Dog Boarding Winterset
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 67 pet parents in Winterset have booked dog boarding
Winterset, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“As always, Deborah is Awesome! I can tell Harley loves being with her. He's perfectly at home. I don't know what I would do without her! Thanks for another great stay, Deborah♡♡♡♡♡”
“Everything went great! Drop off and pick up were super easy. She sent updates and pics over the weekend so I knew he was safe and happy. We highly recommend Holly and will definitely be using her again for our little fuzzball”
“Incredible stay for our boy! Thanks for helping us out of a jam when we were in town. Samantha was easy to reach and kept us updated with photos of Cooper throughout his overnight. Excellent rating. 5 stars is not enough.”
“Becky took care of Silky very well and took him for walks and updated regularly regarding how he was doing. She also picked him up and dropped him off which was very convenient especially with the bad weather with snow at the time.”
“Melanie was amazing with my 2 dogs! She updated me everyday with pictures and their day in her home. My dogs seemed VERY happy and relaxed. I definitely will be booking her again when my job calls me to be out of state. It's such a relief to know that your precious kids are in good hands!”
“This was our first time using Rover and Ivana did a fabulous job, truly going above and beyond our expectations! We felt that she treated our dog like family, exactly as we would treat her. We got daily updates/videos and in every one, our dog looked like she was having the most amazing time! We couldn’t have asked for a better experience!”
“Jessica did an excellent job with little B and he came home happy and healthy. He can’t settle down without his dog bed, so we were glad we could leave it with him. We also brought his food and water bowl. Jessica was professional, competent, and caring. Five star rating, for sure! We will definitely use her again.”
“Erin & Chris are great & took care of our doodles like they were their own. Tons of pictures all weekend to keep us updated! Will definitely be using them again in the future!”
“My dogs were so relaxed when we came to get them after 6 days. Laurie sent pictures to keep us updated on how they were doing. This helped us enjoy our time away from them. She was so kind. I would highly recommend her!”
“Thankyou so much , Alice took wonderful care of our dog Chesney. It was a extended stay of 10 days. She kept us updated with text and pictures.She is a loving and caring sitter.”
“I am so satisfied with the care that Kimberlee provided Jett during his stay. She sent photos of him being active, around other dogs and of him relaxing which made me more comfortable while I was away. I will definitely rebook and she will be my Go To in the Des Moines area.”
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.
“Angela and Dan were amazing. They treated Buddy like he was their own. I know he felt so safe and loved. He was tired when he came home because he had so much fun going on walks! I loved all of the pictures they sent!”
“Our yorkie-poo LOVED Cindy! She was the perfect Rover for him. She spoiled him and treated him as her own fur baby. It was nice having a Rover who focuses her attention on one dog at a time in her home, so we didn’t need to worry about how he would interact with unfamiliar dogs. We felt very confident in her care and trusted her as she is a long term resident in the community. She also sent some cute pictures of our Franklin! Thank you, Cindy! Highly recommend especially for little dogs who need extra attention. We will definitely use Cindy again. 🐕🦺”
“Christopher been nothing but amazing with our pups. He’s gone above and beyond what we expected and that’s why he will always be our go to person. He’s done an amazing job I would definitely recommend him to anyone that needs a sitter to watch over ur precious loved one”
“Cohle was excellent. She watched my male Boxer on short notice and I felt completely at ease leaving him with her and her family. She's super caring and I highly recommend her. Thanks Cohle!!!”
“I am so thrilled to have found Craig and Sally. Mitzi was the happiest I've ever seen her after an overnight with a sitter. She was si well loved and cared for. Highly recommend and Mitzi will certainly be back!”
“Our first time using Rover was with Casandra. We boarded our two pups for over a week with her. She was very flexible with pickup and drop off times, and she did an amazing job with sending updates and photos. I felt at ease knowing that our dogs were with someone who treated them like family. They looked so happy in every picture. I would highly recommend using Casandra for your pet watching needs!”
The median cost per night for dog boarding in Winterset is $40
Dog parents share their Rover experiences - Winterset
Debora, Is a very nice lady. I knew the minute we got out of the car, I found Alleys person. She left me in the wind and ran up to Debora. She was not timid and walked in like she had been there a 1K times. Debora, is very detailed, ask questions and always updates. Originally it was just a few days overnight. I definitely will e here again.
Leaving your pets can be tough, but Debora made it completely stress free. She took care of my two dogs as if they were their own, providing a caring, comfortable environment. Her experience and patience with elderly dogs is wonderful to see. Debora is such a nice, kind person. I can't recommend them enough!
Laura is AMAZING! Our Lillie has found a home away from home. Laura sent updates and pictures during the week. She even let our girl sleep with her during a thunderstorm! We plan to use Laura again and again. We are so thankful we've found a person we trust when we are away.
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 dog boarding
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
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Popular requests for dog boarding - Winterset
Select a filter and find qualifying sitters offering dog boarding.Sitters in Winterset average 13 repeat dog boarding clients
FAQs for Dog Boarding - Winterset
Frequently asked questions about Rover
The average cost for Dog Boarding in Winterset on Rover is $31.08 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Boarding 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 Dog Boarding. For more information on service fees, click here .
As of September 2026, there are 261 sitters on Rover offering Dog Boarding across Winterset. Enter your ZIP code to see which available sitters are closest to your home.
Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.
97% of Winterset sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Winterset landmarks or neighborhoods your dog is enjoying.
If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Winterset home-away-from-home, we recommend packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Winterset.
Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
You and your Winterset sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
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.
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 .
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.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
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