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: 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 was a great pet sitter. She confirmed quickly and set up a meet and greet. My Cavapoo gave her hugs and kisses as soon as she arrived. He likes longer walks and she was awesome to explore nearby trails and parks with him. Adrianne is personable and professional.

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

Elizabeth watched our puppy overnight for NYE. She kept us updated and sent pictures. We appreciated the last minute help especially for the holiday!

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Hockey 2.
Sitter Profile Image: Quazaye K.
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Quazaye K.
from
$60
per night
4.8 out of 5 stars
35 reviews
15 repeat clients
10 years of experience
Muskego, WI, 53150

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: Patricia N.
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Patricia N.
Star Sitter
from
$40
per night
5.0 out of 5 stars
102 reviews
30 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: Josephine P.
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Josephine P.
from
$39
per night
5.0 out of 5 stars
2 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: Sammu G.
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Sammu G.
from
$35
per night
4.5 out of 5 stars
2 reviews
3 years of experience
Waterford, WI, 53185

Overall things went well. Dogs were not stressed when we arrived home after she dogsat our three dogs for two nights. She also swept the floors before leaving (which is something we said she didnt need to do as we know the Huskys cause explosions). My only thing would be communication, the inital communication was great, I wish she had communicated a bit more for our meet and greet as she was late, which is fine as she was at work but I had to be the one to reach out to find out what was going on. I also wish there was inital communication upon arrival and final communication when leaving. Even an overall on how the dogs were/how things went when she left for the final time. The dogs seemed happy though when we returned and that is my biggest concern, and im sure is the same for others.

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Miranda B.
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
5 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: Fatima B.
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Fatima B.
from
$35
per night
5.0 out of 5 stars
6 reviews
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: 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: Tami G.
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Tami G.
Star Sitter
from
$62
per night
5.0 out of 5 stars
70 reviews
14 repeat clients
4 years of experience
Mukwonago, WI, 53149

Tami was very concerned that my dog Oliver was taken care of well. Tami did a great job communicating with me with any questions and concerns. I would use her again as my dog sitter.

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

Dominique did an exceptional job house sitting my two large dogs for 3 nights. His communication was consistent and reliable. I appreciated his attention to detail for each dog and their unique quirks. My home was just how I left it upon my return. Water bowl was full and my pups were happy! I fully recommend Dominique and have already booked another sitting with him.

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Natalie C.
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: Jason B.
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Jason B.
from
$80
per night
5.0 out of 5 stars
27 reviews
8 repeat clients
45 years of experience
Burlington, WI, 53105

We booked Jason for house sitting with our dog who has separation anxiety and does not do well in a boarding environment. Jason is great with our dog! Jason came into our house and our dog immediately migrated to him. Jason provided ample walks and gave our dog personalized attention. His wife Emily is also a dog sitter on this site and she has watched our dog too! She is also amazing! We will only be using their services for our dog! We love the husband and wife team!

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

Abigail did a fantastic job with our pups! She was kind, trustworthy, and clearly cared about providing the best care possible. I really appreciated her communication throughout — she even let us know that our fridge was acting up and helped us find a solution while we were away. We felt completely at ease knowing our dogs were in great hands!

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Gretchen Z.
Sitter Profile Image: Ashley M.
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Ashley M.
from
$45
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
10 years of experience
Mukwonago, WI, 53149

Ashley is always great.

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J C.
Sitter Profile Image: Terri T.
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Terri T.
from
$70
per night
4.9 out of 5 stars
83 reviews
23 repeat clients
20 years of experience
Burlington, WI, 53105

Terri was the best sitter I’ve ever had. I have had dog/house sitters for 15 years and this is the first time I felt totally comfortable. Terri messaged me at feeding times, when my Weimaraners received their meds, and texts about how they were doing. I received pictures of my Girls and I could see they were happy! Terri is a true professional in all aspects. I would never use anyone else, felt so secure with her. I have found my forever animal sitter. I promise Terri will go above and beyond. I’m so happy I found Terri?

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Vicki B.
Sitter Profile Image: Madylin L.
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Madylin L.
from
$50
per night
5.0 out of 5 stars
2 reviews
15 years of experience
Waterford, WI, 53185

About: I had 2 cats and a dog growing up! No pets currently but happy to play and take care of yours! Currently cannot watch any pets at my home but happy to complete as many home visits as necessary as long as you are relatively close by:) I am not currently working full time and my schedule is fairly flexible. I am happy to discuss any extra care needed for your pet. I am happy to follow specific instructions/feeding schedules as needed. I will also completed any necessary home care tasks as wanted as long as discussed prior.

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

Michelle was great with our 2 dogs. One dog is very shy, and nervous. Michelle gave her the space & time, to be comfortable with her. She took great care of the dogs, as well as, our home. She was great at communicating, sending updates, and pictures. We'll definitely be using her again.

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Jean B.
Sitter Profile Image: Jordan D.
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Jordan D.
from
$50
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
7 years of experience
Avenues West, New Berlin, WI, 53151

Jordan was fantastic! She did a great job housesitting and taking care of our dog and other animals while we were away. Our dog is very anxious when separated from us, and hasn't done well boarding in the past. This was our first experience with a sitter in home, and Jordan made the process super easy! Winston loved her, Jordan kept us up to date with regular communication...I can't say enough good things! We'll definitely re-book with her in the future! Thanks Jordan!

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Jennifer M.
Sitter Profile Image: Maya M.
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Maya M.
Star Sitter
from
$55
per night
5.0 out of 5 stars
12 reviews
2 repeat clients
10 years of experience
Greenfield, WI, 53228

Maya was AWESOME! We needed a last minute Rover to stay at our house and watch our 2 pups for a night and she was such a good fit for the job. Super communicative & sweet — we always received the cutest pupdates. Our dogs were 100% in great hands & we’ll definitely be booking with Maya in the future! 😊

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Jenna H.
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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 July 2026, there are 1,548 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:

  • 91% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 98% 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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