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.”


About: I’ve had cats and dogs my whole life, so I know how to take care of pets. I help take care of our current pets, a 17 year old dog and a cat with medicine. I’m a big animal lover (I have a degree in Animal Ecology) so I’ll be happy to sit for your pet! I usually work 2-6:30 around 4 times a week, sometimes working the full day (which I mark on my schedule). Outside of this timeframe I am available! I’m not able to keep pets at my house, unfortunately, but I am able to visit with your pet at your home and take care of them there.
“We had an amazing experience! She took wonderful care of our guinea pigs and tropical frog while we were on vacation, which gave us so much peace of mind. She was incredibly reliable, friendly, and communicated with us throughout our trip, sending updates and pictures so we knew our pets were happy and well cared for. It was clear she genuinely cared about them, and we came home to healthy, happy pets. We highly recommend her to anyone looking for a trustworthy and compassionate pet sitter. Thank you so much for taking such great care of our little animals!”

“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!”

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.
“Allison is always super flexible with my last minutes bookings & changes. It’s a huge weight off of my shoulders to know that my pup is checked in on when she’s alone at home all day!”

“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.”
“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.”

“Sarah took great care of our animals during her drop-in visits. She was always prompt, provided pictures and detailed Rover cards that kept me informed about how everything was going. I really appreciated her thorough communication and attention to their needs. Knowing they were in such capable hands gave me peace of mind while we were away. I will definitely book with Sarah again and highly recommend her services. Thank you Sarah!!”

About: I have always had a dog in the house growing up. I have two dogs myself and love them like they are my own kids. I’ve had experience with special needs dogs that can’t be around other dogs as well. I’m a stay at home mom so I’m home all day and almost always available. I can take your dog potty as much as necessary and provide special care if instructed. Furthermore, I can stay with them all day and provide love, attention, and lots of treats! I can also help reinforce good behaviors if you’d like! I have two friendly dogs that are great with kids and other dogs. They are well behaved and can safely socialize with your fur baby. Your fur baby would be loved like they’re family!
About: Hi! I’m Tatum and I absolutely love all animals! Please help me out by sharing the love your pet has to offer. I love all breeds but my absolute favorite are bulldogs! I’ve had 18 years of dog experience because every year of my life I’ve had a pet dog. I have dog sat many times so I have plenty of experience working with dogs. I love the company of a dog and I am very good at keeping them entertained. I have spent a lot of my life loving my own dogs and would love to add a couple more into the mix. Please consider me as your trusted neighbor. I currently work in a hybrid position allowing me to be at home throughout the day to take care of your pet. I keep my weekends pretty open for time to care for your pet. I am pretty flexible to meet the needs of your pet. My home is pet free so your pet can feel safe coming over to visit.
“Mackenzie is super reliable and I trust them to give my dog the care she needs and be in my home while I’m at work! I love getting the videos and pictures that they send me”

“Great meet and greet with Yasmin. Definitely a dog lover and our trio of pooches loved getting to know her. Will definitely keep her at the top of our Rover list!”

About: I have had dogs and cats since I was a little girl. I am a certified dog trainer and I train PTSD service dogs. 😎 I am currently available anytime throughout the day. 8AM to 8PM. Boarding overnight hour varies. Dog training times vary. Please call to discuss times and days I have a large yard. A fenced in yard. Two friendly dogs that can keep your fur baby company. I am able to crate if needed.
“Sam is very knowledgeable about dog behavior and training. She was so good with my German shepherd and very reliable and trustworthy. So thankful to have had her, and sad we moved so we can’t use her anymore.”

About: I’ve been caring for dogs of all sizes since I was 12 years old. Over the years, I’ve cared for my own family’s pets and have been the go-to sitter for friends and neighbors. I’m comfortable with dogs of different ages, personalities, and energy levels, and I always treat every pet like my own. I also have a sweet, playful little dog named Butters who loves making new friends and would love a playmate! Since I work from home, your pup will get plenty of attention, supervision, playtime, and cuddles throughout the day. All I ask is that they are friendly and good with small dogs :) I work from home, so I’m able to give pets plenty of attention throughout the day! I also have a small, friendly pup named Butters who would love having a playmate around I make sure pets feel safe, comfortable, and cared for, whether they’re lounging inside or stretching their legs outside. Pets will get my attention for the entire time I am hired.
About: Prices are negotiable. I understand when having multiple dogs it racks up to a lot. I am willing to work with you on prices. I’ve had a dog since I was 8 years old. My love for dogs is never ending. I have been taking care of other peoples dogs since I was 19. I’m available to stay with your dog. I am not available to bring your dog to my house. I believe dogs do best in their own environment with all their toys and their own area. I currently work full time for a daycare in Polk City. I work 10hr days Monday, Tuesday, Wednesday, and Thursday. On the weekends I like to take my sister’s dog for a walk unless I am watching someone else dog I will take that dog on a walk if able to. Majority of the dogs I watch stay at home because they know that area better. Anxiety is very common in dogs that get boarded or are away from home.
The median cost per visit for pet sitting in Winterset is $20
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
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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 Pet Sitting - Winterset
Frequently asked questions about Rover
The average cost of Pet Sitting in Winterset on Rover is $44 per visit as of October 2026. Most bookings cost between $22 and $52 per visit. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 682 sitters on Rover offering Pet Sitting across Winterset. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
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:
- 88% of sitters can help with special care needs
- 100% can help with giving oral medications or injections
- 91% 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .
sitters on Rover set their own cancellation policy , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.


