House Sitting Cheeseville

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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.

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Sitter Profile Image: Sydney G.
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Sydney G.
Star Sitter
from
$38
per night
5.0 out of 5 stars
17 reviews
5 repeat clients
2 years of experience
West Bend, WI, 53090

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.

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Amy B.
Sitter Profile Image: Faith B.
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Faith B.
Star Sitter
from
$55
per night
5.0 out of 5 stars
70 reviews
14 repeat clients
20 years of experience
Jackson, WI, 53037

Faith was excellent with our big guys Yogi Bear and Domino. We were able to enjoy our son’s wedding knowing they were in good hands while we were away. Would definitely recommend Faith

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Vicki F.
Sitter Profile Image: Isabella A.
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Isabella A.
from
$30
per night
4.8 out of 5 stars
4 reviews
1 repeat client
1 year of experience
West Bend, WI, 53095

Isabella was wonderful with our pets and home! We needed someone quickly for a holiday weekend and she was able to do a meet and greet and take on the days on right away. We got lots of pictures and check-ins and all of our pets were well cared for. Would definitely book again!

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Bailey A.
Sitter Profile Image: Emma B.
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Emma B.
Star Sitter
from
$60
per night
5.0 out of 5 stars
19 reviews
6 repeat clients
20 years of experience
Cedarburg, WI, 53012

Emma was AMAZING! 3 Great Danes and she handled their clumsy-ness and lap dog tenancies without a hitch. My stupid dogs ran off to the neighbors house and had an incident with the neighbor dog. She handled the situation perfectly and kept my dogs, the neighbor and their dog, and myself feeling safe about the incident the rest of booking. When I got home and apologized again to my neighbor, they said that Emma did great the whole time and were impressed with the way she handled things. 10/10 would recommend Emma!!

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Kaitlyn A.
Sitter Profile Image: Gilian S.
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Gilian S.
from
$30
per night
5.0 out of 5 stars
239 reviews
60 repeat clients
9 years of experience
Saukville, WI, 53080

Gilian took great care of our dog Dave. He's an older dog and she took care to make sure he was comfortable with her, and with her dogs when he spent time in her home. She sent us detailed reports of how he did, what she did with him, and she included many photos of his day. This was the first time we left him with someone and we feel very confident that we could leave him with her again. We strongly recommend her!

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Susan F.
Sitter Profile Image: Paul S.
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Paul S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
96 reviews
32 repeat clients
20 years of experience
Germantown, WI, 53022

Paul did an awesome job taking care of our elderly dog. It was difficult to leave her with a new dog sitter (our usual sitter got a new job) but after meeting Paul and seeing that Rheyah was immediately comfortable with him, we felt confident that he would take good care of her. Paul made sure that Rheyah took her medicine multiple times per day, fed her a special diet and even gave her a partial bath every other night to treat her chronic skin condition. He also took her for 2 walks per day when the weather permitted. Paul’s frequent photos and descriptions of what he and Rheyah were doing helped to calm my anxiety about leaving her with someone new. Not only did Paul take care of Rheyah, but he also fed my fish and managed to keep my not-so-healthy plants alive! We are very grateful that Paul’s profile came up on Rover and that he agreed to take care of Rheyah so that we could attend our granddaughter’s 1st birthday. We highly recommend Paul to anyone who needs a conscientious caring pet sitter!

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Ann Marie H.
Sitter Profile Image: Jeanee S.
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Jeanee S.
from
$65
per night
5.0 out of 5 stars
20 reviews
9 repeat clients
25 years of experience
Cedarburg, WI, 53012

Jeanee was the most incredible dog sitter we have ever had. Lilly got to go on many adventures and walks. Once Lilly got to know Jeanne, she asked if Lilly could with on errands, Lilly loves car rides. I suggested if she wanted to take her home to introduce Lilly to her furbaby - she could give it a shot. Keeping in mind that Lilly is food & person possessive and can be aggressive with older dogs, but Jeanee knew exactly how to handle her. It worked out so well that Lilly stayed at her home the remaining 6 days! Her dog really enjoyed having another dog around. She took Lilly's bed, food, treats and favorite stuffie to her house, so Lilly felt right at home. It really helped Lilly, she wasn't constantly watching for us, missing us and she ate so well. We had constant communication and updates. Anytime I sent a message she responded very quickly. This was the most confident and secure we have ever felt on our vacation. It made for a very relaxing and fun vacation. Knowing we now have an incredible sitter for Lilly, we are looking to book future vacations. 100% recommend!! Your furbaby will be in incredible hands!!

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Michele M.
Sitter Profile Image: Hayden L.
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Hayden L.
from
$35
per night
10 years of experience
Cedarburg, WI, 53012

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.

Sitter Profile Image: Leah A.
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Leah A.
from
$60
per night
5.0 out of 5 stars
2 reviews
2 repeat clients
20 years of experience
Fredonia, WI, 53021

About: I grew up on a farm in Wisconsin, so I’ve had a lot of experience with many different animals; cats, dogs, pigs, goats; you name it! Having just returned from an extended stay in Spain, I’m looking forward to helping families out with their fur babies. I currently live on an 11 acre, unfenced, property and am able to take in a dog or two for a few days. I’m currently working about 30 hours a week 2 minutes from my home. I may look for additional hours as a server, but for now I work 7-2:30 M-F I am able to do drop-ins or stay the night; however, I prefer to not spend the night. I can also keep a dog or two overnight at my house.

Sitter Profile Image: Stephanie B.
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Stephanie B.
from
$36
per night
5.0 out of 5 stars
7 reviews
1 repeat client
10 years of experience
West Bend, WI, 53095

Steph was communicative and reliable. She clearly loves cats and understands their behavior and needs. We felt relaxed while away knowing she was watching over things!

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Catherine K.
Sitter Profile Image: Aaliyah T.
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Aaliyah T.
from
$25
per night
5 years of experience
West Bend, WI, 53095

About: I have grown up with dogs my entire life. I currently have a cocker spaniel who is my whole world. I have trained him myself and love him like a child. I walked dogs for my hometown humane society growing up and will be happy to continue dog centered work for my West Bend and surrounding areas community! I work part time serving so mornings and all days mondays and tuesdays I am available! I love being outside and getting my steps in and have plenty of time to set aside for walking my furry friends! I believe playing with the pups is very important. I love playing fetch, training, and cuddling. I love trying new mind stimulating games for pups as well!

Sitter Profile Image: Inga G.
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Inga G.
from
$28
per night
10 years of experience
Cedarburg, WI, 53012

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.

Sitter Profile Image: Gina P.
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Gina P.
from
$50
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
10 years of experience
Fredonia, WI, 53021

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.

Sitter Profile Image: Grace B.
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Grace B.
from
$50
per night
5.0 out of 5 stars
5 reviews
3 repeat clients
5 years of experience
West Bend, WI, 53095

Grace is 100% reliable and great at communication. My pups adore her and she adores them back. Recently completed a 10 day business trip out of the country and she was amazing. Highly recommend d.

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Lila A.
Sitter Profile Image: Courtney Z.
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Courtney Z.
from
$50
per night
4.9 out of 5 stars
10 reviews
1 repeat client
8 years of experience
Hartford, WI, 53027

Courtney was very sweet and responded quickly to messages. There was a misunderstanding with her work schedule that she would not be in the home for 11 hours. I assumed she would come at lunch to let them out. Never assume - had to call neighbor to let dogs out 2 days as I did not want my dogs left that long without a potty break. Otherwise, all was good.

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Cindy L.
Sitter Profile Image: Yana C.
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Yana C.
from
$50
per night
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Belgium, WI, 53004

Yana is an amazing sitter. She was very flexible when our schedule changed and communicated very clearly. I can’t say enough good things about our experience! Yana went above and beyond to make sure our dog felt comfortable and cared for.

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Robert R.
Sitter Profile Image: Larissa M.
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Larissa M.
from
$80
per night
5.0 out of 5 stars
5 reviews
4 repeat clients
10 years of experience
Murray Hill, Grafton, WI, 53024

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!

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Emily P.
Sitter Profile Image: Heather Z.
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Heather Z.
from
$100
per night
5.0 out of 5 stars
16 reviews
6 repeat clients
10 years of experience
Germantown, WI, 53022

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!!

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Angela C.
Sitter Profile Image: Arielle L.
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Arielle L.
from
$40
per night
17 years of experience
Jackson, WI, 53037

About: I’ve grown up with dogs and cats! I have 5 cats in my own. I love giving a helping hand and taking care of my grandmas Yorkie dog as well as my aunts Gordon Setters. My goal with pets is to make them feel comfortable and have affection! I’m currently working part-time and I’m looking for pet sitting to be a helpful side job! I’m in high school currently and I do participate in daily activities after school like dance team practice for a couple hours or theatre practice. I’m open on weekends and I would love to care for your furry friend while you’re out! I offer care for pets in my clients home. I feel my house may not be the best considering with my own cats. With my clients pet, I will tend to any instructions given and be affectionate towards your furry friend!

Sitter Profile Image: Taylor D.
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Taylor D.
from
$85
per night
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Port Washington, WI, 53074

About: Hi! My name is Taylor, I’m a lifelong animal lover with lots of experience caring for both dogs and cats. I work full‑time and am in the office four days a week, with remote work on Fridays, which gives me flexibility at the end of the week and allows me to spend quality time with the pets I’m caring for. I grew up with two golden doodles and a mini pinscher poodle, so I’m comfortable with dogs of all sizes, energy levels, and personalities. I also have experience fostering kittens and caring for multiple pets at once. At home, I have two cats of my own, so I’m very familiar with feline care, routines, and personalities as well. I live in Port Washington and love taking dogs on neighborhood walks or to nearby parks for some fresh air and exercise. Whether your pet needs walks, overnight care, or just some extra company and attention, I’d love to help and make sure they feel safe and comfortable while you’re away! I work full-time remotely, so I’m available for dogsitting during the day! My work will just need to come with me, but your pup will still get plenty of love and attention throughout the day. I make sure your pet feels safe, comfortable, and loved while you're away. Whether at your home or on a walk, I stick to their routine, give plenty of attention, and keep them safe. I’ll also send updates, so you know they’re happy and well cared for!

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The median cost per night for house sitting in Cheeseville is $50

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  • 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.

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    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

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Popular requests for house sitting - Cheeseville

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Sitters in Cheeseville average 4
repeat house sitting clients

FAQs for House Sitting - Cheeseville

Frequently asked questions about Rover

As of August 2026, there are 1,065 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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