House Sitting Wind Lake

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

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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: Sammu G.
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Sammu G.
from
$35
per night
4.6 out of 5 stars
• 5 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: Adrianne R.
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Adrianne R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 20 reviews
2 repeat clients
20 years of experience
Franklin, WI, 53132

“Andrianne was wonderful! She was communicative throughout her time with Tex. Pictures often! She Not only took good care of our precious dog, but Our Home as well! I would highly recommend Adrianne for your pet sitting needs! We will definitely be using her again! Words I would use to describe her: kind, trustworthy,friendly!”

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Pamela W.
Sitter Profile Image: Tami G.
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Tami G.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 86 reviews
18 repeat clients
4 years of experience
Mukwonago, WI, 53149

“Tami did an excellent job of caring for my three kitties (especially the one that requires extra feedings) in my home. Tami is conscientious - she sent photos and updated me on how my cats were doing each day. Thank you Tami!”

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Susan D.
Sitter Profile Image: Quazaye K.
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Quazaye K.
from
$55
per night
4.8 out of 5 stars
• 37 reviews
17 repeat clients
10 years of experience
Franklin, WI, 53132

“Quazaye was amazing with our pets! Our dog and cat both were well loved during her stay and we really appreciated that she sent us pictures of our girls every day. Would definitely recommend!”

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Zach J.
Sitter Profile Image: Madelyn G.
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Madelyn G.
from
$27
per night
5.0 out of 5 stars
• 5 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: Heidi B.
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Heidi B.
from
$60
per night
5.0 out of 5 stars
• 47 reviews
16 repeat clients
32 years of experience
Racine, WI, 53402

“Heidi was truly amazing… She really took great care of my little guy while he was in recovery after an unexpected surgery. She kept me in the loop on everything that was happening and really helped keep my mind at ease when I was unable to be there. Very grateful to have found her, and will definitely use again in the future.”

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Jennifer G.
Sitter Profile Image: Alissa A.
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Alissa A.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 16 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: Terri T.
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Terri T.
from
$70
per night
4.9 out of 5 stars
• 85 reviews
23 repeat clients
20 years of experience
Burlington, WI, 53105

“Terri did an outstanding job with Tattertott! She gave daily updates and informed us on how Tattertott was doing each day. We greatly appreciate the attention and care she provided while we were away!”

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Monique N.
Sitter Profile Image: Maya M.
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Maya M.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 13 reviews
4 repeat clients
10 years of experience
Greenfield, WI, 53228

“Maya was so great with our two dogs! She’s incredibly trustworthy, kind, helpful, and communicative. Her dog, Mello, is also such a gem. We really appreciated all her help over the long weekend, and would rebook in a heartbeat!”

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Audrey J.
Sitter Profile Image: Kimberly F.
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Kimberly F.
from
$40
per night
4.8 out of 5 stars
• 24 reviews
4 repeat clients
18 years of experience
Waukesha, WI, 53188

“Kimberly was fantastic in every way! She was so caring of Sunny who became quite ill while under her care. She handled everything professionally and compassionately. She went over and above, even accompanying our son to the vet.”

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Janice S.
Sitter Profile Image: Samuel A.
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Samuel A.
from
$65
per night
5.0 out of 5 stars
• 23 reviews
2 repeat clients
25 years of experience
Waukesha, WI, 53188

“Sam took excellent care of my dogs and home. I was happy to get pics and updates, as well as to come home to a clean house. He even washed the bedsheets ? I recommend Sam for both house and pet sitting!”

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Marit S.
Sitter Profile Image: Elizabeth J.
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Elizabeth J.
from
$50
per night
5.0 out of 5 stars
• 35 reviews
7 repeat clients
17 years of experience
Lower East Side, Milwaukee, WI, 53202

“Elizabeth did the most fantastic job with our dog Annie. She was always fast to respond and sent multiple updates with pictures! Annie can be reactive and has grudges against many of our neighbors dogs so leaving her with someone new for neighborhood walks can be daunting. I felt completely confident in Elizabeth after one walk with her and Annie. We will absolutely be reaching back out to Elizabeth the next time we are looking for a rover! Thank you so much for the best first rover experience.”

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Emma L.
Sitter Profile Image: Josephine P.
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Josephine P.
from
$50
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: Beth P.
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Beth P.
from
$70
per night
5.0 out of 5 stars
• 13 reviews
3 repeat clients
15 years of experience
Wauwatosa, WI, 53226

“Beth is a Godsend! She stayed at our home for five days and took exceptional care of our many animals: our dog, cats, rabbits, Guinea pig and fish. We came back to a tidy house and relaxed animals. She took our dog on two mile walks and sent photos and updates regularly. We couldn’t have asked for a better sitter. She is kind and considerate. We highly recommend Beth!”

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Tiffany J.
Sitter Profile Image: Kaitlyn K.
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Kaitlyn K.
from
$40
per night
4 years of experience
Union Grove, WI, 53182

About: I provide loving, attentive, and reliable care for dogs of all breeds and sizes, ensuring they feel safe, comfortable, and happy while their owners are away. I follow each dog's routine closely, including feeding, walks, exercise, playtime, and companionship, while giving them the patience and attention they deserve. I take pride in building trust with both pets and their owners through clear communication, dependability, and a genuine passion for animal care. Pet care fits naturally into my daily and weekly routine because I enjoy spending time with animals and have a flexible schedule that allows me to provide consistent, attentive care. I am able to accommodate feeding schedules, playtime, walks, litter box maintenance, and any special care needs. Whether it's a daily visit or extended care while owners are away, I make pet care a priority and ensure each pet receives the attention, companionship, and reliability they deserve. I care for pets by following their normal routines as closely as possible to help them feel comfortable and secure. In my client's home, I provide feeding, fresh water, litter box cleaning, playtime, companionship, and any other care instructions provided by the owner. I pay close attention to each pet's personality and needs, ensuring they receive plenty of affection, exercise, and attention while maintaining a safe and clean environment. I also keep owners updated with messages and photos so they can have peace of mind knowing their pets are happy and well cared for. My goal is to make every pet feel loved, comfortable, and stress-free while their family is away.

Sitter Profile Image: Joseph M.
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Joseph M.
from
$80
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
5 years of experience
Waukesha, WI, 53188

“Joseph was great! Our dog Rudy has many health issues and a lot of attention with his medications. He did a great job giving him his meds. He was also great with texting us and sending us pictures.”

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Dennis D.
Sitter Profile Image: Susana C.
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Susana C.
from
$55
per night
5.0 out of 5 stars
• 36 reviews
8 repeat clients
15 years of experience
East Troy, WI, 53120

“Susana was everything you could have wanted in an in home pet sitter. We were on vacation for almost 2 weeks and never felt uneasy about our 2 dogs or our home. We received daily photos/videos which were so appreciated. We returned to happy, healthy dogs and a clean home.”

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Karen F.
Sitter Profile Image: Makinzi K.
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Makinzi K.
from
$27
per night
5.0 out of 5 stars
• 2 reviews
15 years of experience
Burlington, WI, 53105

About: I’ve had dogs my entire life and cats as well. I’m a huge animal lover! I’ve had golden retrievers, pit bulls, Rottweilers, and a mini golden doodle. We currently have a 3 month old Golden Retriever! I’m currently a Stay at Home Mom to a 20 Month old little boy and a 7 month old Golden Retriever! So I’m available all the time! My son is a huge animal lover already and will be joining me on check ins and walks so please keep that in mind! Your pets safety is my first priority. They will get plenty of love and play time from myself and my son! You’re pet will be treated as if they’re my own!

Sitter Profile Image: Kayla B.
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Kayla B.
from
$70
per night
5.0 out of 5 stars
• 3 reviews
15 years of experience
Mukwonago, WI, 53149

“Kayla did a great job watching my Bella and staying at my place. Returned this evening and everything was tidy and clean. Bella was very happy! I highly recommend her for any pet sitting needs! Thanks again Kayla!!!!!”

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Peg H.
Sitter Profile Image: Katlin C.
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Katlin C.
from
$70
per night
16 years of experience
Sussex, WI, 53089

About: Senior care, worked with puppies-crate/potty training. Can give medications/insulin, worked in vet field for 9 years, worked in a boarding facility. Gives updates and pictures Weekly, I love to go for walks, stopping in for play time or to give medications. I also specialize in overnight care and house sitting. I care for pets in their own home where they feel safe and comfortable. I will walk around their neighborhood or stay at their house

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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.

How to book house sitting

  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 October 2026, there are 1,442 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.

<b>Tip:</b> 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 , 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 .

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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work 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:

  • 88% of sitters can help with special care needs
  • 94% 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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