Dog Boarding Winterset
Find a loving dog sitter to watch your dog overnight at your sitter's home.

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.
“Azure did an amazing job watching our pups! They had an amazing time! Loved the updates and pictures/videos while we were away on our trip! She really cared for our dogs and they loved her - even our one that is a little hesitant of people. They always seemed to be playing and were very happy pups - they had their own vacation too!”


“Tara’s home was a large environment with plenty of backyard conducive to dog boarding. Her children took to our pups lovingly and playfully. We left them feeling comfortable about their care. Our return flight from San Diego was delayed 2+ hrs due to Extreme Heat; this made it literally impossible to make our connection home & meant an extra day before finally got home. Tara adjusted to that no problem, adding another night’s charges while we waited for them to get home from their son’s ballgame. We recvd one photo from Tara while gone and a couple brief “they are doing fine” without details we would like to have heard more. We gave her a full additional day’s charges in cash as a tip when we picked our pups up. We can recommend her to others and would utilize her again as needed.”

“Hannah was amazing . Valarie was very calm coming home and not anxious at all . She responded amazingly with text and pictures . She was flexible with our schedule and just a great first experience with a dog sitter overall.”


“Couldn’t be happier with Bre’s first-time care for our pooch, Pepper! She was responsive with frequent reports and cute pics and conscientious with routines, flexible and easy to communicate with. A “match made in heaven” and we wouldn’t hesitate to rebook with Bre❣️”

“Stephanie cared for Paw Paw and Pepper as her own family members. Prompt response. Ample updates. Dogs came back to US very relaxed and well taken care of. Definitely recommend.”

“April was very gracious to accept a last minute booking for Kayla. She had a great time with April and her kids whom took wonderful care of her. She is a happy and tired girl! I will definitely utilize April and her family’s services again. Thank you so much!”
“Alicia and her husband were excellent dog sitters. We felt very comfortable leaving our dogs with them. They updated us daily with pictures. The dogs looked happy staying there. This was the first time leaving them and the first time we met them at a meet and greet we knew they were the ones to watch our doggies. We will definitely use them again. Thank you so much Alicia for taking wonderful care of our doggies! We appreciate you both! You both are very kind!”

“Mar Mar was amazing! I was out of town for 10 days for a business trip and they took amazing care of my cat George. I was worried about leaving him while I left but Mar Mar did such a fantastic job of giving me updates and pictures of my baby to help put my mind at ease. I highly recommend anyone that needs to have their pet looked after come to Mar Mar. Extremely knowledgeable, kind, and an obvious love for animals. Thank you so much Mar Mar!”

“Agnatha was great with my dogs! They warmed up to her really quickly and had a wonderful time with her. She sent me many pictures to show how they were doing and was communicative about what they were doing and how they were eating and such. I will definitely be a repeat customer! Thank you, Agnatha!!”

“Lyndsey took great care of our dog while we were away. She has a great property that she took our dog on many walks on along with a fenced in back yard where our dog could play freely. Our dog came home a worn out pup! Lyndsey also texted daily with updates and pictures. It was the first time we used Rover, and she made it a great experience. We will rebook with her in the future!”

“Joscelyn is extremely kind and caring sitter. We got regular updates and pictures. Our pups had a great time and came home happily tired 😁 We would come back again for sure! Recommend 10/10”

“Jami was a great sitter for our dog, Gizmo! He enjoyed being outside in the fenced yard and all the extra attention. My family enjoyed a week long vacation knowing he was is good hands. Jami was very accommodating and flexible with drop off/pick up times. We will definitely will be rebooking for future vacations.”

“We had a great experience with Amber. She was always quick to answer and flexible with our schedule to drop off/pick up. She kept us updated with pictures of Ginger and was very kind. Her dog Tater and Ginger had a great time together! We would definitely recommend her.”

About: Hi! I’m Alexis an avid dog lover. I have two pets of my own, and lots of experience with animals. I am pet first aid and CPR certified through Purdue university, I have 5+ years of dog training and behavior experience, and I also worked as a veterinary technician assistant for 1 year and gained valuable animal husbandry and care skills. I’d love to hangout with your pup! I run my own pet brand where I work from home so I am able to host dogs, or come visit your pup any day of the week and anytime. I can make my schedule fit with yours! I live in a good neighborhood where we can take leashed walks, or drive to a nearby park to play. I can crate dogs or let them free roam, I have two other dogs to keep your pets company or I have the ability to keep them seperate if that’s what’s needed. For in home visits I can do anything you require!

“Nancy and her husband have been by far the best dog sitters I have come across on this app. They are so sweet and accommodating. They took my pug in and treated her like one of their own. I always feel perfectly safe and at ease leaving her with them when I go out of town. They send plenty of pictures and updates and she has so much fun with them!”

The median cost per night for dog boarding in Winterset is $38
Dog parents share their Rover experiences - Winterset
She was great with my dog, super communicative, sent pics/vids, and was flexible when my plans changed. Being new to town, I was nervous leaving my dog with a stranger, but she made the whole thing smooth and my dog seemed to enjoy his time with her. Definitely would recommend!

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
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2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
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