Pet Sitting Oconomowoc Lake

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Oconomowoc Lake, Find top rated pet sitting

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

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Sitter Profile Image: Kami S.
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Kami S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 80 reviews
17 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: Jenifer D.
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Jenifer D.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 385 reviews
167 repeat clients
22 years of experience
Pewaukee, WI, 53072

“Jennifer does a fantastic job for us! She takes wonderful care of our kitty and is so willing to do extra tasks as well. We can't thank her enough for all she does for us!”

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Jackie W.
Sitter Profile Image: Brianna B.
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Brianna B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 68 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: Ava B.
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Ava B.
from
$20
per visit
5.0 out of 5 stars
• 19 reviews
10 repeat clients
3 years of experience
Nashotah, WI, 53069

“Ava took great care of Koda while we were in the Dells for the day! She stopped in our home and took her for 2 nice long walks. Thanks again Ava!”

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Renee S.
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: Reagan & Ally & Maddie R.
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Reagan & Ally & Maddie R.
from
$18
per visit
5.0 out of 5 stars
• 7 reviews
8 years of experience
Hartland, WI, 53029

About: Hi! I’m Reagan, a lifelong dog lover with previous Rover experience caring for dogs of all sizes and personalities. Last year, I regularly welcomed pups into my home and loved getting to know each of their unique personalities and routines. I’m now back home living with my family and excited to start caring for furry friends again! I’m reliable, attentive, and will make sure your pet gets plenty of love, attention, walks, and playtime while you’re away. I know how important it is to trust the person caring for your pet, and I’ll always treat them like they’re part of the family! 🐾🤍 PSA: my profile says that it’s three of us due to my old account, but it’s just me! I have a pretty open schedule. I work at night mostly on weekends, but I am free during the day! When I do work on the weekends, my shifts are no longer than 6 hours. I love to go for walks and will bring your dog along!! (If ok)I have a loving personality and will give your dog whatever attention they need!

Sitter Profile Image: Faith B.
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Faith B.
from
$15
per visit
4.9 out of 5 stars
• 12 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: Kendra M.
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Kendra M.
from
$35
per visit
5.0 out of 5 stars
• 14 reviews
3 repeat clients
3 years of experience
Lac La Belle, WI, 53066

“Kendra responded quickly to help us with letting Rudy out and let us know he was taken care of”

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Jay G.
Sitter Profile Image: Delaney H.
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Delaney H.
from
$20
per visit
18 years of experience
Oconomowoc, WI, 53066

About: Hi! I’m currently in graduate school for social work and am looking to get back into pet sitting and dog walking during my freetime which is something that I have enjoyed in the past. I have experience caring for dogs of different sizes, personalities, and energy levels and understand that each pet has their own routine and needs. Whether it’s going for walks, feeding, playing, or simply keeping your pet company, I’m happy to provide reliable and attentive care. I’d love the opportunity to meet you and your pet!! I work second shift as a clinical coach at a rehabilitation center which gives me availability during the morning, early afternoons, and on many weekends. Your pet’s safety and comfort are my top priorities. I always follow your pet’s normal routine, carefully follow any instructions you provide, and make sure they have plenty of attention, exercise, and affection. I treat every home with respect, keep pets secure at all times, and provide regular updates and photos so you can feel confident they’re happy and well cared for while you’re away

Sitter Profile Image: Alexandria M.
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Alexandria M.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
• 49 reviews
16 repeat clients
10 years of experience
Oconomowoc, WI, 53066

“Alex did a great job keeping me updated and sending photos! Will book again”

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Nathan W.
Sitter Profile Image: Jessica R.
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Jessica R.
from
$20
per visit
4.8 out of 5 stars
• 14 reviews
4 repeat clients
20 years of experience
Waukesha, WI, 53188

“We love Jessica! She’s always so nice, and we feel so much better knowing our kitties are being looked after by her.”

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Mallory K.
Sitter Profile Image: Cassie K.
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Cassie K.
from
$13
per visit
10 years of experience
Dousman, WI, 53118

About: I have 10 years of experience house/pet-sitting. I do the best I can to continue your pet's routine while you're away including watering/feeding, walking, playing, taking your pet on outings like the dog-park for example, admistering medications, cleaning up pet waste, or anything else you'd like me to do! I have experience taking care of all different kinds of pets such as chickens, ducks, fish, cats, dogs, hamster, hermit crab, turtle, and hedgehog. I also can provide overnight care for your pets including housesitting if needed. Housesitting responsibilites include watering plants, getting your mail, mowing the grass, putting out your garbage, or any other household tasks you'd like done while you're away including taking care of your pet and/or pets. I'm also available this summer Monday through Friday to drop-in to take care of pets from 1:30pm-6:00pm. This could include watering/feeding, walking, or anything your pet may need. I'd be happy to give referneces if needed. Thank you for considering me! I'm available all week to provide pet care in your home-drop in, overnight care, and house-sitting.Thank you for your time and considering me for your pet and home care needs! I do not offer pet care in my home, but can provide pet care in your home including drop-in/overnight pet-care in your home/house-sitting and I'd be happy to provide references if you'd like.

Sitter Profile Image: Heather B.
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Heather B.
Star Sitter
from
$75
per visit
5.0 out of 5 stars
• 35 reviews
10 repeat clients
35 years of experience
Oconomowoc, WI, 53066

About: I’ve taken care of dogs since I was 9 years old. I grew up with dogs and would pet sit around the neighborhood. I also would babysit and take care of the family’s pets while I was there. I have recently started picking that back up. I have watched several different dogs in my neighborhood overnight at my house or at the owners home. I currently work from home with a very flexible schedule. I am able to give your fur babies all the walks, playtime, love and cuddles that they need. I like to ask you what schedule you have your pet on currently and follow that as much as possible. I will ensure your fur babies get the exercise, playtime, love and attention that they need while staying with me.

Sitter Profile Image: Michelle E.
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Michelle E.
from
$13
per visit
20 years of experience
Waukesha, WI, 53188

About: I’ve had the privilege to house sit, dog walk, and LOVE 💙, my friends and clients fur babies. I make sure all of their needs are taken care of. I’m currently working 4 AM to 1230 Monday through Thursday and Saturday, but as of April 16, I’ve decided the love and passion I have for caring for your babies excite me a lot more. I will be more available to accompany your needs while you’re away for work or on a vacation with your family, yet I have had many clients& their babies have no issues when I housesit/dog walk. I treat animals with love, care, and respect as if they were my own. I will follow your directions on how your fur baby likes to be cared for.

Sitter Profile Image: Susana C.
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Susana C.
from
$20
per visit
5.0 out of 5 stars
• 36 reviews
8 repeat clients
15 years of experience
Eagle, WI, 53119

“Susana followed my Kitten Leo s food instructions well. Played with Leo each visit and cleaned up after him. Thank you Susana! You did a great job!!”

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Susan S.
Sitter Profile Image: Kali W.
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Kali W.
from
$25
per visit
5.0 out of 5 stars
• 6 reviews
1 repeat client
28 years of experience
Hartland, WI, 53029

About: Animals are truly my passion. I hope to have a lot of them someday when I have the money, time and land. In the meantime I’m on rover to spend time with dogs, help people out, and be productive during my free time. I love an excuse to get up early during the week and go for a walk or just hang out with the fuzzy babies. I work part time as a hairstylist and I want to fill the rest of my time doing something that makes me happy! I love physical exercise, I love animals, so I know that I can help pet owners! (I also love animals snuggles) When I stay at your house with your dogs/cats I will be there when agreed upon and overnight if agreed upon. I need to be able to leave for at leave a couple of hours each day I am staying. I’m there for feeding, playing, potties, snuggles, treats, sleeping, and whatever else the furry ones need!

Sitter Profile Image: Nicole J.
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Nicole J.
from
$18
per visit
5.0 out of 5 stars
• 7 reviews
2 repeat clients
9 years of experience
Sussex, WI, 53089

About: I’ve been taking care of dogs for friends and neighbors for almost 10 years. I have helped raise puppies while nannying, and have dog sat overnight for years! I have an energetic lovable 9 month old lab of my own who would love to have a friend to play with! I’ve cared for sick pets, puppies, and adult dogs. I’m experienced with bathing pets, love long walks and playing in the yard. I always make sure there is plenty of enrichment time. My husband works from home some days and I also have a lot of flexibility with work to make sure pups get the love and attention they need! We also make sure to walk our pup in the morning before work and after with lots of playtime in the evening. I have a large yard and a lovable pup who can be a companion to your pet! She has gone to daycare for months so is fully socialized and always wants to play with anyone who is interested. We have a camera in our crate room to make sure everything is alright when we are away. We have a full room that is pretty much empty designated for dog toys and treats! I will make sure your pet gets all the love and attention they deserve while you are gone!

Sitter Profile Image: Myah P.
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Myah P.
from
$13
per visit
5.0 out of 5 stars
• 1 review
15 years of experience
Sullivan, WI, 53178

About: I’ve taken care of dogs since I was young. We have 3 family dogs that I currently live with at home. My friends and my family all have dogs too and I love spending time with them and playing with them as well. I also work as a Caretaker at a Doggy Boarding/Daycare lodge and I enjoy my job very much! I adore dogs and hope to help you with yours! I currently work at a daycare dog lodge. I would ultimately have to work around that. I typically work mornings which are 6am-1:30pm. Other than that your dog has all my attention and will get all the love+ cuddles! I have a fenced in yard where all my 3 dogs play and hangout. They absolutely love it! All my dogs are very friendly. I don’t offer at home sitting just because one of my dogs is unpredictable! But i’m more than happy to come to yours and do all that you need me to do for your pup!

Sitter Profile Image: Melissa S.
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Melissa S.
from
$15
per visit
20 years of experience
Pewaukee, WI, 53072

About: Hi! I’m an experienced and dependable dog lover with over 20 years of hands-on dog caretaking experience. I’ve cared for dogs of all ages, personalities, and care levels — from energetic pups to senior dogs requiring extra patience, attention, and medication management. One thing that sets me apart is my flexibility while working remotely. I’m able to provide more consistent companionship and care throughout the day by working from your home when needed. Whether your dog needs potty breaks every few hours, lunchtime playtime, walks, medication administration, or simply someone there to keep them company, I’m happy to help! I understand that every dog has their own routine, personality, and comfort level, and I truly treat every pet as if they were my own family member. I know how important it is to have someone you trust caring for your furry loved one, and I pride myself on being attentive, patient, reliable, and loving. My goal is simple: to make sure your dog feels safe, happy, loved, and well cared for while you’re away. I look forward to meeting you and your furry best friend! I have flexibility while working remotely. I’m able to provide more consistent companionship and care throughout the day by working from your home when needed. Monday through Friday I can work your pet’s schedule into my work day! On the weekends, I can be available whenever! I’m here to help as much as I can. My goal is to ensure your dog feels no different when I’m at a client’s home. The schedule, routines, and energy remain the same. I’m just a part time friend your dog can be excited to spend time with while their parents are away. I follow everything you need to ensure your dog is cared for and loved.

Sitter Profile Image: Cristina R.
Verified Enhanced Background Check
Cristina R.
from
$32
per visit
10 years of experience
Sussex, WI, 53089

About: What sets me apart is the level of care and attention I give. As a pet owner of two cats and a dog, I’m experienced with different personalities and needs. I also take time to work on basic training and positive behaviors while I’m with your dog, so it’s more than just a visit; it’s enriching time for them. I work 32 hours a week as a Medical Laboratory Scientist, which allows me to have a flexible schedule. I work every third weekend, but outside of that I’m available during weekdays and most weekends. I make it a priority to plan my schedule so I can be fully present and dependable for the pets in my care. I care for pets in their home by maintaining their normal routine and environment, which helps reduce stress. I follow all care instructions carefully, including feeding, medication, and any special needs. I spend quality time with each pet. Whether that’s play, companionship, or quiet time. I also keep things tidy, like cleaning litter boxes, and always ensure your home is respected and secure. I’m happy to provide updates and photos for peace of mind.

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Pet parents share their Rover experiences - Oconomowoc Lake

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5.0 out of 5 stars

Highly recommended! I had last minute travel and Ramsey was quick and easy with her communication. Impeccable care and had rapport with a normally shy kittie and provided informative daily reports and photo/videos.

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Mitch R.
Drop-In Visits
5.0 out of 5 stars

So grateful for Kenzie being there for Brownie. He is comfortable with her so he eats and does his potty breaks without hesitation. Shows up and does her job well. Thank you Kenzie!

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

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.
Drop-In Visits
5.0 out of 5 stars

Great service as always. I feel comfortable knowing my kitties are well cared for AND receiving pets and play time while I'm away. I have a cat who is very shy with strangers but Brianna must have some comforting energy because he comes out to see her and receive some pets! I'm traveling more than usual for work and it's reassuring to know that they're well taken care of while I'm gone, so I can focus on work. I've rebooked with Brianna numerous times, in fact, she's doing drop ins for my cats again in a few days. Highly recommend her!

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Sydney B.
Drop-In Visits
5.0 out of 5 stars

Lisa was great with our cats, Ash and Pikachu. She was a great communicator and sent cute pics of the cats. The cat litter was well attended and she kept the environment very clean. It was very convenient and the most comfortable option for the cats in our absence.

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Lynn B.
Drop-In Visits
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

Nicole was amazing! Super caring and reliable, and my cats loved them right away. Also loved getting updates and photos while I was away. Highly recommend!

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Mike S.
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

Sent amazing photos! Let my dogs out for me while I’m at a long shift! They seem so happy and comfortable.

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Alexandria M.
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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FAQs for Pet Sitting - Oconomowoc Lake

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

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 .

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 , which provides up to 25,000 in eligible veterinary care reimbursement.

Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a 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 .

sitters on Rover set their own , 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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