House Sitting Lake Wisconsin

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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: Breanna M.
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Breanna M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
4 reviews
3 repeat clients
5 years of experience
Sauk City, WI, 53583

About: I’ve grown up in a household that has always had at least two dogs, usually 3. We also have 3 indoor-outdoor cats. I am now a student at UW Madison, and I have a 5yr old heeler shepherd mix. Throughout her life I have trained her for obedience and herding, and have dealt with low confidence and reactivity with her daily. I am experienced with dogs who are shy and tend to be reactive. I am studying for a Food Science PhD at UW Madison, so I’m able to take whatever requests work outside of my classes! Most weekends are free, and I update my calendar regularly to reflect class and exam schedules. I have experience training dogs and love hanging out with any breed of dog. I believe dogs need both mental and physical stimulation in order to be fulfilled.

Sitter Profile Image: Holly G.
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Holly G.
from
$45
per night
10 years of experience
Lodi, WI, 53555

About: I am currently a full-time Team Coordinator that works remotely out of my home, or any place with wifi! Working remotely has provided me with a lot of spare time, not having to commute to and from work, so I am looking to fill some of that time caring for animals. I currently have two dogs and two cats at home. I have experience with all types of dogs including small dogs, like my dad's Peekapoo, and large dogs, like my brother's Great Dane. I've taken care of puppies as well as senior dogs with extra care needed included insulin injections and eye drops. I am available for entire weekends, individual weekend days, full weeks and individual week days. I look forward to meeting you and your pet(s) and please don't hesitate to ask me any questions! If weekdays are needed, I have the flexibility to work from your home which gives me the opportunity to be there all day long if needed. Only working from 7:30am to 4:00pm with no commute gives me plenty of extra hours for pet/house care. I will treat your pets and home with the utmost respect as if they were my own. I would ask for any special requirements that pertain to housesitting and pet sitting ahead of time so I can follow them when I am there. I always make sure to lock doors and stay vigilant, especially at other peoples’ homes. I can be available to you by phone any time of the day or night when I am watching your pet/house and am always willing to help out with anything that may come up!

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

Kimberly has been our dog sitter for at least 3 years, and sits our two pups regularly (at least 3-4 times a year). She’s the best. The pups love her, She goes above and beyond. She also keeps me up to date with photos and texts daily. I had some health issues with my pup, Emma this past time. Kimberly called me and, even made a pumpkin remedy for Emma.

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Cheri R.
Sitter Profile Image: Carlie W.
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Carlie W.
from
$50
per night
5.0 out of 5 stars
57 reviews
24 repeat clients
30 years of experience
Sauk City, WI, 53583

Carlie was amazing! She was available on short notice and arrived with a smile and lots of pets for our fur babies. She sent us many updates to let us know how our pups were doing (which was super appreciated) and our dogs were happy when we got home; they liked Carlie too. She’s the best pet sitter we’ve found!

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Jennifer L.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
Star Sitter
from
$55
per night
5.0 out of 5 stars
50 reviews
18 repeat clients
30 years of experience
Brentwood Village, Madison, WI, 53704

Lizzie is AMAZING! She took fantastic care of Baker and understood all of his quirks. She loved on him like he was her own pup. We highly recommend her and will rebook. :)

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Sarah M.
Sitter Profile Image: Emma R.
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Emma R.
from
$45
per night
5.0 out of 5 stars
8 reviews
1 repeat client
10 years of experience
Sun Prairie, WI, 53590

Emma was extremely helpful and took great care of the house and our kitten. The pictures she sent were greatly appreciated. We felt very comfortable with our home in her care.

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Gretchen M.
Sitter Profile Image: Rebecca R.
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Rebecca R.
from
$80
per night
5.0 out of 5 stars
56 reviews
20 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: Amber S.
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Amber S.
Star Sitter
from
$90
per night
5.0 out of 5 stars
40 reviews
5 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: Ashley R.
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Ashley R.
Star Sitter
from
$80
per night
5.0 out of 5 stars
129 reviews
31 repeat clients
30 years of experience
Portage, WI, 53901

Ashley was a fantastic sitter for our old pup. I appreciate that she came for a meet and greet to familiarize herself with Piper and his needs. We immediately felt comfortable with Ashley-- through our conversations it became very clear that she has a passion for animals. Ashley sent us updates and photos throughout the day. I highly recommend Ashley and have no reservations asking her again if we needed her. Thank you, Ashley!

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Sheri C.
Sitter Profile Image: Lisa T.
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Lisa T.
from
$90
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
2 years of experience
Madison, WI, 53719

Lisa did a terrific job with our fur babies! She was very careful and caring with them, kept us posted with the right amount of details, and kept the home really clean. Would definitely have her sit for us again!

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James W.
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: Stella J.
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Stella J.
from
$28
per night
5.0 out of 5 stars
3 reviews
12 years of experience
Tenney-Lapham, Madison, WI, 53703

I don’t know how to adequately express how grateful we are that we hired Stella. If you want the short version without the saga: Stella is THEE best dog sitter EVER. I will hire her again and again!! Smudge loved her immediately at our meet and greet, and we felt completely comfortable leaving him with her. Then, just before our trip, Smudge had X-rays on his leg and became very sick afterward. We were worried sick. I had Stella come over a second time so I could walk her through the probiotics and instructions from our vet, hoping he would be back to himself in a few days. We had to leave the next day. What happened after we left was something none of us could have imagined, and I cannot imagine what we would have done if Stella hadn’t been the person caring for him. She tried everything to get Smudge to eat and kept us regularly updated on how he was doing. When she became concerned that he wasn’t improving, she proactively told us she thought he needed to go to the emergency vet. She packed his bed into her car so he’d be comfortable and took him. When the first treatment of fluids and anti-nausea medication didn’t work, she took him back to the ER, where he ultimately had to be hospitalized. Stella took a day off work to care for him. When Smudge came home, she dealt with vomit and accidents, did laundry, cleaned up after him and continued caring for him through all of it. She never once complained or made us feel like any of this was an inconvenience. And after Smudge finally started getting better, Stella herself got sick. She cared for our boy as though he were her own dog. She advocated for him when he needed more care, and I truly believe she saved his life. You would be crazy not to hire this amazing human to care for your pets. Stella is 100% part of our family now. If she ever needs anything from us, I hope she knows she can ask. We will never forget what she did for Smudge, and we will be forever grateful to her.

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Rebecca S.
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: Ramon C.
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Ramon C.
from
$70
per night
5.0 out of 5 stars
4 reviews
1 repeat client
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: Hanna P.
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Hanna P.
from
$40
per night
5.0 out of 5 stars
5 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: Pam W.
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Pam W.
from
$75
per night
5.0 out of 5 stars
31 reviews
8 repeat clients
30 years of experience
Sun Prairie, WI, 53590

Pam was amazing a great communicator Ruby really warmed up to her quickly you can tell she is a trusting and responsible human. Thank you for taking such great care of Ruby while I was on my work trip

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

Matthew watches our German Shepard fora Week. Cooper loved him. When Cooper will sleep with you and let you give belly rubs you know he loves you. While we were gone I got a notice the lawn service was coming the next day for the final application of the year. I texted Matt and asked him if he could clean up the poop in the back yard. He not only cleaned it up he also raked the leaves. Amazing!! Before we left he spent an entire day with Cooper so they could get to know each other and see if he had any questions. He’s amazing and we will be using him next time we travel.

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

Lensy was great with our dogs! They’re both special dogs - have some allergies and take medications, and she did great meeting their needs. She sent us updates and pictures and they had a great time with her!

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Janae G.
Sitter Profile Image: Laura R.
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Laura R.
from
$65
per night
9 years of experience
Pardeeville, WI, 53954

About: Hi! I’m Laura — a lifelong animal lover and professional dog trainer with years of hands-on experience with dogs and cats of all breeds, ages, and personalities. I specialize in in-home pet sitting where your pets stay relaxed, routine stays consistent, and your home is cared for with absolute respect. I’m calm, responsible, and deeply experienced with everything from confident working breeds to sensitive, anxious, or quirky dogs. Whether your pet needs quiet companionship, structure, adventure, medication, or extra patience, I tailor care to their exact needs. What You Can Expect Gentle, confident handling Reliable communication + photo/video updates A clean home when you return Safe, respectful care for pets and property Professional judgment in all situations Experience Includes Professional dog training background Puppies, seniors, and special-needs pets Large and working breeds Medication and special-care routines Multi-pet households Basic training reinforcement (upon request) Your pets are family — and I treat them like my own. I travel between Polson, MT and Madison Wisconsin frequently. I run my Dog Training company so I keep busy and can do that from anywhere so the pups are always #1 A mixture of all my years of experience combined with the clients desires and needs for their pet. Each dog I meet is my new best friend!

Sitter Profile Image: Olivia B.
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Olivia B.
from
$65
per night
5.0 out of 5 stars
3 reviews
3 years of experience
Lodi, WI, 53555

Olivia took great care of our puppy Callie and did an amazing job dealing with some tummy issues that came up while we were gone!

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Lauren S.
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The median cost per night for house sitting in Lake Wisconsin is $50

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  • 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.

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    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

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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 September 2026, there are 775 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:

  • 93% of sitters can help with special care needs
  • 98% can help with giving oral medications or injections
  • 96% 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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