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.
“Deb took great care of Oscar while I was away. He was recovering from a knee surgery, on medication and I was very nervous using a new pet sitter. She put my mind at ease and was very inventive and found ways to let him quietly play and stay entertained.”
“Another great stay for our pup with Holly! We are so grateful to Holly for accommodating a last minute stay that our dog clearly loved. Excellent communication and care.”
“Rizzo enjoyed yet another stay with Samantha & Matt. There is clearly no shortage of fun & activity during her stays. Thanks so much for taking such great care of her!”
“Absolutely recommend. She kept us updated on our babies and was always quick to answer when I checked on them. She sent pics of the girls at dogpark and took many pics during the girls visit. She was absolutely amazing!”
“My wife and I left the country for about 10 days and were worried because we have never left our dog with strangers or in a kennel because he is older and adopted. He has a weird routine and glaucoma so he needed a little extra care but they handled him perfectly and he fit right into their routine. Melanie and her family saved us 100%! They constantly sent us pics and updates on him which made us feel better. They took care of him as if he was part of their family and we greatly appreciate it. 10/10!”
“Jessica was great with our pups. She made sure Chopper got his medicine every day and they had so much fun playing with the other dogs that were there. Jessica was also super friendly and sent pictures and videos regularly”
“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.”
“Evan took our dogs in fairly last minute for a two night stay. They seemed happy and well, and he was very responsive through messaging. I would definitely use his services again. Thanks!”
“Awesome Awesome Awesome 5 ⭐ If I could give more I would 😊 They did amazing...very attentive... understanding, they sent videos and pictures, communicated with us on how he was doing morning and night...Kimberlee and Mitchell understood the assignment...We had a problem with a previous Rover sitter and we really wasn't sure if we wanted to do this again but I'm glad we did because they were Awesome...We will definitely book with them in the future and if you have a fur baby and he is needy/separation anxiety go with them...there were other dogs around to help put his mind at ease (I didn't get any bad reviews) Again 5 ⭐ Don't hesitate 😊”
“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.”
“Lara and Cary are wonderful people and we feel totally comfortable leaving our 13 year old German Shepherd in their care. Our dog likes staying with them and is calm and does very well when she stays in their lovely home. Highly recommend Lara and Cary.”
“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.🥰”
“My Lola had a blast staying with Lisa! She sent many pictures and updates during her stay and was very responsive. Plenty of toys and comfy places for a pup to enjoy in the household and a safe fenced in yard. Would definitely recommend!”
“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!!!”
“Erin and Chris did an excellent job with our energetic little guy! They provided him with exceptional care and love. They went above and beyond to send us pictures through this stay, also! We would highly recommend them!”
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.
“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.”
“Alice was amazing! I was so nervous about leaving my dog with someone I did not know but she put me at ease as soon as we met. It was readily apparent that she has a lot of experience with dogs, and the safety and well-being of those in her care is her primary concern. She sent daily photos, videos and updates while I was gone. And it was obvious that Lucky enjoyed himself while he was there. Alice is a kind-hearted and responsible caregiver. She is at the top of my call list for future needs. Thanks Alice!”
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
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 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.
Connect anywhere with the Rover app
