Pet Sitting Wind Point

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 16
pet parents in Wind Point have booked pet sitting

Wind Point, 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: Diana H.
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Diana H.
from
$23
per visit
5.0 out of 5 stars
• 302 reviews
84 repeat clients
12 years of experience
Racine, WI, 53402

“Diana, as usual, did an amazing job. It's wonderful when you come home and your beloved pets don't even miss you. She's kind, caring, loving and thorough. And I know from a lot of personal experience with her that her day does not end until she has done everything she can for all the animals under her care. This is her job, and she has a passion for it. It is obvious that animals are her thing and they love her right back...We live you too Diana! Thank you so very much.”

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Michele F.
Sitter Profile Image: Ky A.
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Ky A.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 78 reviews
28 repeat clients
7 years of experience
Racine, WI, 53406

“This is her second time coming to my home and I’m already impressed. The care that she takes to get to know these my dogs speaks to her wonderful character.”

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Destiney C.
Sitter Profile Image: Carrie P.
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Carrie P.
from
$20
per visit
3.8 out of 5 stars
• 6 reviews
3 repeat clients
35 years of experience
Racine, WI, 53402

About: i love dogs and all animals. As a child we had a family dog and now I have one as an adult. I consider them part of the family. I currently have a very friendly 4 year old toy Goldendoodle named Benji. I work from home so my availability is very open and am also available on short notice. I will take very good care of your fur baby!!! I work Monday through Friday from home. I am available at your convenience to take care of your pet with minimal notice. I live in Caledonia. My dog Benji is very friendly with other dogs. I have a kennel if needed also. I usually let my dog out on a long lead. i have a partially fenced in yard. I will keep your pet safe. I will feed them also, if needed.

Sitter Profile Image: Monica L.
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Monica L.
Star Sitter
from
$40
per visit
5.0 out of 5 stars
• 39 reviews
13 repeat clients
12 years of experience
Racine, WI, 53402

“Monica was again, able to provide 5-star sitter services for my Big Guy. Long walks, drop in visits, feedings, pictures and great communication. I would highly recommend her for pet care needs. Thank you again Monica, Ripley is so happy when you visit him!”

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Miller H.
Sitter Profile Image: Rebeca B.
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Rebeca B.
from
$50
per visit
5.0 out of 5 stars
• 14 reviews
4 repeat clients
10 years of experience
Racine, WI, 53402

“Rebeca did a very good job with my two senior cats while I was gone for five days. She did everything expected and the kitties were happy and healthy when I returned home.”

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Debbie S.
Sitter Profile Image: Jody A.
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Jody A.
from
$15
per visit
5.0 out of 5 stars
• 55 reviews
17 repeat clients
45 years of experience
Mount Pleasant, WI, 53406

“Jody did a fantastic job with my cat Milo. loved the daily check ins and pictures. Came home to a very happy cat. I would highly recommend Jody.”

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Pat S.
Sitter Profile Image: Kristine D.
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Kristine D.
from
$20
per visit
5.0 out of 5 stars
• 25 reviews
7 repeat clients
7 years of experience
Racine, WI, 53402

“Kristine was fantastic! She was extremely timely, and gave us lots of pictures and updates of our fur babies while we were traveling. She played with them a ton too. I’d definitely recommend her and have her watch my kitties again!”

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Kirsten S.
Sitter Profile Image: Nichole B.
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Nichole B.
from
$18
per visit
5.0 out of 5 stars
• 11 reviews
3 repeat clients
15 years of experience
Racine, WI, 53405

“Very patient with my many animals! Felt very comfortable with her caring for my pets.”

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Deann H.
Sitter Profile Image: Leah J.
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Leah J.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 23 reviews
7 repeat clients
6 years of experience

“Leah is very dependable, thanks for coming through in a pinch!!”

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Susan B.
Sitter Profile Image: Rachel G.
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Rachel G.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 14 reviews
4 repeat clients
10 years of experience
South Milwaukee, WI, 53172

About: I have had dogs my whole life, have helped train family pets, and am certified as a Comfort Dog handler. I have watched dogs from the wee size of a Chihuahua to big fluffy Newfoundlands. I love using patience and kindness to ensure your pups safety and well-being. I agrew up with the high energy of Border Collies, both young and older. I have dogsat at someone's house up to 5 dogs at a time, with varying food needs and medications. I try my best to be flexible and up for anything you need to ensure your furry friend is taken care of the same way I would care for my own. From walks, to watching them in my home, I am here to help you remain confident in your dog's care. For boarding, I do have two dogs that live in residence and would be available for a meet and greet prior to booking. I work a hybrid schedule, so some days I am fully working from home and other days I am in the office and usually pop home in the early afternoon to let my dogs out and finish the day working from home. Dogs get fed before I start work and dinner when I finish. If I work from home I usually take a break outside at some point to play with the pups and after work we can do walks or dog park or hanging out in the yard. I have a fenced yard and two other pups in the home who are relatively chill. Dogs are allowed on the furniture and get lots of snuggles. My own dogs are crate-trained but rarely use them. They are often left on the living room couch when I leave, with a baby gate keeping them in. Can use crates if needed, I own a size small and a size large. My dogs are 25 and 12 pounds. The smaller of the two is a rescue and is extremely chill and friendly to all other dogs. The bigger dog can be sensitive with other dogs sniffing his butt but the most he does is bark at them to move away. He usually minds his own space and doesn't play with other dogs much but also doesn't bother them.

Sitter Profile Image: Shawn J.
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Shawn J.
from
$15
per visit
5.0 out of 5 stars
• 34 reviews
12 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.
Sitter Profile Image: Cheri S.
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Cheri S.
from
$14
per visit
4.0 out of 5 stars
• 1 review
10 years of experience
Racine, WI, 53406

About: I’ve taken care of dogs and cats since I was 9 , I’ve personally had about 8 animals in my lifetime and am very passionate about the care and love and attention animals need I’m currently working part time but I will always make sure to make plenty of time to care for your fur babies while you’re away! I’m a very caring and nurturing person your safety of your animal is my top priority. Transparency is very important you will be informed about everything that happens and before it happens

Sitter Profile Image: Miranda V.
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Miranda V.
from
$13
per visit
5.0 out of 5 stars
• 1 review
25 years of experience
Oak Creek, WI, 53154

“Miranda did an awesome job watching Abby. She even brought the kids over to keep her company. Highly recommended. Thank you so much!”

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Tyler H.
Sitter Profile Image: Haya K.
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Haya K.
from
$13
per visit
1 repeat client
8 years of experience
Oak Creek, WI, 53154

About: I've been watching and caring for pets for over 8 years. My friends, coworkers and bosses have relied on me to walk their dogs, pet sit and care for their pets for several years. I'm more than happy to take your pets out for as many walks as needed at various hours of the day and I'm also ready to accommodate all of their needs, including feeding, playing with them, ensuring that they're happy and comfortable and spoiling them with toys and treats. Their safety always comes first. I usually go for a walk or run once or twice a day so I'm happy to take them out with me whenever possible. I have a fairly flexible schedule where I can pop in from time to time or work from home when needed. I have an entire bedroom that's unused that I'm happy to use as a pet room. I have plenty of space in my apartment for the pets and I have an entire field/track behind my apartment. I don't let the pets out of my sight, I ensure that they're always in a safe environment and I will always follow the owner's instructions. If any issues ever arise I will always contact the owner and consult before I make any decisions. I can always provide the right nutrition and keep them on schedule if needed.

Sitter Profile Image: Kaitlyn K.
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Kaitlyn K.
from
$22
per visit
4 years of experience
kenosha, WI, 53144

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: Evangeline M.
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Evangeline M.
from
$20
per visit
5.0 out of 5 stars
• 3 reviews
17 years of experience
Cudahy, WI, 53110

About: Me and my husband dog sit together and have had dogs growing up and currently have one, I work at dog daycare/boarding facility and have been there for over 3 years now. My husband, Mateo, currently works from home and can be there when I’m at work. We absolutely love dogs and have taken care of them our whole life. I work full time but am available most days and am always available. I’m also available full time on the weekends. My husband currently works from home and is available to provide care while I’m at work! We would make sure to take care of any safety precautions necessary to keep your pup or pups safe in your home while you are away!

Sitter Profile Image: Kylie K.
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Kylie K.
from
$15
per visit
4.5 out of 5 stars
• 8 reviews
3 repeat clients
10 years of experience
Franklin, WI, 53132

“Kylie came over for 4 days to check in on my kitty while we were out of town. He warmed up to her pretty quick, which is a good sign. She kept in touch of when she was stopping over and took care of everything I needed, including sending me some photos. 😻 I would definitely request her again.”

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Debbie K.
Sitter Profile Image: Aria W.
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Aria W.
from
$20
per visit
5.0 out of 5 stars
• 6 reviews
1 repeat client
10 years of experience
South Milwaukee, WI, 53172

“I would absolutely recommend Aria to anyone! She was very kind and did a great job communicating.”

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Dani L.
Sitter Profile Image: Jennifer I.
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Jennifer I.
from
$18
per visit
5.0 out of 5 stars
• 4 reviews
20 years of experience
Tippecanoe, Milwaukee, WI, 53207

About: I've been around dogs my entire life — in 28 years, there have only been 7 days I've lived without one! I grew up in a home with five dogs, including four Bernese Mountain Dogs and a Sheltie. My family also responsibly bred Berners and Shelties, and I grew up around training, proper care, and learning to understand each dog's individual personality. Today, my own dog is still a huge part of my life. I also prepare homemade food for my dog and have learned a lot through that experience about paying attention to ingredients, sensitivities, age, energy levels, and individual needs. If your dog has a unique routine, dietary preferences, or special considerations, I'm happy to listen and follow the routine you've established for them. I'm comfortable with dogs of different ages, personalities, routines, and needs, and I believe patience and consistency go a long way. Most importantly, I know how hard it can be to leave your dog with someone else. I treat every dog like they're part of the family — with plenty of attention, patience, playtime, and care while you're away. 🐾 Pets are already a big part of my everyday life. I have always had dogs and currently have three cats of my own, so feeding, walks, playtime, cleaning, and keeping up with their routines are naturally part of my day. I’m also intentional about making time for the pets I care for. I’d rather give a pet my full attention than simply “check a box” and leave. I’m happy to work around their normal routine and give them the consistency they’re used to while their family is away. 🐾 I start by learning your pet’s normal routine — feeding times, walks, medications, favorite activities, boundaries, and anything else that helps them feel comfortable. Then I stick to those instructions as closely as possible. I believe good pet care is about paying attention to the little things. I watch for changes in appetite, energy, behavior, bathroom habits, or anything else that seems unusual, and I’ll communicate with you if I notice something worth knowing about. Most importantly, I want your pet to feel safe and comfortable, not like their routine has suddenly been turned upside down. Whether they want a long walk and lots of playtime or prefer to curl up somewhere quiet, I’ll meet them where they are. 🐶🐱

Sitter Profile Image: Quintasia H.
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Quintasia H.
from
$15
per visit
5.0 out of 5 stars
• 1 review
4 years of experience
Oak Creek, WI, 53154

About: I’m a reliable, caring, and energetic dog sitter who loves making pets feel safe, happy, and loved while their owners are away. I’m dependable, patient, attentive, and committed to giving every dog the same care and attention I’d want for my own pet. I provide plenty of walks, playtime, attention, cuddles, and photo updates so you always know your pup is in great hands! 🐾 I make sure every dog feels safe, comfortable, and cared for while their owner is away. I follow their normal routine closely, including feeding schedules, walks, playtime, and any special instructions. I also give lots of attention, patience, and affection because I know every dog has a different personality and needs. I keep owners updated with photos and messages so they can feel relaxed knowing their dog is happy and in good hands. I care for pets by making sure they feel safe, comfortable, and loved whether they’re in my home or their owner’s home. I follow their normal routine closely, including feeding schedules, walks, playtime, potty breaks, and any special instructions the owner provides. In my home, I create a calm, clean, and pet-friendly environment where dogs can relax and feel comfortable. In the client’s home, I respect their space while making sure their pet receives consistent care, attention, affection, and exercise. I also provide regular updates and photos so owners always know their pets are happy and well cared for.

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The median cost per visit for pet sitting in Wind Point is $20

Pet parents share their Rover experiences - Wind Point

1 / 1
5.0 out of 5 stars

Mandy is an outstanding pet sitter! We’ve used her a couple of times for checking on our 2 cats and she has went above and beyond with their care. We absolutely recommend her!

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Kelley W.
Drop-In Visits
5.0 out of 5 stars

My cat loves Diana. I was gone for 9 days and able to be present knowing my fur baby was well taken care of.

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Maria W.
Drop-In Visits
5.0 out of 5 stars

Monica was again, able to provide 5-star sitter services for my Big Guy. Long walks, drop in visits, feedings, pictures and great communication. I would highly recommend her for pet care needs. Thank you again Monica, Ripley is so happy when you visit him!

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Miller H.
Drop-In Visits
5.0 out of 5 stars

Leaving Dan to watch our dog always makes us feel at ease! He does a wonderful job of communicating and showing love to our pup.

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Elena T.
Drop-In Visits
5.0 out of 5 stars

Heidi did a great job with my pups during my weekend away! I knew they were well cared for when she was around!

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Emily A.
Drop-In Visits
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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

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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.

How to book pet sitting

  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

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Popular requests for pet sitting - Wind Point

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Sitters in Wind Point average 6
repeat pet sitting clients

FAQs for Pet Sitting - Wind Point

Frequently asked questions about Rover

The average cost of Pet Sitting in Wind Point is $17 per visit as of November 2026. Most bookings cost between $13 and $23 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 1,984 sitters on Rover offering Pet Sitting across Wind Point. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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 Point. On Rover:

  • 88% of sitters can help with special care needs
  • 93% 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 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 Meet & Greet.

sitters on Rover set their own cancellation policy, 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.

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