Pet Sitting Wind Lake

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Over 45
pet parents in Wind Lake have booked pet sitting

Wind Lake, Find top rated pet sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Kaylan B.
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Kaylan B.
from
$20
per visit
5.0 out of 5 stars
25 reviews
13 repeat clients
20 years of experience
Waterford, WI, 53185

Wow! This was our first time using Rover/Kaylan and we couldn’t be happier with our experience. Kaylan was amazing from day one- we received daily updates/pictures of our fur babies and were able to rest easy knowing they were in great hands. She went wayyy above and beyond while taking care of our older high maintenance dog and diabetic cat. Can’t wait to use her again!

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Ashley A.
Sitter Profile Image: Tami G.
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Tami G.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
75 reviews
15 repeat clients
4 years of experience
Big Bend, WI, 53103

Tami was always right on time. All of my animals were comfortable with her. She did a great job with all of them. This was the first time we have left our fur babies with someone they didn't already know. We were nervous but now we are at ease as long as Tami is available.

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Krista M.
Sitter Profile Image: Elizabeth H.
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Elizabeth H.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
228 reviews
44 repeat clients
9 years of experience
Muskego, WI, 53150

You can tell Elizabeth really loves animals and it seems they love her back. Our cats generally hide when people come into our home but she was able to capture pictures of them each day she took care of them. She a great job!

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Amelia T.
Sitter Profile Image: Carrie B.
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Carrie B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
51 reviews
14 repeat clients
25 years of experience
Mukwonago, WI, 53149

Carrie did a phenomenal job with my Dog, he is very old and deaf and needed someone who would understand, she did just that!. Sent me many pictures and updates so I always felt at ease about having left. I will be using Carrie again.

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Teresa K.
Sitter Profile Image: Cayla M.
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Cayla M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
32 reviews
10 repeat clients
25 years of experience
Burlington, WI, 53105

We’ve been using Cayla for our Golden Retrievers since October 2025. She is wonderful! She really cares for the dogs and can tell that she really loves seeing them each time. She goes above and beyond for the dogs and us too. Cayla is also extremely dependable, which is huge for us. We feel VERY comfortable knowing that she is taking care of our babies on the days we work. We highly recommend Cayla!!

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Julie Z.
Sitter Profile Image: Shyla V.
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Shyla V.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
Caledonia, WI, 53108

Shyla was very reliable stopping in to care for my 6 cats. I didn't worry at all, except that 4 of them wouldn't come out of hiding when she came! That's not unusual, though. She left the house clean and in order. Everything was done properly. She was good at communicating with me and sent some cute pictures. I am so happy I found her and have another trip coming up, so I hope she is available! Shyla, please let me know if there is anything that would make your visits easier or if you have any suggestions for me. Thank you!

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Teri H.
Sitter Profile Image: Carissa N.
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Carissa N.
from
$50
per visit
4.8 out of 5 stars
24 reviews
9 repeat clients
8 years of experience
New Berlin, WI, 53151

Carissa was great with our two dogs when she came to visit. She is easy to communicate with and kept us up to date while she was here. Loved getting the photos at the end of her visit, it was easy to see the dogs were very comfortable with her and they had a great time. Thank you!

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Michelle P.
Sitter Profile Image: Kailey S.
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Kailey S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
274 reviews
65 repeat clients
8 years of experience
Oak creek, WI, 53154

Kailey is great! She is super attentive and makes sure my pup has a good time and is doing well. Very responsive before and during visits too.

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Betsy G.
Sitter Profile Image: Patricia N.
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Patricia N.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
106 reviews
32 repeat clients
30 years of experience
Franklin, WI, 53132

This is the first time we have used this type of service and we were very hesitant to try it. But after meeting with Patricia we were convinced it was a good choice. Our dogs took to her right away and eased any concerns we had. The pictures and report cards were great!! Next time we need someone to help out with our furry kids we will be contacting Patricia again.

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Brian B.
Sitter Profile Image: Abigail B.
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Abigail B.
Star Sitter
from
$50
per visit
5.0 out of 5 stars
71 reviews
16 repeat clients
18 years of experience
Muskego, WI, 53150

Abigail is a fantastic pet setter. You can leave your fur babies with her and have no worries. She will do extra tasks for you too and tunes in to your household routines to help out. Very dependable, communicates well, always there when scheduled. I highly recommend Abigail!

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Liz D.
Sitter Profile Image: Madalyn R.
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Madalyn R.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
14 reviews
11 repeat clients
7 years of experience
Sturtevant, WI, 53177

Madalyn is reliable and takes such good care of our pups. She jumped in to help us when we really needed a trusted caregiver and she's been exactly that.

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Kimberly C.
Sitter Profile Image: Nathan S.
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Nathan S.
from
$25
per visit
1 repeat client
17 years of experience
Burlington, WI, 53105

About: For some reason, every dog I've ever met loves me. I absolutely adore dogs. I've been dog sitting for 17 years for friends and family. I've taken care of shy, skittish, hyper, calm, anxious, and every other type of dog personality. I have a calming way about me that dogs love. I'm incredibly trustworthy, detail oriented, careful, loving, and protective. I am willing to help out in any way needed to make your dog as happy as possible. The dog in my profile is my former dog Roxy. I rescued her from a shelter. She was my best friend. No one would choose her for a forever home because she had a lot of social needs. I was able to work with her on these needs and did a lot of training and she became an amazing dog. I can't wait to meet your dog or dogs and give them the care that they need.

Sitter Profile Image: Catilyn Z.
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Catilyn Z.
from
$23
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
8 years of experience
Waukesha, WI, 53186

About: Hi, I'm Catilyn! 👋🐾 I've been caring for pets for several years professionally, and nothing makes me happier than helping them feel safe, comfortable, and loved while their families are away. I understand that every pet has their own personality and routine, so I take the time to get to know them and provide care that's tailored to their individual needs. Whether your pet loves long walks, playtime, cuddles on the couch, or simply having a calm and reassuring companion, I'm happy to provide the care that helps them feel at ease. I have experience caring for puppies, adult pets, senior pets, and multi-pet households, and I'm comfortable following detailed care instructions, administering medications when needed, and keeping up with feeding schedules and daily routines. Communication is important to me, so you'll receive regular updates, photos, and messages throughout my visits. My goal is to give you peace of mind knowing your pet is receiving dependable, compassionate care while you're away. I treat every pet as if they were my own, and I would love the opportunity to meet you and your furry family members. I look forward to providing a safe, fun, and loving experience for your pets! My availability is part-time in the evenings, usually up to about 4 hours. I have quite a bit of flexibility when it comes to drop-in visits and can often work with different schedules and routines. I’m happy to coordinate with pet parents to find times that work well for both them and their pets! I keep my availability up to date and only accept bookings that I know I can fully commit to. Providing reliable, consistent care is important to me, and I always make sure each pet receives the time, attention, and love they deserve. When caring for pets in your home, my priority is to keep their routine as normal and stress-free as possible. I know pets are most comfortable in their own environment, so I take the time to follow your care instructions closely—from feeding schedules and walks to playtime, medications, litter box cleaning, or any special requests. I also treat every home with the same care and respect I would my own. I'll keep things clean and tidy, make sure your pet has fresh food and water, and give them plenty of love and attention based on their personality and comfort level. Whether your pet is energetic and playful or shy and independent, I let them set the pace while making sure they feel safe and cared for. You'll receive regular photo and video updates after each visit so you can have peace of mind knowing your pet is happy, healthy, and in good hands while you're away.

Sitter Profile Image: Allison U.
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Allison U.
from
$13
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
5 years of experience
Franklin, WI, 53132

About: My name is Allison, I am 25 years old and have always loved animals. I work full time and am looking for extra work taking care of animals. I used to walk dogs as a kid, and have continued doing so ever since. I have been pet sitting on rover since 2019. I grew up with dogs around all the time and have 2 cats myself. I hope to give your pet lots of love!! Currently, I work 7-3:30, so i am available in the morning and afternoon/evenings. I work from home fridays so i would be available all day, also on the weekends. If I am to take care of your pet in your home I will be very respectful of your space and leave it just as it was when I arrived.

Sitter Profile Image: Cindi W.
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Cindi W.
from
$17
per visit
5.0 out of 5 stars
3 reviews
10 years of experience
Franklin, WI, 53132

Cindi took great care of my two cats although they stayed well hidden! Very responsible and great communication. It was a one time drop in visit. I already have her booked for future dates.

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Fran S.
Sitter Profile Image: Justine S.
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Justine S.
from
$25
per visit
5.0 out of 5 stars
39 reviews
17 repeat clients
8 years of experience
New Berlin, WI, 53151

Justine was booked for daily drop ins for my two cats. She responded to messages quickly and followed my drop in requests perfectly. I would rebook and highly recommend her services.

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Anne M.
Sitter Profile Image: Maya M.
Verified Enhanced Background Check
Maya M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
12 reviews
3 repeat clients
10 years of experience
Greenfield, WI, 53228

Maya was excellent with Rosie and Rudy. I knew they were well cared for while I was away, which gave me peace of mind during my travels!

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Emily A.
Sitter Profile Image: Aliyah A.
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Aliyah A.
from
$18
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
New berlin, WI, 53151

Aliyah has been great with our puppy! She’s very responsive and sends the best photos

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Melissa H.
Sitter Profile Image: Terris R.
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Terris R.
from
$20
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
3 years of experience
Hales Corners, WI, 53130

Terris was an excellent communicator and the dogs loved her. We will definitely use her again

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Jim O.
Sitter Profile Image: Shawn J.
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Shawn J.
from
$15
per visit
5.0 out of 5 stars
31 reviews
11 repeat clients
10 years of experience
Oak Creek, WI, 53154

Shawn was super nice and friendly and helped my wife and I out by checking in on our 3 cats while we were out of town. He made sure they were all fed, two of them got their medication with their meal and that they had clean litter boxes. Shawn communicates great and provides photos with a quick description of how the check-in went. We will gladly book Shawn again when we need a cat sitter!

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Alex H.
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The median cost per visit for pet sitting in Wind Lake is $20

Dog parents share their Rover experiences - Wind Lake

1 / 1
5.0 out of 5 stars

Kaylan was awesome! She took care of my fur babies while I was away on a last minute trip. She was able to make an extra drop in which helped ease the dogs anxiety (and mine).

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Darci B.
Drop-In Visits
1 / 1
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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 pet 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 pet sitting - Wind Lake

Select a filter and find qualifying sitters offering pet sitting.

Sitters in Wind Lake average 6
repeat pet sitting clients

FAQs for Drop-In Visits - Wind Lake

Frequently asked questions about Rover

The average cost for Pet Sitting in Wind Lake on Rover is $24.42 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Pet Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Pet Sitting. For more information on service fees, click here .

As of August 2026, there are 2,591 sitters on Rover offering Pet Sitting across Wind Lake. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Wind Lake stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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 .

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.

Yes, you can find sitters who have experience with handling special pet needs in Wind Lake. On Rover:

  • 92% of sitters can help with special care needs
  • 97% 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.

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.

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