House Sitting Wind Point

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pet parents in Wind Point have booked house sitting

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Sitter Profile Image: Ky A.
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Ky A.
Star Sitter
from
$45
per night
5.0 out of 5 stars
50 reviews
21 repeat clients
6 years of experience
Racine, WI, 53406

Ky was great! I was very comfortable leaving my pets in her care, and she took great care of them. She communicated well, sent pictures off and on throughout our vacation. She left everything in good shape and the pets seemed well cared for when we got back.

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Cassandra H.
Sitter Profile Image: Heidi B.
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Heidi B.
from
$50
per night
5.0 out of 5 stars
44 reviews
14 repeat clients
32 years of experience
Caledonia, WI, 53402

Heidi was amazing. She was very accommodating in terms of finding a time for a meet and greet. When my son decided he wanted to entertain her and have her attention as I showed her around, she was a great sport. She was super non-judgmental about the state of our house, and put me at ease. She was great with our pets while we were gone, and sent adorable photos. When we got home, I found that she had washed all of the odd dishes we hadn’t had a chance to wash before we left. She also shoveled the walkway! I will absolutely be reaching out to her again, next time we go on vacation.

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Cassandra H.
Sitter Profile Image: Monica L.
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Monica L.
Star Sitter
from
$75
per night
5.0 out of 5 stars
23 reviews
8 repeat clients
12 years of experience
Racine, WI, 53402

We were extremely pleased with the diligent care Monica provided for our 4-year-old Miniature Australian Shepherd. She did an excellent job not only watching Jaco, but also taking great care of our home while we were away. It gave us real peace of mind knowing everything was in such good hands. We would absolutely use Monica again and highly recommend her to others.

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Janine B.
Sitter Profile Image: Nichole B.
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Nichole B.
from
$56
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
15 years of experience
Racine, WI, 53405

Nicole did a great job taking care of our pack. She was very communicative with us. She sent pictures along the way and made sure all of our dogs were well taken care of. Left us some pictures when we got home as well to see how they did. Great experience and allowed us to enjoy our vacation stress free. Thanks!!

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Patrick M.
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
12 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: Genevieve S.
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Genevieve S.
from
$30
per night
8 years of experience
Racine, WI, 53402

About: Have administered specialized medicine to senior animals for ongoing diseases such as kidney disease and hyperthyroidism. Was very diligent nursing my senior kitty before he passed. I work and go to school so my schedule varies but I always have some nights and mornings free each week that I would love to use on animals. I understand and respect animals boundaries and try my best not to encroach them. I've also mastered the "foot as barrier" approach when opening doors.

Sitter Profile Image: Madolyn C.
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Madolyn C.
Star Sitter
from
$45
per night
4.9 out of 5 stars
9 reviews
3 repeat clients
3 years of experience
Caledonia, WI, 53126

Madolyn did an amazing job with our fur babies! You can see how much she loves animals with the way she interacts and cares for them. I hired Madolyn to house sit and watch our dogs. She gave regular updates on the girls, and took such good care of our home. This turned out to be a fantastic outcome, and I recommend Madolyn to anyone looking for a caring, respectful, and trustworthy sitter. We will definitely have Madolyn back!!!!

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Robin N.
Sitter Profile Image: Paige P.
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Paige P.
from
$40
per night
5.0 out of 5 stars
2 reviews
9 years of experience
Mount Pleasant, WI, 53406

About: (I go by Dakota, so some testimonies might call me that) I started off pet sitting for neighbors when I was about 14. I would feed, let out, and walk the dogs, and feed and clean cat litter boxes as needed. I moved up to dog sitting for family friends, old coworkers, and coworkers’ clients about three years ago, where I would do the same, and even bathe dogs if needed. I have experience pet sitting rodents and reptiles as well! I am currently not working a job, so I have all the time to give your babies the love and attention they need and deserve! I have experience with body language in dogs, so I can always tell when your baby is happy, upset, or uncomfortable. If you don’t have a fenced in yard, no problem! I can take your fur baby on a secure leash outside!

Sitter Profile Image: Daniel B.
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Daniel B.
from
$40
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
30 years of experience
Caledonia, WI, 53402

Daniel was a reliable dogsitter at our house. Our dog loved him, as evident with Cali sitting at his feet even when we returned. Daniel did give Cali additional outdoor time, which was a treat. Daniel also went beyond the call to receive the shipment of our new lawnmower and see that it was sheltered in our garage.

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Elaine J.
Sitter Profile Image: Andrea H.
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Andrea H.
from
$45
per night
5.0 out of 5 stars
12 reviews
3 repeat clients
35 years of experience
Racine, WI, 53402

About: I have ample space in my home to care and love your pet. As a dog owner myself, I have the necessary skills to care for your dog and give them the exercise and mental stimulation they need daily. My husband and I also foster dogs so we am very capable to handle new dogs in our home. He also works from home so your dog will always have someone around to care for them. I’d love to meet and have fun with your pet! I am currently working full-time but have ample time to play with your babies. I have no children except for my dog, so your pet will get a lot of attention. I am available for boarding anytime and walks or playtime after 3 pm. I have a fully fenced yard to keep your pups safe. And inside, i have plenty of room to play and I have crating options if needed or wanted.

Sitter Profile Image: Kelly T.
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Kelly T.
from
$40
per night
5.0 out of 5 stars
24 reviews
10 repeat clients
42 years of experience
Racine, WI, 53403

Kelly was wonderful!!! She took great care of our little cat Claire, who is an antisocial beast of 17 years. Kelly contacted us daily with pictures of our little girl, which eased my concern of leaving her. She was also able to connect with the beast, who has never bonded with other sitters, OK she hid from them or hissed and tried to attack them, trapping one sitter an a small hall way. Claire not only talked to Kelly she came out of hiding, which impressed both me and my husband. Thank you Kelly for all you did for Claire.

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Kathleen M.
Sitter Profile Image: Samantha I.
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Samantha I.
from
$55
per night
5.0 out of 5 stars
4 reviews
10 years of experience
Kenosha, WI, 53144

Sam was great! Got back to happy dogs. She went above and beyond for us….getting our chickens food. Thanks Sam!

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Jennifer A.
Sitter Profile Image: River W.
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River W.
from
$50
per night
5.0 out of 5 stars
21 reviews
8 repeat clients
2 years of experience
South Milwaukee, WI, 53172

Wow! Definitely recommend River. She worked with us over the course of a few home visits to get our nervous, anxious dog acclimated to her. Then we had her dog sit in our house for 8 days. They became best of friends. She kept the house in tip-top shape and even left little gifts for my human children. Will definitely have her back!

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Amanda B.
Sitter Profile Image: Carolina G.
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Carolina G.
from
$50
per night
4.9 out of 5 stars
37 reviews
8 repeat clients
9 years of experience
Cudahy, WI, 53110

I had Carolina do some dog sitting in my home while I was out of town and I could not be happier. She took great care of my senior dog, Joey. He had plenty of exercise and walks, was well loved, she kept him great company and treated him like he was her own. Joey has some medical issues and requires medications throughout the day and she was very diligent about following his schedule. She gave constant updates, pictures and videos, which was much appreciated. Carolina was extremely respectful of my home, and pretty sure my place looked better than when I left. The next time I need someone to look after my old guy, I hope Carolina is available, I highly recommend her.

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Chad A.
Sitter Profile Image: Melissa M.
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Melissa M.
from
$35
per night
5.0 out of 5 stars
56 reviews
14 repeat clients
12 years of experience
Mount Pleasant, WI, 53406

Melissa and her husband were wonderful. They came over for a meet and greet with the pups, and stayed at the house for the weekend. Melissa gave me updates and pictures daily. My house was neat and tidy when I returned, and Willie and Bentley were well taken care of! I will most definitely call Melissa again. 5 STARS!

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Susanne P.
Sitter Profile Image: Ashanty D.
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Ashanty D.
from
$28
per night
4 years of experience
Racine, WI, 53405

About: Ive been around animals for a decent part of my life. I’ve grown fond of having animals around, with 3 of my own kitties. I’m very diligent and patient with all animals. I can handle pups that pull. I’m versatile and work with all breeds. I strive to satisfy not only you , but also your pups. I would love to be a part of your fur babies journey!! :) I am fully available and very flexible with scheduling. I’d love to grow in experience and gain the skills I need to best take care of your pets(Home Experience Not Professional) I’m always available to take a stroll, play, and hang out with your fur babies. I will do my best to keep them happy and let them sight see. Thank you for the opportunity. I will always respect your space and follow the directions you give me. I appreciate good communication so that I can give the best service.

Sitter Profile Image: Grace S.
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Grace S.
from
$40
per night
5 years of experience
Mt Pleasant, WI, 53405

About: What sets me apart is my genuine love for animals, paired with a flexible and dependable schedule as a full-time college student. I’m able to give pets the time, attention, and care they deserve between classes and my other job. I’ve cared for dogs of all ages—from playful puppies to sweet seniors—and I always tailor my care to fit their unique needs. Whether it’s sticking to a routine, giving meds, or just providing extra belly rubs, I’m all about keeping pets happy, safe, and loved. As a full-time college student living off campus, I have a flexible schedule that allows me to fit pet care into my day with ease. I usually have breaks between classes and plenty of time before or after my other job, which makes it easy for me to walk, feed, or spend quality time with pets. Since I live nearby and have a reliable routine, I’m able to be consistent and dependable—perfect for giving pets the attention and care they need throughout the week! Whether I’m caring for pets in my home or at the client’s, I always prioritize comfort, safety, and sticking to the pet’s usual routine. In a client’s home, I follow all care instructions closely—feeding, walking, playtime, and giving them attention just like their family would. I make sure they feel calm and loved in their familiar environment. If caring for pets in my home, I provide a clean, pet-friendly space, regular potty breaks, playtime, and lots of love!

Sitter Profile Image: Emily C.
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Emily C.
from
$40
per night
2 years of experience
Oak Creek, WI, 53154

About: Currently work at a dog daycare and boarding facility. I’ve always taken care of family/ friends dogs, I’m confident in basic commands and walking with a well trained dog! I’m currently working part time, so I am pretty available! I don’t have a set schedule for sitting or walking but shoot me a text and I’ll try my best to be there! I always keep my dogs fenced and crated when I can’t have my eyes on the them. Otherwise my cats are free to roam inside!!

Sitter Profile Image: Delaney W.
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Delaney W.
from
$75
per night
5.0 out of 5 stars
18 reviews
4 repeat clients
10 years of experience
Kenosha, WI, 53144

Delaney is reliable friendly and very loving to our pug Louis. Very caring and attentive. Definitely someone I will always have be with our sweet boy.

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Kate S.
Sitter Profile Image: Madalyn R.
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Madalyn R.
Star Sitter
from
$70
per night
5.0 out of 5 stars
12 reviews
7 repeat clients
7 years of experience
Sturtevant, WI, 53177

About: With over 7 years of hands-on dog sitting experience, I’ve cared for pups/kitties of all breeds, sizes, and temperaments—from energetic puppies to mellow seniors. I’ve handled everything from daily walks and medication administration (pills only) to overnight stays and longer holiday care. I prioritize creating a safe, loving environment that keeps their regular routine. Whether it’s fetch in the park or quiet cuddle time, I tailor care to each dog’s unique needs and personality. My schedule is open and flexible, which means I’m available for extended bookings, weekend getaways, *most* holidays, and all the in between’s. I’m here when you need me, morning, afternoon, or evening—no rigid time blocks, just dependable availability. Whether you’re heading out of town or working long hours, I’m ready to jump in with consistent, loving care. Pet parents can count on me to adapt to their routines and provide reliable service every day of the week. Safety and trust are the foundation of everything I do. I never leave dogs unsupervised in unsafe areas, and I only use the approved pups gear. I stay in close contact with pet parents, offering regular updates, pictures, and messages (if asked for) for peace of mind. With seven years of trusted pet care under my belt and a strong sense of responsibility, I treat your dog as if they were my own. Your pet’s wellbeing is always my top priority.

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The median cost per night for house sitting in Wind Point is CA$50

Pet parents share their Rover experiences - Wind Point

1 / 1
5.0 out of 5 stars

Heidi is our go to whenever we need someone who is loving and reliable for our dogs when we leave town. Our dogs LOVE her!

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Jen M.
House Sitting
5.0 out of 5 stars

We were extremely pleased with the diligent care Monica provided for our 4-year-old Miniature Australian Shepherd. She did an excellent job not only watching Jaco, but also taking great care of our home while we were away. It gave us real peace of mind knowing everything was in such good hands. We would absolutely use Monica again and highly recommend her to others.

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Janine B.
House Sitting
5.0 out of 5 stars

Andrea was absolutely incredible! She stayed at my house with my dog, Leo, and I could not have asked for a better sitter. From the very beginning she was communicative, reliable, and so easy to work with. I got regular updates and photos, and Leo looked completely happy and spoiled the entire time. It’s such a rare comfort to leave your home and your dog in someone’s hands and feel zero stress — but that’s exactly what Andrea provides. She treated my house with respect, left everything spotless, and took care of Leo like he was her own. I came home to a happy dog, a tidy home, and total peace of mind. I’ll absolutely be booking with her again. If you’re looking for someone trustworthy, caring, truly exceptional, and also just a cool girl, Andrea is the one!

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Megan L.
House Sitting
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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.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet & Greet

    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

Sitters in Wind Point average 4
repeat house sitting clients

FAQs for House Sitting - Wind Point

Frequently asked questions about Rover

The average cost for House Sitting in Wind Point on Rover is $32.1 per night (as of June 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House 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 House Sitting. For more information on service fees, click here .

As of June 2026, there are 1,214 sitters on Rover offering House Sitting across Wind Point. 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 Point 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 Point 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 Point 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 Point. On Rover:

  • 89% of sitters can help with special care needs
  • 95% 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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