House Sitting Saint Michaels

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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
15 reviews
4 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
13 repeat clients
20 years of experience
Jackson, WI, 53037

There are no existing words to describe what a wonderful experience we had with Faith. Not only did she provide loving care to our pups but also to our home. It speaks volumes about her character. Thank you, Faith!

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Amy B.
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: 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: 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: 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: 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: Tarah & Firaas F.
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Tarah & Firaas F.
from
$40
per night
5.0 out of 5 stars
35 reviews
14 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: 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: 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: Emma B.
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Emma B.
from
$60
per night
5.0 out of 5 stars
17 reviews
5 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: Amanda D.
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Amanda D.
from
$28
per night
5.0 out of 5 stars
13 reviews
4 repeat clients
30 years of experience
Jackson, WI, 53037

Amanda was wonderful with our JoJo and Lexi. Amanda is kind and very good with animals. We felt confident that we could go away and not give another thought to how our girls were in her hands and could just enjoy being away. We knew everything would be just great and we were right. I'm very happy to have had Amanda at our home and will definitely use her services again.

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Marjie S.
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: 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: Michael R.
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Michael R.
from
$28
per night
4.7 out of 5 stars
4 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: Ju E.
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Ju E.
from
$73
per night
5.0 out of 5 stars
57 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: 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: Jenn L.
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Jenn L.
from
$50
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
30 years of experience
Mill Valley, Milwaukee, WI, 53224

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!

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Michelle P.
Sitter Profile Image: Nevaeh Z.
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Nevaeh Z.
from
$55
per night
5.0 out of 5 stars
3 reviews
1 repeat client
5 years of experience
Menomonee Falls, WI, 53051

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.

Sitter Profile Image: Lisa S.
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Lisa S.
from
$70
per night
5.0 out of 5 stars
12 reviews
1 repeat client
25 years of experience
Elkhart Lake, WI, 53020

Lisa was exactly who we were hoping for as a sitter for Buddy. It was our and his first time overnight and she made it very comfortable for all of us. We received some fun photos of Buddy as well. Lisa gave us a full report when we got home. The best news was seeing Buddy going to the door after Lisa left and he was asking us when is she coming back! Highly recommended!

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Pastor Bill T.
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The median cost per night for house sitting in Saint Michaels is $50

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  • 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

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  • 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. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet In Person

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Sitters in Saint Michaels average 3
repeat house sitting clients

FAQs for House Sitting - Saint Michaels

Frequently asked questions about Rover

As of July 2026, there are 639 sitters on Rover offering House Sitting across Saint Michaels. 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 Saint Michaels 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 Saint Michaels 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 Saint Michaels 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 Saint Michaels. On Rover:

  • 93% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 100% 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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