House Sitting in Winterset

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Jermaina Verified Enhanced Background CheckRover 101

student & animal lover

Des Moines, IA, 50317

House Sitting, Drop-In Visits, Dog Walking

"Jermaina was absolutely amazing!! My Boston terrier was attacked as puppy and since that he has had a fear of other dogs and people. He rarely bonds to anyon... (more)"

2. Lexie Verified Background Check

Looking to meet my new best friend!

West Des Moines, IA, 50265

House Sitting, Drop-In Visits, Dog Walking

"Lexie was wonderful! Unfortunately due to recent issues our trip was cut short so Lexie didn’t get to stay with Pepper and Ali the whole time, however she di... (more)"

3. Margaret Verified Background CheckRover 101

Active dog lover and owner!

Waukee, IA, 50263

House Sitting, Drop-In Visits, Dog Walking

"Caring and flexible! (more)"

Active and Accepting Requests (incl. from Essential Workers)
4. Anna Verified Background Check

Your dog's new bff.

Clive, IA, 50325

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"When Anna watched my dog while I was gone she made sure my dog had the time of her life and felt at home, which is hard to do because she has separation anxi... (more)"

5. Kelli Verified Background Check

I love animals of all shapes & size

Des Moines, IA, 50315

House Sitting, Drop-In Visits, Dog Walking

"Kelli was wonderful!! We had her stay with our dog for a few nights when we were on vacation. Kelli came over prior to her stay to meet us and make sure we... (more)"

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6. Steph Verified Background Check

Love caring for dogs of all sizes!

Urbandale, IA, 50322

House Sitting, Drop-In Visits, Dog Walking

"Steph has taken amazing care of our pup, Zora, over the past few years. She treats her like her own dog and Zora is in love with her! She takes Zora on fun a... (more)"

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7. Emily Verified Background Check

Pet loving home

West Des Moines, IA, 50265

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Emily has always adored animals of all kind, but it’s dogs, in particular, that find a special place in her heart. Her face lights up the moment she spots on... (more)"

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8. Victoria Verified Background Check

Animals need a play date to

South Park, Des moines, IA, 50315

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Victoria is very loving with her animals loves to keep them active and have things for them to do she has a nice size yard for when even I bring my dog over ... (more)"

9. Emma Verified Background Check

Experienced dog sitter!!

Urbandale, IA, 50323

House Sitting, Drop-In Visits, Dog Walking

"Emma was great with Zara. She took care of her for about ten days while I was away. She also sent photos to show us how Zara was doing. Considering Zara is a... (more)"

10. Claire Verified Background Check

I love my furry friends!!

West Des Moines, IA, 50266

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Claire was a true dog champion immediately welcoming Bru and she, along with her room mates, taking him in as their own. Good communication and absolutely a... (more)"

11. Allie Verified Background Check

Love to care for and play with pups

West Des Moines, IA, 50265

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Allie has always had a dog in her life. She loves her 2 dogs and has always spoiled them. I have two dogs of my own that Allie has taken care of multiple tim... (more)"

12. Dala Verified Background Check

Dog Whisperer

Van Meter, IA, 50262

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: My family has had a dog since I was 10. I currently have two chocolate labs. Dallas and Duncan. They love to make new friends and they haven’t met ... (more)

13. Kate Verified Background Check

I like dogs more than people

West Des Moines, IA, 50266

House Sitting, Drop-In Visits, Dog Walking

About: I have a dog of my own and she is going to be 6 soon. Being a dog owner myself I know that animals are our furry children and should be cared for a... (more)

14. Valeria Verified Background Check

Previous sitting exp., have a shiba

St. Charles, IA, 50240

House Sitting, Drop-In Visits, Doggy Day Care

"We have had Valeria house sit for us and our 4 dogs and cat on quite a few occasions. Not only do the dogs love having her, we feel better having someone wat... (more)"

15. Gayle Verified Background Check

Treat them like their my own! ❤️

Winterset, IA, 50273

Dog Boarding, House Sitting, Doggy Day Care

"Gayle is my neighbor and friend. She is a long-time dog owner who pampers her dogs. I would trust her to care for my dogs, coming into my home to do so. (more)"

16. Rachael Verified Background Check

I’ll keep your pet happy!

Waukee, IA, 50263

House Sitting, Drop-In Visits, Dog Walking

"Rachel has been fantastic. She sends a photo of the boys everyday and alway keeps the house in great shape! We love her! (more)"

17. Lani Verified Background Check

Regularly take care of seven dogs

Van Meter, IA, 50261

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"She is very loving with all animals and will give love and cuddles to any dog that she sees. Lani is very passionate when it comes to animals and enjoys cari... (more)"

18. Andrew Verified Background Check

I’ve never met a dog I didn’t like

West Des Moines, IA, 50266

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Andrew is a wonderful dog owner. He loves his dogs so much and takes excellent care of both of his girls. He is a wonderful dog trainer, very attentive, and ... (more)"

19. Maggie Grace Verified Background Check

Best Pet Sitter Around!!

Winterset, IA, 50273

House Sitting, Drop-In Visits, Dog Walking

"Responsible house sitter who loves dogs! (more)"

20. Natassja Verified Background Check

Dependable and Respectful Sitter

Earlham, IA, 50072

House Sitting, Drop-In Visits, Dog Walking

About: I am a student at Iowa State University majoring in Animal Ecology. I have previously watched a variety of animals over the years including; mice, ... (more)


Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog — and your home — turn to Rover for your Winterset house sitting needs. On Rover, it's easy to find a loving dog sitter in Winterset who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Winterset house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover — it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Winterset for your dog — people who'll treat him like family.