House Sitting Winterset
Find a loving house sitter to watch over your pets and your home.
Over 4 pet parents in Winterset have booked house sitting
Winterset, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
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!
“Allison was AWESOME!!! She took excellent care of our babies. Our house was clean and tidy when we returned home. She communicated often and asked great questions to make sure she was the right things for our babies. She was also very flexible as our leave and return times were not definite. I would 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.
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.
“Yasmin was very diligent about sending pictures and updates about our cat while we were away. It gave us such peace of mind and allowed us to enjoy our vacation without worrying about our cat. We will definitely be booking her again!”
About: I have over 11 years of experience fostering & training dogs. I’m experienced with puppies, adults, and senior dogs, as well as anxious and/or reactive dogs. Some of my training experience includes obedience, leash walking, agility, service tasks, reactivity, separation anxiety, and scent. I work most afternoons & weekends, but typically spend my mornings at home with my dogs. This means my mornings & late evenings are available and I can easily add your dog into my routine. I give my dogs plenty of love, affection, & treats. My favorite way to spend a slow morning in on the couch with my dogs & a mug of tea. I enjoy walking with active dogs, or taking a slow stroll around the yard with slower dogs. I make sure my home is puppy-proofed and nothing is available for dogs to get into or destroy.
“Tiffany did a great job taking care of our pets and small hobby farm. She communicated regularly before, during, and after our trip. Tiffany was also flexible when unexpected things came up. I will definitely be booking with her again!”
“Sam did great with our mini Aussie and 3 cats while we were out of town for a week. Our dog can be a handful at times and she did very well with him. Our cats took to her right away. I would definitely recommend Sam for house/pet sitting.”
“Rachael was great with my puppy! She picked her up for a stay at her house and sent me frequent updates with lots of great pictures. My puppy had the best time and I was very assured that she was well cared for!”
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.
About: Hello! My name is Tayler, I specialize in animal care, especially dogs! I ’ve worked about 4 years as a shift leader at Pet Supplies Plus seeing dogs daily and assisting with nail trims. I currently am employed at 4Paws Unleashed (Doggy Daycare) and really enjoy the time I spend with dogs everyday! I am interested in dog sitting through Rover because I value the one on one care that comes with my job already while trying to provide that to dogs that may not enjoy daycare or simply not want to leave their bed! Looking forward to working with you! I currently work part time Monday, Tuesday, and Thursday at my doggy daycare job from 6am-2pm available after 4pm those days, completely free on Wednesdays, Fridays, Saturdays & Sundays! Working at a Doggy Daycare I’ve gained a lot of experience with different types for dogs from breeds to temperaments so you can trust me to make sure their medication gets taken on time and anything else that may comes with yours and your dogs needs!
“Jennifer took great care of our pup, Rocky! She spent quality time with him, made sure to only take him on walks in safe temperatures, and he was happy and tired when we got home!”
“Chloe took amazing care of our rescue dog, Moxi! She was very patient with Moxi, who is anxious and takes a long time to get comfortable with new people, and we came home to a happy pup. I especially appreciated how communicative Chloe was throughout the stay, sending pictures and updates daily. She went above and beyond with the house too (taking the sheets off the bed, running the dishwasher), which was nice to come home to. We will definitely hire Chloe again!”
About: I have been pet sitting since I was about 12 years old! I have pet sitted dogs, and cats! Each pet deserves as much attention and comfortablity when their owners/parents are away. I am very organized, dilegent, and cautious when it comes to pet sitting. I strive to give a great experience for both the pet and the parent so do not hesitate to reach out! If you have any questions please feel free to reach out and I will respond as soon as possible! :) I am currently in college, studying for my associates in Liberal Arts: Math and Science! I primarily take online classes, and will update my schedule if I am unavailble due to an in person class! This summer 2026, I will be unavaible due to class Mondays and Wednesday from 10:10-12:10pm. I am unable to have any pets stay with me due to my three cats. Unless they are reptillian, then they are welcome to stay in my home in a seperate and secure bedroom away from my cats! For taking care of pets in your home, you should expect them to be fed at their normal times, played with, and being taken care of using the expectations of the owner!
About: Spending time and interacting with animals has always been a passion of mine. Over the years I helped my grandma run her dog sitting service, taking the dogs for walks and cleaning up the kennels. I also enjoy being outside and taking my own dog for long walks and fun trips to the dog park. My dog is a family member and I intend on treating yours the same way. Your dog will have a great time exploring the city and playing with others at the dog park. I hope to someday have my own place where I can board dogs just like grandma did!!! I spend 90% of my time with dogs and we enjoy playing with other pups at the dog parks, we are traveling nomads and look forward to meeting you My dogs live in my van with me Both are crate trained. I feed my dogs twice a day. They enjoy laying around the house being lazy. Going to the dog park to play with others is always fun too!!! We also enjoy walking
The median cost per night for house sitting in Winterset is $50
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?
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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 house 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 house sitting - Winterset
Select a filter and find qualifying sitters offering house sitting.Sitters in Winterset average 5 repeat house sitting clients
FAQs for House Sitting - Winterset
Frequently asked questions about Rover
The average cost of House Sitting in Winterset on Rover is $15 per night as of October 2026. Most bookings cost between $3 and $27 per night. 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 368 sitters on Rover offering House Sitting across Winterset. Enter your ZIP code to see which available sitters are closest to your home.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Winterset walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Winterset maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
<b>Tip:</b> Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Winterset choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
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.
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 .
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
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.
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
- 97% can help with giving oral medications or injections
- 89% 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.
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