Doggy Day Care Winterset
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.
Over 3 pet parents in Winterset have booked doggy day care
Winterset, Find top rated doggy day care
Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Deborah is awesome! She loves my Harley as much as I do, and takes super great care of him. I have used her for about a year and 1/2, maybe longer. She almost always can take him at the last minute, which is perfect for me because I'm not very organized, lol. Thank you Deborah!🤩🥰”
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 13 and 10 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.
“Ivana did an amazing job! She treated our puppies like they were family, and they looked forward to going to her place every day. We will definitely have our pups stay with Ivana again.”
“This was our first Rover booking for a day of daycare. Our sheepadoodle was pretty anxious when we arrived. Scott did a good job of putting her at ease. His dog Brinley is gentle and did her part in making our dog less nervous too. It wasn’t long after we left that we got a video of her playing with 3 other dogs. That was very reassuring. We chose Scott because we liked that he and Jess were full time dedicated to the care of dogs. We liked that there would be other dogs there because we felt being busy with playmates would be a positive. It’s clear that Scott is serious about providing great care to dogs and it appears he has earned many loyal customers. I don’t think anyone should have any qualms about giving them a try! I am glad we did!”
“Melanie and family were so friendly that my dogs—a 4- and a 12- year-old Havanese—relaxed immediately. Melanie met us in the yard and the dogs trotted away with her without looking back. The dogs were with her for 6 hours and she sent multiple photos and status updates. We would definitely ask Melanie to watch our dogs again!”
“Hazel looked like she had a great time and passed out immediately after she got home! Your updated with pictures and videos of their day. And the pick up/drop off is a life saver. 10/10 recommend Tanya for daycare for your pup, the service did not disappoint! :)”
“We needed someone on very short notice and these guys took Tucker in and immediately made him feel comfortable. They kept us updated and provided photos. He seemed to have had the best time!”
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.
“Megan had a great time at Jessica’s. It was Megan’s first daycare experience and she didn’t even hesitate going in. Megan came home exhausted, which made for a nice relaxing evening. We will definitely be booking with Jessica again.”
“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!”
“Heather was amazing! She took on our 10-week-old puppy, Jack, for the day/evening. It was his first time with a sitter, and she was wonderful and put us at ease about leaving our pup for the first time. Would highly recommend her to anyone. We hope she will have us back sometime.”
“Sarah was fabulous. We had another Rover set up, but they had to cancel, so with short notice, Sarah was able to take care of your two little dogs. Her communication from booking and throughout the stay was wonderful and she was flexible with times, which was very appreciated. Our miniature poodles are a little shy with small children, but they did not mind running around the very spacious house with her two little boys. We highly recommend Sarah to take care of your dogs.”
The median cost per day for doggy day care in Winterset is $30
Dog parents share their Rover experiences - Winterset
Debora was kind and willing to care for our highly active puppy. She was great at communication and left us detailed notes of Ember's stay. We feel Ember was well cared for at her home. We decided she was not the best fit for us because of how active our puppy is, but we recommend Debora for a less active dog.
This is probably our sixth timing having Debora watch our two little dogs and we love her!! Our dogs are so loved and taken care of when they go to Debora’s and sometimes they don’t even want to leave! She really is so great at taking care of your pets, highly recommend!!
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.
Meet local sitters who will treat your dogs like family
1. Search
Browse profiles of sitters near you who offer doggy day care
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Winterset sitters!Sitters in Winterset average 5 repeat doggy day care clients
FAQs for Doggy Day Care - Winterset
Frequently asked questions about Rover
The average cost for Doggy Day Care in Winterset on Rover is $26.09 per day (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Doggy Day Care easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Doggy Day Care. For more information on service fees, click here .
As of July 2026, there are 197 sitters on Rover offering Doggy Day Care across Winterset. Enter your ZIP code to see which available sitters are closest to your home.
Sitters on Rover can offer flexible scheduling, so you can coordinate times that work best for you and your pet—whether that’s early drop-off or later pick-up to match your Winterset commute.
If your schedule changes, it’s best to let your sitter know through the app as early as possible. Many sitters can adjust pick-up and drop-off times when needed.
Think of doggy day care as your dog’s fun, supervised play date that happens to fit into your workday. Day care through Rover takes place in a real home. This offers a calmer and more personalized environment for your pup.
A typical day can include companionship, one-on-one attention, and same day pick-up and drop-off. Many sitters can also offer structured routines and exercise throughout the day. For recurring, weekly day care, sitters will include photo updates so you can see your dog in their element.
Here are tips for finding the ideal day care fit for your dog:
- For some small dogs: In-home day care can be the perfect fit. Look for sitters whose "can host" section only lists dogs weighing 0–7 kilograms and/or 7–18 kilograms. During your Meet & Greet, ask about play areas based on dog size and energy level.
- For high-energy dogs: The ideal doggy day care can offer scheduled breaks and outdoor spaces or activities. You can also find sitters who host multiple dogs to satisfy your pup’s socializing needs.
- For dogs who prefer human-only companionship: Use the filters "Doesn't own a dog" and "Only accepts one pet at a time" to find the right care.
Play groups can be an option when you book with a day care sitter through Rover. Many sitters do host a small number of dogs at the same time. Smaller dog packs are generally safer, more fun, and ideal for dogs who enjoy playtime but also want to relax throughout the day. When looking for your dog’s pack, check the sitter’s profile to see if they "Accept multiple clients" or have their own dogs. Then during the Meet & Greet, you can see whether your dog is a good fit for their social circle!
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in IA ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Yes, Rover is well-suited for finding sitters who can care for your pet within 24 hours. With 197 sitters in Winterset, 80% respond to messages in under an hour.
You can message multiple sitters simultaneously to find the fastest available match. If you need care today or tomorrow, you can look for sitters with a "calendar last updated" notice on their profiles.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
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