Pet Sitting in Winterset

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Winterset pet sitters

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

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Sitter Profile Image: Laura B.
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Laura B.
from
$25
per visit
5.0 out of 5 stars
26 reviews
9 repeat clients
30 years of experience
Winterset, IA, 50273

About: Hi, are you looking for a safe, loving home for your dog 🐶 to stay while you're away? Look no further! 💕 For the past thirty years, I have spent a lot of my time caring for dogs. 🐾 I have a Labrador retriever mix with a special affection for all dogs. She is gentle with smaller ones and enjoys playing with larger breeds. Highlights: 🐾 Daily walks and playtime in our enclosed yard 🐾Our dogs have the luxury of spacious rooms and are allowed on all furniture 🐾 Free to roam in our home while we are home, and their own spacious room while we are away 🐾 Access to a wonderful dog park. Socialization is at the owner's discretion only. 🐾No crates are used unless your dog is crate trained and preferred by owner. 🐾 Administering medications if needed Reach out now before I'm booked! Then you can worry about vacation-y things like .....✈️🏨🦈 If you have read this entire profile, thank you. My family and I would be thrilled to care for your beloved pets while you’re away. I work full-time M-F within a mile of my home. This allows me to give multiple potty breaks and attention as needed. My family is always around as well. The longest time left alone would be 3-4 hrs during the work week. Safety is our top priority. Leashes are always required. We only distribute treats and food that are specifically designated for your dog. Our dogs are free to roam and never crated or kenneled unless the owner has specified otherwise. A separate multipurpose room is used for your pet when we are not home. Here, they can enjoy a futon and plenty of space to play and watch Dog TV. :)

Sitter Profile Image: Ica M.
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Ica M.
from
$13
per visit
5.0 out of 5 stars
1 review
21 years of experience
Winterset, IA, 50273

Easy to work with, made sure my cat was well taken care of and gave me updates with each visit.

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Megann G.
Sitter Profile Image: Kelsee S.
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Kelsee S.
from
$20
per visit
20 years of experience
Winterset, IA, 50273

About: What sets me apart is my experience with many different breeds, from tiny dogs to large, strong pups. I’m comfortable with puppies who need structure and seniors who need a slower, gentle pace. I focus on calm, positive handling, safety, and making every dog feel understood and cared for like they’re my own. I work from home so have very open availability on the weekends. I am able to cater to longer drop in visits or walks, depending on your pets needs. I will always treat your home with respect and follow the routine your pet is used to. Structure matters, and I make sure they stay on track.

Sitter Profile Image: Becky D.
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Becky D.
from
$20
per visit
4.8 out of 5 stars
16 reviews
4 repeat clients
30 years of experience
Saint Charles, IA, 50240

Becky does a fantastic job taking care of our dog when we are away! He has lots of energy and she makes sure he gets his exercise, food, water and play time. I can’t recommend her services highly enough!

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Sally H.
Sitter Profile Image: Sarah W.
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Sarah W.
from
$25
per visit
5.0 out of 5 stars
51 reviews
10 repeat clients
30 years of experience
Van Meter, IA, 50261

About: I have taken care of dogs of all sizes since I was 5 years old. I was raised on a farm, and now live on one myself I am a teacher, and I will keep my availability open as my schedule allows. I will always make sure my schedule is updated. I make sure that your pet is my priority when scheduling any other events. I love being able to help you out as a fellow pet-owner. I want this to be as stress-free as possible! I am taking a break from house sitting at the moment but still available for other services.

Sitter Profile Image: Kristin B.
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Kristin B.
from
$28
per visit
5.0 out of 5 stars
12 reviews
1 repeat client
12 years of experience
Saint Charles, IA, 50240

Kristin did an outstanding job taking care of my two dogs and two cats while I was away for five days. The true measure of that is how relaxed they were when I returned. I highly recommend her and will certainly be using her again.

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Tom R.
Sitter Profile Image: Lucinda W.
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Lucinda W.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
43 reviews
10 repeat clients
30 years of experience
Van Meter, IA, 50261

Callie & Otto seemed so relaxed which is a huge relief for me.

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Connie M.
Sitter Profile Image: Cohle N.
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Cohle N.
from
$20
per visit
5.0 out of 5 stars
9 reviews
2 repeat clients
20 years of experience
De Soto, IA, 50069

Cohle took amazing care of my animals like they were her own. She sent pictures and updates. She’s very flexible and extremely nice. Would definitely recommend to any pet parent! I will absolutely be using her services again in the future!

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Maggi M.
Sitter Profile Image: Olivia E.
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Olivia E.
from
$15
per visit
4.9 out of 5 stars
75 reviews
37 repeat clients
3 years of experience
Waukee, IA, 50263

Olivia was the BEST!!! This was our first time using Rover and we couldn’t have had a better experience!! Thank you Olivia for taking such good care of Maizy! We will definitely call on you again!

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Neva O.
Sitter Profile Image: Timothy A.
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Timothy A.
from
$13
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Norwalk, IA, 50211

Our kitties loved Tim, and they were very happy and calm when we returned home. He provided lots of play time for the younger cats, and lots of photos while we were away. I think they were disappointed it wasn't Tim when we walked in the door!

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Hillary S.
Sitter Profile Image: Jenna K.
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Jenna K.
from
$15
per visit
4 years of experience
West Des Moines, IA, 50266

About: Growing up, my family didn’t have pets, so I love my friends and family’s pets like they are my own! I am intentional and ask questions when learning from owners how to best interact with their pet(s). I’ve taken care of both dogs and cats, up to two of each at the same time. I prioritize playtime and being active with any pet I’m responsible for. I’m comfortable with both cats and dogs, and can adapt my skills and schedule based on their unique needs. My schedule is extremely flexible as I continue the job search post graduate school. I am able to support pet owners with short-term drop ins, frequent walks for high energy pets, and extended stays. I am available to care for pets in their own home. I aim to ease any stress by keeping their environment familiar and maintaining their usual schedule as much as possible.

Sitter Profile Image: Rachael W.
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Rachael W.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
30 reviews
15 repeat clients
4 years of experience
Des Moines, IA, 50320

Rachel did a great job watching our dogs while we were away for the day. She was reliable, communicative, and sent updates and photos, which gave us peace of mind. Our dogs were well cared for, and we came home to happy pups and everything in great shape. We would definitely book with Rachel again!

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Trisha H.
Sitter Profile Image: Carol C.
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Carol C.
from
$13
per visit
3 years of experience
Adel, IA, 50003

About: I've pet/house sat for multiple people in the past. Animals include dogs, cats, fish, and reptiles. I like to have a meet and greet before ever staying with your pets alone. If you have any special diets or quirks make sure we discuss them in advance! I don't mind staying for a few hours to watch your animals or just drop in, whatever is needed! I have a nighttime job so, your animals will need to be able to be alone at night a few days of the week! I will discuss meal plan, how often you walk them/let them outside, and if they have meds with you prior to caring for your animals.

Sitter Profile Image: Gina C.
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Gina C.
from
$25
per visit
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: Jess J.
Verified Background Check
Jess J.
from
$25
per visit
5.0 out of 5 stars
22 reviews
8 repeat clients
12 years of experience
Waukee, IA, 50263

Jess was such a great choice to watch my Sammy boy. We were gone from 5/22-6/1 and had no idea it was getting VERY warm here in Iowa. We did not yet have our window air conditioners in. At one point, it got to 85 in our house. I was able to have a neighbor install the window ac’s. Jess was concerned for Sam and offered to stop by to check on him (on a day that wasn’t originally on the calendar). I truly appreciate her doing that! We were in Florida and that helped eased my mind!! We’re already set up to have her take care of him later this summer. Thanks again Jess!

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Michelle H.
Sitter Profile Image: Allison G.
Verified Background Check
Allison G.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
123 reviews
36 repeat clients
36 years of experience
Des Moines, IA, 50309

This was our first time using Rover and Allison went above and beyond taking care of our two cats while we were out of town!! She sent us pictures and kept us updated every day. We will definitely book with her again in the future!

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Ellie D.
Sitter Profile Image: Maya G.
Verified Enhanced Background Check
Maya G.
from
$20
per visit
5.0 out of 5 stars
1 review
6 years of experience
Waukee, IA, 50263

Maya did an amazing job with our anxious pup. We unexpectedly had new neighbors move in above us the day before our trip. Maya did a great job at communicating how peanut was doing with the adjustment during the visits and provided lots of great photos as well.

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Katie E.
Sitter Profile Image: Sophia C.
Verified Enhanced Background Check
Sophia C.
from
$16
per visit
2 years of experience
WestDesMoines, IA, 50266

About: Hi! My name is Sophia. I am a nurse with a passion for working with children that extends to loving on strangers' pets! Whether it’s a playful puppy or a senior needing patience and routine, I’ve cared for them and treat every pet like they’re my own. My uncle has two American bullies, and my aunt has a senior dog that I offer to take care of from time to time while they are away. Those three angels are the reason why I decided to get my own dog! I have a deep love for animals and a calm, confident approach to pet care that helps pets feel safe, happy, and stress-free. I work three times a week on a self-scheduled basis. I will make sure to update my availability as soon as my schedule is out. When I have my free time I would love to give some TLC to your fur babies and make sure they are content and happy! I will care for your pets with the same love, patience, and attention I’d give my own three fur babies. Your pet’s safety and happiness come first. I will follow your routines closely to make sure they feel safe and comfortable. I will make sure to provide you with regular updates and tons of cute photos while you are away. My goal is peace of mind for both of you!

Sitter Profile Image: kadyn r.
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kadyn r.
from
$15
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
5 years of experience
Waukee, IA, 50263

About: Hi!!! My name is Kadyn and I’ve always had a genuine love for animals!! I feel the happiest when I’m caring for them:) I worked for two years at a local doggy daycare in waukee Iowa, where I gained lots of hands on experience supervising, playing with, taking care of, and ensuring safety of dogs of all sizes, ages and personalities. I have also been a dog sitter and walker for the past five years, building trusted relationships with both pets and their owners while providing dependable care, including administering medications and following detailed instructions to make sure every dog feels safe, comfortable, and loved!!! I am a sophmore in college at the University of Iowa! So my schedule is pretty flexible during the week days between classes and I’m open most weekends! I care for them as if they were my own and I do my very best to make them feel comfortable and loved whether they are in my home or the clients!

Sitter Profile Image: Sarah B.
Verified Enhanced Background Check
Sarah B.
from
$20
per visit
5.0 out of 5 stars
3 reviews
9 years of experience
Indianola, IA, 50125

About: I have a life of experience caring for my own animals including dogs, cats, newborn pups and kittens, a chinchilla, chickens, and geese! I regularly pet sit for my neighbor and have been asked to do the same by many friends. I have the summer off from teaching, so I am pretty flexible until late August! Then my schedule is limited to afternoons and evenings and may depend on location. I'm available to feed and play with your furry loved ones! I'm comfortable administering any medicine they may need as well. I've got it, no sweat!

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Over 1
pet parents in Winterset have booked pet sitting

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  1. 1. Search

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

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets 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 night for pet sitting in Winterset is $18

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 pet 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.

Sitters in Winterset average 6
repeat pet sitting clients

Pet Sitting FAQs

Frequently asked questions about Rover

Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Winterset on Rover as of Jun 2026 was about $18 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

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

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

As of Jun 2026, there are 726 pet sitters in Winterset. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 86% of Winterset pet sitters respond in under an hour.

Pet sitters in Winterset have an average of 14 years of experience. Pet sitters with repeat customers have an average of 6 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Winterset.

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

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

There are 726 pet sitters in Winterset on Rover, so you’re sure to find the perfect match for your pet! In Winterset, 93% of pet sitters offer daily exercise, 98% offer medication administration, and 88% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet 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 pet 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 pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.