House Sitting Cheeseville
Find a loving house sitter to watch over your pets and your home.
Cheeseville, 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.
“Emma is amazing! I loved that she wanted to meet me and Lacey before she accepted a job. It was important to her that we were all on the same page. I was able to talk about Laceys needs and routine in person, which really made me feel at ease. When the weekend came for her to stay at our house I was completely comfortable leaving Lacey in her care. She gave me updates and pictures which was great. Thank you Emma!!!!”
“Sydney was wonderful! She sent me pictures of my fur babies and had good communication. I didn't worry about leaving my three pets in her care. It was so nice to come home to my pets happy faces and a clean home. Thank you Sydney.”
“Grace is truly amazing!! I have a very nervous rescue dog and she warmed up to Grace so quickly. I never had to worry for a second about my girl while I was gone. She is the sweetest and your pets will be loved so well.”
“Faith is the best pet sitter! She has been house sitting my 2 standard poodles for over a year. It’s very reassuring to know my special girls are in very good hands when I go away! Thank you Faith!”
“Paul took great care of our two puppies while we were on vacation! He sent multiple updates daily with pictures, and they were extremely well cared for. We never had to worry about them, and we were able to enjoy our vacation! I would leave my pets with Paul anytime!!”
About: As I said in my headline, I work from home so it is easy for me to pack my stuff up and come care for your pets while you are away. If they will be staying with me they will get spoiled with attention all day. Our backyard is not fenced in but we have a line off our back door from when we had a dog for when nature calls. I am also freely able to let them out for potty breaks while working. My work schedule is very flexible to take your pets for walks or stop in. I currently watch my friends animals when they are away. One household is 2 dogs and 2 cats and the other is just a cat. One of the dogs I have experience administering medication with and dealing with a anxious dog. I also frequently watch a families Boxer when they have errands to run or want to go out for the evening.
“Courtney iwas absolutely fantastic with not just one dog, but THREE. She was available last minute, and was able to accommodate two extra dogs. She was invested in their safety, followed all instructions to a t, took the dogs on walks, and sent videos and photos to keep me updated. I will definitely be using Courtney again!”
“Larissa was great! We had some last minute schedule changes and she was super accommodating. The dogs loved her and she took great care of our home. We would definitely book Larissa again!”
“Jamila was amazing with my senior dog Vladimir! She’s helped with feedings and overnights at my house. She is kind, thoughtful, and Vlad loved her! She followed all my instructions and handled my old man with care. We will be asking her to watch Vlad again in the near future! I’m grateful to have found her!”
“Jenn was so great with my very spoiled Great Pyrenees at her home Christmas weekend. She was so good at communicating and sending pictures the weekend she was with him. I felt she genuinely cared so much about Koda and us too. I will definitely be contacting her again on our next travels. Thanks again Jenn!”
“Lisa was amazing. She provided in-house care and took great care of my pup and was proactively sending me updates and pictures multiple times a day. Made it so easy to relax on my vacation knowing how great of care my pup was in! Would recommend to anyone and will for sure be booking again next time.”
About: My name is Jacalyn, and I am a dedicated pet caregiver/house sitter in the West Bend area. When I’m not spending time with animals, I am a freelance artist working on long-term creative projects. Because my artwork is completely mobile, it makes me the perfect companion for your pets! I provide a consistent, calm presence in your home, ensuring your animals are never lonely, stressed, or left unattended for long periods. Specialized Experience & Skills: Unlike standard dog walkers, I have a deep, lifetime background in diverse animal care. You can completely trust me with your entire household ecosystem. Dogs: I grew up with a toy poodle in our home, caring for him when my parents went away. I would also house sit for our neighbor with medium-large dogs as a young adult. I have more recently house sat overnight for friends and my previous boss with two large dogs, providing structured feeding, walks, and plenty of play time. Small Pets: I formerly worked at a pet store where I was responsible for the daily care, feeding, and habitat maintenance of cats, dogs, birds, fish, rabbits and rodents. I also cared for my own pet mice, rats and rabbits over the years. I adore all animals, big and small. Animal Shelter Volunteer Roots: My love for animals started early—I volunteered at our local animal shelter with dogs and cats as a kid, learning how to handle different temperaments, walk the dogs, and keep environments clean and safe. If you have an animal friend that needs care while you're away, dog walking or a permanent home/vacation home that needs house sitting and check ups, don't hesitate to send me a message. I aim to provide the best care for your fur baby tailored around your work day, weekend plans, holiday travel, or seasonal vacations. My radius includes within 15 miles of West Bend. I am available for all of the services listed Tuesday-Sunday. My week is open for your nanny needs. Whether you are a local heading out on a vacation, long work days, or a tourist renting a cabin and looking to explore the local landscape, I am here to help. Why Choose Me? Because I balance my pet care with my art projects, your pets get the absolute best of both worlds: structured, energetic outdoor time combined with hours of quiet, indoor companionship while I work. I am detail-oriented, highly respectful of your property, and communicative with plenty of photo updates. Not only will i take care of your family member, but make sure everything is spotless when you return. I look forward to meeting you and your unique pets! Please feel free to reach out with your upcoming dates.
About: I’ve had dogs and cats my whole life and love them so much that I decided to work at a Dog and Cat daycare and boarding facility. I’ve been working there for 3 years and have worked with all breeds and ages varying from puppies to seniors and love comforting them and making them happy while also making sure their parents know they are in good hands! I’m currently working part-time and my availability is flexible. I’m willing to make adjustments as long as I am notified at least 2-3 weeks in advance. Depending on the typical routine of the pet, I will follow it as close as possible to make them feel as comfortable as I can. I will keep them busy by going on walks or by playing with them, or if they have lower energy I’ll just make sure to give them extra attention.
“Sarah was a wonderful house/dog sitter while We were away. She is mature, professional, reliable, and flexible. I felt completely at ease having her stay with my pup. She sent pictures and a little recap of the day each evening which was perfect. Plus, she was easy to communicate with, set up a meet and greet with, and work out a schedule with. She left everything as it was and clean! Luna seemed happy and got lots of love. Thank you Sarah! I will definitely ask for your help in the future :)”
“Heather was so sweet and understood our animals are our family. She sent pictures throughout her stay which really put my mind at ease. We will book Heather again for the future!!”
About: I’ve been surrounded by animals my entire life and currently care for four dogs and one cat of my own. Caring for multiple pets has taught me patience, responsibility, and how to recognize each animal’s unique personality and needs. From energetic playtime and long walks to quiet cuddles and sticking to feeding routines, I’m comfortable providing attentive, loving care. Also, I am comfortable and experienced in handling medication for dogs as one of my dogs at home has diabetes. I understand that every pet is part of the family, and I’ll treat yours with the same kindness, respect, and affection that I give my own. I’m currently working part-time, which gives me a flexible schedule to care for your pet. I’ll do my best to accommodate your preferred days and times, and I’m happy to work with you to find a schedule that fits both you and your furry friend. Your pet’s safety and comfort are my top priorities. I have experience caring for my own four dogs and one cat, so I’m familiar with different personalities, energy levels, and routines. Whether I’m caring for your pet in your home or taking them for a walk, I’ll make sure they receive plenty of attention, exercise, fresh water, and lots of love. I’ll also respect your pet’s routine, follow any feeding or medication instructions carefully, and provide regular updates so you can have peace of mind while you’re away.
About: I've grown up surrounded by animals, including cats and dogs, and at one point, our household included five dogs simultaneously. Since the age of ten, I've been responsible for feeding my dogs and taking them outside. When I turned fourteen, I began walking my own dogs and even walked dogs for friends, ranging from 15 to 130 pounds. I am proficient in administering dog medications and knowledgeable about dog behaviors. I'm passionate about understanding each pet's preferences and personality, and I treat every pet as if they were my own, providing them with a fun and safe environment. I’m currently working a part-time job, while a full-time college student. I am free currently Saturday-Tuesday. Saturday and Sundays I will be available from 8am till 3 o’clock in the afternoon. Monday I will be available all day starting from 10am and Tuesdays all day after 3pm. I always prioritize your pets well-being and follow your specific instructions for their care. If needed, I can crate your dog and i’ll offer a safe and comfortable environment.
About: Since High School (10+ years), family members, neighbors, and close friends have reached out to me for pet care. I personally grew up with cats, but I have care for cats, dogs, fish, and even bearded dragons! When I care for your pets, I strive to be patient and understanding first and foremost. Meeting new people is just as nerve-racking as meeting new animals! I enjoy learning your pet's behavior, building trust, bonding with them and hopefully, if they let me, giving them lots of love! I try to be open-minded and understanding as I know not every pet warms up to people. Feel free to reach out and we can chat more about what you need for your pet :) I'm looking forward to spending time with them! I currently have a flexible schedule, so pet-sitting and dog-walking can fit in whenever I have free space! Typically I will have pet-sitting over the weekends, but my availability will be updated as needed. As I live in an apartment, I currently am not able to care for your pets in my own home. Though, I have no problem coming to your home to care for your pets! This includes if I am needed there overnight.
“Courtney was amazing! Absolutely wonderful with all of our fluffies and you can tell they Super care about them. Many sitters just do the bare minimum but Courtney spent time with them, took care of medicine, played with them, etc… and did not just watch TV all day sitting like we have had others do. If you want someone who takes care to help your fluffies feel comfortable while you are away, we recommend Courtney.”
About: I have taken care of dogs between the ages of 1-14 [human years] for many family members and neighbors since I was a teen. I have had two labradors and two golden retrievers throughout my lifetime, and have taken care of breeds ranging from Corgi to Vizsla to German Shepherd. I am very family-oriented, and will take care of your pups like they are my own! I have a very flexible schedule which allows me to give lots of love and attention to your canine family members. I am a very active individual, and love to incorporate dogs into my routine to satisfy their energetic hearts and souls! I would love to hear about any particular needs, struggles, or enjoyed habits that your dogs may have. I want them to enjoy our time together as much as I will!!
The median cost per night for house sitting in Cheeseville 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
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Popular requests for house sitting - Cheeseville
Select a filter and find qualifying sitters offering house sitting.Sitters in Cheeseville average 4 repeat house sitting clients
FAQs for House Sitting - Cheeseville
Frequently asked questions about Rover
As of September 2026, there are 1,026 sitters on Rover offering House Sitting across Cheeseville. 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 Cheeseville 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 Cheeseville 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.
Tip: 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 Cheeseville 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 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.
Yes, you can find sitters who have experience with handling special pet needs in Cheeseville. On Rover:
- 91% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 99% 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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