Pet Sitting Okauchee

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 28
pet parents in Okauchee have booked pet sitting

Okauchee, 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.

1 / 1
Sitter Profile Image: Kami S.
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Kami S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
77 reviews
16 repeat clients
25 years of experience
Oconomowoc, WI, 53066

Kami was wonderful and took great care of our cats while we were away from home. She gave them plenty snacks and provided us with a thorough report on the wellbeing of our fur babies. 10/10 would use her services again 😄

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Riom K.
Sitter Profile Image: Faith B.
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Faith B.
from
$15
per visit
4.9 out of 5 stars
10 reviews
4 repeat clients
10 years of experience
Hartland, WI, 53029

Faith took great care of our cat while we were away! She is good at communicating, reliable, and easy to work with. Thanks again!

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Michael C.
Sitter Profile Image: Jade B.
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Jade B.
from
$25
per visit
10 years of experience
Oconomowoc, WI, 53066

About: I’m a disabled veteran & dogs have always been my peace so i decided to start incorporating more of them into my daily life & call it “work” 🥰 pet-loving is part of my every day life! i take my own pups for walks in the morning before the heat, and during the warmest days of winter. i love being outside, playing with animals & taking care of them! i will use the app, frequent communications in texting, etc. along with pictures and videos to send to all my pet parents! walking the pups at least a mile, if they can, or more if requested! i also walk all my clients separately from others, so no need to worry about differing personalities.

Sitter Profile Image: Kim M.
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Kim M.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
75 reviews
27 repeat clients
35 years of experience
Nashotah, WI, 53058

Kim is one of the best sitters my cats have ever had! She is timely, professional, and truly puts in the time to give you a great update on your animals. This was the first time I was not worried about leaving my cats in someone else’s care. I can’t recommend her enough!

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Hannah B.
Sitter Profile Image: Mary D.
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Mary D.
from
$18
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
15 years of experience
Delafield, WI, 53018

Mary did a wonderful job with our dog. She communicated well, reliable, and gave lots of love to our dog. We will definitely use her again.

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Sandy R.
Sitter Profile Image: Jenifer D.
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Jenifer D.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
379 reviews
163 repeat clients
22 years of experience
Pewaukee, WI, 53072

First time using Rover, and was very nervous about having a stranger come into my home. From the met and greet, I could tell Jenifer is a true professional and takes her job seriously. Jenifer sent me photos of my cat every day. Pounce is extremely shy. I was very surprised that she came out for a “stranger”. By day two I knew I made a right decision by going with Rover and Jenifer to take care of Pounce. I will definitely use Rover again and Jenifer will be my person of choice! Thank you! Barb Roberts

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Barb R.
Sitter Profile Image: Shay H.
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Shay H.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
23 reviews
10 repeat clients
25 years of experience
Summit, WI, 53066

It was wonderful meeting Shay and she did a great job watching Dewey and Stella for the first time! She was reliable and communicative, which I really appreciated. Our Dewey is a rescue and is shy to people she doesn’t know. Shay understood and handled it well. Will definitely be asking her to watch our dogs again!

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Abbie S.
Sitter Profile Image: Brianna B.
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Brianna B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
67 reviews
27 repeat clients
28 years of experience
Oconomowoc, WI, 53066

Brianna is dependable, responsible and she understands dogs! I felt so comfortable knowing our 3 yr old lab was getting a visit from her while we were away. I’m very thankful to have found Brianna and highly recommend her!

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Dawn S.
Sitter Profile Image: Katelyn W.
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Katelyn W.
Star Sitter
from
$15
per visit
4.8 out of 5 stars
34 reviews
16 repeat clients
8 years of experience
Oconomowoc, WI, 53066

Katelyn was prompt and very patient and sweet with our dog.

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Susan L.
Sitter Profile Image: Taylor S.
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Taylor S.
from
$25
per visit
5.0 out of 5 stars
10 reviews
4 repeat clients
25 years of experience
Delafield, WI, 53018

Taylor was wonderful! She took such good care of our pets and went above and beyond.

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Marshall B.
Sitter Profile Image: Brooke G.
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Brooke G.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
36 reviews
3 repeat clients
20 years of experience
Oconomowoc, WI, 53066

Brooke and Robbie took great care of my sweet prince, Cheddar! I last minute asked if they would be willing to have him all day vs just a drop in and they were so accommodating. They provided updates and lots of pictures. I know Cheddar had a blast and would give them a 5 start review :) 10/10 would book again!

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Katelyn C.
Sitter Profile Image: David K.
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David K.
from
$20
per visit
4.9 out of 5 stars
23 reviews
8 repeat clients
10 years of experience
Oconomowoc, WI, 53066

First time using a sitter. David did a meet and greet so we felt comfortable with him. He did great and asked questions. Our dog is a bit high maintenance but David didn't seem to mind and took care of everything.

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Kathy T.
Sitter Profile Image: Julie E.
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Julie E.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
65 reviews
17 repeat clients
40 years of experience
Delafield, WI, 53018

We had a wonderful experience with Julei! She was reliable and clearly care for Miss Bailey like her own! She provided notes and pics of her visits which were much appreciated. We came home to a happy, relaxed pup and felt very much at ease while we’re were gone.

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Carol P.
Sitter Profile Image: Lisa B.
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Lisa B.
from
$20
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
25 years of experience
Oconomowoc, WI, 53066

Lisa is an amazing pet sitter. She communicates regularly and details, which i needed. She sends really good photos and videos that I enjoyed!! My 2 cats loved her, I could see it in the videos. She is reliable and keeps everything tidy. And she is willing to do extra things if needed. She is the perfect pet sitter for me and my cats!! Julie Keck

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Julie K.
Sitter Profile Image: Riley K.
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Riley K.
from
$25
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
15 years of experience
Hartland, WI, 53029

About: I have been a dedicated animal lover and pet owner my entire life. My experience is rooted in long-term personal ownership and recent, reliable caregiving for friends and family. Dog Expertise: I grew up with dogs and, prior to moving to this neighborhood, I was the trusted, regular dog walker and sitter for family and friends. This experience involved handling daily walks, managing feeding schedules, and providing necessary companionship and playtime for various breeds, including both high-energy and senior dogs. Cat Expertise: I am a current, devoted cat parent (along with my husband). I am highly proficient in all aspects of cat care, including understanding subtle feline behavioral cues, managing litter box routines, and ensuring a calm, stress-free environment for shy or independent cats. General Care: I am reliable, responsible, and committed to following your specific care instructions precisely. I understand that sticking to a pet's routine is essential for their well-being. Specific Skills Medication Administration: Comfortable and capable of administering oral medications (pills or liquid) as needed. Safety & Walks: Skilled in leash handling and ensuring safety during walks in local neighborhoods. Home Security: Highly respectful of your home and dedicated to maintaining security and cleanliness during my visits. Communication: Committed to providing detailed updates, photos, and clear communication after every visit. Since I work from home, pet care fits seamlessly into my daily routine and is a welcome break from my desk! I look forward to the opportunities to get out for walks and visits. Here is how I structure my day around my pet clients: Midday Priority: My lunch break is specifically reserved for client visits. I am typically available between 12:00 PM and 1:00 PM to ensure your pet gets a much-needed potty break, walk, or play session to break up their day. Flexible Bookends: My WFH schedule allows me to be flexible and accommodate early morning or evening walks/check-ins (e.g., around 5:00 PM - 7:00 PM), which is crucial for pets needing a dinner time routine or a final potty break. Pet-Centric Household: Pet care is a core part of my life. My husband and I are devoted to our cat, Remi, and caring for him—including managing his special diet and occasional medication—means maintaining a consistent, pet-focused schedule is simply normal for me. I only provide care right in your home—I don't offer boarding at my place. Pets are happiest where they live, and I love bringing the care directly to them! How I Care for Your Pet (20–30 Minute Visits) For Dogs 🐕: Walks & Routine: I stick strictly to your routine! As a WFH person, I love getting out for focused, safe walks, whether it's midday or an evening stroll. Safety First: I have lots of experience walking and sitting for friends/family, and following instructions is my top priority. For Cats 🐈: Calm Connection: As a dedicated cat parent, I understand and adjust to different cat personalities. I focus on reading your cat's mood, providing quiet companionship or playtime on their terms. Special Needs? No Problem: Just like my own cat, I'm totally comfortable handling oral meds, special diets, and those essential quick clean-ups (litter box/accidents). I promise clear communication and lots of fun photo updates during and/or after every single visit!

Sitter Profile Image: Ashley G.
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Ashley G.
from
$14
per visit
20 years of experience
Oconomowoc, WI, 53066

About: Caring for animals has been a lifelong passion of mine. I’ve been walking and caring for dogs since I was a young child and have always had a special place in my heart for our four-legged family members. I currently have three dogs of my own — Cassie, my German Shepherd; Bandit, my Miniature Pinscher; and Sterling, my Blue Heeler mix. Over the years, I’ve cared for dogs and cats of many different ages, personalities, and needs. I understand that every pet is different, and I take the time to learn their individual routines, personalities, and what makes them feel comfortable and loved. Whether your pet is playful, energetic, senior, shy, or needs a little extra patience, I’m happy to provide personalized care. When your pets are in my care, they’ll be treated like family — with plenty of attention, affection, patience, playtime, and, of course, lots of love! 🐾💜 I work during the day during the week, but I’m available for pet care during evenings, weekends, and other times outside of my regular work schedule. I’m happy to work with pet parents to find times that fit their needs and will always communicate my availability clearly. I’m especially interested in helping with weekend care, walks, drop-in visits, and caring for pets while their families are traveling. Your pet’s safety and comfort are my top priorities. I follow each pet parent’s instructions carefully, including feeding schedules, medications, walks, special routines, and any important safety considerations. I understand that some pets need time to warm up, so I’m patient and never force interaction. I’m also very comfortable caring for senior, shy, energetic, and special-needs pets. With three dogs and a cat of my own, I understand how important it is to know that your fur babies are safe, happy, and receiving the same loving care they would receive at home. I’ll treat your pets as my own and keep you updated so you can have peace of mind while you’re away. 🐾💜

Sitter Profile Image: Natalie K.
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Natalie K.
from
$18
per visit
4.5 out of 5 stars
9 reviews
2 repeat clients
12 years of experience
Oconomowoc, WI, 53066

Natalie was such an amazing caretaker while my husband and I were away throughout the day. She was very attentive, quick responder, and flexible with our schedule. We absolutely would hire her again! She cared for our boys in such a perfect way even thought they can get into trouble, she never let them and gave them the love and care they needed

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Ava B.
Sitter Profile Image: Ramsey S.
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Ramsey S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
54 reviews
12 repeat clients
40 years of experience
Oconomowoc, WI, 53066

Ramsey did an excellent job caring for my two cats. I’d trust them with her any time. Came home to find littler boxes and food bowls clean. I can tell she played with the cats during the drop in visits. Thanks, Ramsey!

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Tara F.
Sitter Profile Image: Molly M.
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Molly M.
from
$20
per visit
5.0 out of 5 stars
16 reviews
5 repeat clients
18 years of experience
Oconomowoc, WI, 53066

About: I grew up with dogs and have taken care of friends and families pets my whole adult life. I also have a dog of my own! I’m comfortable with dogs of all sizes and breeds and am reliable and comfortable walking, feeding, and providing all general cares! I work full time, day time hours, but mostly from home. I take care of my own pup during the day, we go on walks during my breaks and lunch. I’m available to walk or watch pets during the day, in the evenings/nights or on weekends! I have a golden retriever at home to keep your pet company ! He loves friends and making new ones! Close by walking paths and fields to walk, as well as a dog park on site if wanted.

Sitter Profile Image: Laura D.
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Laura D.
from
$30
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
15 years of experience
Nashotah, WI, 53058

About: At a young age i was brought to America from russia ; I instantly fell in love with my family pet Toby. She was a black lab mixed with Australian shepherd. I didn't speak english very well but Toby made me feel I was understood and this is where I found my love for animals. Few years later our next door neighbor gave us a cat and she was pregnant. 6 kittens later and out of 6 I managed to convince my parents to keep 4. A year later I found another cat in out country yard and kept her as well. Having 1 dog and 5 cats was a big task but I loved it. I currently have a very needy loving bulldog named merlin who loves all the attention from his mama. Merlins enjoy of life are sitting on his mama's lap and wanting to play as soon as he's had his maybe 3 nap in by 12pm after the well deserved nap merlin is all ready to use his energy on running, jumping, and giving kisses. My cat Ripley was going to be put down since she was at the pet shop for over a year. She wasn't wanted because she wasn't friendly towards everyone. She was as described as she was selective of who she'd come down her shelf for. My family visited her frequently and eventually I decided to adopte her. I offer to watch my apt neighbors dogs and any friends that ask me to watch their animals. I would love to get to meet your pet/s and give them attention when your away untill your return back. I take care of merlin ( English bulldog), Ripley (maine coon), 2 Russian tortoises( 8 yrs I've had them, probably will be passed down to my future husbands kids) , a hamster( had him for 3 yrs now ). I love sharing my attention to all the animals that I have and meet. I look forward to providing the best care for your pet/s while you are busy making money for the Biscuits or take a well deserved break from the every day to day. I currently can not pet sit at my apartment for a long period of time. I have occasionally watched a dog for a weekend but with prior meet/ greet and making sure my dog gets along with your pet/s. Im more then happy to watch your pet/s at your home. I'm comfortable walking your pet/s,feeding, treats, and play time indoors or outdoor. I don't prefer to give medication. If given directions and your pet/s has been on it and no emergency symptoms I can on request give medication. I do have a experience giving baths to kittens to dogs with some guidance of what your preferences are going about it im more then happy to do this service. I'm very flexible with my hours for the most part and with communication I'm glad to help out any way ; while your away from your pet/s.

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

Pet parents share their Rover experiences - Okauchee

1 / 1
5.0 out of 5 stars

First time using a sitter. David did a meet and greet so we felt comfortable with him. He did great and asked questions. Our dog is a bit high maintenance but David didn't seem to mind and took care of everything.

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

Ava was amazing! Very responsive, attentive to detail, and extra sweet to our kitties while we were away! We loved the photos and videos she would send. We would absolutely recommend her to anyone.

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

everything was great and my husband loved the pictures I would like to have pics sent to my phone too or just mine 262-443-9385

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Bonnie M.
Drop-In Visits
5.0 out of 5 stars

Kim helped me out in a pinch and has been a wonderful introduction to Rover for Scout and I. I would recommend her and hope to rebook her again in the future!

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

Another great experience with Kami! Love having someone we can trust to take excellent care of our cats while we’re on vacation🥰

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Michala E.
Drop-In Visits
5.0 out of 5 stars

I book Courtney almost every week when I work late and I can always count on her to give my dogs the attention they deserve while I’m gone.

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John P.
Drop-In Visits
5.0 out of 5 stars

We will 100% be reaching out to Beth again!! She took wonderful care of our dog Honey, played with her, was respectful of our home, and a great communicator. Exactly the person you want looking after your pet!

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Brett M.
Drop-In Visits
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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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Sitters in Okauchee average 6
repeat pet sitting clients

FAQs for Drop-In Visits - Okauchee

Frequently asked questions about Rover

The average cost for Pet Sitting in Okauchee on Rover is $17.76 per visit (as of September 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 September 2026, there are 2,115 sitters on Rover offering Pet Sitting across Okauchee. 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 Okauchee 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 Okauchee. On Rover:

  • 93% of sitters can help with special care needs
  • 96% 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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