Doggy Day Care in Winterset

Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

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Top rated Winterset doggy day care sitters

Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Debora K.
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Debora K.
Star Sitter
from
$20
per day
5.0 out of 5 stars
30 reviews
8 repeat clients
45 years of experience
WINTERSET, IA, 50273

Deborah is awesome! She loves my Harley as much as I do, and takes super great care of him. I have used her for about a year and 1/2, maybe longer. She almost always can take him at the last minute, which is perfect for me because I'm not very organized, lol. Thank you Deborah!🤩🥰

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Diana C.
Sitter Profile Image: Jessica S.
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Jessica S.
from
$30
per day
5.0 out of 5 stars
94 reviews
43 repeat clients
8 years of experience
Van Meter, IA, 50261

Jessica was great and Ginsburg had a lot of fun playing. Convenient location, great updates through the day from Jessica and easy to work out schedule options with my travel and variances. Jessica is a pleasure to work with

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Linda M.
Sitter Profile Image: Jordana M.
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Jordana M.
Star Sitter
from
$35
per day
5.0 out of 5 stars
11 reviews
2 repeat clients
7 years of experience
West Des Moines, IA, 50266

About: I love dedicating time to pets giving them care, love and fun time. I want to give them the comfort of a warm, attentive and loving presence. I am a stay-at-home student and among other personal activities, I am able to dedicate myself full-time to this service both weekdays and weekends, day and night. I live with my husband and my 14-year-old stepson and we are all pet lovers! Although we may all enjoy the companionship of your pet(s), you can have peace of mind that pet(s) will be cared for 100% by me! I live in an apartment building with lots of comfortable space, safe, with windows screens. There is a dog park in the premises, there are many trails around that we can walk and have fun. Our view is to a beautiful green area where many birds come around to hang out and sing.

Sitter Profile Image: Jen C.
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Jen C.
Star Sitter
from
$30
per day
5.0 out of 5 stars
248 reviews
52 repeat clients
25 years of experience
Grimes, IA, 50111

Jen was amazing!! She accepted our last minute request and was super flexible! She took great care of our senior pup with special needs. He had a great time and was happy and worn out at pick up!!

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Mary S.
Sitter Profile Image: Hayley & Zach K.
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Hayley & Zach K.
from
$30
per day
10 years of experience
Waukee, IA, 50263

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.

Sitter Profile Image: Samantha D.
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Samantha D.
from
$28
per day
5.0 out of 5 stars
569 reviews
195 repeat clients
20 years of experience
Adel, IA, 50003

Rex loves going to daycare at Samantha’s. He really cries on the days he doesn’t get to go. Samantha sends updates through the day including pictures and videos. I never have to worry when Rex is at Samantha’s. I know he is happy playing with his friends and being spoiled by Samantha.

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Michelle K.
Sitter Profile Image: Scott S.
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Scott S.
Star Sitter
from
$30
per day
5.0 out of 5 stars
658 reviews
309 repeat clients
20 years of experience
West Des Moines, IA, 50265

Scott was incredibly friendly and easy to book with. They took such great care of our husky Bolt and sent plenty of cute pictures and updates on our boy. They easily accommodated our schedule and had the cutest little pug that our husky loved. Bolt enjoyed his time and got to play and make friends with some adorable dogs, he even got a yummy treat to take home with him at the end. If you are in need of a an excellent sitter who clearly loves dogs and enjoys taking care of them, then we can’t recommend Scott enough! We will definitely be booking again!

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Thomas H.
Sitter Profile Image: Jill C.
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Jill C.
from
$40
per day
5.0 out of 5 stars
37 reviews
14 repeat clients
40 years of experience
Waukee, IA, 50263

Jill & her family are awesome!! They treated Benji as if he was their own! We are nervous dog parents sending our pooch to just anyone, Jill eased our minds with a lovely meet & greet, updates throughout the day and filled us in on how Benji was at pick up time :) Would definitely recommend Jill!

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Brett & Jessica C.
Sitter Profile Image: Osvaldo M.
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Osvaldo M.
Star Sitter
from
$37
per day
4.9 out of 5 stars
79 reviews
30 repeat clients
10 years of experience
Lower Beaver, Des Moines, IA, 50310

Osvaldo, his wife and daughter are an amazing dog family! It was seriously like going to an amusement park for our dog. They did lots of walks/runs, playing, training and sent lots of pictures. We will be going back!! I'm am so thankful to have found them for our pup. They even took the time to work with my special needs son on training our pup. They deserve 10 stars! ?

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Tonya W.
Sitter Profile Image: Tanya & Jonathan P.
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Tanya & Jonathan P.
Star Sitter
from
$30
per day
5.0 out of 5 stars
249 reviews
72 repeat clients
17 years of experience
West Des Moines, IA, 50265

Zero, my Whippet puppy, has severe separation anxiety and refuses to be alone (even in rooms). I am SO thankful to have found Tanya. She has amazing reviews and repeat clients for a reason! From our meet-and-greet, I could already tell that she had a strong passion for animals. Today was the first time leaving Zero with Tanya, and she was AMAZING from pick-up to drop-off. She took so many wonderful photos of Zero and went above and beyond to treat him as if he were her own! Seriously, thank you so much for all that you do. Your time and skills are invaluable to the rest of us.

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Sophie J.
Sitter Profile Image: Samantha & Matt M.
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Samantha & Matt M.
Star Sitter
from
$40
per day
5.0 out of 5 stars
228 reviews
106 repeat clients
25 years of experience
Waukee, IA, 50263

Samantha was absolutely wonderful. It was easy to set up - our first time using rover. Communication was prompt - she was so pleasant and we felt very comfortable with our dog staying at her house. Can't say enough - she was great, and we would love to have more bookings with her.

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Kari B.
Sitter Profile Image: Ivana G.
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Ivana G.
Star Sitter
from
$30
per day
5.0 out of 5 stars
9 reviews
2 repeat clients
20 years of experience
Waukee, IA, 50263

Ivana did an amazing job! She treated our puppies like they were family, and they looked forward to going to her place every day. We will definitely have our pups stay with Ivana again.

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Stephanie S.
Sitter Profile Image: Becky D.
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Becky D.
from
$27
per day
4.8 out of 5 stars
16 reviews
4 repeat clients
30 years of experience
Saint Charles, IA, 50240

About: Growing up on a family farm, I have had the opportunity to care for many different kinds of animals (dogs, horses, cats, chickens, goats, pigs and cows). I have taken care of family and friends dogs for the last 20 years. I have raised 5 puppies and have shown a few of them in local shows. My kids are 10 and 7 and love taking our dogs for walks, hikes and playing with them in our very large back yard. I am home all summer and my school year schedule varies so I have plenty of time to take your pup on walks and play with them. I have a large fenced back yard and 2 pups friendly pups. I have the ability to take your dog to either a paved or dirt trail for walks or runs. My dogs walk 4 to 5 miles a day but I can definitely make the walk shorter if needed. I have the ability to separate the dogs if needed. I can also crate the dogs. Our dogs love to lounge on our couches.

Sitter Profile Image: Madison S.
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Madison S.
from
$30
per day
5.0 out of 5 stars
56 reviews
2 repeat clients
5 years of experience
West Des Moines, IA, 50266

Ginger’s happy place!

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Joe L.
Sitter Profile Image: Mackenzie W.
Verified Background Check
Mackenzie W.
Star Sitter
from
$45
per day
5.0 out of 5 stars
126 reviews
32 repeat clients
20 years of experience
Union Park, Des Moines, IA, 50313

She took such good care of our baby, he made new friends and felt safe the whole day. She sent me updates to make sure we felt comfortable. I am so grateful to have someone like her take care of someone so special to us. Thank you so much!!

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Hannah
Sitter Profile Image: Kylie S.
Verified Enhanced Background Check
Kylie S.
Star Sitter
from
$25
per day
5.0 out of 5 stars
19 reviews
7 repeat clients
20 years of experience
Norwalk, IA, 50211

Grizzly had the best time with Kylie!! He didn’t want to leave! Will definitely be coming back and recommending her to everyone!

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Madison F.
Sitter Profile Image: Tamara G.
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Tamara G.
Star Sitter
from
$28
per day
4.9 out of 5 stars
53 reviews
12 repeat clients
15 years of experience
Clive, IA, 50325

Tamara is just fantastic. She was great and attentive to my dog and her dogs are so sweet and got along perfectly with him! She has a giant yard for them to play and he came home every time just so happy and relaxed! He slept like a baby both times! He clearly loved her, her kids, and her dogs! Such a wonderful family and home! She did such a great job at such a great price! I can’t recommend her enough! I will try and book her first when looking for anything regarding care for my dog! Thanks Tamara!

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Chelsea S.
Sitter Profile Image: Gina C.
Verified Enhanced Background Check
Gina C.
from
$30
per day
1 year of experience
West Des Moines, IA, 50265

About: I have been a volunteer pet sitter for many years helping friends and neighbors. Dogs sense my spirit and respond in kind. I am a hands-on, loving caregiver and my fur baby Wiggles is a generous host who loves to share. If your baby has special needs, we will accommodate seniors, or puppies that need more frequent potty breaks. Our home is very clean. Wiggles has regular vet care and is healthy and vibrant. I work from my home office. Your baby will not be crated (unless you request it) or left unsupervised. They will receive attention and have a buddy to keep them calm and occupied until you come to pick them up. My sweet Wiggles is a 13.5# Shipoo with a happy, loving disposition. Wiggles is very adaptable and welcomes new visitors to her home with enthusiasm. She is very bright and has helped 2 puppies learn to potty outside with the big kids. She loves meeting new fur buddies. She is an energetic and gentle playmate. We only take one dog (or dog family) at a time so your fur baby(s) will receive our complete attention. We go for walks every 2 hours and have at least one adventure per day to the park or other doggie destination. We make our own food and treats and feed every 4 hours with unlimited low-cal treats. We have and expect good manners, but we also believe doggies should be SPOILED. We look forward to meeting and falling in love with your fur baby.

Sitter Profile Image: Lucinda W.
Verified Enhanced Background Check
Lucinda W.
Star Sitter
from
$30
per day
5.0 out of 5 stars
43 reviews
10 repeat clients
30 years of experience
Van Meter, IA, 50261

Great communication! Dogs are happy! Accommodating and easy to work with!

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Amber M.
Sitter Profile Image: stefanie s.
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stefanie s.
from
$35
per day
5.0 out of 5 stars
30 reviews
13 repeat clients
20 years of experience
West Des Moines, IA, 50265

Perfect!

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Mark N.
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Over 4
pet parents in Winterset have booked doggy day care

Winterset dog parents share their Rover experiences

1 / 1
4.0 out of 5 stars

Debora was kind and willing to care for our highly active puppy. She was great at communication and left us detailed notes of Ember's stay. We feel Ember was well cared for at her home. We decided she was not the best fit for us because of how active our puppy is, but we recommend Debora for a less active dog.

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Jennifer S.
Doggy Day Care
1 / 1
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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per day for doggy day care in Winterset is $30

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 dog sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Winterset average 6
repeat doggy day care clients

Doggy Day Care FAQs

Frequently asked questions about Rover

Sitters on Rover are free to set their rates. The median cost to hire a sitter for doggy day care in Winterset on Rover as of Jun 2026 was about $30 per day, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Winterset doggy day care sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, 125 sitters provided doggy day care in Winterset. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, sitters offering doggy day care 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, 88% of Winterset sitters offering doggy day care respond in under an hour.

Sitters who provide doggy day care in Winterset have an average of 14 years of experience. Sitters offering doggy day care with repeat customers have an average of 6 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.

Winterset doggy day care sitters are happy to take care of your dog while you’re at work or unavailable for the day. Book a one-time visit, or set up a regular rhythm with your favorite Winterset sitter. Drop off your dog at the sitter’s home and rest easy knowing they’ll get frequent potty breaks, plenty of playtime, and lots of love. Doggy day care is great for:

  • Puppies and high-energy dogs
  • Dogs with special needs, including seniors
  • Pet parents who work long hours
  • Dogs with separation anxiety

There are 125 sitters offering doggy day care in Winterset on Rover, so you’re sure to find the perfect match for your dog! In Winterset, 100% of sitters offer daily exercise, 100% offer medication administration, and 85% 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 doggy day care 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 doggy day care 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.

Note: If your doggy day care sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your doggy day care service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.