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

Over 5 pet parents in Winterset have booked pet sitting
Winterset, Find top rated pet sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
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. :)
“Becky was a life saver on the trip. We had two cancellations last minute and she stepped in and helped out with walking Dove. She does a great job providing updates and taking care of our dog. We appreciated the timely and complete updates from the walks and the way she helped out by bringing in packages while gone. Having a respectful and trustworthy sitter is something that is so helpful on a trip to be able to enjoy it. We highly recommend her.”

“Allison is great. Quick communication and my pup always looks like she’s having fun in the pics I get sent! Added bonus is that Allison always brings in any packages at the front door too!”

“Olivia took great care of my cats while I was on vacation. She made sure they their litter box was clean and they had food and water. I really appreciated all the pictures Olivia sent me too. I will definitely book Olivia again!”

“Christina is truly caring and patient with our cat Spaghettio. She was so kind and made even such a shy cat warm up to her right away. She replies right away and always has your pets interest in mind. I highly recommend Christina!”

“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!”

“Rachel is amazing! Maybe a "cat whisperer?!" First time leaving my dog for more than 1 night. I loved the pics I got more than I expected! It eased my mind, so I could concentrate on my work trip duties. She gave great care & love to my 2 cats and 1 dog. Highly recommend! Good job, I will use again!”


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.
About: I am currently working part-time at a reputable dog boarding kennel. In this role, I have gained valuable experience in various aspects of dog care, including administering medications, closely monitoring behavior, and providing exceptional care for dogs of all ages and sizes. My dedication and passion for ensuring the well-being of these furry companions have allowed me to develop a deep understanding of their unique needs. I am able to work from home on Mondays through Wednesdays, which allows me the flexibility to balance my responsibilities. On Thursdays through Sundays, I am fully available in between my shifts at the kennel, ensuring that I can handle any tasks or commitments that come my way. This arrangement enables me to efficiently manage my time and fulfill both my work-from-home responsibilities and my duties at the kennel. When I am in your home, you can rest assured that I will go above and beyond to ensure your beloved pet is not only happy and safe but also thoroughly entertained. Your furry friend will be pampered and cared for in the utmost luxury, providing them with the ultimate comfort and peace of mind while you are away.
“Simply the best! Vanessa went above and beyond to make sure the first time I ever needed a sitter was stress free for both my cat and myself. She updated me with pics, videos, and information about him using the potty and their activity time together. I booked with quite a late notice and she came in to save the day regardless! Highly recommend for exceptional care when needing to leave your furry friends at home.”

About: I've taking care of my Aunts dogs since I was five years old and I really enjoy taking care of some of the amazing furriest friends out there I'm currently working full-time from Sunday to Thursday 6-2 so my only availability, is the weekends, or anytime afterwork are the best times for me. I have a year of experience working as an unarmed security guard, which is a bonus when it comes to protecting a house and pets too.
About: I have had multiple pets from mice to dogs so I'm well rounded in diverse care. I love to play with animals especially dogs theyre just amazing. Weekends, work days, holidays (if needed). I can house for multiple days. I only leave to get groceries or to take my dog to the park. Safe and loving. Will have a great play partner Sammy loves to play he would all day if he could, we go on walks, park trips, sometimes just a drive.
“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.”
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.

About: I’ve pet sat since middle school with varying animals including dogs, cats, and even rabbits. I’m a big animal person hoping to ensure that your furry companions are in the hands of someone efficient and careing. I also work part time at a cat cafe in valley junction so I work with cats on a regular basis. With general pet care I am always trying to be as available as I can. Im only unavailable once a week (typically Thursday and Fridays, but it differs). I am always very flexible. I have a fenced in yard and a dog at home that is fairly well behaved around other dogs. I do not have a crate at my home and would prefer to care for your pet in your home.
About: I’ve had cats my whole life and have always enjoyed caring for them. My cats have some medical needs so I’m open to discussing anything like that. I have also been around dogs my whole life, including watching neighbors and family member’s pups. I typically work irregular hours but will update my availability when I know!! I have weekends off and after 4:30 for sure every week day I have a fenced in yard with lots of room to roam and shade to cool off. If I’m coming to your home depending on it you have a cat or dog, I love to play and give animals lots of pets. But I will also follow the given instructions with food, water, and litter box if necessary.
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!
“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.”

“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!”

The median cost per visit for pet sitting in Winterset is $18
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.
Meet local sitters who will treat your pets like family

1. Search
Browse profiles of sitters near you who offer pet sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for pet sitting - Winterset
Select a filter and find qualifying sitters offering pet sitting.Sitters in Winterset average 6 repeat pet sitting clients
FAQs for Drop-In Visits - Winterset
Frequently asked questions about Rover
The average cost for Pet Sitting in Winterset on Rover is $43.6 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Pet Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Pet Sitting. For more information on service fees, click here .
As of August 2026, there are 700 sitters on Rover offering Pet Sitting across Winterset. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Winterset stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.
If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
Yes, you can find sitters who have experience with handling special pet needs in Winterset. On Rover:
- 87% of sitters can help with special care needs
- 98% can help with giving oral medications or injections
- 92% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

