House Sitting North Shore

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North Shore, 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: Allison B.
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Allison B.
Star Sitter
from
$60
per night
4.9 out of 5 stars
• 64 reviews
12 repeat clients
10 years of experience
Milton, WI, 53563

“Allison was great with our timid cats while we were gone on a long vacation. She sent updates/photos to ease our minds that they were doing well and comfortable while we were gone. I would highly recommend her to others that need a pet sitter.”

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Heather B.
Sitter Profile Image: Hayley M.
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Hayley M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 17 reviews
2 repeat clients
14 years of experience
whitewater, WI, 53190

“Hayley did a great job with our girls. I can always tell when they are well cared for because when we come home they barely notice we are gone. And they let us know if they are not! :) Hayley kept me well informed and sent pictures. Definitely recommend!”

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Carrie M.
Sitter Profile Image: Michele B.
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Michele B.
from
$50
per night
4.9 out of 5 stars
• 87 reviews
8 repeat clients
31 years of experience
Palmyra, WI, 53156

“I had a great experience! Michele took wonderful care of Magggie and my home whileaway. It gave me so much peace of mind knowing my pup was comfortable at home and in great hands. Communication was excellent, everything was well taken care of, and I came home to a happy dog. I would absolutely book again and highly recommend!”

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Jessica K.
Sitter Profile Image: Anna T.
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Anna T.
from
$28
per night
5.0 out of 5 stars
• 50 reviews
13 repeat clients
10 years of experience
Whitewater, WI, 53190

“Anna is very reliable and it seems that my somewhat, not so sociable kitty, does at times warm up to her. I love getting pictures while I am away. Thanks Anna”

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Tami B.
Sitter Profile Image: Jaden H.
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Jaden H.
from
$32
per night
5.0 out of 5 stars
• 25 reviews
6 repeat clients
5 years of experience
Whitewater, WI, 53190

“Jaden did a fantastic job watching our puppy! She sent daily updates and pictures, and we appreciated how she was quick to text with questions or concerns, so we always felt comfortable with how he was doing.”

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Akshay R.
Sitter Profile Image: Mallory N.
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Mallory N.
from
$50
per night
4.8 out of 5 stars
• 23 reviews
2 repeat clients
8 years of experience
Lake Mills, WI, 53551

“Mallory was wonderful with our high-anxiety dog, Scotty and our Holly. She was exactly what they needed and made us feel relaxed while we were away visiting family. Will definitely hire again.”

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Patti K.
Sitter Profile Image: Karina M.
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Karina M.
from
$45
per night
5.0 out of 5 stars
• 26 reviews
6 repeat clients
5 years of experience
Marquette, Madison, WI, 53703

“Karina always shows such care for my pets. My dog and cat both have health issues that require multiple medicines and supplements. She always follows their routine closely, asks questions to make sure she’s providing good care, takes my dog on daily walks, and sends daily pictures. I also come home to a clean house. I will not hesitate to request pet/house sitting from Karina again and I highly recommend her!”

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Hailey L.
Sitter Profile Image: Jana P.
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Jana P.
from
$30
per night
10 years of experience
Janesville, WI, 53545

About: Familiar with energy management for young dogs and mobility or health-related accommodations for older pets. Currently I have a 11 year old and a 2 year old at home. My full time work schedule is flexible so I have extra time for walk/activites. In my free time I love hanging out/taking care of fur babies. have a small, securely fenced-in yard perfect for supervised outdoor time and quick potty breaks. There's a walking trail nearby, great for regular walks and exercise. Dogs in my care will never go more than 7 hours without a potty break.

Sitter Profile Image: Kylie S.
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Kylie S.
from
$75
per night
20 years of experience
Milton, WI, 53563

About: I’ve had dogs all my life. I have a 7 year old golden named bode. I am familiar with medication distribution and other restrictions. Bode was diagnosed with lymphoma at 5 and has been in remission for 2 years. I grew up with labs as well as shitzus and my dad has a 9 year old golden. I would prefer to meet any candidate prior to boarding as they will be in the same space as my golden, he’s a gentle giant and gets along with all animals. He is a service animal so I have experience in training and younger dogs as well. I work from home full time and have a lot of free time to give during the week. Weekends are busy for me at the moment but will slow down come winter. I work from home so week days are great I have a lot of flexibility for walks and play time and potty breaks. Very attentive and will have my golden to play with. Big grass area to play at but no fence, live in a townhome with lots of toys. Since I work from home I’m very attentive and responsive.

Sitter Profile Image: Myah P.
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Myah P.
from
$27
per night
5.0 out of 5 stars
• 1 review
15 years of experience
Sullivan, WI, 53178

“Myah was great at communicating with us ( including sending pictures) while we were gone and asking questions about a health issue with a dog. We had no doubt our dogs were in good hands! Highly recommend her services and wouldn't hesitate to rebook with her.”

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Marsha H.
Sitter Profile Image: Lensy A.
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Lensy A.
from
$90
per night
5.0 out of 5 stars
• 17 reviews
7 repeat clients
15 years of experience
DeForest, WI, 53532

“Lensy did a great job pet sitting at our house for three nights. She sent a lot of pictures that showed that Reggie was having a good time. We came home to a happy cat and our house was just as we had left it. We greatly appreciated her services!”

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Kathleen K.
Sitter Profile Image: Samuel A.
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Samuel A.
from
$65
per night
5.0 out of 5 stars
• 23 reviews
2 repeat clients
25 years of experience
Waukesha, WI, 53188

“Sam took excellent care of my dogs and home. I was happy to get pics and updates, as well as to come home to a clean house. He even washed the bedsheets ? I recommend Sam for both house and pet sitting!”

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Marit S.
Sitter Profile Image: Brooke M.
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Brooke M.
from
$50
per night
35 years of experience
East Troy, WI, 53120

About: I have over 35 years of caring for animal experience, very trustworthy, and very well-known in my community. I will care for your animals as my own. I do work a full-time job. My schedule is after 5 o’clock during the week and available most weekends. Able to adjust schedule when needed. I have a fenced in yard. I am able to crate your animal easily if needed. I am able to separate animals when it’s necessary.

Sitter Profile Image: Joseph M.
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Joseph M.
from
$80
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
5 years of experience
Waukesha, WI, 53188

“Joseph was great! Our dog Rudy has many health issues and a lot of attention with his medications. He did a great job giving him his meds. He was also great with texting us and sending us pictures.”

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Dennis D.
Sitter Profile Image: Milanne D.
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Milanne D.
from
$60
per night
19 years of experience
Blackhawk, Middleton, WI, 53562

About: I’ve been around and taken care of dogs of every kind my entire life basically. Neighbors, friends and family have relied on me since I was a little girl to walk, feed and bathe their pets. I currently dog sit full time, so I’ll have plenty of time to play with your pups! I’m available for boarding all seven days of the week at anytime of need! I have a spacious yard and two friendly female dogs(both spayed) to keep your fur baby company. I can easily crate your dog if needed.

Sitter Profile Image: Natalina T.
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Natalina T.
from
$27
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
4 years of experience
Madison, WI, 53719

“Super responsive, took great care of our pups, and sent pics every day! Natalina is incredibly sweet and I look forward to having her stay at our house with our pups in the future!”

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Jodi F.
Sitter Profile Image: Dominique H.
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Dominique H.
from
$60
per night
5.0 out of 5 stars
• 11 reviews
2 repeat clients
20 years of experience
New Berlin, WI, 53151

“Excellent, prompt communication when scheduling sitting and while we were away. Daily updates and pictures were so great to receive. Came home to a clean home and happy dog!”

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Tracy K.
Sitter Profile Image: Jessica R.
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Jessica R.
from
$45
per night
5.0 out of 5 stars
• 13 reviews
1 repeat client
16 years of experience
Alverno, Milwaukee, WI, 53220

“Jessica was great with our lab! Also sent pictures and spent quality time with her! Would definitely book with her again.”

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Amelia G.
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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?

  • 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 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.

How to book house sitting

  1. 1. Search

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

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for house sitting - North Shore

Select a filter and find qualifying sitters offering house sitting.

FAQs for House Sitting - North Shore

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

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 North Shore 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 North Shore 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 North Shore 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 , 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 .

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 .

sitters on Rover set their own , 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 administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.

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