Dog Sitting Bayside

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Over 23
pet parents in Bayside have booked dog sitting

Bayside, Find top rated dog 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: Brett S.
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Brett S.
from
$15
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
5 years of experience
Northpoint, Milwaukee, WI, 53202

About: I am a certified veterinary technician and have been in the field for 4 years. I have experience with general practice, emergency and critical care, and wildlife rehabilitation. I am able to perform many nursing skills from the comfort of your home (medication administration, gland expression, nail trims, and more). I am willing to work with many species of small mammals and reptiles alike. Please feel free to message me for more details Pet care is my top priority in the hospital setting as well as the comfort of your home. At this time I am fully available to you and your pet care needs I am committed to the health, comfort, and safety of your animals in my care. Not only am I a certified veterinary technician but a fear free certified professional passionate for the least stressful approach for animal behavior and health

Sitter Profile Image: Cathy M.
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Cathy M.
from
$24
per visit
5.0 out of 5 stars
• 11 reviews
2 repeat clients
10 years of experience
Milwaukee, WI, 53218

“Cathy is OUTSTANDING! She always sent photos of our cats and gave us detailed updates about our pets and our home while we were away. We are extremely happy with her service and I'm sure we'll hire her again in the future.”

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Isaac H.
Sitter Profile Image: Abigail K.
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Abigail K.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
• 10 reviews
2 repeat clients
14 years of experience
Menomonee Falls, WI, 53051

“Thank you for taking such great care of Winston.”

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Sheryl D.
Sitter Profile Image: Nicole K.
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Nicole K.
from
$18
per visit
5.0 out of 5 stars
• 3 reviews
11 years of experience
Milwaukee, WI, 53211

About: To be completely honest, I was afraid of dogs when I was a child. But since my family got our puppy in 2015, my love of dogs has skyrocketed. Now when I see a dog, I have this intuition to pet them, with permission of course. So with my care, there will always be love in the air! A little fun fact about me is that I love to go for walks. So watch out furry friends, the feeling of being worn out is coming your way! I am a full-time student, however, I do have time during the day on Monday, Wednesday, and Fridays to hang around with your furry friends! My time range is from 11-3:30. Or perhaps you’re stuck at work late in the night, and your dog or cat has been crossing their legs to use the bathroom, and I am more than welcome to stop by and take them outside any night of the week (after 6 pm)! Just like people, your animal should have food, water, and exercise. I will take your dogs and/or cats on walks and make sure their dishes are filled with water. And give them lots of pets as well, because what animal doesn’t like a little love?

Sitter Profile Image: Madeline P.
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Madeline P.
from
$18
per visit
5.0 out of 5 stars
• 17 reviews
4 repeat clients
7 years of experience
Ahwatukee Foothills, Menomonee Falls, WI, 53051

“Madeline was an excellent pet sitter! She was kind, caring, and communicative throughout the time she cared for my cat, and she even checked in on my snake to make sure everything was okay. She followed all of my instructions carefully and gave me peace of mind knowing my pets were in great hands. I really appreciated her reliability and the love and attention she gave them. I would gladly have her pet sit for me again and highly recommend her to anyone looking for a trustworthy and compassionate pet sitter.”

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Hillary B.
Sitter Profile Image: Sara & Ethan C.
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Sara & Ethan C.
from
$20
per visit
5.0 out of 5 stars
• 11 reviews
7 years of experience
Lower East Side, Milwaukee, WI, 53202

About: We love animals but aren’t in a place in our lives to have our own. We’d love to be able to get some pet love while still being able to keep our flexible lifestyle. We thought pet sitting would be the best way to do so! We genuinely love pet sitting/housesitting since we just love doing new things together. We are very responsible and are almost always reachable by text. We have a car and are willing to travel to you. We are excited to hear from you soon :) I only work in office Tuesday through Thursday from 9-5, other than that I am usually home. On those days I can feed them before and after work. Ethan (my boyfriend) also works fully remote so he’ll be around to take care of the pets on the days I’m in office. A midday walk is a great way to get him out of the house We have the top level of a duplex. It’s a pretty open space. We love to go on walks and spend time with furry friends. We’re really good about sending photo updates and checking in with the owners throughout the day.

Sitter Profile Image: Aubrey A.
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Aubrey A.
from
$23
per visit
5.0 out of 5 stars
• 65 reviews
19 repeat clients
27 years of experience
Lower East Side, Milwaukee, WI, 53202

“Our cat began displaying signs of stress when we would be away even for a weekend with friends checking in / feeding him. Sometimes he would stop eating, or come down with colds, ear infections etc (even though he is an indoor only cat). We new he needed more attention, Aubrey is wonderful with our guy and has made it possible for us to go away and know he is in great hands, the house is safe and secure and when we return we are no longer worried about the repercussions because he is the same happy, healthy cat we left in her capable hands. I'm not sure how she is so good at befriending animals, but our cat especially has not been known for making fast friends easily. She is just really great! You're pet should be lucky enough to meet her too! 💕”

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M. G.
Sitter Profile Image: Karla D.
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Karla D.
from
$15
per visit
4.8 out of 5 stars
• 12 reviews
5 repeat clients
5 years of experience
Juneau Town, Milwaukee, WI, 53202

“Karla’s been amazing and I’m so thankful for her help :)”

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Katie S.
Sitter Profile Image: Courtney W.
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Courtney W.
from
$25
per visit
5.0 out of 5 stars
• 23 reviews
11 repeat clients
10 years of experience
Cedarburg, WI, 53012

About: Nice to meet you! My name is Courtney. I created my business because I too struggled to find a reliable dog sitter for my pets. I wanted to provide professional, trustworthy care to my fellow pet owners. People have described me as confident, responsible, and compassionate. I am very passionate about working with pets. I’ve worked with hundreds of dogs, ranging from all dog breeds and sizes. I have been a dog trainer and dog sitter for over 10 years, and I truly have a passion for dogs. Take me to a dog park and I can tell you about every single dogs play style, body language and behavior. What sets my dog sitting and boarding services apart is my understanding of the canine mind and their unique needs for enrichment and reinforcement, crucial for their health and happiness. I have extensive training and real world experience training K9s and companion dogs which requires creativity, patience, and compassion. I also have extensive knowledge of various dog health issues, having cared for blind dogs, deaf dogs, and those with special needs. I firmly believe there are no 'bad' dogs and strive to cater to each client's specific needs. Reactive, nervous, or anxious dogs are always welcome in my care without judgment. Ensuring dogs' safety is my top priority because, like you, my dogs are family, and I treat every pet as such. Trusting somebody with your pets can be nerve wracking, and you can be assured the care, safety, and well being of your family member is taken seriously. “Animals are such agreeable friends - they ask no questions; they pass no criticisms.” George Eliot Important note: I have a three day cancellation fee, so please be sure to let me know if your plans change as soon as possible. Last minute cancelations result in other pet parents unable to use my services, so I cannot wave or adjust for my fee. I appreciate clients understanding! Please note that dogs are not to be taken off property during their stay (Unless veterinary related) is it my main priority that pets are safe and secure in our home and yard. Our yard provides ample space for dogs to run, chase a ball, and play with their buddies. My drop off and pickup times are split between AM and PM. My drop off times range from 8-10AM, and 5-8PM. Times outside of those periods will be charged for a day or half day of daycare. I appreciate owners being as close to a planned time as possible to allot time for myself and other clients. As a full-time dog trainer, I work from home alongside my lead trainer, so there is always someone at home! My commitment to being home means that the dogs receive continuous supervision and attention, enhancing safety and well-being. I enjoy hiking, swimming, and gardening in my small garden. When dogs stay at my home, safety is my top priority. To ensure a secure environment, I implement several measures. 1. Supervised Outside Play: Dogs are only allowed outside under direct supervision. This allows me to monitor their behavior, prevent any potential conflicts, and ensure they stay safe from external hazards. 2. Matching Play Styles: I carefully assess the play styles of each dog and only allow those with similar temperaments to interact. This minimizes the risk of misunderstandings and conflicts, promoting an enjoyable playtime for all dogs. 3. FI Collars. If requested by the pet parent, I use FI collars for safety. These smart collars provide real-time location tracking, ensuring an added layer of security. This technology helps me keep track of each dog’s whereabouts, giving pet parents peace of mind knowing their pets are safe. 4. Fence: Our property is 1/3 acre and includes a 6 foot fence. Dogs are carefully monitored and I implement 50 foot long lines if needed for escape artists.

Sitter Profile Image: Sarah S.
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Sarah S.
from
$13
per visit
15 years of experience
Murray Hill, Milwaukee, WI, 53211

About: I've had animals my whole life. From fish to frogs. Dogs ranging from a Corgi to a Rottweiler. Once had 6 cats and 3 dogs. I currently have a 15yr old hound mix who is half blind and deaf. I am no stranger to medicine and little accidents I work full time Monday through Friday but I have every weekend and evening off! Looking to spend time with any furry friend. I feel as though a walk after a work day is healing. I am an early riser or a night owl. I will walk any distance because I love hiking. Me and your fur baby will go on multiple adventures.

Sitter Profile Image: Avah B.
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Avah B.
from
$14
per visit
6 years of experience
Murray Hill, Milwaukee, WI, 53211

About: I’ve been taking care of family and friends, cats and dogs, reptiles, birds, you name it! I’ve babysat for multiple days before as well. I’m currently in school for my undergraduate however I’m free Friday to Sunday and can fit in time after 11 AM Tuesdays and Thursdays. I’m not able to keep pets in my home, however, depending on what you need, I can keep them wherever you would like within your own home.

Sitter Profile Image: Tuo J.
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Tuo J.
from
$36
per visit
5.0 out of 5 stars
• 16 reviews
4 repeat clients
6 years of experience
Lower East Side, Milwaukee, WI, 53202

“Tuo did an amazing job with the drop in visits for my two pups! He provided detailed updates and pictures via the Rover cards and was very communicative. It looks like the dogs loved hanging with him and going on walks to fun places 😊”

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Chelsea K.
Sitter Profile Image: Courtney G.
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Courtney G.
from
$30
per visit
5.0 out of 5 stars
• 13 reviews
20 years of experience
Milwaukee, WI, 53225

“People said it couldn’t be done but Courtney did it! Our Daisy is a rescue with odd triggers and a guarded outward personality hiding her gentle lovie inner personality. Courtney came with patience, confidence, affection and belief - and she has won Daisy’s trust and mutual affection. (Mine, too!) I couldn’t be happier! Courtney is professional, prompt, friendly and easygoing. She brings loads of experience and a comfortable sense of self to provide heartfelt companionship right here in our home, helping Daisy be her best self! Thanks, Court! God smiled on us - You are a blessing!”

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Colleen M.
Sitter Profile Image: Heather Z.
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Heather Z.
from
$20
per visit
5.0 out of 5 stars
• 16 reviews
6 repeat clients
10 years of experience
Germantown, WI, 53022

“Heather did a wonderful job dropping in to help with my two cats while I was on vacation. She came over for a meet and greet beforehand to understand their needs and was even willing to put some jelly in my Oriole feeder during the week. She is reliable and trustworthy and I will definitely have her come over again!”

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Chelsea D.
Sitter Profile Image: Cara M.
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Cara M.
from
$45
per visit
5.0 out of 5 stars
• 2 reviews
10 years of experience
Mequon, WI, 53097

About: I’ve taken care of dogs and cats for most of my life. I love animals, and would love to get to meet yours! I will take great care of them☺️ I will be available most weeknights and weekends. And occasionally weekdays. I can be very flexible with what works for you if I’m able to fit it into my schedule! I’m willing to adapt to whatever your animal needs and take great care of them! I have a cat myself and I treat him like he’s my own child.

Sitter Profile Image: Jeanee S.
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Jeanee S.
from
$38
per visit
5.0 out of 5 stars
• 20 reviews
9 repeat clients
25 years of experience
Cedarburg, WI, 53012

“Jeaneé is the best. We’ve used her several times now. We always get pictures of the adventures they have together, and updates! We know our animals appreciate having her around.”

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Nick S.
Sitter Profile Image: Samantha W.
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Samantha W.
from
$30
per visit
5.0 out of 5 stars
• 3 reviews
20 years of experience
Concordia, Milwaukee, WI, 53208

About: Over 20 years of experience, including elderly dogs and puppies. I love dogs and enjoy walks, park visits, games and couch snuggles. I know how important it is that your fluffy family members are taken care with as much love and stability as possible when you are away. I currently have a 10 month old standard poodle and she is my whole world. I understand how important this job is! I am an artist and work part time at my home studio. My flexible work schedule allows plenty of time for dog walks, park visits, play, attention and engagement throughout the day. I have a fully fenced in yard and a very friendly (well socialized) 10 month old standard poodle who loves having friends to play with. Our home is 4,200 square feet with plenty of space for dogs to play and settle in. We also have the first floor entirely puppy proofed, making it safe for even the youngest of curious explorers.

Sitter Profile Image: Ray L.
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Ray L.
from
$19
per visit
5.0 out of 5 stars
• 13 reviews
2 repeat clients
25 years of experience
Milwaukee, WI, 53208

About: Friends and family have trusted me as a babysitter, pet sitter, plant sitter and house sitter from the time I was a young one myself. Their recommendations organically generated a steady word-of-mouth side business for me. At any given time, I'm often caring for someone's home, plants, pets, kids, or some combination of the above! I truly enjoy providing these types of services in addition to my other professional pursuits. My current schedule is pretty flexible, and I'm used to blocking out time every day to care for animals, plants, the home front, etc. As a dog owner myself, I'm familiar with the daily demands; however, I share the duties of my own dog with my partner, so I'm able to integrate other animals into this routine as needed. I know that matters of trust and safety are very important to parents, pet parents and home owners. For this reason, I try to be very adaptable in order to meet the individual standards and personal preferences of my clients.

Sitter Profile Image: Alena H.
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Alena H.
from
$25
per visit
4.9 out of 5 stars
• 7 reviews
1 repeat client
16 years of experience
Concordia, Milwaukee, WI, 53208

About: Taking care of dogs is something I have enjoyed for much of my life, even a malanois can’t resist my affection! I’m very excited to have fun with your fur baby! I am currently working part time so my availability is open to help you and your lovely pet! I am able to easily balance your pet care with my own schedule. Figuring out your pets needs is crucial, then building a good routine around play, rest and bathroom breaks. Building a good routine is very important for me to develop a good relationship with your friend!

Sitter Profile Image: Ann S.
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Ann S.
from
$20
per visit
20 years of experience
Milwaukee, WI, 53202

About: Growing up in a two dog household and volunteering at our local humane society, I was constantly surrounded by dogs and animals as a child. Into adulthood, I have years of experience with puppies, elderly dogs, and many personalities as I professionally dog walked for Gentle Hearts in Denver, and foster cared for the Montana Humane Society while constantly dog sitting for friends and family. Professional past includes house training the pups, feeding, walk training, lots of playing, and constant daily routine! I have cared for elderly dogs with medication care, carrying them outside, hand feeding and bathing. I have a deep belief in positive reinforcement training, and highly discourage using force or fear when caring for a dog. I believe in using treats, playtime and outside zoomies as a reward for good behavior. The importance of a dog feeling safe, loved, and positively trained is my priority! I have caring experience with animals from hamsters to lizards, to kitties, birds and farm animals (I volunteered on farms caring for sheep, cows, and horses!) I have one eight year old dog of my own currently, after our fourteen year old dog just recently passed away. We miss him dearly and hold him in our hearts every single day. I truly have been surrounded and cared for dogs and pets my whole life, and can’t wait to assist in caring for yours! I currently am available to dog walk and pet-sit on Monday until 4 pm, Tuesdays until 4 pm, and Fridays until 4 pm. I work in the service industry as a server and bartender, and tend to be busier at night. I am unavailable on Saturdays as I work doubles at the restaurant. I believe in positive reinforcement training, by giving treats, pets and playtime as a reward. I am capable of walking small to extra large dogs, with much experience from pups to elderly. I believe in three walks a day for a healthy dog, and will typically take your pet on a 30-60 minute walk if they are healthy and able!

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The median cost per visit for dog sitting in Bayside is $20

Dog parents share their Rover experiences - Bayside

1 / 1
5.0 out of 5 stars

Suzi was extremely accommodating and took great care of our dogs. We will be happy to book her again.

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Will N.
Drop-In Visits
5.0 out of 5 stars

The best pup sitter we could ask for. So reliable, compassionate, plays with them, updates us & takes the cutest photos.

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Ruth F.
Drop-In Visits
5.0 out of 5 stars

We love Mia! I’m the kind of dog mom who can’t leave her baby easily. From our first meeting we knew Mia was the girl for us. She is caring, attentive & most important, Roxy approved. We will be hiring her many more times. I can’t recommend her enough!

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Angela K.
Drop-In Visits
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How to book dog sitting

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Popular requests for dog sitting - Bayside

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Sitters in Bayside average 6
repeat dog sitting clients

FAQs for Dog Sitting - Bayside

Frequently asked questions about Rover

The average cost of Dog Sitting in Bayside is $20 per visit as of October 2026. Most bookings cost between $19 and $26 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 October 2026, there are 2,021 sitters on Rover offering Dog Sitting across Bayside. 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.

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 Bayside 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!

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.

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 .

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Bayside with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Yes, you can find sitters who have experience with handling special pet needs in Bayside. 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.

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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