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

Winterset, Find top rated dog boarding
“Anne was great, Boo really seemed comfortable at her home. We know because when we picked her up she was barking at other dogs walking outside, so she must have felt right at home. Anne sent lots of photos and updates while we were gone. She seemed to genuinely care not just for Boo but for the other two dogs we saw in her care at drop off. We highly recommend Anne and will use her again.”

“Natalie is awesome! Kept me updated with pictures, and made sure my baby was happy and well cared for. I can tell Bear enjoyed his time with her and her family.”

“We couldn't have asked for a better experience for our dog. Azure gave our pup a wonderful home away from home and we will definitely trust her to take care of her again! We received pictures and updates every day and knew that Saffy was in good hands.”

“Theo loved staying with Allison & Nicholas. He’s a very social dog, and they had lots of play companions for him! Theo was taken care of very well and I will definitely use them again when I need a sitter!”

“Cassandra did a great job taking care of Banjo for two nights. Communication was excellent (photos and videos, along with messages about how he was doing), and Cassandra was willing to accommodate drop-off and pickup requests to fit my schedule for the weekend. I have always been apprehensive about boarding my dogs at a kennel if I have to go out of town for more than one night. Cassandra made Banjo feel at home and kept him in a normal, relaxed environment and routine.”

“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”

“My two little ones were right at home with Heather. She has a welcoming environment and plenty of space for pups to run and play around in. I would highly recommend Heather and will definitely be using again!”

“Wai was amazing! She took a lot of care to ask lots of questions to best accommodate our dog, sent us daily updates and photos, and far exceeded what was expected! I will be using her from now on”

“Stephanie was wonderful! So sweet and kind and loving to our pup Whitney! She had a great time, you can tell she was very well taken care of and loved! We got pictures and updates every day which was awesome too! We will definitely be using Stephanie again for our pet sitting needs!!”

“We were so pleased by the care received from Mariana and Mark. They treated our girls like their own. Huge relief when you can find a sitter that’s reliable when traveling.”

“Our boys had a blast with Jennofer and her family! They even seemed a bit disappointed to go home with us! We got wonderful daily (sometimes twice daily) updates with the best photos. Will definitely recommend and use her again!”

“I'm so glad we found Karisa and her family. We were looking for someone to take care of our dog, Trooper, while we were out of town. We boarded him with Karisa and everything was great. We received messages all week long with pictures, and we could tell Trooper had a great time. We will definitely plan on boarding Trooper with Karisa in the future.”

“Kristen is absolutely wonderful, the care and love she showed our girls was very appreciated. They were so happy at her home, we know because she sent us photos everyday. We’ll definitely be using her again in the future.”
“Great experience! A wonderful family that loved on our dogs while we were gone. We received pictures every day and put us at ease with our first Rover experience. I highly recommend!”

“Cory was very kind and made me feel so comfortable with leaving my pupper (Roko) with him. The communication was 100%, great amount of space for Roko to run off his energy and play, and just awesome understanding and care for him. I will be rebooking for the next time we have a family trip because my Roko felt so loved and comfortable and happy here.”

“Mindi's gentle spirit was a perfect fit for Ozzy. He was very happy when picked up and seemed to enjoy his walks and time with Mindi. She kept in touch by sending pictures of Ozzy and asked questions about how best to care for him. I will gladly reach out to Mindi again the next time we need someone to watch Ozzy.”

“Hannah and Haley did a great job with my baby! A perfect fit for Jamie's separation anxiety, since he was never home alone, and he came home a very tired baby after playing with Hannah's dogs all weekend. He didn't seem to want to leave!”

“Melissa took great care of our two dogs while we were out of town for the weekend! She was easy to communicate with, flexible with drop off and pick up times, and sent update pictures every day. They had a great stay!”

The median cost per night for dog boarding in Winterset is $37
Dog parents share their Rover experiences - Winterset
Cassandra did a great job taking care of Banjo for two nights. Communication was excellent (photos and videos, along with messages about how he was doing), and Cassandra was willing to accommodate drop-off and pickup requests to fit my schedule for the weekend. I have always been apprehensive about boarding my dogs at a kennel if I have to go out of town for more than one night. Cassandra made Banjo feel at home and kept him in a normal, relaxed environment and routine.

I had a great experience with this dog sitter. He was very kind and accommodating, especially since my booking was very last minute. He still made the time to come get and take care of my dog, which I really appreciated. He also sent me pictures while she was with him, which reassured me that she was safe and doing well. This was my first time being away from my dog, so I was a little nervous, but he made the experience much easier and more comfortable for me. It was such a relief to know she was safe and even having fun. Overall, the service was excellent and I would definitely recommend him to anyone looking for someone trustworthy and caring to watch their pet.

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?
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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

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