Doggy Day Care in Winterset
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

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Top rated Winterset doggy day care sitters

“My sometimes anxious blue heeler had never done daycare before, and Savannah and her husband were so great with him! I will definitely reach out to them again if he needs daycare in the future.”



“Corkie loved her doggy day care time playing with Bailey and Iggy in their big backyard! This was her first time away from home and it went so well! Will definitely have Sherilynn watch her again!”


“Jessica was great and Ginsburg had a lot of fun playing. Convenient location, great updates through the day from Jessica and easy to work out schedule options with my travel and variances. Jessica is a pleasure to work with”


“Scott was AMAZING!! Was my first time leaving my 5 month old puppy with someone new and he made it an extremely smooth process. He sends pictures throughout the day and Millie had an absolute blast! Highly recommend!”


“Heather has been taking care of my pup, Junie for a few weeks. Between her and her two kids, they make sure my girl is well cared for. I never worry about Junie when she is with Heather. Heather even takes her for walks of an evening and drops her off. Heather truly goes above and beyond for my girl! Highly recommend her.”


About: Dogs have always been in my life. I volunteered at Animal Lifeline for 8 years and had a dog daycare of my own for a while. Dogs are everything and I’d be honored to love on yours. I currently work full time but my day ends at 3 pm so I can be that late afternoon or evening potty break or walk. Weekends are definitely doable as well with pre-arranged time and notice. Should your dog(s) stay with me during the day, I have a fenced yard and no carpet in case of oopsies! If you request that I come to your house I am very reliable, responsible and respectful. I can guarantee a boat load of scritches and belly rubs as well as time for “business”.


About: I have had pets my entire adult life, and I know how important it is to you to find the right person to take care of them while you’re away. I am committed to taking care of your pets like they’re my own, and I’m excited to provide lots of love and fun! I work from home, and my husband is a full time dad, so we’d be happy to spend time with your pets, go for walks as a family, and see to their every need! We have pet gates throughout the home, extra kennels if needed, and a fenced in yard. We are also comfortable giving medication orally or via injection if needed.

About: Growing up on a family farm, I have had the opportunity to care for many different kinds of animals (dogs, horses, cats, chickens, goats, pigs and cows). I have taken care of family and friends dogs for the last 20 years. I have raised 5 puppies and have shown a few of them in local shows. My kids are 10 and 7 and love taking our dogs for walks, hikes and playing with them in our very large back yard. I am home all summer and my school year schedule varies so I have plenty of time to take your pup on walks and play with them. I have a large fenced back yard and 2 pups friendly pups. I have the ability to take your dog to either a paved or dirt trail for walks or runs. My dogs walk 4 to 5 miles a day but I can definitely make the walk shorter if needed. I have the ability to separate the dogs if needed. I can also crate the dogs. Our dogs love to lounge on our couches.

About: I have had a dog most of my life until recently. I grew up with a wonderful Bichon named Brody. Brody was my best friend growing up and lived to about 18 years old! My husband and I got together in 2008 and a year later we both decided we wanted to get our first dog together. His name was Tank. To keep Tank young we got him a friend in 2012, Miles. Tank and Miles were our fur babies as we didnt have children at the time. Both of our guys had their share of illnesses. Tank required allergy injections for a few years. Tank eventually was diagnosed with prostate cancer which we did chemo for 2 years with him. Miles also started to have his own health issues. He was diagnosed with Cushings early on, diagnosed with diabetes which we then were administering insulin twice a day for, and then we discovered he had a tumor in his chest. We loved and cared for these guys through it all. Doing EVERYTHING we could for both of them. Visits to ISU, Blue Pearl, multiple local clinics. We gave them the best life we could. I think just saying that I love animals isnt enough. They are family to me and mean so much more. I care for all animals as they are my own. My husband and I provided intense care for our guys until it was time to say goodbye for now. I miss our guys. I would love to help care for others fur babies as I would treat them as my own, giving them the best care possible and the love they deserve. I currently work remote full time from my home and have decent flexibility in my daily work schedule to meet the needs of my clients. I have a fenced in yard. No other animals at this time. We do have a 4 year old child who is great with animals and always has been. Dog park nearby. Walking paths nearby/great neighborhood for walking outside.

“I loved all the pictures of Rex throughout the day. They really made me feel that Rex was being well cared for. I loved seeing that he was able to relax in his surroundings and hang out with friends.”


“Jill & her family are awesome!! They treated Benji as if he was their own! We are nervous dog parents sending our pooch to just anyone, Jill eased our minds with a lovely meet & greet, updates throughout the day and filled us in on how Benji was at pick up time :) Would definitely recommend Jill!”


About: I’m very attentive to details and love all fur babies. I believe in keeping animals on regular schedules for feeding and exercise. Your dog will be well loved and cared for at my house! I live on a farm with equines, so my schedule is built around their feeding and exercise, which means that I’m home most of the time. My dog (and yours) is inside the house, except when outside in the fenced area or on a leash while on a walk around our property each evening. Millie is our very active senior dog who is less than 20 pounds. She lost her older buddy a few years ago and would love a friend to hang out with. We have a very large fenced yard for them to play in, but they will be inside unless they want to play outside.
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Savannah H.Star Sitter

“My sometimes anxious blue heeler had never done daycare before, and Savannah and her husband were so great with him! I will definitely reach out to them again if he needs daycare in the future.”




Sherilynn G.
Star Sitter


“Corkie loved her doggy day care time playing with Bailey and Iggy in their big backyard! This was her first time away from home and it went so well! Will definitely have Sherilynn watch her again!”


Jessica S.Star Sitter

“Jessica was great and Ginsburg had a lot of fun playing. Convenient location, great updates through the day from Jessica and easy to work out schedule options with my travel and variances. Jessica is a pleasure to work with”


Scott S.

“Scott was AMAZING!! Was my first time leaving my 5 month old puppy with someone new and he made it an extremely smooth process. He sends pictures throughout the day and Millie had an absolute blast! Highly recommend!”


Melanie R.Star Sitter

“Melanie has been amazing with my senior dog. He was in need of companionship and they are very attentive with him. I love the photos of his day❤️”


Heather W.

“Heather has been taking care of my pup, Junie for a few weeks. Between her and her two kids, they make sure my girl is well cared for. I never worry about Junie when she is with Heather. Heather even takes her for walks of an evening and drops her off. Heather truly goes above and beyond for my girl! Highly recommend her.”


Samantha W.Star Sitter

“Samantha was great! I’ll definitely be back. My pup was good and tired when he got home and I could tell he had a blast with the photo updates.”


Samantha D.
Star Sitter


“Samantha was amazing and has a lot of experience. She cared for my boy as if he was her own. I definitely found a person who I can trust Fluffy with.”


Nancy F.
“I have trusted Nancy with my two pets often. They LOVE her. She delights in their personalities and cares for them like they are her own. She is responsible, has amazing time-management skills and is just an overall lovely person.”


Priscila M.

“Clean home, friendly, took our dog to the dog park and sent pics throughout the day!”


Emma D.

“Emma was very nice and took great care of my two dogs. I would recommend her to other others!”




Hayley & Zach K.
“Hayley looked after my two cats while I was away, and I was very pleased with the care she provided. She was reliable, respectful of my home, and clearly experienced with cats. Both of mine can be a bit shy around new people, but they warmed up to her quickly, which says a lot. She kept everything tidy, followed feeding instructions carefully, and even took the time to play with them and send me a few updates. It was reassuring to know they were in good hands. I’d definitely recommend Hayley to anyone looking for a dependable and thoughtful cat sitter.”


Becky D.
About: Growing up on a family farm, I have had the opportunity to care for many different kinds of animals (dogs, horses, cats, chickens, goats, pigs and cows). I have taken care of family and friends dogs for the last 20 years. I have raised 5 puppies and have shown a few of them in local shows. My kids are 10 and 7 and love taking our dogs for walks, hikes and playing with them in our very large back yard. I am home all summer and my school year schedule varies so I have plenty of time to take your pup on walks and play with them. I have a large fenced back yard and 2 pups friendly pups. I have the ability to take your dog to either a paved or dirt trail for walks or runs. My dogs walk 4 to 5 miles a day but I can definitely make the walk shorter if needed. I have the ability to separate the dogs if needed. I can also crate the dogs. Our dogs love to lounge on our couches.


Abigail J.Star Sitter
“Abigail is amazing! She goes above and beyond for my dogs! She is an excellent communicator and trustworthy! I love knowing my dogs are being well taken care of with Abigail! Always on time! Highly recommended!”


Kaley W.

“Kaley was amazing and took good care of Axel!! She sent me lots of updates and pictures throughout the day which made me feel better since this was my first Rover experience! :)”


Ben J.Star Sitter

“I loved all the pictures of Rex throughout the day. They really made me feel that Rex was being well cared for. I loved seeing that he was able to relax in his surroundings and hang out with friends.”


Lucinda W.Star Sitter

“Lucinda was great with my dog, Stitch, for a day stay! She was very responsive and listened to all my concerns. I'd recommend her!”


Jill C.

“Jill & her family are awesome!! They treated Benji as if he was their own! We are nervous dog parents sending our pooch to just anyone, Jill eased our minds with a lovely meet & greet, updates throughout the day and filled us in on how Benji was at pick up time :) Would definitely recommend Jill!”


Lisa B.
“As a neighbor of Lisa, we have had her care for our cats and rabbits when we have been out of town. She has been very attentive to the animals and followed the directions we provided. She has kept us informed as to how the animals are doing when caring for them. Lisa has dogs, cats and horses of her own and treats ours just like hers.I would highly recommend Lisa as an animal caregiver.”
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1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs 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!
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.
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We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Doggy Day Care FAQs
Frequently asked questions about Rover
Sitters on Rover are free to set their rates. The median cost to hire a sitter for doggy day care in Winterset on Rover as of Aug 2025 was about $30 per day, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Aug 2025, 137 sitters provided doggy day care in Winterset. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, sitters offering doggy day care joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 85% of Winterset sitters offering doggy day care respond in under an hour.
Sitters who provide doggy day care in Winterset have an average of 14 years of experience. Sitters offering doggy day care with repeat customers have an average of 6 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Winterset.
Winterset doggy day care sitters are happy to take care of your dog while you’re at work or unavailable for the day. Book a one-time visit, or set up a regular rhythm with your favorite Winterset sitter. Drop off your dog at the sitter’s home and rest easy knowing they’ll get frequent potty breaks, plenty of playtime, and lots of love. Doggy day care is great for:
- Puppies and high-energy dogs
- Dogs with special needs, including seniors
- Pet parents who work long hours
- Dogs with separation anxiety
There are 137 sitters offering doggy day care in Winterset on Rover, so you’re sure to find the perfect match for your dog! In Winterset, 100% of sitters offer daily exercise, 94% offer medication administration, and 81% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect doggy day care sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your doggy day care sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your 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 doggy day care 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 doggy day care service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
