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.
“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 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!”
“This was our first time working with Olivia. While we have four cats she checked on, the main client for her was a disabled foster dog who’s been through a lot and can be difficult (because of her disabilities). She handled putting her harness on like a champ (which is even difficult for us) and gave her plenty of snuggles and had marvelous patience. When you book time with her for your pets she makes sure to use it all which we appreciated. The cats didn't need attention this time around but our foster dog needed it covers much and watching them interact showed me that our dog was also comfortable with Olivia and that’s very important to us.”
“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!”
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. :)
“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!”
“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!”
About: I’ve taken care of dogs for the past 10 years. Most of my experience comes from small to medium size dogs, but I’m also open to caring for dogs of any size. Additionally, I have experience with senior dogs that may take an extra amount of care/support (I.e., administering medicine, helping them get around, etc.). Im currently unemployed, so id be able to drop in at any time necessary. I won’t be available during the first couple weeks of December, but other than that I am free. I will make sure to clean any messes or wash dishes while you are away. I like to keep the house clean while I pet sit.
“Sam communicated clearly and showed up (for a meet and greet) when she said she would, and best of all, my kind-of-high-strung dog was calm and happy with her here! He liked her and she liked him, and I’m excited for her to take care of him because I feel confident he’ll be in caring and competent hands!”
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.
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 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: 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.
“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!!”
“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.”
The median cost per visit for pet sitting in Winterset is $19
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 Pet Sitting - Winterset
Frequently asked questions about Rover
The average cost for Pet Sitting in Winterset on Rover is $43.6 per visit (as of September 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 September 2026, there are 697 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:
- 86% of sitters can help with special care needs
- 100% 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.
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