Dog Boarding Winterset
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 68 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.
“My cat Cindy is flourishing under Debora's loving care, and Cindy was already doing very well. She is being exposed to new situations at Debora's house and is thriving. It is wonderful to see her so comfortable in Debora's home.”
“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.”
“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!”
“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.🥰”
“They were so sweet! They provided lots of pictures and updates, and our dog had a great time. I also appreciated the responsiveness and last-minute booking. We would definitely use them 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!!!”
“Was our first time leaving our dog with someone else for overnight so high anxiety for us parents. Cliff was able to make our separation easier as our dog felt at home after out meet and greet. Perfect place for our dog!”
“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.”
“Kevin was incredibly responsive in scheduling a somewhat last-minute booking, shared photos of Monte throughout his stay and provided consistent updates, and treated Monte like his own. Will absolutrly be using Kevin again and would highly recommend him.”
“We came to Iowa for a wedding. Cory took good care of our 2 senior dogs (labs). One has separation anxiety that he was able to comfort and the other took a nap on his bed. He walked and fed them.”
“Alok is a gem! He took our pup on short notice and was so good with Merlin. He has a clean house with lots of toys. He has a large fenced in yard and sends pictures and videos daily. I 100% recommend Alok!”
“This was our first time away from Stanley for more than a few days. Stanley seemed happy while we were gone and we felt better knowing he was well taken care of! He really likes Christy and Erkam!”
“Lana was the first sitter i’ve ever used on Rover, and it was the first time I ever left my dog. She was absolutely amazing! I got photos and daily updates on what my dog was up to. It was very clear that my dog was in good hands- and got so much love I wasn’t sure she’d even want to come home!”
“Morgan took amazing care of our senior dog Riley! He was so comfortable with her and she did amazing sharing pictures with us while we were away. Definitely recommend her!”
“Tamara and her family were great with Otis - he seemed to really enjoy his time there. Tamara was also flexible, agreeing to watch Otis an extra day. We will not hesitate to book Tamara again.”
About: I have always had a dog in the house growing up. I have two dogs myself and love them like they are my own kids. I’ve had experience with special needs dogs that can’t be around other dogs as well. I’m a stay at home mom so I’m home all day and almost always available. I can take your dog potty as much as necessary and provide special care if instructed. Furthermore, I can stay with them all day and provide love, attention, and lots of treats! I can also help reinforce good behaviors if you’d like! I have two friendly dogs that are great with kids and other dogs. They are well behaved and can safely socialize with your fur baby. Your fur baby would be loved like they’re family!
“Pam is awesome! She loves dogs and is so caring and personable. She took great care of our puppy, as we traveled for the first time after getting her. She was super communicative and goes out of her way to make sure all is perfect for the stay of our furry family member (including toys/playtime, walks and photos). I highly recommend Pam to anyone needing a dog sitter.”
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.
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 14 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 November 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 November 2026, there are 265 sitters on Rover offering Dog Boarding across Winterset. Enter your ZIP code to see which available sitters are closest to your home.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
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.
Yes, you can find sitters who have experience with handling special pet needs in Winterset. On Rover:
- 92% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 96% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
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.
Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.
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