House Sitting in Cheeseville

Find a loving house sitter to watch over your pets and your home.

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Top rated Cheeseville house sitters

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
11 reviews
3 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: Tarah & Firaas F.
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Tarah & Firaas F.
from
$35
per night
5.0 out of 5 stars
33 reviews
12 repeat clients
10 years of experience
Fredonia, WI, 53021

Tarah was amazing with our quirky doggo. We couldn't have asked for a better experience. Tarah provided updates and loved on our pup while we were away for a family getaway. Upon returning home, we could tell puppers was anxiety free and our home was in excellent order. 1000% would use Tarah again.

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Bret K.
Sitter Profile Image: Faith B.
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Faith B.
from
$55
per night
5.0 out of 5 stars
69 reviews
13 repeat clients
20 years of experience
Jackson, WI, 53037

Faith did an amazing job with our Bruno!! This is our second time having Faith watch our dog and we are just as happy as we were the first time. Bruno was well cared for and very relaxed and happy when we got back home which shows how well he did with Faith. She was very good at keeping us updated with photos and messages. Asked questions when anything needed to be clarified. She even let us know she put out our trash to be picked up! The house was spotless when we returned, clean and tidy. But most of all Bruno had a great time with Faith and we will definitely use her again for our next vacation!!

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Benedetta B.
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 is amazing! She took the best care of our pets, provided frequent updates, and was honestly a joy to communicate with! She will most definitely be my first choice for future pet sitting needs.

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Molly J.
Sitter Profile Image: Grace L.
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Grace L.
from
$60
per night
2 years of experience
West Bend, WI, 53090

About: I am experienced in both dog sitting and cat sitting, and am a reliable and friendly helper. I have experience with medicating and all temperaments. I am currently in school and work part-time, able to do multiple visits a day or walk in early afternoon or night. Once summer hits I will have extended availability! I am knowledgeable in animal care as well as illness symptoms. I can administer medications and stick to feeding plan for any pet, not just dogs and cats.

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

Paul was very tuned into Meli’s needs and spent a lot of time playing with her as she has an abundant amount of energy. He provided a lot of photos and videos, which I greatly appreciated and was very flexible with helping us out last minute. Thank you Paul!!

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Joelle R.
Sitter Profile Image: Isabella A.
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Isabella A.
from
$30
per night
5.0 out of 5 stars
2 reviews
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: Amanda K.
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Amanda K.
Star Sitter
from
$70
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
4 years of experience
Waterfront, Cedarburg, WI, 53012

Amanda did an outstanding job taking care of our cats and home while we were away. She has amazing attention to detail, and always gave us plenty of updates and pics so we felt connected to our pets. She is very kind, responsible, and professional. We highly recommend Amanda!

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Michelle S.
Sitter Profile Image: Kailie K.
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Kailie K.
from
$40
per night
1 repeat client
5 years of experience
West Bend, WI, 53090

About: My name is Kailie, and I am 20 years old. I have grown up around dogs my entire life, and I have always loved them! I was always the little kid who would go up to strangers asking to pet their dog, and I still will! Dogs deserve love too! I have one adorable Shepherd/Terrier mix at home, who is a little over one years old! I have trained her to do a lot of tricks, including how to give hugs and kisses on command! She definitely is a wild one though! She loves to play tug of war, and ball, and if she doesn’t, she gets a little sassy! Her absolute favorite thing though is to play with other dogs! Especially my sister’s and brothers’s dogs! Whenever they need someone to watch their dogs, I’m normally the first call! My dog definitely loves having the company, but I know my siblings are also just happy to have their dogs in a loving and caring home! I work full time, 2-11pm, and I get an hour and 15 minute lunch break, so I can always let dogs out on my lunch break if needed! I have off every Saturday and Tuesday as well, so I’m free those days! My dog normally just roams the house while we are gone. When I let her outside she gets put on a leash. We do let her free roam with a shock collar on when we play ball though. However, I am willing to do whatever fits your routine and whatever your dog is comfortable with! If a crate works best for them, or if they get let out in a fenced yard, then that’s what we will do! Whatever works for you and your dog!

Sitter Profile Image: Murphy N.
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Murphy N.
from
$42
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
25 years of experience
Cedarburg, WI, 53012

Murphy was great with my animals. She was attentive, responsive and I felt comfortable leaving for the weekend knowing my animals were in good hands!

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Megan G.
Sitter Profile Image: Ella S.
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Ella S.
from
$40
per night
6 years of experience
West Bend, WI, 53090

About: I've taken care of animals my entire life. I've always had dogs, cats, reptiles, small animals, you name it! I have been picking up gigs dog/cat sitting since I was 12. My family, friends, and neighbors have had my help and continue to use me as their first option when help is needed! I'd love to get to know your furry friend :) I currently work part-time from 5pm-10pm Monday thru Friday for the summer, so I am available to spend the morning and midday's playing, feeding, walking, and watching your pet! I have 2 dogs (large and small) and 4 cats of my own. With this, I won't offer in home care due to the stress this can cause your pet. However, I am comfortable with leashing, caging, giving meds, scooping liter pans, and all other responsibilities that come with pet care!

Sitter Profile Image: Gina P.
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Gina P.
from
$50
per night
5.0 out of 5 stars
5 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: Emma B.
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Emma B.
from
$60
per night
5.0 out of 5 stars
16 reviews
4 repeat clients
20 years of experience
Cedarburg, WI, 53012

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!!!!

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Paula R.
Sitter Profile Image: Diane & Dale G.
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Diane & Dale G.
from
$60
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
30 years of experience
Random Lake, WI, 53075

Diane was a fantastic dog sitter! My pup can be shy around people and dogs he is not familiar with. Diane had Kona sitting on her lap minutes after she arrived to watch him. She took him out for walks multiple times in the 24 hours she was with him. She sent pictures showing how relaxed Kona was with her. I felt like a family member was watching him! I will certainly be contacting Diane in the future to watch my pup! She is a true dog lover!

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Robin S.
Sitter Profile Image: Ju E.
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Ju E.
from
$73
per night
5.0 out of 5 stars
55 reviews
11 repeat clients
45 years of experience
Port Washington, WI, 53074

Ju is my Go-To sitter for Jerry! She is incredibly attentive to all of Jerry’s needs. I received a chart of all of his feedings, walks, and even watered my plants while I was gone for 8 days. It was so nice to have someone stay in my home so Jerry was more comfortable and I can completely trust Ju. She exceeded my expectations! Ann D.

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Ann D.
Sitter Profile Image: EmmaLee G.
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EmmaLee G.
from
$31
per night
5.0 out of 5 stars
1 review
8 years of experience
West Bend, WI, 53095

About: I currently work at Hightest kennels part time. I’ve also fostered 14 dogs/puppies for Hightest kennels. I am very good at taking care of dogs at all ages. I also follow your instructions very well. I have taken care of puppies, dogs with disabilities and, senior dogs. I have potted trained many dogs and have been successful every time. I am very patient with animals. I am also going to school to become a veterinary assistant. I am currently working part-time at Hightest kennels I would be able to work after Hightest and on my days off. I usually work 2-3 days a week. I will fit pet care in whenever I am not at work. At my home I have two labs that love being around other animals. I have a fenced in area for my dogs to give them time outside. In a client’s home I want to know if your dog has a routine and keep your pet on their routine. I take my pets out many times a day if they are not in their fenced in area. I can also create my dogs if wanted.

Sitter Profile Image: Michael R.
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Michael R.
from
$28
per night
5.0 out of 5 stars
2 reviews
1 repeat client
30 years of experience
Menomonee Falls, WI, 53051

Michael had been wonderful and he has helped us out with our two dogs several times. He communicates well and my dogs have been so happy having him stay with them while we are gone. Would recommend him to take care of your pets.

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Janine P.
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: 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: Madison D.
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Madison D.
from
$30
per night
5.0 out of 5 stars
1 review
1 repeat client
7 years of experience
Cedarburg, WI, 53012

About: You can count on me to provide love and care for your pet. Experience with walks, playtime, feeding, and cuddles. I have taken care of puppies under 1 year old all the way to senior dogs. Flexible schedule, great communication, and a happy environment your dog will love while you’re away and relaxed. No doubt your dog will feel like family. I don’t have a job at the moment, so I’ll have plenty of time to play with your pups! I’m available any day of the week after 11am. I have a fenced yard and three fur babies that I monitor at all times. In a client’s home, I will keep doors secured, monitor them, and make sure they feel comfortable. For walks, I use secure leashes, stay aware of surroundings, and avoid interactions with other animals.

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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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

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 house 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.

Sitters in Cheeseville average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Cheeseville on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Cheeseville house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 462 house sitters in Cheeseville. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 89% of Cheeseville house sitters respond in under an hour.

House sitters in Cheeseville have an average of 15 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Cheeseville.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Cheeseville house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.