House Sitting Lake Wisconsin

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

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Over 1
pet parents in Lake Wisconsin have booked house sitting

Lake Wisconsin, 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.

1 / 1
Sitter Profile Image: Kimberly G.
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Kimberly G.
Star Sitter
from
$60
per night
5.0 out of 5 stars
212 reviews
41 repeat clients
32 years of experience
Baraboo, WI, 53913

Kimberly always does a fabulous job with our dogs and is a great communicator. It gives us peace of mind to know that they and our home are being well taken care of while we are away!

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Karla & Mike P.
Sitter Profile Image: Rebecca B.
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Rebecca B.
from
$68
per night
5.0 out of 5 stars
38 reviews
4 repeat clients
20 years of experience
Deforest, WI, 53532

We absolutely LOVED Rebecca and so did our dog Reba! We’re so happy we decided to have a house sitter instead of the traditional boarding route. We will 100% rebook with Rebecca moving forward.

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Reana K.
Sitter Profile Image: Elise K.
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Elise K.
from
$45
per night
5.0 out of 5 stars
2 reviews
1 repeat client
3 years of experience
Lodi, WI, 53555

Elise watched my two dogs overnight and took great care of them. She sent photos, kept me updated, and was very tidy.

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Kelsey M.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
Star Sitter
from
$55
per night
5.0 out of 5 stars
46 reviews
15 repeat clients
30 years of experience
Brentwood Village, Madison, WI, 53704

I cannot say enough good things about our experience with Elizabeth. She was so diligent about following Gus's routine, so great about keeping us updated on how things were going, and above all SO kind and understanding of our pups needs as a spicy/reactive dog. She left me completely at ease and able to relax on our trip. I am so glad we've found her and that our baby has someone he will not just be comfortable with, but excited to spend time with while we are gone!

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Mya E.
Sitter Profile Image: Amber S.
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Amber S.
Star Sitter
from
$105
per night
5.0 out of 5 stars
23 reviews
3 repeat clients
15 years of experience
Baraboo, WI, 53913

We had an amazing experience with Amber! She went above and beyond in every way. She stayed overnight with our dogs, took them on walks, and kept us updated with plenty of pictures and videos, which gave us so much peace of mind while we were away. The biggest surprise was coming home to our dogs’ feeding station it had been spotless! We had left it pretty messy, and she cleaned it immaculately without us ever asking. That level of care and attention to detail meant so much to us. It’s obvious she genuinely loves animals and treated our dogs like they were her own. They were happy, well cared for, and clearly comfortable with her. We couldn’t have asked for a better sitter and will absolutely be booking with her again. We highly recommend her to anyone looking for someone trustworthy, thoughtful, and truly exceptional!

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Edie M.
Sitter Profile Image: Kendra Necole M.
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Kendra Necole M.
from
$35
per night
5.0 out of 5 stars
3 reviews
8 years of experience
Cross Plains, WI, 53528

About: 4-H training a puppy to show. Compassion for pets. And I pet sit for most pets. I'm caring, kind and focused on my pets and wellbeing. Currently open very flexible can take mornings, afternoons, evenings and overnights or longer periods. Open to discussing your needs and looking forward to helping you out. Large open yard with room to run and walks. Other pets are in home but can work around specific needs. Two acres to play and enjoy themselves.

Sitter Profile Image: Ashley R.
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Ashley R.
Star Sitter
from
$80
per night
5.0 out of 5 stars
114 reviews
29 repeat clients
30 years of experience
Portage, WI, 53901

Ashley took really great specialized care of our babies while we were away. She made sure to keep us updated throughout our entire trip and we never had to worry about them! This was a great experience and we will absolutely be using her services again!

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Mary R.
Sitter Profile Image: Jesse T.
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Jesse T.
Star Sitter
from
$28
per night
5.0 out of 5 stars
26 reviews
10 repeat clients
1 year of experience
Madison, WI, 53719

We had an amazing experience with Jesse! She took wonderful care of both our dog and our cat while we were away for two weeks. She was incredibly attentive, super kind with our pets, and clearly loved spending time with them. She even surprised our dog with some plush toys before she left, which meant so much to us. When we came back, both of our pets were completely relaxed and happy, which says everything about the level of care they received. On top of pet care, she was a huge help with things around the house when they came up and shared really helpful advice for managing our dog’s allergies. We truly felt supported the entire time we were away. We couldn’t be happier with her care and will absolutely be booking her again for our next trip. Highly recommend.

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Seb A.
Sitter Profile Image: Hallie N.
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Hallie N.
from
$30
per night
3 years of experience
Dane, WI, 53529

About: I have had dogs and cats while growing up and I currently work at a dog boarding facility where I work with dogs or cats with all different kinds of personalities and needs! I am looking to provide house sitting, drop-ins, and dog walking! Depending on the day, I usually have full availability and keep my calendar updated. During the months of June and July, I babysit half days so I am looking to do drop-ins or dog walks either in the morning or afternoon! During August, I will be available during weekends and in September, I start online college so I will be available most days! In my home, I currently take care of my 3 cats. I play with them whenever I get the chance. At my work, I take care of dogs and cats and always make sure they are getting activities in during the day!

Sitter Profile Image: Rebecca R.
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Rebecca R.
from
$80
per night
5.0 out of 5 stars
54 reviews
19 repeat clients
40 years of experience
Baraboo, WI, 53913

Rebecca was awesome. She was kind and patient with Derby. She sent pictures and messages through out our weekend. It was comforting to knowing my girls were happy and safe. I will definitely ask her to come back and recommend her to others.

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Abigail
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 did a wonderful job looking after our cat for a long weekend. We came back to a relaxed cat and a house in perfect order. Thanks, Karina!

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Chloe H.
Sitter Profile Image: Alissa A.
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Alissa A.
from
$100
per night
5.0 out of 5 stars
27 reviews
5 repeat clients
25 years of experience
Portage, WI, 53901

Our pups were treated just like family. So grateful to found a wonderful place for our Great Danes. Knowing she knows the bread was a great peace of mind.

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Amanda L.
Sitter Profile Image: Sidney R.
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Sidney R.
from
$50
per night
5.0 out of 5 stars
84 reviews
33 repeat clients
20 years of experience
Middleton, WI, 53562

She did a wonderful job. Sent daily updates and respected the house. Even delt with my nosy neighbor. Will be using her for future dog sitting!

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Jessica S.
Sitter Profile Image: Emma R.
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Emma R.
from
$35
per night
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Sun Prairie, WI, 53590

Emma did a great job watching my dogs and my house while I was gone.

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Rita B.
Sitter Profile Image: Olivia S.
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Olivia S.
from
$50
per night
5.0 out of 5 stars
5 reviews
20 years of experience
Upper East Side, Baraboo, WI, 53913

Olivia was just what we wanted and needed for our trip. She and Addie safe at the homefront were a superb solution for our family! We won't hesitate one bit to call her again for another booking. Thanks Olivia!

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Gale A S.
Sitter Profile Image: Hanna P.
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Hanna P.
from
$40
per night
5.0 out of 5 stars
1 review
6 years of experience
Madison, WI, 53719

About: I grew up with two dogs and have owned guinea pigs for the last 6 years. I volunteer with a shelter where I walk and play with dogs. I also foster dogs with my rescue but do not currently have a foster. I currently work a full time job. I am available for lunchtime walks or enrichment. I am available during the evenings and weekends to care for your dog whether that’s walks, enrichment, or overnight sitting. I’m currently living in an apartment so any sitting would need to occur at your home! I can easily follow any directions you have to ensure your furry friend is well cared for. I’m looking forward to help with your needs. Please reach out with any questions!

Sitter Profile Image: May N.
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May N.
from
$30
per night
2 years of experience
Middleton, WI, 53562

About: My pet-sitting experiences include looking after both cats and dogs day to day and for extended periods of time. When taking care of cats, I make sure they have clean water and food at all times; keep their environment clean; watch over them and see if they are healthy; and interact with them by playing with them on a daily basis. I also have experience caring for dogs of various sizes and energy levels. Making sure their fed, walked, groomed, and cleaning up any messes/ their environment. In addition always making sure they have access to clean drinking water and providing plenty of playtime and attention. I occasionally take care of a family friend’s dog who has arthritis. I help keep her comfortable through gentle massages, giving her medication as directed, and hand-feeding her when necessary. In doing so, I learned to be patient and attentive in caring for an animal's individual needs. What sets me apart is my genuine love for animals. I always go the extra mile into taking good care of animals, ensuring their safety, and comfort in the absence of their owners. I treat every pet as if they were my own and doing everything I can to ensure their happiness. I am extremely flexible with regards to my schedule, and can be available for the most part of the day. I wake up early, so feeding and taking the animals for walk won't be a problem at all. When caring for pets in a client’s home, I value their safety, trust, and maintaining a calm and familiar environment for their pet. It is important for me to carefully follow all the instructions concerning their feeding schedule, treatment, taking medication, and other specific care. It goes without saying that I make sure that the pets receive proper meals and have clean water to drink. I also try to keep the house as clean as possible, including litter boxes for cats and any messes that may occur. I also observe the pets to ensure everything seems normal and they’re healthy. I believe that building trust with both pets and owners is essential, I’ll always provide them with updates and photographs about the current condition of the pets. My goal is to make sure their pet is cared for and mostly importantly happy.

Sitter Profile Image: Samuel A.
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Samuel A.
from
$65
per night
5.0 out of 5 stars
22 reviews
2 repeat clients
25 years of experience
Marquette, Madison, WI, 53703

Samuel was fantastic! Our two dogs and cat were well cared for, and the house was spotless — he even washed the sheets and towels. Highly recommend and will book again.

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Lindsay D.
Sitter Profile Image: Stella J.
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Stella J.
from
$28
per night
12 years of experience
Tenney-Lapham, Madison, WI, 53703

About: I think something, I can proudly say is that I have people meet me once and trust me to watch their pets. I’ve had pets and I have taken care of friends and families pets since I was 12. Truly bonding with my pets was the highlight of my childhood, an experience that I know not every child is fortunate to have. I’ve seen my dog from puppyhood to his frosty senior days. The care is different of course, diets and lifestyle routine slow down and more careful attention is needed. Love is another key, all animals are deserving of being treated with respect and kindness. That includes the animals in the forest, since I work outdoors I see a lot of birds and critters and each one’s life is valued and admired. Like my job, the environment of the pet is important. Keeping the food and water bowl clean, is something I find some families neglect but I find that to be a little disheartening as you would not like to drink out a dirty water glass Services offered * 30 Minute Dog Walks include a fun stroll around your neighborhood or a nearby trail to give your pup the exercise fresh air, and mental stimulation they need during the day * 30 Minute Drop-Ins include potty breaks, feeding, playtime, and of course plenty of snuggles to keep your pet happy and comfortable while you're away * Basic House-Siting include staying overnight with your pup so they have company and comfort in their own home, along with daytime care every 4-6 hours for potty breaks, meals, playtime, and cuddles I currently work outdoors for Ice Age Trail Alliance, and unable to commit to the time for a long term companion, however I have just enough time to spoil and love on other people’s adorable pets :) Truly, the most important aspect of pet care is the establishing the safety and security of your pet. The initial meeting with your pet, getting familiar and making sure the pet feels like they can trust their caretaker is crucial. That establish trust between caretaker and pet, allows me to ensure the best case scenario for your pet. Whether it be, trusting you on a walk or worse case scenario luring your pet from under the bed or loosing the lead for a second. I offer comfort of house sitting or walking your pet to ensure their routine is uninterrupted. :)

Sitter Profile Image: Matthew E.
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Matthew E.
from
$75
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
10 years of experience
Cross Plains, WI, 53528

Matthew was great! The dogs were well cared for and I my family was able to have a stress free vacation. I will definitely book again in the future.

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Anne B.
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The median cost per night for house sitting in Lake Wisconsin 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?

  • 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.

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

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

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Sitters in Lake Wisconsin average 4
repeat house sitting clients

FAQs for House Sitting - Lake Wisconsin

Frequently asked questions about Rover

As of July 2026, there are 820 sitters on Rover offering House Sitting across Lake Wisconsin. 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 Lake Wisconsin 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 Lake Wisconsin 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 Lake Wisconsin 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 Lake Wisconsin. On Rover:

  • 95% of sitters can help with special care needs
  • 98% can help with giving oral medications or injections
  • 95% 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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