House Sitting Wind Point

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

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Over 6
pet parents in Wind Point have booked house sitting

Wind Point, 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: Monica L.
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Monica L.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 31 reviews
10 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: Rebeca B.
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Rebeca B.
from
$50
per night
5.0 out of 5 stars
• 14 reviews
4 repeat clients
10 years of experience
Racine, WI, 53402

“Rebeca went above and beyond! She understood I was traveling abroad and had no way to reach anyone. She went out of her way to make sure that my parents did indeed show up to watch my dog for the weekend. She even chatted with them for a while! Needless to say they were very impressed as I was I! I will definitely be booking with her again! Thank you so much for everything!”

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

“Michelle did a great job watching my 9 week old puppy. My puppy is a handful and requires a lot of attention. I submitted a last minute request. Michelle was flexible, patient and kind. She shared pictures throughout the day to ease my stress. I can’t thank her enough!”

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Karen P.
Sitter Profile Image: Nico S.
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Nico S.
from
$30
per night
4 years of experience
Racine, WI, 53402

About: I’ve taken care of French bulldogs since I was 16 years old. I tend bond quickly with animals and have patience with animals that are aggressive or overly anxious. I’ve good with cats and dogs, as well as exotic pets like ferret's. I am currently working a full time job, and am also a college student dispite this I am quite good about time management. I care for my own cat and frequently help out with my sisters dogs that need to be walked and watched. When previously working for her I take the dogs for average of 3 walks one in the morning, then afternoon, then night. When it comes to pet care I will be able to do basically anything needed. If an animals needs to be put in the crate I am easily able to do so. If a pet were to get dirty I am good with cleaning if needed. I am a very determined individual who can cut stubborn animals nails if needed, but I also am good with animals who have issues. As I have experience with owning an aggressive dog myself.

Sitter Profile Image: Nichole B.
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Nichole B.
from
$56
per night
5.0 out of 5 stars
• 10 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: Madolyn C.
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Madolyn C.
from
$45
per night
4.9 out of 5 stars
• 11 reviews
4 repeat clients
3 years of experience
Caledonia, WI, 53126

“Madolyn was absolutely amazing with Lola and Ocho! I was a little nervous leaving them, but she made me feel completely comfortable knowing they were in such good hands. She was attentive, caring, and treated both of them like they were her own. She did a great job keeping up with their different personalities and needs, and I could tell they were both so comfortable and happy with her. She kept me updated while I was away, which gave me so much peace of mind. I would definitely recommend Madolyn to anyone looking for a reliable, trustworthy, and loving pet sitter. We will absolutely be booking with her again!”

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Kylee F.
Sitter Profile Image: Marly M.
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Marly M.
from
$30
per night
3 years of experience
Racine, WI, 53402

About: I’ve always been a pet lover since I was a kid. I have three years of experience in dog sitting including house sitting for people with pets, dog walking, and playing with dogs, plus the joy of having a dog since I’ve been a baby. I will go above and beyond to make sure your furry friend is in good hands :) I am currently working a job with a flexible schedule, but I am mostly open to dog walking in the mornings, afternoons, and evenings. I am available multiple days throughout the week! I make sure pets are comfortable, safe, and happy when pet owners are away. I am good at following schedules, providing fresh water & food, taking them on walks, and making sure they get a lot of fun and love!

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,You are the best! Maci loved being with you. Reaching out with daily photos, certainly helped my separation anxiety. Maci and we will be happy to see you next time. Thank you!!! Sheree&Mark K”

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Sheree K.
Sitter Profile Image: Andrea H.
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Andrea H.
from
$45
per night
5.0 out of 5 stars
• 14 reviews
5 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: Leah J.
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Leah J.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 19 reviews
5 repeat clients
6 years of experience
Kenosha, WI, 53140

“She was really nice and very patient with one of my shy cats. She went above and beyond her job duties by picking up the cats’ food from the store and tidying up the space more neatly than it was left.”

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SK S.
Sitter Profile Image: Jack D.
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Jack D.
from
$55
per night
4.9 out of 5 stars
• 27 reviews
9 repeat clients
12 years of experience
Racine, WI, 53406

“Jack did a great job with my two dogs. He quickly scheduled a meet and greet to discuss our house and what our dogs would need. One of my dogs is old, a little anxious and does not allow many people to pet him. Jack was very patient with him and by the end of the weekend, Rudi felt comfortable enough to let Jack pet him. Jack was also very responsive and sent several pictures of the dogs over the weekend. Everything in the house was also in good order when we returned from our weekend. I would highly recommend Jack for house and dog sitting.”

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Deborah B.
Sitter Profile Image: Samantha I.
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Samantha I.
from
$55
per night
5.0 out of 5 stars
• 6 reviews
10 years of experience
Kenosha, WI, 53144

“Samantha was great! We will definitely have her back. She cared so much for our doggie, sent regular updates, and asked important questions. She took care of our home as well by watering my flowers and keeping it spotless for when we returned. She was very accommodating when we had a family emergency and cancelled one of the pets that she was supposed to watch. I was overall very impressed!”

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Kendra M.
Sitter Profile Image: Ashanty D.
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Ashanty D.
from
$34
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: Genevieve S.
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Genevieve S.
from
$35
per night
4.8 out of 5 stars
• 4 reviews
1 repeat client
8 years of experience
Caledonia, WI, 53126

“She was exceptional with my baby, Molly. Molly is normally extremely slow to warm up to people but she immediately took to Genevieve. She kept me updated with pictures and texts, followed my instructions, and most of all kept my girl safe from a murderous wasp and loneliness while I rudely went on vacation without her. There’s nothing better than a cat sitter who loves your girl as much as you do.”

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Hailey M.
Sitter Profile Image: Stella F.
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Stella F.
from
$75
per night
15 years of experience
Oak Creek, WI, 53154

About: Hi, I’m Stella! A reliable, active, and genuinely attentive pet sitter who wants your dog or cat to feel comfortable, cared for, and right at home while you’re away. I’m the type of person who will happily spend extra time playing, going on a walk, giving belly rubs, or just hanging out with your pet if that’s what they need. I know every animal has their own personality and routine, so I’m big on following their normal schedule rather than taking a one-size-fits-all approach. I’m especially comfortable with active dogs who enjoy getting outside, but I’m equally happy spending a quiet afternoon with a cat who would rather observe everything from the couch. I’ll keep you updated with photos and little check-ins so you know your pet is doing well while you’re gone. My goal is simple: you get to enjoy your time away without worrying about your pet, and they get to have a fun, comfortable time too. If your pet is looking for someone dependable, attentive, and actually excited to spend time with them, I’d love to meet them! 🐾 I am self employed with my own personal training business, so I have a relatively flexible schedule! I am able to pop in every few hours if needed, and am more than happy to get some walks in for both your dog and myself. Your pet’s safety and comfort are my top priorities. I create a calm, secure environment where they can feel right at home. I keep routines consistent—mealtimes, walks, play—and give lots of love and attention. I closely monitor their behavior and health. You’ll also get regular photo and video updates, so you always know they’re safe and happy. Lastly, I never leave pets unsupervised in unsafe situations.

Sitter Profile Image: Anna S.
Verified Background Check
Anna S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 22 reviews
4 repeat clients
5 years of experience
Oak creek, WI, 53154

“Anna was wonderful. She was a great communicator and sent me a daily picture and update of how my dog was doing or what they did that day. I felt very comfortable with Anna watching my dog and would definitely use her again.”

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Ashley P.
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: Carolina G.
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Carolina G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 40 reviews
8 repeat clients
9 years of experience
Cudahy, WI, 53110

“We were pleased with Caroline😊 She was attentive to Petey and helped him adjust to a new person caring for him. Petey is a happy dog and Caroline was great at getting him to play and took him for several walks! We felt she kept us posted with notes and pictures. We honestly can’t think of anything she could improve-Our Petey was well cared for and given plenty of attention😊”

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Richard /Katrina M.
Sitter Profile Image: Joseph F.
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Joseph F.
from
$70
per night
4.9 out of 5 stars
• 56 reviews
9 repeat clients
25 years of experience
Oak Creek, WI, 53154

“Joe was amazing with our 4 furry toddlers! We've never really went on vacation because of our dogs and fears of boarding our dogs. Joe sent nearly daily updates, some pics and videos of them having a great time without us. He's super responsive to messages and very patient with people and our crazy pack of 4. Thanks again for allowing us to have a worry free 1st vacation!”

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Samantha S.
Sitter Profile Image: Courtney A.
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Courtney A.
from
$30
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
5 years of experience
Mt Pleasant, WI, 53406

“Courtney has been our best Rover sitter yet. She gave our pets plenty of attention and love while we were on our vacation, and she was very communicative and trustworthy. 10 stars, will book again in the future if she's available, definitely recommend.”

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Chynna R.
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The median cost per night for house sitting in Wind Point is $50

Pet parents share their Rover experiences - Wind Point

1 / 1
5.0 out of 5 stars

Nico is friendly, knowledgeable and responsible. She took great care of our dogs including a senior who needed medications and some extra TLC. She’ll be our first choice for dog sitting in the future.

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Mary Jane T.
House Sitting
5.0 out of 5 stars

This was the first time our 14 year old dog was with anyone other than family and Monica did a great job sending updates and pictures/videos reassuring me he was doing well while we were gone. She wasn’t fazed at all by his picky feeding needs and made us feel confidant he was in good hands. 10/10 would use again and recommend to others!

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Carrie T.
House Sitting
5.0 out of 5 stars

This is the second time Heidi has housesit for our dog and two cats, and they were well looked after during our week and a half away. She went above and beyond for one of our cats and everyone was happy when we returned. Would definitely recommend her!

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Beka V.
House Sitting
5.0 out of 5 stars

Daniel was super accommodating for a last minute booking, and took good care of the animals and house! Everyone was super relaxed when we came home.

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Beka V.
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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  • 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?

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  • 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

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Popular requests for house sitting - Wind Point

Select a filter and find qualifying sitters offering house sitting.

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 September 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 September 2026, there are 1,186 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:

  • 88% of sitters can help with special care needs
  • 95% 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.

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