Dog Boarding in Winterset, IA

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Top rated Winterset dog boarders

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Sitter Profile Image: Debora K.
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Debora K.
Star Sitter
from
$35
per night
5.0 out of 5 stars
30 reviews
8 repeat clients
45 years of experience
WINTERSET, IA, 50273

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 :)

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Diane H.
Sitter Profile Image: Laura B.
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Laura B.
from
$36
per night
5.0 out of 5 stars
26 reviews
9 repeat clients
30 years of experience
Winterset, IA, 50273

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!

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Carol B.
Sitter Profile Image: Holly T.
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Holly T.
Star Sitter
from
$30
per night
5.0 out of 5 stars
24 reviews
4 repeat clients
35 years of experience
Norwalk, IA, 50211

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!

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Christian F.
Sitter Profile Image: Melanie R.
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Melanie R.
Star Sitter
from
$38
per night
5.0 out of 5 stars
27 reviews
12 repeat clients
40 years of experience
West Des moines, IA, 50265

Melanie was amazing with my 2 dogs! She updated me everyday with pictures and their day in her home. My dogs seemed VERY happy and relaxed. I definitely will be booking her again when my job calls me to be out of state. It's such a relief to know that your precious kids are in good hands!

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Sarah B.
Sitter Profile Image: Samantha & Matt M.
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Samantha & Matt M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
229 reviews
107 repeat clients
25 years of experience
Waukee, IA, 50263

Samantha was a wonderful dog sitter. She provided pictures daily and always kept me updated. I would certainly use her again and highly recommend her services. Thanks again Samantha for spoiling a Fitz!

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Carol W.
Sitter Profile Image: Cynthia B.
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Cynthia B.
Star Sitter
from
$35
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
25 years of experience
West Des Moines, IA, 50265

Cynthia was so easy to work with and was flexible to do a last minute booking. They were so sweet and have a great environment for out. My pup left happy, we will definitely be back!

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Nickole B.
Sitter Profile Image: Candace D.
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Candace D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
94 reviews
41 repeat clients
15 years of experience
Waukee, IA, 50263

This was our first booking and we were nervous. Candace and her family were absolutely amazing. Drop off and pick up were convenient and flexible. Lilo seemed to absolutely love his time with them. We got updates and pics of how he was doing, this certainly put our minds at ease. We booked Candace almost immediately again for our next trip because they left us so comfortable with their care of Lilo. We are so happy we found this family to care for our guy.

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Stephanie F.
Sitter Profile Image: Kylie S.
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Kylie S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
19 reviews
7 repeat clients
20 years of experience
Norwalk, IA, 50211

Kylie and her family were phenomenal! My pup felt right at home with her 2 other dogs - who are the sweetest and well behaved. Kylie was so great and sent photos daily to show how happy and just how much she was being loved on!! Would recommend her to all for anyone needing a loving stay-cation for their dog🙂

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Kendyl S.
Sitter Profile Image: Ivana G.
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Ivana G.
Star Sitter
from
$38
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
20 years of experience
Waukee, IA, 50263

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.🥰

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Teresa H.
Sitter Profile Image: Jessica C.
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Jessica C.
Star Sitter
from
$32
per night
5.0 out of 5 stars
16 reviews
2 repeat clients
27 years of experience
Clive, IA, 50325

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.

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Kc S.
Sitter Profile Image: Becky D.
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Becky D.
from
$38
per night
4.8 out of 5 stars
16 reviews
4 repeat clients
30 years of experience
Saint Charles, IA, 50240

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.

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Premnath C.
Sitter Profile Image: Erin & Chris R.
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Erin & Chris R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
95 reviews
32 repeat clients
12 years of experience
Urbandale, IA, 50322

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.

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Lori B.
Sitter Profile Image: Tam & Alexander L.
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Tam & Alexander L.
from
$35
per night
5.0 out of 5 stars
3 reviews
1 repeat client
8 years of experience
West Des Moines, IA, 50266

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!

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Mattie A.
Sitter Profile Image: Jordana M.
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Jordana M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
13 reviews
3 repeat clients
7 years of experience
West Des Moines, IA, 50266

Jordana was amazing with my dogs. I received great communication and pictures while I was away on my trip. She provided excellent care for my dogs and showed them so much love! I just got back today and am already requesting her for my next trip! Thank you, Jordana!

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Leslie T.
Sitter Profile Image: Lisa S.
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Lisa S.
Star Sitter
from
$35
per night
5.0 out of 5 stars
67 reviews
20 repeat clients
20 years of experience
Greater South Side, Des Moines, IA, 50315

Lisa and Dennis were wonderful with our girls! We booked a last minute trip and we were so lucky to find them! They were super accommodating and sent pictures and updates about the dogs each day, which was great! We would definitely use them again!

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Elissa M.
Sitter Profile Image: Angela & Dan H.
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Angela & Dan H.
from
$40
per night
5.0 out of 5 stars
9 reviews
1 repeat client
30 years of experience
Adel, IA, 50003

Angela and Dan were amazing. They treated Buddy like he was their own. I know he felt so safe and loved. He was tired when he came home because he had so much fun going on walks! I loved all of the pictures they sent!

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Natalie H.
Sitter Profile Image: Cliff C.
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Cliff C.
Star Sitter
from
$39
per night
5.0 out of 5 stars
129 reviews
34 repeat clients
15 years of experience
Urbandale, IA, 50323

Cliff did such a great job with our dog. You can tell he really loves dogs and taking great care of them. Cliff even helped us with potty training our puppy along with buying her a gift to play with. Really cared about and cared for our dog. We so appreciate you.

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James S.
Sitter Profile Image: Lucinda W.
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Lucinda W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
43 reviews
10 repeat clients
30 years of experience
Van Meter, IA, 50261

Lucinda was able to watch our Nova girl last minute and welcomed her into her home as one of her own. Nova was very comfortable and enjoyed her stay.

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Jayde G.
Sitter Profile Image: Scott S.
Verified Background Check
Scott S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
659 reviews
310 repeat clients
20 years of experience
West Des Moines, IA, 50265

Scott took such good care of Leo. He sent daily updates and photos and I could tell Leo was having a great time. Also, when we got Leo home, he was his happy-go-lucky self vs out of sorts, which has happened in the past when we have boarded him with a kennel. We will definitely book with Scott in the future and can rest easy knowing our furry son is well cared for and happy.

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Nicki S.
Sitter Profile Image: Tanya & Jonathan P.
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Tanya & Jonathan P.
Star Sitter
from
$45
per night
5.0 out of 5 stars
249 reviews
72 repeat clients
17 years of experience
West Des Moines, IA, 50265

We had another amazing experience with the incredible care that Tanya and her family provided our dog Baxter while we were out of town. We cannot say enough good things about how she cares for our dog. Thank you once again Tanya !!!

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Robert & Mary B.
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Over 66
pet parents in Winterset have booked dog boarding

Winterset dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

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.

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Laurie L.
Boarding
5.0 out of 5 stars

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!

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Laurie M.
Boarding
5.0 out of 5 stars

Laura did a wonderful job watching my two dogs. One is nervous of people and the other is nervous of other dogs. They were totally at home when I came to pick them up. She has a nice set up for the dogs. She is very patient with too.

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Amy
Boarding
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  1. 1. Search

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  2. 2. Meet & Greet

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  3. 3. Book & Pay

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The median cost per night for dog boarding in Winterset is PLN 40

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  • Reservation protection

    It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

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Sitters in Winterset average 13
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Jun 2026, the median cost of dog boarding in Winterset is PLN 40 per night, including service fees. Boarding your dog for one week typically costs PLN 280. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Winterset dog boarding rates can be found as low as PLN 16 to as high as PLN 38 per night.

As of Jun 2026, 282 sitters provided dog boarding in Winterset. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 91% of Winterset dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Winterset have an average of 17 years of experience. Dog boarding sitters with repeat customers have an average of 13 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Winterset.

Rover makes it easy to find Winterset dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

There are 282 dog boarding sitters in Winterset on Rover, so you’re sure to find the perfect match for your dog! In Winterset, 94% of sitters offer daily exercise, 94% offer medication administration, and 91% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.