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.
“I boarded my little pomeranian with Deborah for a long weekend. She was great! She sent me a picture and messages every day of what Harley was doing. She is so friendly and we hit it off right away. I will definitely use her again for Harley.”
“Holly was so kind it was first time i left my dogs she sent pics and let me know how they were. They seemd to love it there. I would recommend her to anyone needs a dog sitter”
“Sam watched our dog Zara for a week and was great with her! She communicates great and sends lots of pictures. She also hit her good exercise throughout. Would definitely recommend her”
“Laura provided great care for my pup for a couple of days while we were traveling--doing boring people stuff--in her area; we received a happy (and tired) pooch at the conclusion of her stay. Would definitely book again!”
“We recently boarded our dog with Melanie and it was a great experience. Melanie and her family were so nice to work with and did a great with Maya. We liked getting updates and pictures while she stayed there. Highly recommended.”
“Heidi had a wonderful experience at Cindy's house. Cindy kept her comfortable and occupied during that heat in early September. Cindy is a very nice person and we hope to use her again as a sitter.”
“Thank you for taking good care of GiGi! I appreciated the daily updates with pictures and videos as well as your quick response to my messages! First time using Rover and it was a great experience!”
“Kimberlee provided an amazing home for my Oakley to stay at! She took such great care of my dog and made the whole experience stress-free. I could tell Oakley was happy, comfortable, and well loved while I was away. Kimberlee kept me updated and went above and beyond to make sure everything went smoothly. I would 100% trust her again and highly recommend her to anyone looking for a reliable and caring Rover sitter!”
“Oscar always has a blast with Casandra. It’s wonderful knowing that when we go on vacation Oscar gets to have a vacation as well. He is always very excited to meet new friends and get pampered.”
“Lara and Cary provided Bear the home away from home that he needed while we were away. Lara sent pictures of Bear reassuring us that he was the king of the castle at yet another house. They enjoyed him and pampered him. Quite a treat for our older dog who can be a bit grumpy with his new playful younger sister, Sadie Mae.”
“Ivana treated Max like he was her family. He was happy feeling part of the team with her dogs. He was pampered and loved. I will definitely use Ivana again.. so satisfied with her care for Max.🥰”
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.
“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.”
“Lisa was a wonderful host to our two senior dogs. This was our first time using Rover and the dogs had a rough start adjusting (had multiple accidents in the home). Lisa was patient and was solution focused. She tried different methods to decrease their anxiety and provided us frequent updates on how they are doing. They definitely adapted with her help! One of our dogs is diabetic and Lisa helped us administer his medication injection as well.”
“I think my Sam had a great time with Cynthia and family…and he was so lucky that Cynthia’s daughter was there with her little dog Reggie, so he had a playmate the whole time he was there (9days). Cynthia watered her plants outside and my Sam loves to be watered also. And with the very hot weather, he enjoyed it. Will be returning!”
“Erin, Chris and family took such great care of our Sadie when we were out of state for the holiday! They welcomed her as if she was part of the family! Our girl had so much fun playing with their dog in the backyard and even a couple of other dogs that were visiting at the same time. We appreciate all the love they provided and we will without question be back again soon! 😍”
“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!!!”
“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.”
“I feel thankful that I found Alice. Perfect location, she talked with me for a bit to answer my questions and discuss anything her or I needed to know prior to leaving Bear with her. She checked in with me, she answered my messages when I reached out to her, and she had all Bear's things together. She also let me know how he did, and how he interacted with the other dogs she was caring for during Bear's stay. I will be using her services again!!! Thank you, Alice as I was able to focus on my tasks at hand and was at peace knowing my little boy was well cared for!”
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 of Dog Boarding in Winterset on Rover is $31 per night as of October 2026. Most bookings cost between $17 and $39 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 263 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 routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
97% of sitters in Winterset can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
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.
<b>Tip:</b> 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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