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.

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

Kim is always great with my Sr dog. She treats him like I would and follows my instructions. I love having her as a sitter because I don’t worry about my dog while I’m gone. Highly recommend!

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Jennifer D.
Sitter Profile Image: Alicia D.
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Alicia D.
Star Sitter
from
$70
per night
5.0 out of 5 stars
97 reviews
25 repeat clients
10 years of experience
Lodi, WI, 53555

Alicia stayed with our dog Hazel for a long weekend and we will definitely book her again! Hazel sometimes struggles to warm up to new people but she loved Alicia immediately during our meet & greet. Alicia asked lots of good questions to make sure she was prepared to care for Hazel, and she sent us photos every day.

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Elise & Kyle
Sitter Profile Image: Rebecca B.
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Rebecca B.
from
$68
per night
5.0 out of 5 stars
43 reviews
5 repeat clients
20 years of experience
Deforest, WI, 53532

Becca did a fantastic job with my senior chocolate lab. I knew from the way she greeted my dog a few days before the booking started, that my dog would be in good hands.

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Angela S.
Sitter Profile Image: Amber S.
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Amber S.
Star Sitter
from
$90
per night
5.0 out of 5 stars
29 reviews
4 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: Madalyn M.
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Madalyn M.
from
$50
per night
5 years of experience
Middleton, WI, 53562

About: I enjoy caring for energetic dogs and love keeping them active through games like fetch and tug-of-war. I am a dependable and attentive pet sitter who is comfortable administering medications and providing any additional care your pet may need. I strive to build trust with every pet I care for, and I’m proud that many of my clients have chosen me as their recurring pet sitter. My goal is to ensure every pet feels safe, comfortable, and well cared for while their owners are away. I am currently available through the beginning of August and am happy to discuss scheduling to find a time that works for you. Please feel free to message me with any questions about my availability. I typically provide care in your home to help keep your pets comfortable in their familiar environment. I can also welcome your furry family members into my home for stays of up to two days, if needed. While I do not have a fenced yard, I make sure every dog gets plenty of exercise through long walks and trips to local parks. If your dog enjoys socializing with other dogs and you approve, I’d be happy to take them to a dog park for additional play and enrichment. Your pet’s safety is always my top priority. I carefully follow your care instructions and make sure every dog in my care receives plenty of love, attention, exercise, and responsible supervision. My goal is for every pet to feel safe, happy, and well cared for while you’re away.

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

Ashley was wonderful with my pup. She checked in on her multiple times per day, sent me updates and photos from each encounter. Would definitely use her again and again. Its the second time i left my dog home alone for multiple days under Ashley’s care.

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

Elizabeth was amazing with my dog while I was traveling for work. She sent daily updates and many pictures. I would definitely use her services again.

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Fernanda R.
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 was communicative, kind, and took great care of our dogs while we were away!

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Valerie W.
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 took excellent care of our cat, dog, and home! Our dog is fairly nervous, and our cat required medication but Karina handled it all with patience and care and kept us updated with photos and texts throughout the weekend. We’ll definitely be reaching out next time we need someone to look after them!

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Kelsey W.
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: Jesse T.
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Jesse T.
Star Sitter
from
$28
per night
5.0 out of 5 stars
27 reviews
10 repeat clients
1 year of experience
Madison, WI, 53719

Once again, Jesse is incredible with our pets. She cares for them just like we would, and I couldn’t leave them with anything less than that level of love and care. Thank you Jesse for being awesome!

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Seb A.
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: 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

Sidney took great care of my house and dogs while I was away for a few days. I will definitely work with Sidney again if I get the opportunity to!

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Cale H.
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: Alliyah D.
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Alliyah D.
from
$28
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
2 years of experience
Wexford, Madison, WI, 53717

Alliyah did a great job with our furbabies while we were on a 2 week vacation. We appreciate returning to our home and knowing they were cared for. Thank you!

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Heather R.
Sitter Profile Image: Ramon C.
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Ramon C.
from
$70
per night
5.0 out of 5 stars
4 reviews
7 years of experience
Briggsville, WI, 53920

About: Bilingual and able to communicate with families in Spanish, as well. Neighbors and friends have trusted me to care for their pets/homes for almost 7 years. They often say we're (my fiance and I) the only ones they trust to care for their pets. I have experience with senior pets and worked at a rescue previously. Excited to be going full time pet sitting/walking in 2026! I'm very reliable, flexible and am available last minute, 7 days a week and on holidays. I take extra care to keep pets happy, safe and comfortable. I follow instructions given and use caution when necessary to prevent any escapes. I do not do boarding in my home.

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

I left my 1 year old puppy Mack with Rebecca for a week. I was very nervous to leave him with someone I didn’t know personally. Rebecca was absolutely wonderful!! She sent daily pictures of him. She walked him and played with him and made him happy, as I could tell by the pictures. My house was clean and she was very attentive, that helped settle all of my concerns.

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Shelly K.
Sitter Profile Image: Hanna P.
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Hanna P.
from
$40
per night
5.0 out of 5 stars
3 reviews
2 repeat clients
6 years of experience
Madison, WI, 53719

Hanna was awesome with all the doggies while we were away, she kept us updated every day with photos and comments. Thank you for taking care of them!

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Mik R.
Sitter Profile Image: May N.
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May N.
from
$30
per night
5.0 out of 5 stars
2 reviews
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.

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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

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

Popular requests for house sitting - Lake Wisconsin

Select a filter and find qualifying sitters offering house sitting.

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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