit again and have her back. She is a life saver!”


“Anthony and Mackenzie took great care of our three dogs. Pictures and videos daily. It was nice to know they were in Great care. We were able to enjoy our time away.”


“Jessica was great! We were out of town 4 nights, and then our flight got delayed and she was able to adjust her schedule to stay a 5th night to take care of our dog. She sent photos and updates at least twice a day and I felt better knowing I had someone here at our house to care for our dog (instead of boarding him). Our dog has some anxiety and allergy issues and she took care of all his meds and gave him lots of love and cuddles. She also washed all the bedding, towels and took the trash out (which she didn't need to do but did it anyhow). Highly recommend! Thanks again, Jessica.”


“Mikayla was great!! We were able to book with her on short notice. She sent photos with an update everyday and is always quick to respond. Our pups seemed very relaxed and content with her. Would highly recommend Mikayla & will definitely be reaching out to her again in the future!”


“Kara was very prompt, caring and dependable when taking care of our older cat & energetic puppy. We were happy to receive pics & texts of our pets through the day. Would highly recommend Kara.”


“Deborah was great! And our Golden Retriever Frankie loved her. She took great care of him, and our house, while we were gone. We'll definitely reach out to her again when we need great care for Frankie!”


“Lisa is super sweet and was very diligent about sending pics of my sweet babies! I know my dogs (especially one in particular) can be kind of a shy guy and she was able to coax him out and by the end of the stay he was sitting in close proximity to her. I’d definitely recommend Lisa and will be using her again!”


“Very communicative and did a great job watching our dog. Was so nice having someone who could keep him happy at home while also watching our house. Highly recommend!”


“Skye was incredible house sitting our 2 pups for 4 nights and 5 days. She maintained communication and sent frequent photos. She made time to come socialize with our dogs during a short visit prior, so that she could get to know them as much as possible. Unfortunately, one of our pups got an upset tummy while we were away and had some accidents in the house. She was so gracious and kind in cleaning it all up, and went the extra mile in giving our dog a probiotic (we had some in the house), and cooking her chicken and rice to help, upon our request. 10/10 will book with Skye again. Thanks Skye for taking great care of our fur children! <3”

“Elizabeth is amazing with both our dog Tippet and cat Calvin. She went above and beyond to show them love and make sure they were well cared and exercised while we were away! We enjoyed the pictures she sent us throughout the weekend as well. Tippet can be shy around new people and that was not the case with Elizabeth he warmed right up to her, and was a happy boy when we returned. We will happily have her back to watch our boys and would recommend her 100%.”


About: I've always had cats and dogs since a child and all through our marriage and child raising days. We still have 2 indoor cats, Reece and Bella. I am retired, so readily available to play with your Pets! I am fairly flexible but hope to stay within the immediate area. I Will love on your furry family members while you are away. I am setting up for visits to your home, so I will gladly follow your instructions for your pets. I love animals and they take on to me as well. When my daughter has visiting pets to her home, they always hang out with the Gma.

“Grace stayed for 2 nights at our place with our dogs. She sent beautiful pictures of them, played with them, and stayed with them! In the morning before she left she even put our bedsheets in the washer for us ❤️ such a sweet and kind girl! Highly recommend!”


About: Less of a job, I love hanging out with dogs. I have 2 dogs myself and I spend most of my time with them normally I currently have a part time job and I have plenty of time to take care of your doggos at any time throughout the day I have a fenced in yard, 2 very sweet dogs, a park near my house where we can walk. I love taking my dogs to Starbucks.

About: I’ve had animals since I was a baby. I’ve had dogs, cats, birds-conures-cockatiels-parakeets-pigeons-chickens-geese-ducks, and rabbits. I absolutely love all animals except Emus and Ostriches, those are terrifying. My schedule is usually pretty open especially in the afternoons. If I know I won’t be able to spend as much time with your pet(s) then I won’t accept it. I always make sure to approach them slowly. I will never just walk up to them if they look uncomfortable. Their well being and happiness is the most important thing when approaching a new animal.

About: I love caring for all types of pets. I am dependable and would love to meet your special friend and help with care however needed. Someone is always taking care of animals and your pet will get loads of attention. We have great routine with plenty of play time and activity. We have a fenced in big playyard that is split into several sections with almost our entire property is dedicated to animals and we know how to care for them.

About: I’ve taken care of all types of dogs and cats! Varying in size and need. I enjoy talking dogs for walks on leashes or pushing a cat in a stroller. My friends and family have relied on me to help them with their pets since I was in high school to care for their pets. I’m currently off work for the summer and am looking to fill my day time schedule with helping some fur friends out during the day! I love to play games with dogs or cats or loaf on the couch with them so they have someone to nap with. I also enjoy taking pups on car rides to a park or lake to work off some energy together!

About: I’ve taken care of my family dog for almost 10 years now and the only one in my family that would take him on walks everyday! Now I have my dog, Honey; and she is about to be 2 and we love training and going to the park/on walks everyday. I am a dental hygienist looking to take on less hours and looking to take on more hours to help ones that need an extra hand to make sure their baby/babies are taken care of :) I live in an apartment but my high energy dog gets the exercise she needs by going on walks and to the park everyday. I would take excellent care of your dog

About: I have experience pet sitting all kinds of animals. Cats, dogs, goats, cows, horses, the list goes on and on. I have four cats of my own but currently do not have any dogs. I currently work full time but I have a very flexible schedule in West Des Moines. Evenings and weekends are very flexible for me as well. I am a very calm person and animals tend to trust me very quickly. Treating my clients home and animal with respect is my top priority.

About: Are you looking for a more personal dog sitting experience rather than kennel? I will keep to your dog's routine with feeding schedules and outside breaks. I have two of my own spoiled dogs and a well behaved 12 year old son. We live in a few acres with a large privacy fenced backyard with plenty of room to play! I can give your pet lots of love and attention, and outside play time! I work at a local vet clinic taking care of many different animals with a variety of needs (including medication). I am very easy to contact, if necessary. I have references available upon request! I can't wait to meet you and your fur family- always open to meet and greets but up to your comfort level :) I prefer a weeks notice to adjust scheduling. Your dog must be dog and cat friendly. Outside breaks are offered in the morning, afternoon, early evening and evening. Breaks are typically 15-20 minutes or more but also dependent on weather. Feeding schedule can be 1-3 times a day. I have a six foot privacy fence and latched gates. All doors are locked when I'm away from home and at night. We're in the country away from any busy roads.
Loving house sitters in your neighborhood
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1. Allison G.

“We left for a full week. I was really nervous to leave my 2 dogs and cat with a “stranger” but Allison provided us with a visit before our trip to make sure that we felt comfortable with her as well as the puppies. The day we left she show up on time as scheduled and she make me feel really good before we left assuring me that everything will be okay. Every day she send me pictures of my puppies and she gave me constant updates. My dogs absolutely love her, and even the cat that really doesn’t like anybody, warm up to her. If you are looking on someone reliable and loving to take care of your best friends I should absolutely recommend Allison.”


2. Yasmin M.

“Yasmin is amazing! We are from out of town and needed care for our two dogs while we attended a family wedding. Yasmin patiently stayed for 8 hours at our rental walking, feeding, playing, and babying our fur babies. Our Sr. Lab has a multitude of phobias and can be challenging but Yasmin was patient and kind. All while dealing with our 1 year old Mini Aussi. I can’t wait to visit again and have her back. She is a life saver!”


3. Mackenzie W.

“Anthony and Mackenzie took great care of our three dogs. Pictures and videos daily. It was nice to know they were in Great care. We were able to enjoy our time away.”


4. Jessica D.

“Jessica was great! We were out of town 4 nights, and then our flight got delayed and she was able to adjust her schedule to stay a 5th night to take care of our dog. She sent photos and updates at least twice a day and I felt better knowing I had someone here at our house to care for our dog (instead of boarding him). Our dog has some anxiety and allergy issues and she took care of all his meds and gave him lots of love and cuddles. She also washed all the bedding, towels and took the trash out (which she didn't need to do but did it anyhow). Highly recommend! Thanks again, Jessica.”


5. Mikayla B.

“Mikayla was great!! We were able to book with her on short notice. She sent photos with an update everyday and is always quick to respond. Our pups seemed very relaxed and content with her. Would highly recommend Mikayla & will definitely be reaching out to her again in the future!”


6. Kara P.

“Kara was very prompt, caring and dependable when taking care of our older cat & energetic puppy. We were happy to receive pics & texts of our pets through the day. Would highly recommend Kara.”


7. Deborah N.

“Deborah was great! And our Golden Retriever Frankie loved her. She took great care of him, and our house, while we were gone. We'll definitely reach out to her again when we need great care for Frankie!”


8. Lisa D.

“Lisa is super sweet and was very diligent about sending pics of my sweet babies! I know my dogs (especially one in particular) can be kind of a shy guy and she was able to coax him out and by the end of the stay he was sitting in close proximity to her. I’d definitely recommend Lisa and will be using her again!”


9. Dominique S.

“Very communicative and did a great job watching our dog. Was so nice having someone who could keep him happy at home while also watching our house. Highly recommend!”


10. Skye B.
“Skye was incredible house sitting our 2 pups for 4 nights and 5 days. She maintained communication and sent frequent photos. She made time to come socialize with our dogs during a short visit prior, so that she could get to know them as much as possible. Unfortunately, one of our pups got an upset tummy while we were away and had some accidents in the house. She was so gracious and kind in cleaning it all up, and went the extra mile in giving our dog a probiotic (we had some in the house), and cooking her chicken and rice to help, upon our request. 10/10 will book with Skye again. Thanks Skye for taking great care of our fur children! <3”


11. Elizabeth V.


“Elizabeth is amazing with both our dog Tippet and cat Calvin. She went above and beyond to show them love and make sure they were well cared and exercised while we were away! We enjoyed the pictures she sent us throughout the weekend as well. Tippet can be shy around new people and that was not the case with Elizabeth he warmed right up to her, and was a happy boy when we returned. We will happily have her back to watch our boys and would recommend her 100%.”


12. Vicki B.
“Great with pets! She’s retired and has a lot of time (and love) to give the dogs/cats. Very flexible and easy to work with! No lack of extra spoiling, that’s for sure! Would highly recommend!!”


13. Grace S.

“Grace stayed for 2 nights at our place with our dogs. She sent beautiful pictures of them, played with them, and stayed with them! In the morning before she left she even put our bedsheets in the washer for us ❤️ such a sweet and kind girl! Highly recommend!”


14. Kadence B.
“Kadence is fantastic with cats and dogs! Our animals get lots of walks, fetch and love while we are away. They all manage to find a place on her lap at the same time for extra belly rubs. When her car pulls in our driveway, tails are wagging and our dogs jump with excitement until she walks in the door! She is fantastic.”


15. Kylie K.
“We have used Kylie to watch our English Bulldog for many years. Kylie is very attentive to his needs. We have had her give him eye medications and oral medications. Kylie has also been responsible for getting him outside for bathroom breaks and feeding him his food. Kylie can give very good cuddles and shoulder rubs when he needs them. We still use her when we need her. She is great.”


16. Ben J.
About: I love caring for all types of pets. I am dependable and would love to meet your special friend and help with care however needed. Someone is always taking care of animals and your pet will get loads of attention. We have great routine with plenty of play time and activity. We have a fenced in big playyard that is split into several sections with almost our entire property is dedicated to animals and we know how to care for them.


17. Timothy G.
“Tim is the absolute best! Our puppy, Posie, adores him and loves every second she gets to spend with Tim. I never worry while we're away, because I know she is having a great time going on lots of walks, receiving tons of snuggles, and having a blast playing and going on adventures with Tim. I am so lucky to have someone like Tim to care for our dog while we're gone.”


18. Emma T.
“Emma T. has watched my dog a handful of times and every time my dog came back to me there was nothing wrong with my dog. I will let Emma take my dog whenever i need because of how well she treats and cares for my dog.”


19. Anna P.
About: I have experience pet sitting all kinds of animals. Cats, dogs, goats, cows, horses, the list goes on and on. I have four cats of my own but currently do not have any dogs. I currently work full time but I have a very flexible schedule in West Des Moines. Evenings and weekends are very flexible for me as well. I am a very calm person and animals tend to trust me very quickly. Treating my clients home and animal with respect is my top priority.


20. Kristin B.
About: Are you looking for a more personal dog sitting experience rather than kennel? I will keep to your dog's routine with feeding schedules and outside breaks. I have two of my own spoiled dogs and a well behaved 12 year old son. We live in a few acres with a large privacy fenced backyard with plenty of room to play! I can give your pet lots of love and attention, and outside play time! I work at a local vet clinic taking care of many different animals with a variety of needs (including medication). I am very easy to contact, if necessary. I have references available upon request! I can't wait to meet you and your fur family- always open to meet and greets but up to your comfort level :) I prefer a weeks notice to adjust scheduling. Your dog must be dog and cat friendly. Outside breaks are offered in the morning, afternoon, early evening and evening. Breaks are typically 15-20 minutes or more but also dependent on weather. Feeding schedule can be 1-3 times a day. I have a six foot privacy fence and latched gates. All doors are locked when I'm away from home and at night. We're in the country away from any busy roads.
Over 5 pet parents in Winterset have booked house sitting
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets2. 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 away3. 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 Winterset is $45
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 Winterset 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 Winterset on Rover as of Jun 2025 was about $45 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 2025, there are 242 house sitters in Winterset. 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 Winterset house sitters respond in under an hour.
House sitters in Winterset 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 Winterset.
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. Winterset 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.
