Dog Boarding Winterset
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 66 pet parents in Winterset have booked dog boarding
Winterset, Find top rated dog boarding
“Having peace of mind that Zoee is content and well cared for is super important to me. Debora provided excellent care, and a calm vacation spot for our little mini-yorkie while we were out of state. Highly recommend :)”
“Holly and family were amazing. They boarded our two dogs for 12 days without any issues. Holly sent updates and photos every day and our dogs loved staying with her. We hope to do business with Holly every time we need a sitter!”
“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!”
“Melanie was amazing with our dog Jack. She was available in a short period of time and so communicative. Her daughters were also great with him. He seemed so happy and loved his stay! Would stay again!”
“We left our pup for the very first time ever and Sam was awesome! She kept us informed with photos and updates throughout his stay! He seemed to love being there and had a blast running around with the others pups! We will for sure book with Sam again !”
“Cynthia took great care of our dog! She was kind, responsive and great to work with. We knew it would be tricky to get him to eat and she gave extra attention to make sure he did. We are so grateful!”
“Tam and her partner were exactly who you'd want to leave your fur baby with, and in my case, totally saved the day with a last minute booking. They were friendly, extremely responsive and from the pictures, my picky chihuahua had a great time. Would def book again!”
“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!”
“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 and I was pleased with Jessica’s quick response time and enthusiasm to meet and care for Blanca. The process was easy and drop off went smoothly. Jessica’s dog was in a kennel when we arrived to make drop off less stressful for both dogs. The pups were introduced after we left to get their sniffing done on neutral territory (on a walk out front). We received photos and updates during our whole time away and knew Blanca was happy and safe. We would be happy to use Jessica again in the future!”
“They took great care of our pup! We loved receiving the photo updates and it was clear he was happy, comfortable, and well loved the whole time. It gave us so much peace of mind knowing he was in such good hands. We would absolutely trust them again and highly recommend them to anyone looking for someone reliable to care for their pet.”
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.
“We love Erin, Chris, and their family! They treat our dog, Bailey like their own. They are super easy to work with and I love knowing that Bailey is in a loving home while we are gone.”
“Lisa and her husband were amazing. My Bijoux had such a wonderful time with them. Lisa sent the cutest pictures of Bijoux during her stay and I enjoyed the updates that really gave me such an enormous peace of mind that my pup was not only in great hands, but she was having a fun vacation of her own! I can’t recommend Lisa enough and without a doubt I will be having Bijoux stay over again! I’m sure Bijoux will be over the moon getting to see Lisa, her husband, and their dog Mac again, who she loved playing with too!”
“Always the best! Coco and I absolutely love Alice! She is always accommodating to my schedule, has great availability, takes awesome care of my girl, and my girl adores her time with her and her dog! So lucky to have found Alice 🥰”
“Alok was really good with Karma. He kept in contact with me about everything concerning my precious baby girl. I definitely wouldn't think twice about having Karma stay with Alok again.”
“Dan and Angela did a fantastic job watching our dog while we were on vacation. They sent updates and pics which made us feel super comfortable. Great people and definitely booking with them again!!!”
About: I grew up with dogs and now have 2 cats and 1 dog of my own. Our cats are both American Shorthair and our dog is a golden retriever! I’m currently a stay at home mom and we love watching some furry friends during our days! We can let them out multiple times, go on walks, and play. Our big fenced in backyard makes for a fun time! I have two very friendly cats who warm up quickly to other animals or hide until they feel comfortable! We also have a golden retriever who loves other animals and loves to play! I live in house with a fenced in backyard!
The median cost per night for dog boarding in Winterset is $40
Dog parents share their Rover experiences - Winterset
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!
Debora gave wonderful care to our little boy (a Chihuahua) for the 9 days we were away on a trip. We received several pictures and emails from Debora while we were away, showing how he had settled in and was very comfortable with her at her house. We had a great time on our trip as well, knowing he was so well cared for with her. Thank you again, Debora!
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
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Popular requests for dog boarding - Winterset
Select a filter and find qualifying sitters offering dog boarding.Sitters in Winterset average 12 repeat dog boarding clients
FAQs for Boarding - Winterset
Frequently asked questions about Rover
The average cost for Dog Boarding in Winterset on Rover is $27.9 per night (as of August 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 August 2026, there are 258 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.
94% 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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