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.
“Deborah is always great. This is the third time she has watched Harley for us. And even though this was last minute, I only asked her the evening before, she was willing to take him. And he is always happy when I pick him up. Thank you so much Deborah!”
“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.”
“This was my first time using Rover & I was nervous but Melanie took fantastic care of our dog. She kept me updated, sent pictures, & Lucy, our pup, is happy as can be. I highly recommend her services.”
“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!”
“Took in our dog last minute and took great care of him. communicated often and sent photos! answered quickly whenever i reached out as well. definitely recommend and will rebook in the future!”
“Lara and Cary were so great with our dog, Nola! It was our first time leaving her after an incident at a local kennel this summer so we were worried and anxious. They sent several photos and updates and put our minds at ease. She had a nice, relaxing stay and we will definitely use them again and again!!”
“We have an incredibly shy dog. He is very leery of people and we have tended to not board him. Osvaldo and his family were AMAZING with our dog. They were petting him, he was sleeping at their feet, and they were taking him for walks in the park--something he never does well. We loved all the updates, his home was set up for taking care of dogs, and he had other dogs to play with while we were gone--something he loves. I think Osvaldo is a dog whisperer. Magic--sheer magic! Even our dog trainer couldn't get these results from him. We are forever indebted and will use him again!”
“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!!!”
“She is amazing! Got pictures and videos while on vacation. She actually cares about animals. Will definitely use her again and highly highly highly recommend using her!!!”
“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!”
About: Hi, I'm Emily! I'm not just a dog lover - I've been a dog mom to just about every size and personality. Over the years I've had a Chihuahua, Lab, Olde English Bulldog, American Staffordshire amd now we have an American Bully. I’m very comfortable with strong, energetic breeds as well as tiny lap dogs who think they run the house. We currently have an 80lb American Bully named Rosco. I particularly love the bully breeds - no judgment, just structure, play, and lots of affection. I know how to read body language for both a nervous 4lb Chihuahua and an 80lb Lab who thinks they’re a lap dog. I’ve cared for a dog who required a strict daily medication routine, so I am meticulous about timing, dosages, and watching for side effects. Pills, liquid meds, special feeding schedules - I’ve done it all and I take it seriously. My home is calm with a structured routine. My husband and I are early to bed and early to rise. I keep a clean but dog-proofed home with a predictable routine for potty breaks, walks, play, and rest. We walk in the mornings and sometimes again in the evening if the weather allows. I only book one client at a time so your pup(s) will get plenty of attention! It’s also important that your dog gets along with mine so I will schedule a meet and greet before we confirm. This helps ensure it’s a good match for everyone. I promise to send lots of updates, photos, and videos so you never worry. Your pup will be treated like family here - safe, loved, allowed on the couch and in the bed and very well cared for while you're away. I have a securely fenced yard and inside my home dogs have plenty of places to lounge, with dog beds, toys, and a quiet areas for naps. My home is non-smoking, no kids. We have one American Bully named Rosco. Rosco is neutered, two years old, about 80 lbs and loves other dogs. Rosco is a high energy dog who does best with dogs who are playful but also tolerant. Rosco also does great with smaller dogs and puppies. I am open to dogs over 40lbs but not more than 75lbs. I never leave dogs unattended without them being kenneled. I am home most of the day but utilize kennels when we’re gone for everyone’s safety. We follow a twice a day feeding schedule and I will gladly follow your instructions to the letter for feeding, crate time, and walks. I’m currently between jobs and have plenty of time for pet care. My husband works during the week and is around in the evenings and the weekends to help care for our pups. I have a fenced in yard a very friendly bulldog named Rosco to keep your pup company. I can also crate your pup if needed.
“Cory was very responsive and had great communication before and during Moose’s stay! When we picked up Moose after his stay he was happy and tired. He even got to meet new friends! Cory was easy going and handled my high energy dog well!”
“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”
“Stefanie was awesome! She agreed to meet with me and my two dogs to see how they did with her and her dog. Everything was fine and she did a great job with them. She did a great job. She sent me a few pics of my dogs chillin and they looked great. I am sure they had a great time. I would recommend Stefanie and will definitely be using her again!”
“Immediately felt comfortable leaving River in Jill's care! Love that he got lots of one on one and got to do all of his favorite "comforts of home" at Jill's home! Including hanging out on the furniture and sleeping in bed. Jill kept me updated with photos of River's stay which was a very nice bonus! Would highly recommend Jill and her family caring for your 4-legged family member!”
“Brett was great. Replied very quickly to messages. His dog was very friendly with my dog so nothing to worry about. Will definitely be bringing Lilly back in the future. Location couldn’t have been better either, very close to my home.”
“This was our first time using Rover and first time with Abagail. She was great and overall it was a seamless experience. Most importantly Tippet seemed very happy.”
About: I have dog sat for friends and family for about 20 years. All ages and sizes. I got my own dog about 2 years ago and am interested in getting another dog but would like to see if I can handle more than one. I love being outside and playing with my dog any chance I get. I would love to do the same for other dogs that need attention while their family is away. My dog is very friendly and loves other dogs. We go on daily walks and I try to take him to the dog park three times a week. He is a very active dog so that helps me stay active as well. Its important to keep them out of trouble.
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.
How to book dog boarding
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
It's that easy! All payments are processed through Rover's secured platform.
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 is $31 per night as of October 2026. Most bookings cost between $17 and $39 per night. On Rover, 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 262 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.
96% 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.
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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