House Sitting Wind Lake

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

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Over 1
pet parents in Wind Lake have booked house sitting

Wind Lake, 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: Sydney M.
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Sydney M.
from
$40
per night
10 years of experience
Muskego, WI, 53150

About: For the last 10 years I have been the go to pet-sitter for my family, friends and neighbors, and I can be for you also! I have a lot of experience with dogs of all sizes and cats of all kinds. I have taken care of itty bitty baby kittens and helped raised them up to go into their forever homes. I spent time working at a doggie daycare, where I gained some experience administering medications such as pills and eyedrops/eardrops. I, myself have three cats Roo, Gus and Noelle I am currently doing pet care full-time, and I can work with your schedule. I can be flexible, just let me know when you need me! With my own cats and I strive to take care of them the best I can, they get the best food, the best water, a lot of play and so many cuddles. I will take care of your babies as if they are my own, while also also sticking to your standards and routine.

Sitter Profile Image: Elizabeth H.
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Elizabeth H.
Star Sitter
from
$75
per night
5.0 out of 5 stars
228 reviews
42 repeat clients
9 years of experience
Muskego, WI, 53150

Elizabeth was absolutely phenomenal. Leaving my dog for the first time with someone I didn’t know was nerve wrecking however Elizabeth put all my nerves at ease. Our 9 month old rambunctious golden adored her. She sent pictures, updates, and did everything possible to make it the best weekend for our girl. I could not recommend someone better to watch your best friend! We are having her back in a few weeks and I feel so great knowing Elizabeth will be at our house. If she’s available, book her!!! You won’t regret it!

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Lauren M.
Sitter Profile Image: Josephine P.
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Josephine P.
from
$39
per night
5.0 out of 5 stars
4 reviews
1 repeat client
3 years of experience
Mukwonago, WI, 53149

Josie was such a thoughtful and caring caregiver for our puppy. She made sure to provide updates and lots of pictures and was very responsive. Could not recommend her enough! 😊

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Erin M.
Sitter Profile Image: Adrianne R.
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Adrianne R.
from
$50
per night
5.0 out of 5 stars
20 reviews
1 repeat client
20 years of experience
Franklin, WI, 53132

Adrianne is amazing! She was communicative, asked thoughtful questions during the meet and greet, and ensured meds were delivered to a picky eater. We hope to have her back for future vacations!

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Beth K.
Sitter Profile Image: Patricia N.
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Patricia N.
Star Sitter
from
$40
per night
5.0 out of 5 stars
103 reviews
32 repeat clients
30 years of experience
Franklin, WI, 53132

Patricia was very attentive and detail oriented, and she made sure to cover all of her bases when preparing to care for our pup. She is experienced and professional. I would absolutely hire her again and recommend her to others!

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Lauren P.
Sitter Profile Image: Amber K.
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Amber K.
Star Sitter
from
$40
per night
4.8 out of 5 stars
12 reviews
6 repeat clients
10 years of experience
Waukesha, WI, 53186

Amber is amazing, she came over and our dogs took to her immediately. Our oldest puppy can be a little challenging due to her being skittish, but Amber’s personality and energy helped ease her nervousness. Very reliable, and was able to help us out on short notice. I HIGHLY recommend!

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Shenlee S.
Sitter Profile Image: Tami G.
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Tami G.
Star Sitter
from
$55
per night
5.0 out of 5 stars
73 reviews
14 repeat clients
4 years of experience
Mukwonago, WI, 53149

Tami is great. Our dogs are kind of weirdos, but she figured out their unique personalities quickly and sent lots of photos and updates. We will definitely hire her again!

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tbigari
Sitter Profile Image: Sammu G.
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Sammu G.
from
$35
per night
4.7 out of 5 stars
3 reviews
3 years of experience
Waterford, WI, 53185

Sammu took great care of all of our animals and everyone was happy upon our return! She communicated great, especially given that we working with a pretty big time difference most of her stay. She asked questions and sent pictures, which was appreciated!

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Shannon D.
Sitter Profile Image: Lydia M.
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Lydia M.
from
$50
per night
5.0 out of 5 stars
4 reviews
1 year of experience
Big Bend, WI, 53103

About: I volunteer at a dog shelter that deals with all ages and comfortably around new people. This allows me to pick up on dogs needs and adjust accordingly. I am currently working full time 4 days a week. This allows me a more flexible schedule to help take care of dogs through the week and weekends. I have experience with dogs that bolt when doors are opened outside and know how to block them properly. When helping with potting breaks they can be play breaks to get rid of excess energy. I have experienced teaching dogs to walk on a leash with and without a harness.

Sitter Profile Image: Quazaye K.
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Quazaye K.
from
$55
per night
4.8 out of 5 stars
35 reviews
15 repeat clients
10 years of experience
Franklin, WI, 53132

What a lovely human! Absolutely loved our experience with Quazaye - she sent pics every day and was always very responsive while we were away :) My pups were happy and well cared for & my house was in the same condition I left it in! Would definitely use her services again! Don’t think twice <3

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Stephanie F.
Sitter Profile Image: Diane R.
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Diane R.
from
$60
per night
4.4 out of 5 stars
18 reviews
7 repeat clients
30 years of experience
Big Bend, WI, 53103

Diane took great care of our beagle while staying in our home. Our beagle was well adjusted when we returned and Diane sent pictures and communicated daily. Thank you.

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Jessie P.
Sitter Profile Image: Abigail B.
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Abigail B.
Star Sitter
from
$70
per night
5.0 out of 5 stars
71 reviews
16 repeat clients
18 years of experience
Muskego, WI, 53150

Abigail was absolutely amazing with my pets. She was super fast responding to my inquiry, and agreed to help us out even though it was very short notice. She was prompt and friendly at our meet and greet. She sent me thorough updates and photos every time she was at the house with my babies. She brought in packages and even took the trash out. The house was left clean and tidy and my babies were happy and healthy. Abigail dispensed medication to our senior dog and protected her from our rambunctious puppy. She even helped with our bunny and gave water to the reptiles. It was a bit scary having to find a new sitter last minute (our old one is no longer pet-sitting) so we could travel for a funeral, but it was such a relief to find Abigail and know my pets were in great hands. I didn’t worry about them at all. She totally put my mind at ease with her caring and thoughtful messages to let me know how things were going and she put a smile on my face with the cute photos she sent. I simply could not recommend her enough. I will definitely be using her again.

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Shayna R.
Sitter Profile Image: Fatima B.
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Fatima B.
from
$35
per night
5.0 out of 5 stars
8 reviews
1 repeat client
2 years of experience
West Allis, WI, 53214

Fatima was amazing to work with. I booked her on short notice before the holiday when my original plans fell through. She offered and made it a priority to come do a meet & greet on days notice. I’m always a little nervous when using a new sitter especially when they stay at mine, but my mind was at ease immediately when I met her. I could tell she has a big heart and really cares for animals. She followed all instructions and she went above and beyond spending time with Diesel doing his favorite activities (walks, playing fetch, swimming, etc.). She was incredibly communicative and sent a lot of pictures and videos which was much appreciated. As a former Rover sitter and a frequent user of Rover’s services, I can confidently say that Fatima is one of the best sitters I’ve come across. I will definitely be using her in the future and have already recommended her to others looking for sitters. Thank you Fatima!!!

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Alex S.
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

Dominique completed his second house sit for my two pups (6 nights) and we continue to endorse him as a qualified / reliable sitter! Communication again proved to be consistent. Water bowls were full and my house was just how I left it. My large dogs are prone to acting out if they do not get enough attention (especially over long periods). It was great coming home and not seeing any indication of unsatisfied pups. Fully recommend!

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Natalie C.
Sitter Profile Image: Michelle Z.
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Michelle Z.
Star Sitter
from
$70
per night
5.0 out of 5 stars
45 reviews
13 repeat clients
3 years of experience
Sturtevant, WI, 53177

Michelle cared for our two dogs at our home for the last 5 days/nights. We came home to happy dogs and a well cared for home. During our initial meet and greet, we immediately felt that we can trust Michelle with our dogs and our home and we were right. Michelle is a gem!!

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Doris H.
Sitter Profile Image: Madelyn G.
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Madelyn G.
from
$27
per night
5.0 out of 5 stars
2 reviews
1 repeat client
15 years of experience
Raymond, WI, 53126

Madelyn was great when she watched our dog Cooper when we were on our week long road trip. She was very communicative and we could tell she took great care of Cooper. We definitely will book her again.

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Tim and Molly H.
Sitter Profile Image: Alissa A.
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Alissa A.
Star Sitter
from
$70
per night
5.0 out of 5 stars
12 reviews
3 repeat clients
20 years of experience
Greenfield, WI, 53221

Excellent communication from the start. Came for a greet and meet and easy to be with and obvious knew dogs well. Ended up a friend of mine knows Alissa so a double excellent reference. She communicated with me constantly throughout the stay. My dog is a senior and she did well with him and when I returned he kept roaming into where she was staying in my place. Would have back again as she is available.

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Cindy S.
Sitter Profile Image: Brandi W.
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Brandi W.
from
$35
per night
5.0 out of 5 stars
21 reviews
6 repeat clients
8 years of experience
Mukwonago, WI, 53149

Brandi was fabulous. She took care of our dogs like her own and we didn't have to worry about a thing. I would definitely have her watch our pups again. Thank you so much

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Richard C.
Sitter Profile Image: Madylin L.
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Madylin L.
from
$50
per night
5.0 out of 5 stars
3 reviews
1 repeat client
15 years of experience
Waterford, WI, 53185

Marylin did a great job with our pup. She helped us out two days in a row. She was on time and catered our dog. We will definitely be asking for her help again in the future.

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Pam D.
Sitter Profile Image: Myia M.
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Myia M.
from
$40
per night
5.0 out of 5 stars
2 reviews
2 repeat clients
3 years of experience
Franklin, WI, 53132

About: I’ve done overnight dog sitting for the past 3 years. Also I grew up in a household full of dogs and loved taking them on walks. I am currently working first shift starting at 8:30am to 4:30pm and able to walk dogs anytime after that. If you have any questions feel free to reach out to me. I currently have a 4 year old german shepherd that I just recently adopted. I take him on daily walks on a leash along with treats.

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The median cost per night for house sitting in Wind Lake 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 - Wind Lake

Select a filter and find qualifying sitters offering house sitting.

Sitters in Wind Lake average 4
repeat house sitting clients

FAQs for House Sitting - Wind Lake

Frequently asked questions about Rover

As of August 2026, there are 1,492 sitters on Rover offering House Sitting across Wind Lake. 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 Wind Lake 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 Wind Lake 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 Wind Lake 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 Wind Lake. On Rover:

  • 90% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 97% 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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